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Storybook charm and modern updates come together in this picture-perfect 4-bedroom Cape, ideally situated on a quiet cul-de-sac. Featuring 2 full and 1 half baths, a beautifully renovated kitchen, and updated bathrooms, this sun-filled home offers warmth, character, and effortless everyday living. Step outside to a picturesque, fully fenced backyard, perfect for entertaining, relaxing, and outdoor play. Enjoy the convenience of strolling to downtown Darien, trains, and schools, all while tucked away in a peaceful neighborhood setting.A rare opportunity to enjoy the best of Darien living in an unbeatable location.

4 Beds ⋅ 3 Baths ⋅ 24216693 MLS

Storybook charm and modern updates come together in this picture-perfect 4-bedroom Cape, ideally situated on a quiet cul-de-sac. Featuring 2 full and 1 half baths, a beautifully renovated kitchen, and updated bathrooms, this sun-filled home offers warmth, character, and effortless everyday living. Step outside to a picturesque, fully fenced backyard, perfect for entertaining, relaxing, and outdoor play. Enjoy the convenience of strolling to downtown Darien, trains, and schools, all while tucked away in a peaceful neighborhood setting.A rare opportunity to enjoy the best of Darien living in an unbeatable location.

6 Oak Crst, Darien

$1,795,000

Move-in ready and filled with natural light, this beautifully renovated raised ranch offers nearly 2,500 sq ft of versatile living space on an expansive, fenced corner lot. The main level features a seamless open-concept floor plan designed for effortless entertaining. Relax by the fireplace in the sun-drenched living room or cook in the chef's kitchen, complete with a center island and professional-grade appliances. The adjacent dining area with sliding glass doors to a private back deck overlooking the vast yard-ideal for outdoor dining and gatherings. Three bedrooms and two full baths complete the main floor. The bright, walkout lower level offers exceptional flexibility, making it an ideal setup for an in-law suite, guest quarters or multi-generational living. It includes a generous family room, a fourth bedroom and full bath, a dedicated laundry room, and adaptable open space suited for a home office, gym, or playroom. Perfectly situated just steps from Noroton Heights train station, dining, and shopping. An exceptional value offering space, convenience, and turn-key living.

4 Beds ⋅ 3 Baths ⋅ 24111620 MLS

Move-in ready and filled with natural light, this beautifully renovated raised ranch offers nearly 2,500 sq ft of versatile living space on an expansive, fenced corner lot. The main level features a seamless open-concept floor plan designed for effortless entertaining. Relax by the fireplace in the sun-drenched living room or cook in the chef's kitchen, complete with a center island and professional-grade appliances. The adjacent dining area with sliding glass doors to a private back deck overlooking the vast yard-ideal for outdoor dining and gatherings. Three bedrooms and two full baths complete the main floor. The bright, walkout lower level offers exceptional flexibility, making it an ideal setup for an in-law suite, guest quarters or multi-generational living. It includes a generous family room, a fourth bedroom and full bath, a dedicated laundry room, and adaptable open space suited for a home office, gym, or playroom. Perfectly situated just steps from Noroton Heights train station, dining, and shopping. An exceptional value offering space, convenience, and turn-key living.

260 West Ave, Darien

$6,250,000

In the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006, the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. A living room, sunroom, formal dining room, the connecting kitchen and family room with fireplace and the spectacular first floor primary wing all open through French doors onto the sunlit terrace and sweeping lawns. The vaulted primary suite with fireplace, his/her baths and dressing rooms leads to your own patio. Steps from the entry foyer is an elegant living and dining room, and a beautiful kitchen with an impressive nine-foot marble island opens onto the family room with fireplace and breakfast room all opening to the gardens, creating a natural flow from formal living to relaxed everyday life. Upstairs is a second primary suite with fireplace and sitting room and three additional en suite bedrooms. A cathedral ceiling great room with exposed beams and attached bath creates the ultimate in an entertaining space. A playroom is on the third floor. The walk-out lower level features a stone and wood office with fireplace, bar and wine cellar and exercise room. A two car garage cottage has heated upstairs office/sleeping room. Serene and private. 47 miles NYC. The best of Darien

5 Beds ⋅ 9 Baths ⋅ 24214699 MLS

In the prestigious Tokeneke Association, this elegant 8,300sf Colonial on 1.78 acres sits above lawns and beautiful gardens. Almost a 50% new addition and extensive renovations in 2006, the owners respected the architectural heritage while introducing the ease and refinement of contemporary living. The pool and spa sit within the back wraparound terrace, now an exceptional outdoor living sanctuary. A living room, sunroom, formal dining room, the connecting kitchen and family room with fireplace and the spectacular first floor primary wing all open through French doors onto the sunlit terrace and sweeping lawns. The vaulted primary suite with fireplace, his/her baths and dressing rooms leads to your own patio. Steps from the entry foyer is an elegant living and dining room, and a beautiful kitchen with an impressive nine-foot marble island opens onto the family room with fireplace and breakfast room all opening to the gardens, creating a natural flow from formal living to relaxed everyday life. Upstairs is a second primary suite with fireplace and sitting room and three additional en suite bedrooms. A cathedral ceiling great room with exposed beams and attached bath creates the ultimate in an entertaining space. A playroom is on the third floor. The walk-out lower level features a stone and wood office with fireplace, bar and wine cellar and exercise room. A two car garage cottage has heated upstairs office/sleeping room. Serene and private. 47 miles NYC. The best of Darien

24 Arrowhead Way, Darien

$2,350,000

Historic character and modern conveniance converge at 96 Fitch Avenue, an exceptional residence in Darien's coveted Noroton neighborhood. Formerly home to the Wee Burn Country Club, this fully renovated property offers a rare combination of historic distinction, fully renovated turnkey property, and income-producing potential. The expansive first-floor residence features two bedrooms, two beautifully renovated baths, an updated kitchen, gracious living and dining rooms, and a walk-in closet. A wraparound covered porch and rear stone patio provide elegant settings for outdoor entertaining and quiet relaxation, while the attached one-car garage delivers effortless everyday convenience. Two (or 3) legal rental apartments on each level create a unique stream of supplemental income and exceptional flexibility. Ideal for tenants, guests or extended family, these private spaces further enhance the property's versatility. Embrace a walkable coastal lifestyle near Great Island, Weed and Pear Tree Point beaches, Hindley Elementary School, Noroton Heights train station, Roost, the Darien YMCA, and more. With its storied provenance, sophisticated renovations, and built-in income potential, 96 Fitch Avenue is a truly distinctive opportunity to own a piece of Darien history with the ease of modern living.

4 Beds ⋅ 4 Baths ⋅ 24214972 MLS

Historic character and modern conveniance converge at 96 Fitch Avenue, an exceptional residence in Darien's coveted Noroton neighborhood. Formerly home to the Wee Burn Country Club, this fully renovated property offers a rare combination of historic distinction, fully renovated turnkey property, and income-producing potential. The expansive first-floor residence features two bedrooms, two beautifully renovated baths, an updated kitchen, gracious living and dining rooms, and a walk-in closet. A wraparound covered porch and rear stone patio provide elegant settings for outdoor entertaining and quiet relaxation, while the attached one-car garage delivers effortless everyday convenience. Two (or 3) legal rental apartments on each level create a unique stream of supplemental income and exceptional flexibility. Ideal for tenants, guests or extended family, these private spaces further enhance the property's versatility. Embrace a walkable coastal lifestyle near Great Island, Weed and Pear Tree Point beaches, Hindley Elementary School, Noroton Heights train station, Roost, the Darien YMCA, and more. With its storied provenance, sophisticated renovations, and built-in income potential, 96 Fitch Avenue is a truly distinctive opportunity to own a piece of Darien history with the ease of modern living.

96 Fitch Ave, Darien

$2,695,000

NEW CONSTRUCTION - one of a kind home offers the freedom and convenience of townhouse living without the shared walls and additional fees. Every inch of this 3,000 sq ft. beauty has been carefully considered and masterfully built with quality components and great detail. Gracious entry, floating oak shelves, SubZero and Wolf appliances, Boral siding, and Kallista fixtures are only some of the special features that one would find in a much larger, higher priced build. The entire house feels bright and fresh due to the oversized Baltic triple-paned windows. Stunning kitchen with oak island and waterfall breakfast bar opens to a separate dining area large enough to seat 8. Gas heat shift fireplace flanked by built-in shelves and window seat is the focal point of a beamed ceiling living room. A separate office with Klar glass doors and built-in desk/shelves/drawers makes working from home a pleasure. Magazine worthy Primary Suite with huge custom closet is completed by a luxurious bath with oversized shower, double vanity, make-up table and built-in linen armoire. Attached garage, mudroom, family room with sliders to private patio and plenty of parking for visitors are just a few more of the many conveniences this home offers. Sited to take in the natural beauty of Tilley Pond Park whenever possible, this in-town, walk to everything offering is perfect for anyone looking for carefree living at it's best! PLEASE NOTE: All measurements are approximate. Interior photos coming!

3 Beds ⋅ 4 Baths ⋅ 24207533 MLS

NEW CONSTRUCTION - one of a kind home offers the freedom and convenience of townhouse living without the shared walls and additional fees. Every inch of this 3,000 sq ft. beauty has been carefully considered and masterfully built with quality components and great detail. Gracious entry, floating oak shelves, SubZero and Wolf appliances, Boral siding, and Kallista fixtures are only some of the special features that one would find in a much larger, higher priced build. The entire house feels bright and fresh due to the oversized Baltic triple-paned windows. Stunning kitchen with oak island and waterfall breakfast bar opens to a separate dining area large enough to seat 8. Gas heat shift fireplace flanked by built-in shelves and window seat is the focal point of a beamed ceiling living room. A separate office with Klar glass doors and built-in desk/shelves/drawers makes working from home a pleasure. Magazine worthy Primary Suite with huge custom closet is completed by a luxurious bath with oversized shower, double vanity, make-up table and built-in linen armoire. Attached garage, mudroom, family room with sliders to private patio and plenty of parking for visitors are just a few more of the many conveniences this home offers. Sited to take in the natural beauty of Tilley Pond Park whenever possible, this in-town, walk to everything offering is perfect for anyone looking for carefree living at it's best! PLEASE NOTE: All measurements are approximate. Interior photos coming!

41 Sedgwick Ave, Darien

$1,450,000

Enjoy the space, comfort, and tranquility of this inviting ranch, tucked away in a peaceful setting with charming stone walls and a picturesque stream. A long circular driveway welcomes you to this lovely home with attached garage. Inside, the spacious living room features soaring cathedral ceilings and a fireplace, creating a warm and inviting focal point. A large wraparound deck extends the living space outdoors, perfect for entertaining or relaxing amid the serene surroundings. The generously sized eat-in kitchen offers plenty of room for cooking and gathering. The primary bedroom features an en-suite bath, while two additional generously sized bedrooms share a full bath. The full basement offers an additional 900 square feet of versatile finished space, ideal for a home office, exercise room, playroom, or potential bedroom, along with ample closet storage. With 2,955 square feet of total livable space, this home offers room to spread out, work, play, and relax in a tranquil natural setting.

3 Beds ⋅ 3 Baths ⋅ 24213261 MLS

Enjoy the space, comfort, and tranquility of this inviting ranch, tucked away in a peaceful setting with charming stone walls and a picturesque stream. A long circular driveway welcomes you to this lovely home with attached garage. Inside, the spacious living room features soaring cathedral ceilings and a fireplace, creating a warm and inviting focal point. A large wraparound deck extends the living space outdoors, perfect for entertaining or relaxing amid the serene surroundings. The generously sized eat-in kitchen offers plenty of room for cooking and gathering. The primary bedroom features an en-suite bath, while two additional generously sized bedrooms share a full bath. The full basement offers an additional 900 square feet of versatile finished space, ideal for a home office, exercise room, playroom, or potential bedroom, along with ample closet storage. With 2,955 square feet of total livable space, this home offers room to spread out, work, play, and relax in a tranquil natural setting.

86 Camp Ave, Darien

$6,985,000

Set back from the road on 2.7 beautifully landscaped acres, 451 Mansfield Avenue offers the privacy, grandeur, and distinctive character of a true country estate. A sweeping circular drive introduces a grand residence distinguished by its striking stone facade and timeless architectural detailing, a substantial two-story guest house, and a magnificent outdoor setting centered around a 24' x 48' infinity-edge pool. Extensive custom stonework, elegant terraces, and lush grounds enhance the property's distinctive estate-like character. Extensively renovated in 2026, the residence features all- new mechanical systems, new windows, and thoughtfully redesigned interiors. Blending timeless architectural elegance with sophisticated contemporary luxury, the home offers approximately 9,000 square feet of finished living space, including a light-filled 1,600-square-foot walk-out lower level. Inside, a graceful, curved staircase rises from the herringbone-floored foyer, introducing beautifully proportioned rooms, distinctive millwork, and refined architectural detailing. Formal living and dining rooms, each with a custom marble fireplace, provide gracious entertaining spaces, while a richly paneled library with coffered ceiling and fireplace offers a distinguished private study.

7 Beds ⋅ 11 Baths ⋅ 24213571 MLS

Set back from the road on 2.7 beautifully landscaped acres, 451 Mansfield Avenue offers the privacy, grandeur, and distinctive character of a true country estate. A sweeping circular drive introduces a grand residence distinguished by its striking stone facade and timeless architectural detailing, a substantial two-story guest house, and a magnificent outdoor setting centered around a 24' x 48' infinity-edge pool. Extensive custom stonework, elegant terraces, and lush grounds enhance the property's distinctive estate-like character. Extensively renovated in 2026, the residence features all- new mechanical systems, new windows, and thoughtfully redesigned interiors. Blending timeless architectural elegance with sophisticated contemporary luxury, the home offers approximately 9,000 square feet of finished living space, including a light-filled 1,600-square-foot walk-out lower level. Inside, a graceful, curved staircase rises from the herringbone-floored foyer, introducing beautifully proportioned rooms, distinctive millwork, and refined architectural detailing. Formal living and dining rooms, each with a custom marble fireplace, provide gracious entertaining spaces, while a richly paneled library with coffered ceiling and fireplace offers a distinguished private study.

451 Mansfield Ave, Darien

$4,995,000

Experience the pinnacle of modern luxury at 8 Bouton Lane, a masterful new construction that sets a new benchmark for craftsmanship in Darien. Every inch of this residence reflects an uncompromising commitment to quality, from the soaring nine-foot ceilings on the main level to the intricate millwork and exquisite waist-high paneling that graces the formal dining and living rooms. At the heart of the home, a chef's dream kitchen awaits, equipped with top of the line appliances, centered around an expansive island w/ample seating. The open flow leads seamlessly into inviting spaces anchored by a fireplace in both the living and family rooms, perfect for sophisticated entertaining. The second floor is a sanctuary of comfort, headlined by a sumptuous primary suite. This retreat features a dramatic tray ceiling in primary bath, a private sitting area w/its own gas starter fireplace, dual walk-in closets and floor-to-ceiling wainscoting. The 4 additional spacious bedrooms on this level share two thoughtfully designed Jack&Jill baths. The finished 3rd level, not to be missed, has two rooms with vaulted ceilings, skylights, custom shiplap walls, and a full bath. This flex space can be the 6th bedroom, home office, or any customized use. Not to be outdone, the finished lower level offers nearly 1,000 sq ft featuring a elegant tray ceiling, side paneling, a walk-in cedar closet, and convenient walk-out access. Outside, the large, private bluestone patio provides a serene setting for

6 Beds ⋅ 6 Baths ⋅ 24212918 MLS

Experience the pinnacle of modern luxury at 8 Bouton Lane, a masterful new construction that sets a new benchmark for craftsmanship in Darien. Every inch of this residence reflects an uncompromising commitment to quality, from the soaring nine-foot ceilings on the main level to the intricate millwork and exquisite waist-high paneling that graces the formal dining and living rooms. At the heart of the home, a chef's dream kitchen awaits, equipped with top of the line appliances, centered around an expansive island w/ample seating. The open flow leads seamlessly into inviting spaces anchored by a fireplace in both the living and family rooms, perfect for sophisticated entertaining. The second floor is a sanctuary of comfort, headlined by a sumptuous primary suite. This retreat features a dramatic tray ceiling in primary bath, a private sitting area w/its own gas starter fireplace, dual walk-in closets and floor-to-ceiling wainscoting. The 4 additional spacious bedrooms on this level share two thoughtfully designed Jack&Jill baths. The finished 3rd level, not to be missed, has two rooms with vaulted ceilings, skylights, custom shiplap walls, and a full bath. This flex space can be the 6th bedroom, home office, or any customized use. Not to be outdone, the finished lower level offers nearly 1,000 sq ft featuring a elegant tray ceiling, side paneling, a walk-in cedar closet, and convenient walk-out access. Outside, the large, private bluestone patio provides a serene setting for

8 Bouton Ln, Darien

$1,850,000

Space, warmth and an opportunity to make it your own await at 101 Hoyt Street. Set on approximately 0.4 acres, this home offers a spacious layout and three fireplaces that add character throughout. A generous kitchen connects to the family room, creating a welcoming gathering place for everyday living and entertaining. The spacious primary suite features a private full bath and its own fireplace-a cozy retreat at the end of the day. This home offers flexibility for guests, a home office or creative pursuits, while an attached two-car garage adds everyday convenience. The home also features a new roof. Located within walking distance of Holmes Elementary School, this home combines space and potential with a convenient Darien setting. Bring your vision and make it your own. Interior photos are unavailable due to tenant occupancy. Please refer to the attached floor plans. Property is being sold AS IS.

4 Beds ⋅ 3 Baths ⋅ 24213243 MLS

Space, warmth and an opportunity to make it your own await at 101 Hoyt Street. Set on approximately 0.4 acres, this home offers a spacious layout and three fireplaces that add character throughout. A generous kitchen connects to the family room, creating a welcoming gathering place for everyday living and entertaining. The spacious primary suite features a private full bath and its own fireplace-a cozy retreat at the end of the day. This home offers flexibility for guests, a home office or creative pursuits, while an attached two-car garage adds everyday convenience. The home also features a new roof. Located within walking distance of Holmes Elementary School, this home combines space and potential with a convenient Darien setting. Bring your vision and make it your own. Interior photos are unavailable due to tenant occupancy. Please refer to the attached floor plans. Property is being sold AS IS.

101 Hoyt St, Darien

$1,649,000

A rare opportunity to live on Tilley Pond Park - with stunning park and water views, on a coveted street that offers a lifestyle like no other. This storybook blend of scenic beauty and coastal charm offers an idyllic walk to all, with newly expanded shopping and restaurants of downtown Darien and the train just steps away. Have it all with beautiful nearby beaches and award-winning schools. Take in one of Darien's most picturesque locations every day, from the ultimate place to curl up with a book or a morning coffee - your enchanting, heated front porch with wrap-around windows. Or choose a cozy spot in front of your beautiful living room fireplace. Everyday living and entertaining are a breeze with a bright and spacious open first floor that also includes a family room with built-ins and dining room with bay window. The newer kitchen with vaulted ceiling, Wolf range and breakfast bar has Carrera marble counters, heated floors and sliders to a generous bluestone patio, perfect for outdoor dining. The level fenced-in yard offers privacy, professionally maintained mature plantings and handy garden shed. A convenient first floor bedroom and full bath complete the first level. Find two more bedrooms on the second floor of this romantic cottage-style home, including a large sunny primary bedroom with skylight, walk-in closet and full bath. The finished lower level provides even more living space with another full bath, a recreation room with built-ins, laundry & generous storage

3 Beds ⋅ 3 Baths ⋅ 24211645 MLS

A rare opportunity to live on Tilley Pond Park - with stunning park and water views, on a coveted street that offers a lifestyle like no other. This storybook blend of scenic beauty and coastal charm offers an idyllic walk to all, with newly expanded shopping and restaurants of downtown Darien and the train just steps away. Have it all with beautiful nearby beaches and award-winning schools. Take in one of Darien's most picturesque locations every day, from the ultimate place to curl up with a book or a morning coffee - your enchanting, heated front porch with wrap-around windows. Or choose a cozy spot in front of your beautiful living room fireplace. Everyday living and entertaining are a breeze with a bright and spacious open first floor that also includes a family room with built-ins and dining room with bay window. The newer kitchen with vaulted ceiling, Wolf range and breakfast bar has Carrera marble counters, heated floors and sliders to a generous bluestone patio, perfect for outdoor dining. The level fenced-in yard offers privacy, professionally maintained mature plantings and handy garden shed. A convenient first floor bedroom and full bath complete the first level. Find two more bedrooms on the second floor of this romantic cottage-style home, including a large sunny primary bedroom with skylight, walk-in closet and full bath. The finished lower level provides even more living space with another full bath, a recreation room with built-ins, laundry & generous storage

27 Lakeside Ave, Darien

$4,725,000

Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for a media center, play area and gym, plus a full bath. Enjoy a private mooring, walk to nearby beaches, restaurants and Blue Ribbon award winning Hindley Elementary School. Come experience the highly sought-after Seagate Association-a vibrant neighborhood community in one of Darien's most desirable coastal settings.

6 Beds ⋅ 7 Baths ⋅ 24210974 MLS

Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for a media center, play area and gym, plus a full bath. Enjoy a private mooring, walk to nearby beaches, restaurants and Blue Ribbon award winning Hindley Elementary School. Come experience the highly sought-after Seagate Association-a vibrant neighborhood community in one of Darien's most desirable coastal settings.

12 Seagate Rd, Darien

$7,995,000

Set on a protected cove that never goes to mud flats even at low tide, 3 Coves End Road started as a Colonial built in 1912, now completely reimagined as a stunning light-filled contemporary home on a quiet no-outlet street. Long water views and abundant sunlight from every side define the house, with custom French doors opening to multiple decks. The custom kitchen is built for serious cooking and entertaining: wood beams, three sinks including one in the island, Wolf 6-burner cooktop, two Wolf convection wall ovens, two Miele dishwashers and two Sub-Zero refrigerators, plus an oversized mudroom and a Butler's Pantry w/ a 100+ bottle Sub-Zero wine cooler. Formal dining room, study/office w/ French doors, four fireplaces, 9.5 ft first-floor ceilings and new wide-board oak floors. Five bedrooms, each w/ its own bath, and all bedrooms enjoy spectacular water views. The primary suite offers a sitting room w/ fireplace, a wall of windows, a private balcony, two full baths and a large walk-in closet. Professionally landscaped grounds, new stone driveway, kayak/canoe launch dock, 3-car detached garage w/ EV charger, lifetime zinc roof on house and garage, unseen solar panels and a full-house generator. A rare waterfront offering in the historic Tokeneke Park that pairs historic character w/ modern living, within an hour from Manhattan.

5 Beds ⋅ 7 Baths ⋅ 24212593 MLS

Set on a protected cove that never goes to mud flats even at low tide, 3 Coves End Road started as a Colonial built in 1912, now completely reimagined as a stunning light-filled contemporary home on a quiet no-outlet street. Long water views and abundant sunlight from every side define the house, with custom French doors opening to multiple decks. The custom kitchen is built for serious cooking and entertaining: wood beams, three sinks including one in the island, Wolf 6-burner cooktop, two Wolf convection wall ovens, two Miele dishwashers and two Sub-Zero refrigerators, plus an oversized mudroom and a Butler's Pantry w/ a 100+ bottle Sub-Zero wine cooler. Formal dining room, study/office w/ French doors, four fireplaces, 9.5 ft first-floor ceilings and new wide-board oak floors. Five bedrooms, each w/ its own bath, and all bedrooms enjoy spectacular water views. The primary suite offers a sitting room w/ fireplace, a wall of windows, a private balcony, two full baths and a large walk-in closet. Professionally landscaped grounds, new stone driveway, kayak/canoe launch dock, 3-car detached garage w/ EV charger, lifetime zinc roof on house and garage, unseen solar panels and a full-house generator. A rare waterfront offering in the historic Tokeneke Park that pairs historic character w/ modern living, within an hour from Manhattan.

3 Coves End Rd, Darien

$3,995,000

Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

6 Beds ⋅ 8 Baths ⋅ 24209556 MLS

Opportunities to build fresh on Long Neck Point are vanishingly rare, making this lush, one-acre parcel a true crown jewel in Darien's most prestigious enclave. This isn't just a piece of land; it's a seamless path to an extraordinary lifestyle. If you've been dreaming of a bespoke estate but dread the years of red tape, your solution has arrived. The property comes with preapproved architectural plans for a stunning Center Hall Colonial. The design features 7,500 square feet of sophisticated living space across the first and second floors alone, with additional square footage thoughtfully planned for both the third floor and the expansive basement level. Imagine sweeping interiors and a layout that flows effortlessly from one sun-drenched room to the next. With all permits in place and a premier builder ready to break ground, you can bypass the typical delays and start construction immediately. The lot itself is absolutely gorgeous, offering a level, expansive canvas that invites creative landscape design. Elevating this opportunity even further is the exclusive inclusion of waterfront access. A shared dock is currently being built for the four properties in this enclave, reachable via a dedicated pathway that leads directly to the water at Pear Tree Point Road. It is the ultimate amenity for those who wish to embrace the coastal lifestyle. This is a rare invitation to secure a foothold in a legendary location without the wait.

74 Long Neck Point Rd, Darien

$5,650,000

A rare opportunity for high-end new construction in the Tokeneke School district, 237 Tokeneke Road features a custom design by the immensely talented Nick Demaio of Demaio Design Group. Set on an exceptionally private, elevated lot, the home offers four floors of light-filled living with a thoughtful, functional layout. A grand foyer opens to a direct sightline into the expansive chef's kitchen. To the left of the entry is a cozy living room that flows into the formal dining room and ultimately back to the kitchen, creating an effortless connection for entertaining. A bar and butler's pantry complement the kitchen/ dining room spaces. A very large family room and dedicated office (one of two in the home) complete the main floor. There are 4 bedrooms on the second floor, including a primary suite with a spacious private bath and his and hers walk-in closets. The second bedroom has a private en suite bath, and the remaining 2 bedrooms sharing a Jack-and-Jill bath. The third floor offers flexible space, customizable based on your needs; the current design plan has a bedroom, full bath and second office space. The lower level is not to be missed. There is a 2 car garage with direct access to a very large mudroom, a guest bedroom and full bathroom, and large recreation room. Private, bright and beautifully designed, this custom home pairs generous living spaces with versatility on every level.

6 Beds ⋅ 6 Baths ⋅ 24210704 MLS

A rare opportunity for high-end new construction in the Tokeneke School district, 237 Tokeneke Road features a custom design by the immensely talented Nick Demaio of Demaio Design Group. Set on an exceptionally private, elevated lot, the home offers four floors of light-filled living with a thoughtful, functional layout. A grand foyer opens to a direct sightline into the expansive chef's kitchen. To the left of the entry is a cozy living room that flows into the formal dining room and ultimately back to the kitchen, creating an effortless connection for entertaining. A bar and butler's pantry complement the kitchen/ dining room spaces. A very large family room and dedicated office (one of two in the home) complete the main floor. There are 4 bedrooms on the second floor, including a primary suite with a spacious private bath and his and hers walk-in closets. The second bedroom has a private en suite bath, and the remaining 2 bedrooms sharing a Jack-and-Jill bath. The third floor offers flexible space, customizable based on your needs; the current design plan has a bedroom, full bath and second office space. The lower level is not to be missed. There is a 2 car garage with direct access to a very large mudroom, a guest bedroom and full bathroom, and large recreation room. Private, bright and beautifully designed, this custom home pairs generous living spaces with versatility on every level.

237 Tokeneke Rd, Darien

$1,795,000

Step into a storybook setting at 150 Holmes Avenue, where the timeless elegance of a classic Victorian meets a meticulous, top-to-bottom modernization. From the moment you approach you'll feel the historic charm that defines this Darien gem. Inside, the transformation is striking. The entire interior has been freshly painted in a crisp, sophisticated palette, perfectly complementing the hardwood floors throughout. The heart of the home is a beautifully updated kitchen, blending contemporary convenience with the home's original soulful character. Every corner of this residence shines with pride of ownership; it is exceptionally clean, bright, and truly move-in ready. Whether you are hosting a formal dinner or enjoying a quiet morning in the sun-drenched living spaces, the atmosphere is one of effortless grace. Beyond the main house, discover a feature that sets this property apart: a detached two-car garage designed for the serious hobbyist. Equipped with a professional grade industrial hook and hoist system for engine work, this space is a dream come true for car enthusiasts or anyone needing a heavy duty workshop. It's a rare find that adds a layer of practical luxury to this enchanting estate. Experience the perfect blend of 19th-century personality and 21st-century peace of mind. Walking neighborhood, including to school and the train. Top of the line efficient mechanicals including a Buderus Oil Burner. Quality, comfort and convenience. Your new chapter starts here..

4 Beds ⋅ 2 Baths ⋅ 24210835 MLS

Step into a storybook setting at 150 Holmes Avenue, where the timeless elegance of a classic Victorian meets a meticulous, top-to-bottom modernization. From the moment you approach you'll feel the historic charm that defines this Darien gem. Inside, the transformation is striking. The entire interior has been freshly painted in a crisp, sophisticated palette, perfectly complementing the hardwood floors throughout. The heart of the home is a beautifully updated kitchen, blending contemporary convenience with the home's original soulful character. Every corner of this residence shines with pride of ownership; it is exceptionally clean, bright, and truly move-in ready. Whether you are hosting a formal dinner or enjoying a quiet morning in the sun-drenched living spaces, the atmosphere is one of effortless grace. Beyond the main house, discover a feature that sets this property apart: a detached two-car garage designed for the serious hobbyist. Equipped with a professional grade industrial hook and hoist system for engine work, this space is a dream come true for car enthusiasts or anyone needing a heavy duty workshop. It's a rare find that adds a layer of practical luxury to this enchanting estate. Experience the perfect blend of 19th-century personality and 21st-century peace of mind. Walking neighborhood, including to school and the train. Top of the line efficient mechanicals including a Buderus Oil Burner. Quality, comfort and convenience. Your new chapter starts here..

150 Holmes Ave, Darien

$16,495,000

Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence features seven full and three half baths, eight fireplaces, and an effortless flow between gracious entertaining spaces and comfortable everyday living. A pool and private dock extend the experience outdoors, creating an idyllic setting for waterfront living and entertaining. A charming two-bedroom, two-bath guest cottage offers additional space and privacy for family and guests. Distinguished by its scale, setting, and direct water access, this remarkable Long Neck Point estate offers a rare opportunity to experience the quintessential coastal lifestyle.

10 Beds ⋅ 12 Baths ⋅ 24186570 MLS

Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence features seven full and three half baths, eight fireplaces, and an effortless flow between gracious entertaining spaces and comfortable everyday living. A pool and private dock extend the experience outdoors, creating an idyllic setting for waterfront living and entertaining. A charming two-bedroom, two-bath guest cottage offers additional space and privacy for family and guests. Distinguished by its scale, setting, and direct water access, this remarkable Long Neck Point estate offers a rare opportunity to experience the quintessential coastal lifestyle.

155 Long Neck Point Rd, Darien

$3,480,000

Welcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, flat, dry acre at the end of a quiet, Private Cul-de-Sac. The experience begins the moment you turn down the picturesque driveway, offering a beautiful approach and an immediate sense of privacy upon arrival. Boasting 4,423 square feet of above-grade living space, this home is bathed in incredible natural light throughout. The thoughtfully designed layout features 5 spacious bedrooms and 4.5 well-appointed baths-including a primary suite featuring a vaulted ceiling, fireplace, hydro-tub, stall shower, walk-in closet, and hardwood floors, backed by a $50,000 closing credit toward primary bath customization and improvements. Offering plenty of room for family and guests alike, the heart of the home provides a seamless flow and an incredible space for entertaining friends and family, whether hosting formal dinners or casual weekend gatherings. A massive, versatile bonus recreation room sits privately over the 3-car garage-perfect for a playroom, media center, home gym, or an expansive home office. Step outside to enjoy the sprawling, level backyard, a rare find that offers endless possibilities for outdoor fun, gardening, or relaxation. Impeccably cared for-freshly painted inside and out and ready for its next chapter, this exceptional Darien property is just waiting for its new owners to move in and start making memories. Turnkey convenience meets timeless elegance in an unbeatable location!

5 Beds ⋅ 5 Baths ⋅ 24182550 MLS

Welcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, flat, dry acre at the end of a quiet, Private Cul-de-Sac. The experience begins the moment you turn down the picturesque driveway, offering a beautiful approach and an immediate sense of privacy upon arrival. Boasting 4,423 square feet of above-grade living space, this home is bathed in incredible natural light throughout. The thoughtfully designed layout features 5 spacious bedrooms and 4.5 well-appointed baths-including a primary suite featuring a vaulted ceiling, fireplace, hydro-tub, stall shower, walk-in closet, and hardwood floors, backed by a $50,000 closing credit toward primary bath customization and improvements. Offering plenty of room for family and guests alike, the heart of the home provides a seamless flow and an incredible space for entertaining friends and family, whether hosting formal dinners or casual weekend gatherings. A massive, versatile bonus recreation room sits privately over the 3-car garage-perfect for a playroom, media center, home gym, or an expansive home office. Step outside to enjoy the sprawling, level backyard, a rare find that offers endless possibilities for outdoor fun, gardening, or relaxation. Impeccably cared for-freshly painted inside and out and ready for its next chapter, this exceptional Darien property is just waiting for its new owners to move in and start making memories. Turnkey convenience meets timeless elegance in an unbeatable location!

18 Bates Farm Ln, Darien

$1,150,000

Move right in to this delightful cape style home offering effortless and modern upgrades on a private, fully fenced lot in prime Darien. Highlights include classic hardwood floors, a bright living room, a main-level bedroom, a den/office and two completely renovated full baths-one on each floor. The window lined dining room features a skylight and direct access to the deck which is perfect for entertaining. The second level boasts two flexible bedrooms with built-in storage and the second, completely renovated, full bath. The partially finished lower level offers a finished room which is currently used as a TV room, new washer and dryer, updated mechanicals, tankless hot water system and plenty of room for storage. This home is conveniently located minutes from downtown Darien, schools, restaurants and train stations.

3 Beds ⋅ 2 Baths ⋅ 24205494 MLS

Move right in to this delightful cape style home offering effortless and modern upgrades on a private, fully fenced lot in prime Darien. Highlights include classic hardwood floors, a bright living room, a main-level bedroom, a den/office and two completely renovated full baths-one on each floor. The window lined dining room features a skylight and direct access to the deck which is perfect for entertaining. The second level boasts two flexible bedrooms with built-in storage and the second, completely renovated, full bath. The partially finished lower level offers a finished room which is currently used as a TV room, new washer and dryer, updated mechanicals, tankless hot water system and plenty of room for storage. This home is conveniently located minutes from downtown Darien, schools, restaurants and train stations.

145 West Ave, Darien

$3,925,000

Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best part of the day may be what happens after you get home. The heart of the home is a newly renovated, crisp white kitchen that flows effortlessly into a sun-drenched dining area and spacious family room centered around a cozy fireplace. Whether hosting a summer soiree or enjoying a quiet morning coffee, the open floor plan feels airy and intuitive. For those who need space to spread out, the first floor is versatile, featuring a bright living room with fireplace, dedicated office, oversized playroom, and functional mudroom with ample storage to keep coastal life organized. Upstairs, the primary suite and a second bedroom offer breathtaking water views, serving as private sanctuaries to watch the sun sparkle on the water. With four bedrooms and three updated baths, there is ample space, plus the flexibility to easily convert back to a five-bedroom layout. Outdoor living is elevated here-literally. Expansive decks on both levels overlook the water, providing the ultimate backdrop for alfresco dining and family gatherings.

4 Beds ⋅ 4 Baths ⋅ 24204574 MLS

Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best part of the day may be what happens after you get home. The heart of the home is a newly renovated, crisp white kitchen that flows effortlessly into a sun-drenched dining area and spacious family room centered around a cozy fireplace. Whether hosting a summer soiree or enjoying a quiet morning coffee, the open floor plan feels airy and intuitive. For those who need space to spread out, the first floor is versatile, featuring a bright living room with fireplace, dedicated office, oversized playroom, and functional mudroom with ample storage to keep coastal life organized. Upstairs, the primary suite and a second bedroom offer breathtaking water views, serving as private sanctuaries to watch the sun sparkle on the water. With four bedrooms and three updated baths, there is ample space, plus the flexibility to easily convert back to a five-bedroom layout. Outdoor living is elevated here-literally. Expansive decks on both levels overlook the water, providing the ultimate backdrop for alfresco dining and family gatherings.

20 Lighthouse Way, Darien

$5,995,000

Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

6 Beds ⋅ 9 Baths ⋅ 24191678 MLS

Privately set on 2.15 beautifully landscaped, park-like acres just minutes from town, this exceptional six-bedroom residence offers a rare blend of timeless elegance, everyday comfort, and complete privacy. Thoughtfully designed for the way people truly live, the home is filled with light, gracious proportions, and inviting spaces that welcome both intimate gatherings and memorable celebrations. The heart of the home is a beautifully appointed chef's kitchen with a sunlit breakfast area that opens seamlessly to the spacious family room, where French doors invite you outdoors to expansive lawns and peaceful sunsets. Formal living and dining rooms provide the perfect backdrop for entertaining, while a butler's pantry and generous mudroom bring effortless function to everyday life. The tranquil primary suite is a retreat of its own, featuring a cozy fireplace, a private balcony overlooking the grounds, and a luxurious spa-inspired bath. Five additional en suite bedrooms offer exceptional comfort and privacy for family and guests. A finished third level provides a flexible bedroom and bonus space ideal for a home office, playroom, or creative studio, while the expansive lower level offers endless possibilities for recreation, fitness, media, or entertaining. Outside, sweeping lawns, mature landscaping, and exceptional privacy create a setting that feels worlds away, yet is only moments from town, schools, and everything Darien has to offer.

67 Peach Hill Rd, Darien

$2,250,000

Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with custom millwork and views of the professionally landscaped yard. The updated kitchen showcases new countertops, backsplash, refinished cabinetry, and updated appliances, creating a stylish and functional heart of the home. Upstairs, the renovated primary suite offers a luxurious retreat with a beautifully updated bath and generous walk-in closets, while three additional bedrooms and two full baths complete the second level. The finished lower level provides versatile space ideal for a playroom, media room, gym, or study area. Outside, a spacious terrace, outdoor grilling area, and newly fenced backyard create the perfect setting for entertaining and everyday enjoyment. Move-in ready and designed for today's lifestyle, this home offers the perfect blend of comfort, style, and convenience.

4 Beds ⋅ 4 Baths ⋅ 24201958 MLS

Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with custom millwork and views of the professionally landscaped yard. The updated kitchen showcases new countertops, backsplash, refinished cabinetry, and updated appliances, creating a stylish and functional heart of the home. Upstairs, the renovated primary suite offers a luxurious retreat with a beautifully updated bath and generous walk-in closets, while three additional bedrooms and two full baths complete the second level. The finished lower level provides versatile space ideal for a playroom, media room, gym, or study area. Outside, a spacious terrace, outdoor grilling area, and newly fenced backyard create the perfect setting for entertaining and everyday enjoyment. Move-in ready and designed for today's lifestyle, this home offers the perfect blend of comfort, style, and convenience.

1644 Boston Post Rd, Darien

$6,995,000

Exceptional craftsmanship and sophisticated design define this stunning 5 bedroom Contemporary Colonial, built in 2023 by Ritzzo Development. Offering over 10,000 square feet of beautifully appointed living space across three finished levels, the home is set on two manicured acres with a heated saltwater pool, built-in BBQ and inviting outdoor entertaining areas. Newly completed in 2026, the extraordinary lower level is designed for both wellness and entertaining, featuring a bar and lounge, theater room, gym, sauna, steam room and full bath. Throughout the home, soaring ceilings, custom millwork, wide-plank white oak floors and luxurious finishes create an atmosphere of timeless elegance. The chef's kitchen features a marble waterfall island and opens to a sun-filled breakfast room. A dramatic great room boasts a vaulted beamed ceiling, double-height fireplace and wet bar, while elegant formal rooms, a butler's pantry, private office and pool cabana room complete the main level. The primary suite is a luxurious retreat with a fireplace, private deck and spa-like bath. Ideally situated near schools, Ox Ridge Hunt Club, Highland Farm, train stations and Darien's shops and restaurants. An exceptional opportunity to enjoy modern luxury in a prime Darien location.

5 Beds ⋅ 8 Baths ⋅ 24200463 MLS

Exceptional craftsmanship and sophisticated design define this stunning 5 bedroom Contemporary Colonial, built in 2023 by Ritzzo Development. Offering over 10,000 square feet of beautifully appointed living space across three finished levels, the home is set on two manicured acres with a heated saltwater pool, built-in BBQ and inviting outdoor entertaining areas. Newly completed in 2026, the extraordinary lower level is designed for both wellness and entertaining, featuring a bar and lounge, theater room, gym, sauna, steam room and full bath. Throughout the home, soaring ceilings, custom millwork, wide-plank white oak floors and luxurious finishes create an atmosphere of timeless elegance. The chef's kitchen features a marble waterfall island and opens to a sun-filled breakfast room. A dramatic great room boasts a vaulted beamed ceiling, double-height fireplace and wet bar, while elegant formal rooms, a butler's pantry, private office and pool cabana room complete the main level. The primary suite is a luxurious retreat with a fireplace, private deck and spa-like bath. Ideally situated near schools, Ox Ridge Hunt Club, Highland Farm, train stations and Darien's shops and restaurants. An exceptional opportunity to enjoy modern luxury in a prime Darien location.

460 Middlesex Rd, Darien

$1,299,000

Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

3 Beds ⋅ 2 Baths ⋅ 24200711 MLS

Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the cottage helps offset your monthly expenses, or maintaining both residences as an investment with two established income streams. The property also offers exceptional flexibility for guests, a private home office, or changing needs over time. Both residences have been renovated for comfortable, easy living, with updated interiors and distinct living spaces that provide privacy and independence. The main residence is currently leased at $4,050 per month and the cottage at $3,500 per month, with both rents below current market potential. For buyers searching for a Darien CT home with rental income, a two residence property, or a long term real estate investment, 53 Maple Street presents a compelling opportunity: two renovated homes, two potential income streams, and the freedom to decide how the property works for you.

53 Maple St, Darien

$3,699,500

A private country estate with exceptional proximity to New York City, this Georgian Revival Colonial on nearly two acres combines timeless architecture with extensive renovation and expansion. Surrounded by mature specimen trees, expansive lawns and gardens, the property overlooks a tranquil pond and fountain, bordering Land trust woods, creating a feeling of a serenity and nature. The beautifully proportioned interiors of more than 5000 square feet, feature herringbone and hardwood floors, 9 foot first floor ceilings and floor to ceiling windows that open to the huge back terraces overlooking pond. Formal living and dining rooms flow naturally to comfortable family spaces with custom kitchen opening to sun filled family room with terrace and leads up to a huge playroom and 4 bedroom wing, with a separate entrance gym on main floor. A gracious primary wing with fabulous views houses his and her bathrooms, a huge his/her walk-in closet and office. A rare opportunity to own a residence where architectural distinction, privacy and extraordinary grounds come together in an exceptional setting in this coastal community roughly 40 miles to Manhattan, with great schools, two beautiful public beaches, new waterfront park and newly developed downtown.

5 Beds ⋅ 6 Baths ⋅ 24198712 MLS

A private country estate with exceptional proximity to New York City, this Georgian Revival Colonial on nearly two acres combines timeless architecture with extensive renovation and expansion. Surrounded by mature specimen trees, expansive lawns and gardens, the property overlooks a tranquil pond and fountain, bordering Land trust woods, creating a feeling of a serenity and nature. The beautifully proportioned interiors of more than 5000 square feet, feature herringbone and hardwood floors, 9 foot first floor ceilings and floor to ceiling windows that open to the huge back terraces overlooking pond. Formal living and dining rooms flow naturally to comfortable family spaces with custom kitchen opening to sun filled family room with terrace and leads up to a huge playroom and 4 bedroom wing, with a separate entrance gym on main floor. A gracious primary wing with fabulous views houses his and her bathrooms, a huge his/her walk-in closet and office. A rare opportunity to own a residence where architectural distinction, privacy and extraordinary grounds come together in an exceptional setting in this coastal community roughly 40 miles to Manhattan, with great schools, two beautiful public beaches, new waterfront park and newly developed downtown.

700 Hollow Tree Ridge Rd, Darien

$4,495,000

Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

4 Beds ⋅ 3 Baths ⋅ 24196499 MLS

Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

61 Five Mile River Rd, Darien

$3,695,000

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

4 Beds ⋅ 4 Baths ⋅ 24186583 MLS

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Darien's coveted Delafield Island private association, the property is approached by a sweeping circular drive and surrounded by mature landscaping offering a rare sense of privacy, grandeur, and permanence, just minutes from downtown Darien, the Metro-North train, beaches, and Great Island. Rich in character and craftsmanship, the residence showcases architectural details rarely found today, including soaring 12-foot ceilings, a dramatic circular staircase, five fireplaces, Juliet balconies, vintage servant bells, graceful arches, skylights, and a sun-filled glass solarium. Thoughtfully designed for both grand entertaining and comfortable everyday living, the spacious country kitchen opens to an expansive deck overlooking the surrounding natural landscape. Adding to the property's exceptional appeal, several acres of protected land trust border the rear of the home, preserving a tranquil backdrop and enhancing the estate-like setting. Whether hosting family gatherings, entertaining guests, or simply enjoying the peace and beauty of its surroundings, 15 Wildcat Road offers a unique opportunity to own one of Delafield Island's most distinctive and historic homes.

15 Wildcat Rd, Darien

$12,995,000

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property.

5 Beds ⋅ 8 Baths ⋅ 24187039 MLS

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property.

209-209 Long Neck Point Rd, Darien

$8,750,000

Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study, cabana-style room opening to the pool area, finished lower level, and finished attic. Premium Rhea European Windows flood the home with natural light while providing exceptional energy efficiency and modern sophistication. Extensive custom millwork, architectural ceiling details, designer lighting, detailed interior paneling, custom cabinetry, and bespoke finishes reflect the superior craftsmanship and attention to detail that define every K&C Builders project. The luxurious primary suite offers a spa-inspired bath and oversized custom walk-in closets. Outdoor amenities include professionally landscaped grounds, a resort-style pool, outdoor kitchen, and expansive entertaining spaces designed for seamless indoor-outdoor living. Ideally located minutes from downtown Darien, Metro-North, beaches, country clubs, and Darien schools, this extraordinary residence presents a rare opportunity to own a signature home built to the highest standards of quality, design, and craftsmanship.

6 Beds ⋅ 9 Baths ⋅ 24179744 MLS

Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study, cabana-style room opening to the pool area, finished lower level, and finished attic. Premium Rhea European Windows flood the home with natural light while providing exceptional energy efficiency and modern sophistication. Extensive custom millwork, architectural ceiling details, designer lighting, detailed interior paneling, custom cabinetry, and bespoke finishes reflect the superior craftsmanship and attention to detail that define every K&C Builders project. The luxurious primary suite offers a spa-inspired bath and oversized custom walk-in closets. Outdoor amenities include professionally landscaped grounds, a resort-style pool, outdoor kitchen, and expansive entertaining spaces designed for seamless indoor-outdoor living. Ideally located minutes from downtown Darien, Metro-North, beaches, country clubs, and Darien schools, this extraordinary residence presents a rare opportunity to own a signature home built to the highest standards of quality, design, and craftsmanship.

175 Brookside Rd, Darien

$3,249,000

Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring a thoughtful floor plan with an abundance of natural light and high-end finishes. The main level boasts a chef's eat-in kitchen with top-of-the-line appliances, a welcoming family room, formal dining room and home office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms, a bonus room and an oversized laundry room round out the two upper level offerings. A full basement and numerous closets on each level provide ample storage options. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. Don't miss the chance to make this exceptional property your own.

5 Beds ⋅ 5 Baths ⋅ 24170829 MLS

Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring a thoughtful floor plan with an abundance of natural light and high-end finishes. The main level boasts a chef's eat-in kitchen with top-of-the-line appliances, a welcoming family room, formal dining room and home office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms, a bonus room and an oversized laundry room round out the two upper level offerings. A full basement and numerous closets on each level provide ample storage options. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. Don't miss the chance to make this exceptional property your own.

20 Locust Hill Rd, Darien

$2,525,000

Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

8 Beds ⋅ 3 Baths ⋅ 24162337 MLS

Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

2646 Boston Post Rd, Darien

How much is your home worth?

How much is your home worth?