Homeswithjeremy.com Search Results

2026 New Home Construction...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath, steam shower and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.

5 Beds ⋅ 8 Baths ⋅ 24169304 MLS

2026 New Home Construction...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run through the main living spaces. The primary suite is a true retreat with a spa-like bath, steam shower and generous individual closet space for him and her. The chef's kitchen features premium materials, Thermador appliances and designer finishes that flow into bright, open living areas with contemporary millwork and an elegant nod to tradition. Downstairs, the finished basement adds a dedicated gym plus a flexible media/rec room or home office - perfect for work, play, and wellness. Outside, enjoy resort-style living: a 20 x 40 Pool with Spa and a modern-style patio (pool and patio to be completed the first week of June), expansive grounds for recreation or gardens, and a three-car garage. Practical comforts include a whole-house generator, House is wired for cameras, full security system and ample storage. This home artfully balances traditional detail with a fresh, contemporary aesthetic for today's lifestyle and there is a special surprise in the finished basement.

48 Kettle Creek Rd, Weston

$2,850,000

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.

7 Beds ⋅ 8 Baths ⋅ 24168594 MLS

Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.

214 Good Hill Rd, Weston

$2,750,000

Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living space for all seasons! Your friends will never want to leave & that's ok because in addition to the gourmet kitchen w/high end stainless steel appliances, sun-filled dining area & family room w/fireplace & built-ins, there is a banquet sized dining room w/ fireplace & climate controlled wine room & butler's pantry, as well as a large living room w/ fireplace to host your guests. An entertainers dream! There is room for everyone with the 5 ensuite bedrooms including fabulous primary w/ fireplace, sunroom and huge walk in closet/dressing room. The fun continues in the finished, heated lower level. Think a game of Pool, Ping Pong or just relaxing in front of the TV watching the big game with family & friends. In addition to all of this, you can enjoy central air, a generator, large mudroom and craft room, 2nd story laundry room, 9ft. ceilings and hardwood floors throughout. The extras that make daily living easy and comfortable. This is not just a home, it is an uncompromised sanctuary offering endless amenities for those who appreciate quality & ease of lifestyle. Make it yours!

5 Beds ⋅ 7 Baths ⋅ 24191757 MLS

Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living space for all seasons! Your friends will never want to leave & that's ok because in addition to the gourmet kitchen w/high end stainless steel appliances, sun-filled dining area & family room w/fireplace & built-ins, there is a banquet sized dining room w/ fireplace & climate controlled wine room & butler's pantry, as well as a large living room w/ fireplace to host your guests. An entertainers dream! There is room for everyone with the 5 ensuite bedrooms including fabulous primary w/ fireplace, sunroom and huge walk in closet/dressing room. The fun continues in the finished, heated lower level. Think a game of Pool, Ping Pong or just relaxing in front of the TV watching the big game with family & friends. In addition to all of this, you can enjoy central air, a generator, large mudroom and craft room, 2nd story laundry room, 9ft. ceilings and hardwood floors throughout. The extras that make daily living easy and comfortable. This is not just a home, it is an uncompromised sanctuary offering endless amenities for those who appreciate quality & ease of lifestyle. Make it yours!

2 High Noon Rd, Weston

$2,650,000

Welcome to Hydrangea Hill - a beautifully maintained and refined center hall colonial set on 3 private acres in coveted lower Weston, offering the perfect balance of neighborhood warmth and serene retreat. The grand two-story foyer opens to a living room with marble gas fireplace, spacious formal dining room, and handsome private office. The heart of the home is a gourmet kitchen featuring a 10-foot Carrara marble island and a breakfast area that flows seamlessly into a generous family room anchored by a stone gas fireplace. Both the kitchen and family room open to a stunning 3-tiered flagstone patio complete with outdoor fireplace with a propane gas starter and grilling area. Ideal for garden parties, summer entertaining, and everything in between. The upper level features a luxurious primary suite with a custom-designed walk-in closet, four additional en-suite bedrooms, bonus room, laundry, and walk-up attic. The finished lower level offers flexible living space with a gym space, a full bath, fireplace, and walk-out access to the pool and spacious yard. Step outside to your private resort: a heated salt-water pool with automatic cover, waterfall spa, pergola, fully fenced yard, and lush landscaping that gives this property its name. A whole-house generator provides year-round peace of mind. Steps from Taylor Preserve trail access, and minutes to Westport's shops, dining, and Metro-North - this is lower Weston living at its finest.

5 Beds ⋅ 7 Baths ⋅ 24180513 MLS

Welcome to Hydrangea Hill - a beautifully maintained and refined center hall colonial set on 3 private acres in coveted lower Weston, offering the perfect balance of neighborhood warmth and serene retreat. The grand two-story foyer opens to a living room with marble gas fireplace, spacious formal dining room, and handsome private office. The heart of the home is a gourmet kitchen featuring a 10-foot Carrara marble island and a breakfast area that flows seamlessly into a generous family room anchored by a stone gas fireplace. Both the kitchen and family room open to a stunning 3-tiered flagstone patio complete with outdoor fireplace with a propane gas starter and grilling area. Ideal for garden parties, summer entertaining, and everything in between. The upper level features a luxurious primary suite with a custom-designed walk-in closet, four additional en-suite bedrooms, bonus room, laundry, and walk-up attic. The finished lower level offers flexible living space with a gym space, a full bath, fireplace, and walk-out access to the pool and spacious yard. Step outside to your private resort: a heated salt-water pool with automatic cover, waterfall spa, pergola, fully fenced yard, and lush landscaping that gives this property its name. A whole-house generator provides year-round peace of mind. Steps from Taylor Preserve trail access, and minutes to Westport's shops, dining, and Metro-North - this is lower Weston living at its finest.

58 Fanton Hill Rd, Weston

$2,500,000

This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Addl. space avail on 3rd flr.

6 Beds ⋅ 7 Baths ⋅ 24044965 MLS

This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating waterfall to set the stage for the tranquility that awaits upon arrival. A seemingly endless list of amenities speak to a home that was constructed with no expense spared, everything from an elevator, natural gas utilities, 6 BRs with choice of main or upper level primary suites, incredible craftsmanship and highest-end materials. The stunning Great Room is at the heart of the home, with an impressive stone fpl, French doors to the terrace, adjacent wet bar/butler's pantry, incredible dining rm w/coffered ceil. The gourmet kitchen is a stunning showplace of sophisticated design and unparalleled quality w/ Sub Zero & wolf appls, marble counters, cathedral ceiling, skylights & three exposures capturing views. Two private offices for ultimate productivity. Each BR is accompanied by a luxe bath & fitted closets of outstanding quality. The finished, walk-out LL has an array of flex spaces and is an ideal future cabana for the pool site, or multi-generational suite w/full kitchen, fpl, BR, full bth, space for sauna & much more. 2 laundry rms, 3 car garage. Addl. space avail on 3rd flr.

29 Rogues Rdg, Weston

$2,475,000

On one of Weston's most coveted cul-de-sacs, this custom Colonial offers over 6,200 sq ft across three finished levels plus a full lower level, set on just over two flat private acres. From the moment you step inside, the light is unmistakable, with oversized windows illuminating generous rooms and impressive vertical scale. The professionally appointed kitchen with Thermador double ovens, Viking range, Sub-Zero fridge and butler's pantry opens to a stunningly vaulted family room with stone hearth. It's a home built for gathering. The dining room comfortably seats 18 while remaining welcoming and gracious, the kind of space where stories stretch long past dessert. A sunlit living room with tray detail and millwork adds sophistication, while a private study offers a quiet escape. Mudroom and 3 car garage complete the first level. Upstairs, a serene primary suite offers a fireplace, walk-in closet, and spa bath with soaking tub, complemented by 5 additional en suite bedrooms. The third floor offers flexible space for guests, media, or extended family living. Outside, mature trees and plantings, stone walls, and two bluestone patios frame the property. Pool plans available! The lower level is all about fun, anchored by a 6-seat bar with space for billiards, games, and fitness. Minutes to Weston Center, top-rated schools, golf/tennis clubs, Westport's Compo Beach, and easy NYC commute. A true home in every sense.

6 Beds ⋅ 8 Baths ⋅ 24153699 MLS

On one of Weston's most coveted cul-de-sacs, this custom Colonial offers over 6,200 sq ft across three finished levels plus a full lower level, set on just over two flat private acres. From the moment you step inside, the light is unmistakable, with oversized windows illuminating generous rooms and impressive vertical scale. The professionally appointed kitchen with Thermador double ovens, Viking range, Sub-Zero fridge and butler's pantry opens to a stunningly vaulted family room with stone hearth. It's a home built for gathering. The dining room comfortably seats 18 while remaining welcoming and gracious, the kind of space where stories stretch long past dessert. A sunlit living room with tray detail and millwork adds sophistication, while a private study offers a quiet escape. Mudroom and 3 car garage complete the first level. Upstairs, a serene primary suite offers a fireplace, walk-in closet, and spa bath with soaking tub, complemented by 5 additional en suite bedrooms. The third floor offers flexible space for guests, media, or extended family living. Outside, mature trees and plantings, stone walls, and two bluestone patios frame the property. Pool plans available! The lower level is all about fun, anchored by a 6-seat bar with space for billiards, games, and fitness. Minutes to Weston Center, top-rated schools, golf/tennis clubs, Westport's Compo Beach, and easy NYC commute. A true home in every sense.

10 Pheasant Hill Rd, Weston

$2,400,000

THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 3/30. Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework rm with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full fin LL offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.

5 Beds ⋅ 6 Baths ⋅ 24159217 MLS

THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 3/30. Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this refined retreat offers elegant living & impressive entertaining. The newly reimagined kitchen is a showpiece of style & substance: a spacious island anchors the room, surrounded by premier appliances & abundant storage, all beautifully designed, expertly equipped, and ready for every occasion. Host unforgettable dinners in the formal DR w/gas fireplace, then relax in the warm, inviting fam rm w/custom stone fireplace, French doors & surround sound for movie nights. Multiple home office options include a private library/homework rm with built-ins. The luxe primary suite features excellent closet space, a fireplace, spa bath w/hydro tub, shower & dual sinks. The full fin LL offers all of the room needed so that everyone can have their space, including a game/rec rm, media rm, gym & more, plus storage rooms. Outside, enjoy vast, usable, level lawns, heated pool, sports area, basketball, climbing swing & treehouse. Wraparound porch & screened-in porch offer stunning views of both the picturesque acreage as well as the tranquil hilltop scenery. 4-car garage for the auto enthusiast.

6 Winthrop Hls, Weston

$2,361,000

A thoughtfully restored (2012-2017) post-and-beam colonial is perched on a scenic rise with panoramic views of meticulously maintained grounds, combining timeless elegance with high-performance modern comfort and amenities. Details include original barn doors, reclaimed wide-plank floors, abundant natural light through skylights, and a gracious wrap-around veranda. First Floor: Features an inviting living room with exposed beams and a wood-burning fireplace. The heart of the home is a generous eat-in kitchen, boasting an expansive island, premium appliances, an integrated desk nook, and French doors connecting to outdoor spaces. A den includes a wet bar, wine storage, and handcrafted built-in cabinetry. Also on this level are two well-appointed bedrooms, a full bath, a powder room, and convenient first-floor laundry. Second Floor:The primary bedroom suite is a true retreat with a wood-burning fireplace, separate sitting area, a custom closet system, and a spa-like bathroom offering pastoral vistas. Two additional bedrooms, a second full bath, and upper-level laundry complete this floor. Lower Level: A newly converted, climate-controlled, recreational / play room. A separate detached barn offers multiple possibilities-workshop, studio, storage, or a future renovation project. Barn-featuring a restored roof and structural reinforcements-is as-is and stands ready for conversion, with architectural plans included in a sale

5 Beds ⋅ 4 Baths ⋅ 24168820 MLS

A thoughtfully restored (2012-2017) post-and-beam colonial is perched on a scenic rise with panoramic views of meticulously maintained grounds, combining timeless elegance with high-performance modern comfort and amenities. Details include original barn doors, reclaimed wide-plank floors, abundant natural light through skylights, and a gracious wrap-around veranda. First Floor: Features an inviting living room with exposed beams and a wood-burning fireplace. The heart of the home is a generous eat-in kitchen, boasting an expansive island, premium appliances, an integrated desk nook, and French doors connecting to outdoor spaces. A den includes a wet bar, wine storage, and handcrafted built-in cabinetry. Also on this level are two well-appointed bedrooms, a full bath, a powder room, and convenient first-floor laundry. Second Floor:The primary bedroom suite is a true retreat with a wood-burning fireplace, separate sitting area, a custom closet system, and a spa-like bathroom offering pastoral vistas. Two additional bedrooms, a second full bath, and upper-level laundry complete this floor. Lower Level: A newly converted, climate-controlled, recreational / play room. A separate detached barn offers multiple possibilities-workshop, studio, storage, or a future renovation project. Barn-featuring a restored roof and structural reinforcements-is as-is and stands ready for conversion, with architectural plans included in a sale

10 Cedar Ln, Weston

$2,325,000

**THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/11/26** Set on picture-perfect, park-like property near the end of one of Lower Weston's most treasured cul-de-sacs, this expanded & beautifully remodeled Colonial offers every feature for a gracious, comfortable lifestyle, within walking distance of the school campus, library, town center, & minutes to the Merritt Parkway and Westport's vibrant shopping & dining. A circular drive, specimen landscaping and architectural details create exceptional curb appeal. The large foyer opens to a front-to-back LR w/the first of five fireplaces and French doors framing serene views. The stunning library w/custom built-ins and coffered ceiling is one of several home office options. A light-filled sunroom steps out to the vast deck, and the LR & DR are ready for memorable gatherings. The gourmet E-I-K features stone counters, Sub Zero & Viking appliances, a large island & open flow to the bkfst rm w/ fpl & cabinetry, leading to the cathedral ceil fam rm w/ fireplace & doors to the screened-in porch. A rec/play rm & additional BR are adjacent. Upstairs, five BRs incl the luxurious primary suite with tray ceiling, sitting area with fpl, walk-in clst and marble bath w/hydro tub and glass shower. Each BR is spacious w/ lrg clsts. The finished LL offers a 2nd rec room, workspace w/built-ins, extra room, full bath and ample storage. The expansive deck leads to the flat, private backyard. An exceptional home.

6 Beds ⋅ 5 Baths ⋅ 24156145 MLS

**THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 4PM MONDAY 5/11/26** Set on picture-perfect, park-like property near the end of one of Lower Weston's most treasured cul-de-sacs, this expanded & beautifully remodeled Colonial offers every feature for a gracious, comfortable lifestyle, within walking distance of the school campus, library, town center, & minutes to the Merritt Parkway and Westport's vibrant shopping & dining. A circular drive, specimen landscaping and architectural details create exceptional curb appeal. The large foyer opens to a front-to-back LR w/the first of five fireplaces and French doors framing serene views. The stunning library w/custom built-ins and coffered ceiling is one of several home office options. A light-filled sunroom steps out to the vast deck, and the LR & DR are ready for memorable gatherings. The gourmet E-I-K features stone counters, Sub Zero & Viking appliances, a large island & open flow to the bkfst rm w/ fpl & cabinetry, leading to the cathedral ceil fam rm w/ fireplace & doors to the screened-in porch. A rec/play rm & additional BR are adjacent. Upstairs, five BRs incl the luxurious primary suite with tray ceiling, sitting area with fpl, walk-in clst and marble bath w/hydro tub and glass shower. Each BR is spacious w/ lrg clsts. The finished LL offers a 2nd rec room, workspace w/built-ins, extra room, full bath and ample storage. The expansive deck leads to the flat, private backyard. An exceptional home.

3 Hedgerow Cmn, Weston

$2,303,000

B &F DUE MON. 3/16 BY 5PM. The address says it all-7 Homeward La. is home in every sense of the word. This architect-designed Nantucket-style colonial is a welcome departure from the ordinary, blending timeless elegance w/modern functionality. Nestled on a professionally landscaped, flat, park-like 2.55-acre property, it offers stunning curb appeal coupled w/absolute peace and privacy. Step inside this light-filled home, where soaring ceilings & dramatic spaces make a striking first impression. The Great Room features 26-ft ceilings & a 2-story fireplace, while the home is enhanced by masterful millwork, custom built-ins, renovated bathrooms, fresh paint, new lighting, & refinished random-width hardwood floors in a light, modern hue. The large white chef's kitchen features a generous island & oversized breakfast room with patio access, high-end appliances including a new 48-inch Wolf range, Bosch dishwasher, & Sub-Zero refrigerator, & opens to a welcoming family room. The primary suite is paneled & vaulted, with a 2-sided fireplace, sitting area, his-and-her walk-in closets, and spa-like bath. All 5 bedrooms feature their own designated bathrooms. A dedicated office & flexible spaces on the 3rd floor and lower level could serve as offices, media rooms, playrooms, or exercise areas. Ample storage, a Tesla/EV charger, new boiler, water treatment system, & HVAC complete this thoughtfully designed home. This wonderful retreat offers everything the most discerning buyer could de

5 Beds ⋅ 6 Baths ⋅ 24154715 MLS

B &F DUE MON. 3/16 BY 5PM. The address says it all-7 Homeward La. is home in every sense of the word. This architect-designed Nantucket-style colonial is a welcome departure from the ordinary, blending timeless elegance w/modern functionality. Nestled on a professionally landscaped, flat, park-like 2.55-acre property, it offers stunning curb appeal coupled w/absolute peace and privacy. Step inside this light-filled home, where soaring ceilings & dramatic spaces make a striking first impression. The Great Room features 26-ft ceilings & a 2-story fireplace, while the home is enhanced by masterful millwork, custom built-ins, renovated bathrooms, fresh paint, new lighting, & refinished random-width hardwood floors in a light, modern hue. The large white chef's kitchen features a generous island & oversized breakfast room with patio access, high-end appliances including a new 48-inch Wolf range, Bosch dishwasher, & Sub-Zero refrigerator, & opens to a welcoming family room. The primary suite is paneled & vaulted, with a 2-sided fireplace, sitting area, his-and-her walk-in closets, and spa-like bath. All 5 bedrooms feature their own designated bathrooms. A dedicated office & flexible spaces on the 3rd floor and lower level could serve as offices, media rooms, playrooms, or exercise areas. Ample storage, a Tesla/EV charger, new boiler, water treatment system, & HVAC complete this thoughtfully designed home. This wonderful retreat offers everything the most discerning buyer could de

7 Homeward Ln, Weston

$2,100,000

Set on more than 2 level acres in coveted lower Weston, this beautifully appointed open-concept colonial home offers 5 bedrooms and 4 bathrooms with exceptional space for comfortable everyday living and easy entertaining. A circular driveway welcomes you to a home filled with character and natural light, highlighted by a dramatic wall of windows in the kitchen, two fireplaces, custom built-ins, charming bay windows, and a spacious primary suite with an attached flexible room ideal for a private office, fitness space, or dressing room. The walk-out lower level adds even more versatility with a generous recreation room, exercise/office room and a full bath. Designed for seamless indoor-outdoor living, the expansive screened-in porch opens to a full outdoor kitchen, pizza oven, heated pool, terrace, and an enclosed garden area. With wonderful spaces to gather throughout and beautifully usable grounds, this is a special opportunity in one of Weston's most desirable locations. Minutes to the town of Westport, the Merritt Parkway, Weston Center and schools. HIGHEST AND BEST deadline is Thursday, 5/28/26 @ 10 am

5 Beds ⋅ 4 Baths ⋅ 24176893 MLS

Set on more than 2 level acres in coveted lower Weston, this beautifully appointed open-concept colonial home offers 5 bedrooms and 4 bathrooms with exceptional space for comfortable everyday living and easy entertaining. A circular driveway welcomes you to a home filled with character and natural light, highlighted by a dramatic wall of windows in the kitchen, two fireplaces, custom built-ins, charming bay windows, and a spacious primary suite with an attached flexible room ideal for a private office, fitness space, or dressing room. The walk-out lower level adds even more versatility with a generous recreation room, exercise/office room and a full bath. Designed for seamless indoor-outdoor living, the expansive screened-in porch opens to a full outdoor kitchen, pizza oven, heated pool, terrace, and an enclosed garden area. With wonderful spaces to gather throughout and beautifully usable grounds, this is a special opportunity in one of Weston's most desirable locations. Minutes to the town of Westport, the Merritt Parkway, Weston Center and schools. HIGHEST AND BEST deadline is Thursday, 5/28/26 @ 10 am

16 Pilgrim Ln, Weston

$2,000,000

**Quintessential New England Charmer - Remodeled for Today's Lifestyle** Wide plank antique flooring and hand-hewn beams welcome you with the warmth and character of a bygone era, while thoughtful updates ensure every modern comfort. The large gourmet kitchen features custom cabinetry, premium countertops, and high-end appliances, opening to a delightful covered porch and two connecting patios complete with a built-in Viking grill, fire pit, and professionally landscaped perennial gardens. The primary bedroom boasts a vaulted ceiling with decorative beams, a walk-in closet and luxurious primary bathroom. The spacious, private yard is a true retreat, and the lower level adds a bonus fifth bedroom and play/media room for endless entertainment possibilities. Special touches abound - radiant heated floors in the mudroom, copper gutters, fresh interior and exterior paint, and a charming chicken coop with egg-producing hens that truly sets this home apart. Peace of mind comes built-in with a whole-house generator and a roof replaced just four years ago. Truly turnkey and move-in ready - Welcome to Weston!

4 Beds ⋅ 5 Baths ⋅ 24171146 MLS

**Quintessential New England Charmer - Remodeled for Today's Lifestyle** Wide plank antique flooring and hand-hewn beams welcome you with the warmth and character of a bygone era, while thoughtful updates ensure every modern comfort. The large gourmet kitchen features custom cabinetry, premium countertops, and high-end appliances, opening to a delightful covered porch and two connecting patios complete with a built-in Viking grill, fire pit, and professionally landscaped perennial gardens. The primary bedroom boasts a vaulted ceiling with decorative beams, a walk-in closet and luxurious primary bathroom. The spacious, private yard is a true retreat, and the lower level adds a bonus fifth bedroom and play/media room for endless entertainment possibilities. Special touches abound - radiant heated floors in the mudroom, copper gutters, fresh interior and exterior paint, and a charming chicken coop with egg-producing hens that truly sets this home apart. Peace of mind comes built-in with a whole-house generator and a roof replaced just four years ago. Truly turnkey and move-in ready - Welcome to Weston!

23 Old Stage Coach Rd, Weston

$1,980,500

Set behind charming stone walls on flat, usable land, this beautiful home offers exceptional space for everyday living and entertaining, just minutes from Weston's award-winning schools. The heart of the home features a large chef's kitchen that opens seamlessly to a cozy sunken family room. Sliding glass doors lead out to a stone patio overlooking a spacious backyard with ample room for a pool. The main level also includes a private bedroom suite-ideal for guests or an au pair. The second floor hosts a primary suite featuring a fireplace, an attached home office, and a newly renovated bath. Three additional bedrooms, two full baths, and a versatile playroom complete the upper level. Downstairs, the finished lower level provides flexible rec space, a gym, a full bath, and abundant storage. Don't miss this great Weston home.

6 Beds ⋅ 5 Baths ⋅ 24207679 MLS

Set behind charming stone walls on flat, usable land, this beautiful home offers exceptional space for everyday living and entertaining, just minutes from Weston's award-winning schools. The heart of the home features a large chef's kitchen that opens seamlessly to a cozy sunken family room. Sliding glass doors lead out to a stone patio overlooking a spacious backyard with ample room for a pool. The main level also includes a private bedroom suite-ideal for guests or an au pair. The second floor hosts a primary suite featuring a fireplace, an attached home office, and a newly renovated bath. Three additional bedrooms, two full baths, and a versatile playroom complete the upper level. Downstairs, the finished lower level provides flexible rec space, a gym, a full bath, and abundant storage. Don't miss this great Weston home.

24 Langner Ln, Weston

$1,925,000

Welcome to this recently updated New England retreat with stone walls, a circular gravel driveway, and manicured grounds. Fenced and setback charming 5-bed and 2 full + 2 half baths colonial with sun-filled galleries and rooms. 2 fireplaces, 2-story cathedral ceilings. The modern open-floor kitchen (2025) opens to the dining room, family room, and a large deck. Luxurious MAIN FLOOR primary bedroom with separate walk-in closets, private deck, and updated bathroom with heated tiles. The upper floor has 4 bedrooms and 1.5 baths. Finished 432 sqft lower-level family room. 2-car large updated garage. Ample parking. 7 Birch Hill is a true summertime paradise with a top-of-the-line saltwater heated in-ground gunite pool built in 2020 with PebbleFina finish in sapphire galaxy color, auto-everything, and wi-fi link for remote control. Evergreen screening for privacy and gorgeous landscaping full of hydrangeas, ornamental grasses, Dogwood, Japanese maple, evergreen, maple, and oak trees, and dappled sunlight throughout. Walk along the footstones to the shed, pool, and private outdoor shower with a changing room to rinse off after laps in the pool. The organic garden was created by Homefront Farm in Redding and improved with irrigation. Many recent upgrades, 2022-2026, used only the best materials and workmanship. Close to Weston town center, stores, restaurants, walk to schools, and minutes away from train, highways, downtown Westport, and beautiful beaches.

5 Beds ⋅ 4 Baths ⋅ 24160489 MLS

Welcome to this recently updated New England retreat with stone walls, a circular gravel driveway, and manicured grounds. Fenced and setback charming 5-bed and 2 full + 2 half baths colonial with sun-filled galleries and rooms. 2 fireplaces, 2-story cathedral ceilings. The modern open-floor kitchen (2025) opens to the dining room, family room, and a large deck. Luxurious MAIN FLOOR primary bedroom with separate walk-in closets, private deck, and updated bathroom with heated tiles. The upper floor has 4 bedrooms and 1.5 baths. Finished 432 sqft lower-level family room. 2-car large updated garage. Ample parking. 7 Birch Hill is a true summertime paradise with a top-of-the-line saltwater heated in-ground gunite pool built in 2020 with PebbleFina finish in sapphire galaxy color, auto-everything, and wi-fi link for remote control. Evergreen screening for privacy and gorgeous landscaping full of hydrangeas, ornamental grasses, Dogwood, Japanese maple, evergreen, maple, and oak trees, and dappled sunlight throughout. Walk along the footstones to the shed, pool, and private outdoor shower with a changing room to rinse off after laps in the pool. The organic garden was created by Homefront Farm in Redding and improved with irrigation. Many recent upgrades, 2022-2026, used only the best materials and workmanship. Close to Weston town center, stores, restaurants, walk to schools, and minutes away from train, highways, downtown Westport, and beautiful beaches.

7 Birch Hill Rd, Weston

$1,895,000

Experience the best of Fairfield County living in this immaculate, sun drenched Colonial, perfectly situated to take in peaceful views of Laurel Lake. More than a home, this is a true private retreat-thoughtfully designed for both relaxed everyday living and effortless entertaining. The spacious cook's kitchen flows seamlessly to an expansive stone patio overlooking the water, complete with an outdoor kitchen and striking stone fireplace, allowing you to savor crisp Connecticut evenings well into the fall. Inside, the main level offers both a formal living room and a welcoming family room, each with its own fireplace, along with a generous dining room ideal for gatherings large and small. A beautiful home office and a screened in porch provide serene lake and property views, creating inspiring spaces to work, unwind, or simply enjoy the surroundings. Upstairs, the inviting primary suite features soaring cathedral ceilings, a cozy fireplace, a spa bath, and a walk in closet, offering a peaceful sanctuary at day's end. Three additional bedrooms and a full bath provide comfortable accommodations for family or guests. A fifth bedroom with full bath and private entrance, located just off the kitchen, is perfectly suited for a guest suite, au pair room, art studio, or second home office. Meticulously maintained and move in ready, this exceptional home invites you to settle in and fully embrace the Weston lifestyle.

5 Beds ⋅ 5 Baths ⋅ 24168885 MLS

Experience the best of Fairfield County living in this immaculate, sun drenched Colonial, perfectly situated to take in peaceful views of Laurel Lake. More than a home, this is a true private retreat-thoughtfully designed for both relaxed everyday living and effortless entertaining. The spacious cook's kitchen flows seamlessly to an expansive stone patio overlooking the water, complete with an outdoor kitchen and striking stone fireplace, allowing you to savor crisp Connecticut evenings well into the fall. Inside, the main level offers both a formal living room and a welcoming family room, each with its own fireplace, along with a generous dining room ideal for gatherings large and small. A beautiful home office and a screened in porch provide serene lake and property views, creating inspiring spaces to work, unwind, or simply enjoy the surroundings. Upstairs, the inviting primary suite features soaring cathedral ceilings, a cozy fireplace, a spa bath, and a walk in closet, offering a peaceful sanctuary at day's end. Three additional bedrooms and a full bath provide comfortable accommodations for family or guests. A fifth bedroom with full bath and private entrance, located just off the kitchen, is perfectly suited for a guest suite, au pair room, art studio, or second home office. Meticulously maintained and move in ready, this exceptional home invites you to settle in and fully embrace the Weston lifestyle.

21 Laurel Lk E, Weston

$1,860,000

There are homes that are beautifully renovated, and then there are homes that have been truly cared for. Perfectly sited on one of Weston's most coveted roads, this exceptional Kettle Creek Road residence has been thoughtfully transformed inside and out, where timeless design, extraordinary craftsmanship, and meticulous stewardship come together in effortless harmony. Bathed in natural light, the home unfolds beautifully from one inviting space to the next. A spectacular living room and soaring family room, accented by vaulted ceilings, exposed beams, and dramatic walls of windows, create an atmosphere that is both grand and wonderfully livable. At the heart of the home, the beautifully appointed chef's kitchen -- featuring premium stainless steel Viking and Subzero appliances -- is designed for everyday living as effortlessly as it is for memorable entertaining, while the adjoining sunroom is simply irresistible, wrapped in windows and offering breathtaking views of the surrounding landscape throughout every season. The private primary suite offers a peaceful retreat, complemented by three generously sized bedrooms and beautifully updated baths, all finished with an understated elegance that feels both timeless and current.

4 Beds ⋅ 3 Baths ⋅ 24183862 MLS

There are homes that are beautifully renovated, and then there are homes that have been truly cared for. Perfectly sited on one of Weston's most coveted roads, this exceptional Kettle Creek Road residence has been thoughtfully transformed inside and out, where timeless design, extraordinary craftsmanship, and meticulous stewardship come together in effortless harmony. Bathed in natural light, the home unfolds beautifully from one inviting space to the next. A spectacular living room and soaring family room, accented by vaulted ceilings, exposed beams, and dramatic walls of windows, create an atmosphere that is both grand and wonderfully livable. At the heart of the home, the beautifully appointed chef's kitchen -- featuring premium stainless steel Viking and Subzero appliances -- is designed for everyday living as effortlessly as it is for memorable entertaining, while the adjoining sunroom is simply irresistible, wrapped in windows and offering breathtaking views of the surrounding landscape throughout every season. The private primary suite offers a peaceful retreat, complemented by three generously sized bedrooms and beautifully updated baths, all finished with an understated elegance that feels both timeless and current.

20 Kettle Creek Rd, Weston

$1,848,000

Set on 2.49 fully fenced acres, the property offers expansive lawns ideal for recreation, entertaining, pets, and play. Beyond the main grounds, the landscape unfolds toward the Saugatuck River, providing a peaceful waterfront setting and an opportunity to enjoy the natural beauty of the surroundings. Privately positioned at the end of a quiet Lower Weston cul-de-sac, this architecturally distinctive contemporary offers an exceptional blend of privacy, natural beauty, and year-round enjoyment. A resort-style gunite pool, direct river access, and beautifully landscaped grounds create a setting that feels more like a private retreat than a residence, while remaining just minutes from Westport, commuting routes, and Weston's award-winning schools. A soaring cathedral-ceiling Great Room anchors the home, filled with natural light from expansive walls of glass and centered around a dramatic fireplace. Whether entertaining on a grand scale or enjoying a quiet evening at home, the space is both impressive and inviting.

4 Beds ⋅ 4 Baths ⋅ 24179803 MLS

Set on 2.49 fully fenced acres, the property offers expansive lawns ideal for recreation, entertaining, pets, and play. Beyond the main grounds, the landscape unfolds toward the Saugatuck River, providing a peaceful waterfront setting and an opportunity to enjoy the natural beauty of the surroundings. Privately positioned at the end of a quiet Lower Weston cul-de-sac, this architecturally distinctive contemporary offers an exceptional blend of privacy, natural beauty, and year-round enjoyment. A resort-style gunite pool, direct river access, and beautifully landscaped grounds create a setting that feels more like a private retreat than a residence, while remaining just minutes from Westport, commuting routes, and Weston's award-winning schools. A soaring cathedral-ceiling Great Room anchors the home, filled with natural light from expansive walls of glass and centered around a dramatic fireplace. Whether entertaining on a grand scale or enjoying a quiet evening at home, the space is both impressive and inviting.

32 Buttonball Ln, Weston

$1,780,000

69 Lyons Plains Road is a modern farmhouse ranch completely rebuilt by award-winning design-build team Dwell Construction in 2022. Ideally sited on a quiet spur off a Lower Weston Rd at the Westport border, this 3+ acre park-like property blends privacy and serenity with convenient access to Weston schools, town center, and nearby Westport beaches, trains, shopping, and dining. Before entry, the setting enchants with a fire pit retreat offering tranquil views and the sounds of wildlife in your own private nature preserve. A fully fenced heated gunite pool with extended patio offers ideal indoor-outdoor living. The welcoming front porch sets a relaxed tone and easy transition inside. Inside, open-concept living, soaring ceilings, and walls of natural light define the home. The Great Room features 16-ft vaulted ceilings and an airy, dramatic feel. The designer kitchen showcases white cabinetry, high-end stainless appliances, quartz countertops, center island with seating, recently added custom wine/coffee bar, and walk-in pantry. The adjacent Dining Room provides an elegant entertaining space. The Primary Suite includes a walk-in closet and spa-like luxury bath. Three additional bedrooms, pristine full bath, powder room, and oversized laundry complete the main level. The walk-out lower level adds flexible living space with gym, play/family room, and a sunny ensuite guest bedroom with sliders to side yard. This home offers effortless living in a serene, highly desirable setting.

5 Beds ⋅ 4 Baths ⋅ 24168823 MLS

69 Lyons Plains Road is a modern farmhouse ranch completely rebuilt by award-winning design-build team Dwell Construction in 2022. Ideally sited on a quiet spur off a Lower Weston Rd at the Westport border, this 3+ acre park-like property blends privacy and serenity with convenient access to Weston schools, town center, and nearby Westport beaches, trains, shopping, and dining. Before entry, the setting enchants with a fire pit retreat offering tranquil views and the sounds of wildlife in your own private nature preserve. A fully fenced heated gunite pool with extended patio offers ideal indoor-outdoor living. The welcoming front porch sets a relaxed tone and easy transition inside. Inside, open-concept living, soaring ceilings, and walls of natural light define the home. The Great Room features 16-ft vaulted ceilings and an airy, dramatic feel. The designer kitchen showcases white cabinetry, high-end stainless appliances, quartz countertops, center island with seating, recently added custom wine/coffee bar, and walk-in pantry. The adjacent Dining Room provides an elegant entertaining space. The Primary Suite includes a walk-in closet and spa-like luxury bath. Three additional bedrooms, pristine full bath, powder room, and oversized laundry complete the main level. The walk-out lower level adds flexible living space with gym, play/family room, and a sunny ensuite guest bedroom with sliders to side yard. This home offers effortless living in a serene, highly desirable setting.

69 Lyons Plain Rd, Weston

$1,747,500

Discover a truly special country retreat where warmth, character & timeless New England charm come together. Tucked away at the end of a long private drive, this inviting home offers a refreshing departure from the ordinary, with a thoughtfully designed floor plan that creates comfortable, flexible spaces for today's lifestyle. Sunlight streams in, enhancing the home's welcoming atmosphere & unique architectural character. Rich in authentic details-including reclaimed hand-hewn beams, 2 fireplaces, brick and hardwood floors, a country kitchen & a screened porch-the home offers five bedrooms & five full baths. The dramatic great room is the heart of the home-a relaxed, barn-inspired space with soaring cathedral ceilings and painted floors, made for gathering. Flowing easily to the kitchen, screened porch and pool, it's where entertaining feels effortless and traditions are made. The expansive rec room, with soaring vaulted ceilings, is ideal for a home gym, golf simulator, office, studio, or recreation room, while an additional loft provides extra space for work or relaxation. Outside, beautifully landscaped grounds create a private sanctuary. Colorful gardens frame every view, while the screened porch, patio & in-ground pool invite effortless indoor-outdoor living-from peaceful morning coffee to memorable summer gatherings. Walk or ride bikes to the Weston School Campus. This is a home for buyers seeking character, versatility & a lifestyle that is anything but cookie cutter

5 Beds ⋅ 5 Baths ⋅ 24197636 MLS

Discover a truly special country retreat where warmth, character & timeless New England charm come together. Tucked away at the end of a long private drive, this inviting home offers a refreshing departure from the ordinary, with a thoughtfully designed floor plan that creates comfortable, flexible spaces for today's lifestyle. Sunlight streams in, enhancing the home's welcoming atmosphere & unique architectural character. Rich in authentic details-including reclaimed hand-hewn beams, 2 fireplaces, brick and hardwood floors, a country kitchen & a screened porch-the home offers five bedrooms & five full baths. The dramatic great room is the heart of the home-a relaxed, barn-inspired space with soaring cathedral ceilings and painted floors, made for gathering. Flowing easily to the kitchen, screened porch and pool, it's where entertaining feels effortless and traditions are made. The expansive rec room, with soaring vaulted ceilings, is ideal for a home gym, golf simulator, office, studio, or recreation room, while an additional loft provides extra space for work or relaxation. Outside, beautifully landscaped grounds create a private sanctuary. Colorful gardens frame every view, while the screened porch, patio & in-ground pool invite effortless indoor-outdoor living-from peaceful morning coffee to memorable summer gatherings. Walk or ride bikes to the Weston School Campus. This is a home for buyers seeking character, versatility & a lifestyle that is anything but cookie cutter

15 Birch Hill Rd, Weston

$1,715,000

Welcome to 21 Timber Mill Lane, this timeless colonial blends classic charm with modern updates and sits on a peaceful cul-de-sac in sought-after lower Weston-just minutes from Town Center, top-rated school campus, and the ideal commuting location. Inside, the open floor plan is bathed in natural light, the updated eat in kitchen features granite countertops, high-end appliances, and plenty of room for entertaining. The family room, with its vaulted ceiling and cozy fireplace, opens to a deck-ideal for summer barbecues or quiet mornings surrounded by nature. A versatile main-level den with a full bath and private entrance offers endless possibilities: home office, studio, or 5th bedroom. Upstairs, four spacious bedrooms include a primary suite retreat with built-ins and an en-suite bath. Outside, enjoy a screened-in porch and wrap-around deck overlooking the private, picturesque property. Don't miss this rare gem in one of Weston's most desirable neighborhoods!

4 Beds ⋅ 4 Baths ⋅ 24169814 MLS

Welcome to 21 Timber Mill Lane, this timeless colonial blends classic charm with modern updates and sits on a peaceful cul-de-sac in sought-after lower Weston-just minutes from Town Center, top-rated school campus, and the ideal commuting location. Inside, the open floor plan is bathed in natural light, the updated eat in kitchen features granite countertops, high-end appliances, and plenty of room for entertaining. The family room, with its vaulted ceiling and cozy fireplace, opens to a deck-ideal for summer barbecues or quiet mornings surrounded by nature. A versatile main-level den with a full bath and private entrance offers endless possibilities: home office, studio, or 5th bedroom. Upstairs, four spacious bedrooms include a primary suite retreat with built-ins and an en-suite bath. Outside, enjoy a screened-in porch and wrap-around deck overlooking the private, picturesque property. Don't miss this rare gem in one of Weston's most desirable neighborhoods!

21 Timber Mill Ln, Weston

$1,700,000

Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.

5 Beds ⋅ 4 Baths ⋅ 24181357 MLS

Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.

59 September Ln, Weston

$1,680,000

An exceptional example of mid-century modern architecture, this sophisticated 4-bedroom retreat on a cul-de-sac in Weston was designed by renowned Westport architect Larry Michaels & is defined by clean lines, dramatic proportions and an extraordinary connection to nature. Designed to bring the outdoors in, the home unfolds around walls of glass & expansive high windows that draw natural light into the interior while framing the surrounding woodland. Original architectural details give the home an unmistakable sense of character & authenticity. Exposed beams, warm wood paneling, slate flooring & a striking floor-to-ceiling fireplace create a sophisticated yet inviting aesthetic. The dramatic Living Room features a sunken sitting area & soaring walls of glass. The connection between house & landscape is especially compelling. The Dining Room, Living Room & Primary Bedroom all open to the deck, overlooking a heated inground pool & spa, surrounded by mature landscaping & natural stone. A serene outdoor setting designed for long summer days. The bright Kitchen w/stainless steel appliances & island flows into the Family Room with a second fireplace, while a mudroom just off the Kitchen offers a walk-in pantry w/exceptional storage & laundry room. Architecturally distinctive, beautiful & effortlessly livable, this is mid-century modern design at its best-a private sanctuary w/the feeling of a sophisticated resort. Award winning Weston schools & Westport beach rights-welcome home!

4 Beds ⋅ 3 Baths ⋅ 24201457 MLS

An exceptional example of mid-century modern architecture, this sophisticated 4-bedroom retreat on a cul-de-sac in Weston was designed by renowned Westport architect Larry Michaels & is defined by clean lines, dramatic proportions and an extraordinary connection to nature. Designed to bring the outdoors in, the home unfolds around walls of glass & expansive high windows that draw natural light into the interior while framing the surrounding woodland. Original architectural details give the home an unmistakable sense of character & authenticity. Exposed beams, warm wood paneling, slate flooring & a striking floor-to-ceiling fireplace create a sophisticated yet inviting aesthetic. The dramatic Living Room features a sunken sitting area & soaring walls of glass. The connection between house & landscape is especially compelling. The Dining Room, Living Room & Primary Bedroom all open to the deck, overlooking a heated inground pool & spa, surrounded by mature landscaping & natural stone. A serene outdoor setting designed for long summer days. The bright Kitchen w/stainless steel appliances & island flows into the Family Room with a second fireplace, while a mudroom just off the Kitchen offers a walk-in pantry w/exceptional storage & laundry room. Architecturally distinctive, beautiful & effortlessly livable, this is mid-century modern design at its best-a private sanctuary w/the feeling of a sophisticated resort. Award winning Weston schools & Westport beach rights-welcome home!

9 Autumn Ridge Rd, Weston

$1,675,000

Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated kitchen, appointed with stone countertops and premium appliances, opens to a bright sunroom overlooking the property. A dramatic family room with soaring cathedral ceilings, fireplace, and wet bar serves as the heart of the home, while walls of windows fill the space with natural light. The luxurious primary suite is a true retreat, featuring a cathedral ceiling, dual walk-in closets, and a spa-like marble bath. Additional bedrooms are generously sized, and the finished lower level offers exceptional flexibility with a guest bedroom, full bath, and direct access to the outdoor entertaining areas. Outside, the property unfolds into a private oasis anchored by a gunite pool and expansive grounds. A former Har-Tru tennis court remains on the property, presenting an opportunity for restoration or reimagining to suit your lifestyle. Beautifully sited in one of Weston's most sought-after neighborhoods, this special offering is just minutes from award-winning schools, downtown Westport, Metro North, shopping, dining, and beaches.

4 Beds ⋅ 5 Baths ⋅ 24181401 MLS

Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated kitchen, appointed with stone countertops and premium appliances, opens to a bright sunroom overlooking the property. A dramatic family room with soaring cathedral ceilings, fireplace, and wet bar serves as the heart of the home, while walls of windows fill the space with natural light. The luxurious primary suite is a true retreat, featuring a cathedral ceiling, dual walk-in closets, and a spa-like marble bath. Additional bedrooms are generously sized, and the finished lower level offers exceptional flexibility with a guest bedroom, full bath, and direct access to the outdoor entertaining areas. Outside, the property unfolds into a private oasis anchored by a gunite pool and expansive grounds. A former Har-Tru tennis court remains on the property, presenting an opportunity for restoration or reimagining to suit your lifestyle. Beautifully sited in one of Weston's most sought-after neighborhoods, this special offering is just minutes from award-winning schools, downtown Westport, Metro North, shopping, dining, and beaches.

32 Silver Ridge Cmn, Weston

$1,625,000

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and a spectacular 40x20 heated gunite pool. A private tennis court adds to the recreational appeal. Enhancing the compound is a separate guest cottage featuring a great room with cathedral ceilings, a kitchenette, a gas fireplace, and two bedrooms. Thoughtfully maintained with a newer roof, whole-house generator, and EV charger, this architectural gem is located minutes from Weston Center and Westport.

6 Beds ⋅ 6 Baths ⋅ 24178099 MLS

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and a spectacular 40x20 heated gunite pool. A private tennis court adds to the recreational appeal. Enhancing the compound is a separate guest cottage featuring a great room with cathedral ceilings, a kitchenette, a gas fireplace, and two bedrooms. Thoughtfully maintained with a newer roof, whole-house generator, and EV charger, this architectural gem is located minutes from Weston Center and Westport.

9 Fall Ridge Rd, Weston

$1,625,000

Welcome to this picture-perfect 5-bedroom, 3.5-bath home with exceptional curb appeal, set down a quiet lane with just one other home, within walking distance to Weston Center & its award-winning schools. From the moment you arrive at the circular driveway, framed by classic stone walls & beautifully maintained grounds, you know you've found something special. The traditional floor plan offers elegance and comfort, featuring a living room w/gas fireplace, formal dining room, & beautifully appointed kitchen w/custom cabinetry, granite & quartz countertops, island, newer stainless appliances, and dining area. The vaulted great room, w/wood-burning fireplace and custom built-ins, flows seamlessly from the kitchen, creating the true heart of the home-perfect for everyday living and effortless entertaining. Doors from the dining room and great room open to a spacious two-tiered deck, ideal for outdoor dining, relaxing, and hosting gatherings. Upstairs, you'll find 4 bedrooms and 2 full baths, including the ensuite primary retreat featuring a stunning bathroom and walk-in closet. An updated hall bath serves the additional three bedrooms, and the conveniently located upper-level laundry adds everyday practicality. The finished walk-out lower level adds even more versatility with a gym, 5th bedroom & full bath, ideal for an au pair, in-laws, or guests. From here, step out to a patio overlooking the gorgeous park-like level yard-a rare & sought-after feature in Weston. Welcome home!

5 Beds ⋅ 4 Baths ⋅ 24175385 MLS

Welcome to this picture-perfect 5-bedroom, 3.5-bath home with exceptional curb appeal, set down a quiet lane with just one other home, within walking distance to Weston Center & its award-winning schools. From the moment you arrive at the circular driveway, framed by classic stone walls & beautifully maintained grounds, you know you've found something special. The traditional floor plan offers elegance and comfort, featuring a living room w/gas fireplace, formal dining room, & beautifully appointed kitchen w/custom cabinetry, granite & quartz countertops, island, newer stainless appliances, and dining area. The vaulted great room, w/wood-burning fireplace and custom built-ins, flows seamlessly from the kitchen, creating the true heart of the home-perfect for everyday living and effortless entertaining. Doors from the dining room and great room open to a spacious two-tiered deck, ideal for outdoor dining, relaxing, and hosting gatherings. Upstairs, you'll find 4 bedrooms and 2 full baths, including the ensuite primary retreat featuring a stunning bathroom and walk-in closet. An updated hall bath serves the additional three bedrooms, and the conveniently located upper-level laundry adds everyday practicality. The finished walk-out lower level adds even more versatility with a gym, 5th bedroom & full bath, ideal for an au pair, in-laws, or guests. From here, step out to a patio overlooking the gorgeous park-like level yard-a rare & sought-after feature in Weston. Welcome home!

6 Adams Way, Weston

$1,620,000

The dream home you have been waiting for! Tucked at the end of a quiet cul-de-sac just minutes from town center, this artfully sophisticated home has been beautifully redefined into a sleek mini compound set on a spectacular fully cleared level 2 acres. Stylishly updated w/ elegant simplicity, this home offers warm, inviting spaces & seamless indoor-outdoor living. The chef's style kitchen is a culinary delight with top-tier appliances, gorgeous soapstone counters, & a chic coffee bar overlooking the pool. The kitchen flows beautifully into the open concept living area w/fireplace & oversized sunroom w/vaulted ceilings w/ french doors leading out to an expansive patio w/ pergola & built in grill station. Multiple living spaces include a formal living room w/ fireplace, formal dining room overlooking the grounds, cozy family room, main floor office space, & flexible lower-level ideal for an in-law or au pair, & lower level bath perfect for pool access. The luxurious primary suite is a true sanctuary w/ vaulted ceilings & a sleek spa-like bath w/soaking tub. 3 additional bedrooms w/an updated hall bath. Outside, vacation at home year-round w/ a stately pool perched above the lower yard creating an incredible "infinity-like" pool effect, sprawling level lawn, basketball court, 2-stall barn w/ paddock or a possible future ADU, & even views of the Weston fireworks. Rare privacy w/out seclusion, walk to town center & acclaimed Weston schools, short drive to parkway & train stations

4 Beds ⋅ 4 Baths ⋅ 24168803 MLS

The dream home you have been waiting for! Tucked at the end of a quiet cul-de-sac just minutes from town center, this artfully sophisticated home has been beautifully redefined into a sleek mini compound set on a spectacular fully cleared level 2 acres. Stylishly updated w/ elegant simplicity, this home offers warm, inviting spaces & seamless indoor-outdoor living. The chef's style kitchen is a culinary delight with top-tier appliances, gorgeous soapstone counters, & a chic coffee bar overlooking the pool. The kitchen flows beautifully into the open concept living area w/fireplace & oversized sunroom w/vaulted ceilings w/ french doors leading out to an expansive patio w/ pergola & built in grill station. Multiple living spaces include a formal living room w/ fireplace, formal dining room overlooking the grounds, cozy family room, main floor office space, & flexible lower-level ideal for an in-law or au pair, & lower level bath perfect for pool access. The luxurious primary suite is a true sanctuary w/ vaulted ceilings & a sleek spa-like bath w/soaking tub. 3 additional bedrooms w/an updated hall bath. Outside, vacation at home year-round w/ a stately pool perched above the lower yard creating an incredible "infinity-like" pool effect, sprawling level lawn, basketball court, 2-stall barn w/ paddock or a possible future ADU, & even views of the Weston fireworks. Rare privacy w/out seclusion, walk to town center & acclaimed Weston schools, short drive to parkway & train stations

10 Hyde Ridge Rd, Weston

$1,600,000

Storybook charm and effortless living come together in this beautifully maintained stone-and-shingle ranch, ideally located in the heart of Lower Weston. Set majestically on more than 3 private acres with a sparkling heated pool, mature specimen trees, and sweeping lawns, this special property offers an exceptional blend of tranquility and convenience-just steps from Weston Center, the library, award-winning schools, and only minutes from the Westport line. Lovingly cared for and thoughtfully expanded, the home is filled with natural light and a warm, welcoming ambiance. Expanded by current owners, the flexible floor plan offers 4 bedrooms, 3.5 baths and comfortable living spaces designed for everyday enjoyment and entertaining. At the heart of the home is an inviting kitchen that flows seamlessly into a sunken family room. A charming breakfast area and window-lined sun room capture views of the grounds. A spacious dining room, with its own sitting area and access to the deck, provides the perfect setting for both intimate dinners and larger celebrations. A cozy office offers an ideal work-from-home space, and abundant custom built-ins throughout the home provide exceptional storage and functionality. Completing the offering are a convenient laundry room, central air conditioning, security system, generator, detached barn/three-car garage, and gorgeous outdoor spaces that make the most of this coveted Lower Weston setting.

4 Beds ⋅ 4 Baths ⋅ 24182006 MLS

Storybook charm and effortless living come together in this beautifully maintained stone-and-shingle ranch, ideally located in the heart of Lower Weston. Set majestically on more than 3 private acres with a sparkling heated pool, mature specimen trees, and sweeping lawns, this special property offers an exceptional blend of tranquility and convenience-just steps from Weston Center, the library, award-winning schools, and only minutes from the Westport line. Lovingly cared for and thoughtfully expanded, the home is filled with natural light and a warm, welcoming ambiance. Expanded by current owners, the flexible floor plan offers 4 bedrooms, 3.5 baths and comfortable living spaces designed for everyday enjoyment and entertaining. At the heart of the home is an inviting kitchen that flows seamlessly into a sunken family room. A charming breakfast area and window-lined sun room capture views of the grounds. A spacious dining room, with its own sitting area and access to the deck, provides the perfect setting for both intimate dinners and larger celebrations. A cozy office offers an ideal work-from-home space, and abundant custom built-ins throughout the home provide exceptional storage and functionality. Completing the offering are a convenient laundry room, central air conditioning, security system, generator, detached barn/three-car garage, and gorgeous outdoor spaces that make the most of this coveted Lower Weston setting.

75 Norfield Rd, Weston

$1,600,000

CONTEMPORARY RETREAT IN LOWER WESTON. Set on over two private acres in coveted Weston, this timeless Contemporary offers beautifully proportioned, light-filled living spaces designed for both relaxed everyday living and elegant entertaining. A gracious foyer welcomes you into the home, where a dramatic sunken living room with soaring vaulted ceilings and a striking stone fireplace creates an inviting gathering space filled with natural light. The dining room and chef's kitchen line the rear of the home, each opening through French doors to the expansive deck-creating a seamless flow for indoor-outdoor entertaining and gatherings overlooking the private backyard and pool. Privately tucked away, the family room features a gas fireplace and connects to a charming sunroom, offering a comfortable retreat. The upper level offers four generously sized bedrooms and well-appointed baths. The serene primary suite serves as a peaceful sanctuary, featuring an oversized bedroom, private bath, and walk-in closet. Additional highlights include a finished basement with ample storage, generator, invisible fence, security system, fire pit and pool shed. Nestled in a picturesque lower Weston neighborhood, this property offers exceptional privacy and natural beauty. With top-rated schools and convenient train access to NYC, the home offers the perfect balance of country living and everyday accessibility.

4 Beds ⋅ 3 Baths ⋅ 24161615 MLS

CONTEMPORARY RETREAT IN LOWER WESTON. Set on over two private acres in coveted Weston, this timeless Contemporary offers beautifully proportioned, light-filled living spaces designed for both relaxed everyday living and elegant entertaining. A gracious foyer welcomes you into the home, where a dramatic sunken living room with soaring vaulted ceilings and a striking stone fireplace creates an inviting gathering space filled with natural light. The dining room and chef's kitchen line the rear of the home, each opening through French doors to the expansive deck-creating a seamless flow for indoor-outdoor entertaining and gatherings overlooking the private backyard and pool. Privately tucked away, the family room features a gas fireplace and connects to a charming sunroom, offering a comfortable retreat. The upper level offers four generously sized bedrooms and well-appointed baths. The serene primary suite serves as a peaceful sanctuary, featuring an oversized bedroom, private bath, and walk-in closet. Additional highlights include a finished basement with ample storage, generator, invisible fence, security system, fire pit and pool shed. Nestled in a picturesque lower Weston neighborhood, this property offers exceptional privacy and natural beauty. With top-rated schools and convenient train access to NYC, the home offers the perfect balance of country living and everyday accessibility.

60 Old Easton Tpke, Weston

$1,585,000

Welcome to your dream home in Weston, CT! This stunning five-bedroom, five-bathroom colonial home is nestled on a private cul-de-sac in one of the most sought-after neighborhoods in Weston. Step into timeless elegance with this beautifully crafted traditional Colonial home, where classic charm meets modern livability. Designed with a seamlessly flowing layout, this residence offers the perfect balance between open-concept living and intimate, cozy nooks that provide privacy and comfort for every member of the household. At the heart of the home, an expansive great room invites both relaxation and connection. Anchored by a warm, inviting fireplace and complemented by a stylish wet bar, this impressive space is ideal for entertaining guests or enjoying casual evenings with family. Thoughtfully designed to be both sophisticated and kid-friendly, it serves as a lively hub where everyday moments and special occasions come together effortlessly. A versatile main-floor office-easily converted into a fifth bedroom-is conveniently located adjacent to a powder room, making it an ideal space for in-laws or overnight guests seeking comfort and accessibility. Upstairs, the luxurious primary suite offers a true retreat, complete with its own fireplace, spa-inspired private sauna for ultimate relaxation. Three additional generously sized bedrooms complete the second floor, providing ample space for family and guests alike.

5 Beds ⋅ 5 Baths ⋅ 24163423 MLS

Welcome to your dream home in Weston, CT! This stunning five-bedroom, five-bathroom colonial home is nestled on a private cul-de-sac in one of the most sought-after neighborhoods in Weston. Step into timeless elegance with this beautifully crafted traditional Colonial home, where classic charm meets modern livability. Designed with a seamlessly flowing layout, this residence offers the perfect balance between open-concept living and intimate, cozy nooks that provide privacy and comfort for every member of the household. At the heart of the home, an expansive great room invites both relaxation and connection. Anchored by a warm, inviting fireplace and complemented by a stylish wet bar, this impressive space is ideal for entertaining guests or enjoying casual evenings with family. Thoughtfully designed to be both sophisticated and kid-friendly, it serves as a lively hub where everyday moments and special occasions come together effortlessly. A versatile main-floor office-easily converted into a fifth bedroom-is conveniently located adjacent to a powder room, making it an ideal space for in-laws or overnight guests seeking comfort and accessibility. Upstairs, the luxurious primary suite offers a true retreat, complete with its own fireplace, spa-inspired private sauna for ultimate relaxation. Three additional generously sized bedrooms complete the second floor, providing ample space for family and guests alike.

4 Marshall Ln, Weston

$1,565,000

A modern contemporary meets an enchanting treehouse retreat. This beautiful, remodeled sanctuary is tucked away on a private cul-de-sac in Lower Weston. Spanning over 5,400 square feet across 3 levels. The home seamlessly blends bold, sophisticated aesthetics w/ the natural serenity of its 2.61-acre setting. The interior is defined by vaulted ceilings & walls of glass that flood the home w/ sunlight. The heart of the home is the dramatic Great room, anchored by a two-story fireplace. The designer kitchen & dining room feature an oversized social island, premium appliances, & a built-in beverage center w/ refrigerated drawers. The main-level primary suite is the perfect refuge w/ a spa-like bath, dual walk-in closets & sliders to the deck. Completing the main level is a well sized family room perfect for movie nights. The 2nd floor provides an alternative primary suite w/ a full bath, along w/ 2 additional bedrooms & a full hall bath. The walk-out lower level is a fully finished bright space offering a family / rec room, a home office, a full bath, or an additional bedroom or which could all easily be an impressive in-law suite. The outdoors overlooks the peaceful, low maintenance wooded scenery. This turn-key home is equipped for "worry-free" living w/ a full-house generator, central air, & a circular driveway. Located just minutes away from the village & award-winning schools. It is a unique opportunity to own an upscale, versatile retreat in a world-class location.

4 Beds ⋅ 5 Baths ⋅ 24165556 MLS

A modern contemporary meets an enchanting treehouse retreat. This beautiful, remodeled sanctuary is tucked away on a private cul-de-sac in Lower Weston. Spanning over 5,400 square feet across 3 levels. The home seamlessly blends bold, sophisticated aesthetics w/ the natural serenity of its 2.61-acre setting. The interior is defined by vaulted ceilings & walls of glass that flood the home w/ sunlight. The heart of the home is the dramatic Great room, anchored by a two-story fireplace. The designer kitchen & dining room feature an oversized social island, premium appliances, & a built-in beverage center w/ refrigerated drawers. The main-level primary suite is the perfect refuge w/ a spa-like bath, dual walk-in closets & sliders to the deck. Completing the main level is a well sized family room perfect for movie nights. The 2nd floor provides an alternative primary suite w/ a full bath, along w/ 2 additional bedrooms & a full hall bath. The walk-out lower level is a fully finished bright space offering a family / rec room, a home office, a full bath, or an additional bedroom or which could all easily be an impressive in-law suite. The outdoors overlooks the peaceful, low maintenance wooded scenery. This turn-key home is equipped for "worry-free" living w/ a full-house generator, central air, & a circular driveway. Located just minutes away from the village & award-winning schools. It is a unique opportunity to own an upscale, versatile retreat in a world-class location.

9 Patchen Ln, Weston

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