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179 Lawrence Rd, Fairfield
$1,590,000
4 Beds ⋅ 3 Baths ⋅ 24169263 MLS
Location, Location!! Welcome to 179 Lawrence Road - this home is a beautifully maintained and thoughtfully updated 4 bedroom, 2.5 bath Colonial on a level 0.26-acre lot in one of Fairfield's most desirable neighborhoods. Located on a quiet, welcoming street whose entire length is lined with mature oak trees, the neighborhood is just moments from downtown shops, restaurants, top-rated schools, Metro-North and Fairfield U. This home offers the perfect blend of classic New England character and modern living. Step inside to find a main level that flows effortlessly for both everyday living and entertaining, hardwood floors throughout, a formal living room with fireplace, dining room with sliders out to the quaint backyard terrace, gourmet eat-in kitchen with a generous island and eating area with a wrap around bench seating surrounded by over-sized windows and a family room w/vaulted ceiling and stone fireplace.The upstairs includes 3 bedrooms with hall bath, walk up unfin attic and a large primary suite with generous walk in closet, laundry room and spacious bath. A custom-finished lower level modeled after a 17th-century ship captain's cabin will wow you with shiplap walls and beams and a built-in entertainment system. Whether you're looking for a forever home or a distinctive property that stands out, this residence delivers character, comfort, and convenience in a highly sought-after location. Don't miss the opportunity to own this unique gem in Fairfield's University area!

179 Lawrence Rd, Fairfield

107 Buckboard Ln, Fairfield
$1,587,500
4 Beds ⋅ 3 Baths ⋅ 24187463 MLS
Tucked away at the end of a tranquil cul-de-sac in one of Greenfield Hill's most convenient and desirable neighborhoods, this turn-key New England Colonial offers the perfect blend of timeless style, classic design and an exceptional lifestyle at any stage of life. Designed for everyday living and entertaining. Features include an inviting foyer with custom molding, powder room, refinished hardwood floors, Marvin windows, sun-filled formal living and dining rooms. The beautiful granite eat-in kitchen has custom cabinetry, newer appliances, an oversized walk-in pantry and 1st floor laundry. A welcoming family room showcases new custom built-ins and wood burning fireplace with seamless access for indoor-outdoor flow. Upstairs, a spacious primary suite offers a walk-in closet and updated private bath while three additional generously sized bedrooms with ample closet space share the hall bath. Finished lower level expands the living space with a rec room, office area and plenty of storage. Professionally landscaped, flat, one acre fenced rear property with raised garden beds, shed, expanded trex deck with pergola and retractable awning creates an oasis for outdoor living and entertaining. The 'circle' is where bike rides and Easter egg hunts begin and neighbors gather creating a real sense of community. Minutes to town, beach, award winning schools and commuter options.

107 Buckboard Ln, Fairfield

155 Labbance Ln, Fairfield
$1,580,000
5 Beds ⋅ 5 Baths ⋅ 24167159 MLS
A once-in-a-generation Japanese-inspired 3 acre sanctuary on the coveted Westport side of Greenfield Hill, this extraordinary property offers a rare fusion of architecture, artistry, and landscape. Designed by the owner, a master gardener, the grounds unfold as a private retreat where the Sasco River winds through natural boulders, hand-laid stone walls, flowering specimen trees, terraced gardens, and peaceful woodland paths. The striking contemporary residence is equally compelling, with an open floor plan anchored by a dramatic cathedral-ceilinged living room. A centrally positioned mission-style kitchen serves as the heart of the home, while the dining room, sunroom, and family room enjoy sun-filled southern exposure and tranquil garden views. A dedicated art gallery and exceptional custom library further distinguish the main level. The main floor also includes the primary suite and two additional bedrooms, while a private third-floor bedroom with full bath offers ideal guest or office space. The walk-out lower level adds a family room plus a separate apartment with kitchenette, sitting area, bedroom, and full bath. Ready for thoughtful updates, this is a rare opportunity to reimagine and elevate a truly special home in one of Greenfield Hill's most peaceful and breathtaking settings. Minutes to Southport/Fairfield and Westport centers. House is not in a flood zone! Sits up high with a view!

155 Labbance Ln, Fairfield

355 Surrey Ln, Fairfield
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24179417 MLS
Priced below market value for quick sale! Welcome to 355 Surrey Lane - an extensively renovated home where timeless design meets California contemporary and modern organic luxury finishes. Taken down to the studs and rebuilt with exceptional attention to detail and quality, this turnkey home offers the peace of mind of new construction on a level, private 1 acre lot with an enormous backyard and circular driveway in the highly sought after Greenfield Hill neighborhood. Just about every component of this home is brand new to include: AC, Gas Furnace, ductwork, hot water heater, electrical panel and systems, Anderson windows throughout, kitchen cabinets, premium Kitchenaid appliances and 48 inch double gas oven all under manufacturer warranty, 10 foot quartz waterfall island and laundry. Brand new wide plank engineered hardwood floors throughout the home and 3 fully renovated bathrooms. The living areas feature a wide open floorplan, perfect for entertaining and are highlighted by two striking floor to ceiling fireplaces. The home features expansive windows and doors, filling the home with natural light. Low utility bills from all new energy efficient insulation throughout. Huge additional living room/play room. In-law suite with private entrance and bath. Located minutes from major commuting routes and Fairfield's award winning schools, beaches, parks, restaurants, shopping and train. Hurry - this one will not last long

355 Surrey Ln, Fairfield

280 Mill Hill Rd, Fairfield
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 24170660 MLS
THANK YOU FOR YOUR INTEREST IN 280 MILL HILL ROAD. SELLER IS REQUESTING HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TODAY, MONDAY MAY 11TH AT 5PM. Picture perfect 1920s Colonial in the location we all covet. Welcome to 280 Mill Hill Road, a beautiful center hall colonial that blends timeless character with modern updates-all in an exceptional in-town location. Just a short stroll to Southport Village, this home offers the perfect balance of charm, convenience, and lifestyle. Inside, sun-filled living spaces showcase classic architectural details and a warm, inviting flow ideal. The newly renovated kitchen features stylish finishes and modern functionality, seamlessly complementing the home's historic appeal. The flexible layout includes a finished third floor, perfect as a fourth bedroom, home office, gym or flexible space to suit your needs. Step outside to enjoy an expansive patio overlooking the expansive fenced backyard, surrounded by mature landscaping-an ideal setting for outdoor dining, entertaining, or simply relaxing in a private, picturesque setting. Located within walking distance to Mill Hill School, the train, Southport Village, dining, and the harbor, this is a rare opportunity to own a quintessential Fairfield home.

280 Mill Hill Rd, Fairfield

1180 Merwins Ln, Fairfield
$1,530,000
3 Beds ⋅ 4 Baths ⋅ 24179278 MLS
Private Greenfield Hill Retreat on 2+ Acres with Guest Suite, Modern Updates & Equestrian Potential.Tucked away on a quiet cul-de-sac in the heart of Greenfield Hill, this rare property offers privacy, flexibility, and modern comfort. From the moment you enter, the craftsmanship is unmistakable featuring a handcrafted staircase, custom millwork, built-ins, and a dramatic barrel ceiling living room anchored by a stone fireplace. The refreshed chef's kitchen includes a center island, double ovens, pantry, and granite countertops, opening to a sun filled sitting area with views of mature plantings. The floor plan offers exceptional versatility. A first floor wing, currently configured as an in-law suite with full kitchen, bedroom, full bath, walk-in closet, and laundry, can easily function as a primary suite, guest retreat, or additional bedroom adapting seamlessly to changing needs. Upstairs, you'll find two addt'l ensuite bedrooms, a cedar closet, and generous walk in storage, providing privacy and comfort throughout. Addt'l highlights include new main level flooring, upgraded lighting, a whole house generator, and reverse osmosis water filtration system, offering both convenience and peace of mind. Outside, a stone terrace overlooks the expansive backyard, while a separate outbuilding provides space for addt'l vehicles, a workshop, or equestrian use. Ideally located near both Fairfield and Westport, the property feels completely private while remaining close to everything.

1180 Merwins Ln, Fairfield

307 Old Post Rd, Fairfield
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 24196786 MLS
It's a rare find to discover a classic Beach area Colonial that balances timeless character w/ this price point. Built in 1916, this home captures that sought-after vintage soul from the moment you step onto the covered front porch-complete w/ a swing that's practically begging for a book & a glass of lemonade. Inside, a wide foyer welcomes you into a traditional center-hall layout where original charm meets modern living. You'll find hdwd flrs throughout & a LR centered around a cozy wood-burning FP flanked by custom b/ins. The DR feels elevated w/ its classic corner cabinetry, while the heart of the home-a beautifully remodeled kitchen w/center island-flows effortlessly into an inviting sun-filled FR. Upstairs, 3 comfortable BRs share a stunningly renovated bathrm featuring heated floors for those chilly mornings. The 2-car garage offers a fantastic surprise w/ a finished loft level that makes for an ideal home office or creative studio. The LL adds even more versatility w/ additional finished space and a full bathroom, bringing the home's total to 3 full baths. The outdoor space is a private retreat. After a long day, there is nothing better than heading to the secluded outdoor shower or hot tub in the backyard to unwind. Situated just blocks from the shoreline/ marina, this location offers the quintessential coastal lifestyle. Whether you are heading toward the water or strolling into town for dinner, everything that makes this community special is right at your fingertip

307 Old Post Rd, Fairfield

12 Sconset Dr, Fairfield
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 24177139 MLS
"The Yellow home on the corner", perfectly set on a prime University cul-de-sac, has hit the market. Welcome to 12 Sconset Drive, a home overflowing w/ character that is move-in ready, w/ thoughtful improvements & shows like a dream. Featuring 10 spacious rooms across 3 levels of living creating a special space for everyone, all filled w/abundant natural light. So many details to love about this home including built-ins, hardwood flooring, 3 updated full bathrooms, freshly painted & the list goes on. The main level offers an exceptional flow w/ the eat-in kitchen perfectly designed for both entertaining & cooking while the cozy living room w/ fireplace opens to the idyllic 3 season porch, the perfect spot for sipping morning coffee or relaxing to the sound of birds chirping. The dining room easily connects to the sunroom, a warm spot to unwind. A laundry area & half bath complete the main level. Upstairs, you will find 3 generously sized bedrooms, including the primary suite, along w/ a finished 3rd level featuring the 4th bedroom, family room & full bath, perfect for guests, a home office, or flexible living. Step outside to one of the home's most special features: a peaceful, private & expansive back yard bursting w/ blooming flowers, privacy trees, patio, fencing & professional landscaping. Enjoy the amazing block parties this neighborhood offers, walk to school, stroll to town & take advantage of dining, entertainment & shopping. Enjoy life in this exceptional home.

12 Sconset Dr, Fairfield

1495 Westport Tpke, Fairfield
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24047873 MLS
Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its location. Thoughtfully renovated and expanded in 2012, the home offers an elevated, modern living experience while preserving the architectural details that make the property unique. The beautifully appointed chef's kitchen, with top-of-the-line appliances, opens seamlessly to a great room with soaring vaulted ceilings, a handsome fireplace, walls of windows overlooking the property, and sliders to the private deck. Designed for both entertaining and everyday living, the open layout creates a natural gathering place and an effortless connection to the outdoors. Adding to the home's timeless character are its circa-1749 origins, beautifully preserved through select period details, including the King's Board flooring-an architectural feature traditionally found in some of New England's earliest homes. An adjoining room offers exceptional flexibility as a library, study, or intimate sitting room.

1495 Westport Tpke, Fairfield

236 Main St Unit 236, Fairfield
$1,500,000
1 Beds ⋅ 2 Baths ⋅ 24196135 MLS ⋅ Southport Harbor BLDG.
A rare opportunity to own in the heart of historic Southport Village for under $1.5 million. Beautifully redesigned by the renowned Michael Greenberg & Associates of Westport, this sophisticated two-level residence is located within a landmark building overlooking Southport Harbor. Offering one of the few opportunities to own in Southport Village at this price point, it is ideally suited as a full-time residence or elegant weekend retreat, just a short stroll to the train, Pequot Yacht Club, village shops and restaurants, Southport Beach, the harbor, and everything that makes the Village one of Fairfield County's most sought-after coastal communities. The first floor features a spacious bedroom with a beautifully renovated full bath. Upstairs, an expansive living room, well-appointed kitchen, and powder room create an inviting space for both everyday living and entertaining. Large bay windows fill the home with natural light while capturing picturesque views of Main Street, Southport Harbor, and the Country Club of Fairfield golf course. Combining historic character, designer finishes, harbor views, and an exceptional walk-to-everything location, this is a truly rare opportunity to own a beautifully renovated residence in one of Connecticut's most coveted coastal villages.

236 Main St Unit 236, Fairfield

485 Mountain Laurel Rd, Fairfield
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 24189763 MLS
Picture coming home to your own Custom Colonial sitting on over half a private acre on a quiet, tree-lined street in lower Greenfield Hill, where you're minutes from everything but feel worlds away. An expansive front porch invites you to slow down the second you pull in. Inside, sunlight pours through every room and hardwood floors gleam underfoot. The high-end, spacious kitchen is made for gathering - an oversized island, quartz counters, marble backsplash, and Thermador & Bosch stainless appliances bring everyone into one open, functional space. A separate office with custom built-ins and a fireplace offers a quiet retreat for work or reading. The vaulted family room opens straight onto a 3-season screened-in porch offering a continuous indoor/outdoor living space. Upstairs, retreat to your spacious and newly renovated primary suite built for rest. It features a spa bath, soaking tub, radiant heated floors, and a walk-in closet that actually fits everything. Three more bedrooms, each with custom closets, share an updated bath with granite countertops and double sinks. Custom interior wooden shutters, a premium-flooring 2-car garage, whole-house Generac generator, new A/C, new washer/dryer bolster this as a home where there is nothing left for you to do. Move-in ready, in one of the area's most sought-after neighborhoods served by award-winning schools. Come see it before someone else calls it home.

485 Mountain Laurel Rd, Fairfield

164 Wakeman Rd, Fairfield
$1,499,000
5 Beds ⋅ 4 Baths ⋅ 24152868 MLS
Nestled in Fairfield's highly sought-after University neighborhood, this exceptional home beautifully blends timeless vintage charm with a warm, modern aesthetic. Set on a private, arborvitae-lined property, the outdoor space features a stone patio and gas fire rock seating area. Inside, the inviting layout offers effortless flow and abundant natural light. The living room, anchored by a wood-burning fireplace and French doors to the patio, opens seamlessly to the dining room and sunny kitchen. The custom kitchen connects to a family room with soaring 10-foot ceilings & roaring stone fireplace. Spacious primary bedroom with vaulted ceilings, beams, bath with glass shower, soaking tub & walk-in closet is a lovely oasis. Guest room with ensuite bath & walk-in closet plus 2 additional bedrooms complete the 2nd level. 3rd level bonus area offers flexible space with 5th bedroom. The finished lower level provides versatility and extra living space. Additional amenities include, study, mudroom, 2 laundry rooms, irrigation system, 2 car garage and much more. Ideally located just minutes from vibrant Fairfield town center and train (1 mi), Beach (1.3 mi), Marina (1.1 mi), Tennis & golf. Waterfront community offering historic charm, dining, shopping, arts & 2 universities, just 50 miles from NYC.

164 Wakeman Rd, Fairfield

20 Whetstone Hill Ct, Fairfield
$1,460,000
4 Beds ⋅ 4 Baths ⋅ 24194833 MLS
Some homes simply grow with you - and this is one of them. Nestled on a quiet cul-de-sac in a sought-after beach neighborhood, this inviting home has been the backdrop for years of cherished memories. Designed with both comfort and flexibility in mind, its thoughtful layout easily adapts to changing lifestyles. A legal studio - with a private entrance, full bathroom and kitchenette - offers exceptional versatility, ideal for extended family, guests, a home office, an au pair, or potential rental income. Step outside to the private backyard and inviting patio, the perfect setting for morning coffee, outdoor entertaining, or unwinding after a day at the beach.Ideally located just minutes from the beach, vibrant downtown Fairfield, the Metro-North train station, shopping, restaurants, parks and top-rated schools, this home combines timeless charm with everyday convenience. Whether you're looking for a place to put down roots, accommodate a changing lifestyle, or enjoy Connecticut's coastal living at its best, this exceptional home is ready to welcome its next owners.

20 Whetstone Hill Ct, Fairfield

1115 Galloping Hill Rd, Fairfield
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 24132021 MLS
THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY NOON ON MONDAY 3/16/26 thoughtfully updated Colonial in the heart of Greenfield Hill, 1115 Galloping Hill Road is the kind of home that simply feels right. Solid, balanced, and beautifully maintained, it reflects years of careful ownership and intentional improvement. The main level offers an easy flow between kitchen and family room, anchored by a classic brick fireplace and extending seamlessly to a screened sunroom that invites year-round enjoyment. The kitchen has been refreshed with new cabinet fronts, hardware, lighting, and a built-in breakfast nook. Refinished hardwood floors run throughout the home, unified in tone, while a crisp Chantilly Lace palette and curated fixtures create a cohesive, timeless feel. Upstairs, the primary suite is quietly refined, complemented by three additional bedrooms with custom closet systems, updated lighting, and thoughtful design details. The fully permitted lower level has been completely reimagined with new flooring, insulation, heating, windows, and generous storage. Exterior improvements include a widened driveway, new front door, expanded bluestone patio, refreshed landscaping, solar-reflective sunroom windows, and a level lawn enhanced for usability and privacy. Major systems, including septic, roof, windows, and electrical, have been updated. A home that feels settled, solid, and ready for its next chapter.

1115 Galloping Hill Rd, Fairfield

66 Adams Rd, Fairfield
$1,440,000
5 Beds ⋅ 4 Baths ⋅ 24179007 MLS
Stunning top-to-bottom modern builder renovation of this quintessential Colonial set at the end of a highly desirable private cul-de-sac in this sought after University area neighborhood. Boasting a completely reimagined floor plan with gorgeous new white oak hardwood floors throughout. Spectacular custom kitchen featuring a premium Thermador appliance package, modern cabinetry, and designer finishes. Spacious living room with fireplace along with a large family room perfect for entertaining and everyday living. The flexible floor plan features a rare first floor en-suite bedroom complete with a beautifully renovated modern bath, ideal for guests or multigenerational living. Upstairs you'll find a luxurious primary suite with walk-in closet and a stunning spa like bath featuring a soaking tub and oversized walk-in shower. Three additional generously sized bedrooms are serviced by another fully renovated designer bath. New roof, paint, trim, doors, hardware, and LED lighting throughout. New high efficiency gas furnace and central AC. Spacious yard offers plenty of room for outdoor enjoyment. All perfectly positioned at the very end of a quiet cul-de-sac in one of the area's most desirable and convenient neighborhoods, where homes rarely become available. Minutes to train, downtown, highways and beach. Nothing to do but move in.

66 Adams Rd, Fairfield

67 Valley Cir, Fairfield
$1,410,000
5 Beds ⋅ 5 Baths ⋅ 24186539 MLS
Welcome to this exceptional 5 bedroom, 4.5 bath home set on a .58 acre cul de sac. Step inside to find spacious rooms throughout. The generous layout creates an inviting atmosphere that feels both open and comfortable, ideal for relaxing and hosting gatherings. At the heart of the home is a newer chef's kitchen, featuring top of the line appliances, quartz counters, and an oversized island. The exceptionally large living room with gas fireplace flows into the dining room. There are wood floors in the living room, dining room, kitchen, hallway, 1 bedroom and underneath the carpet in the soundproof music room. The spacious primary bedroom suite serves as a private retreat, complete with 2 walk in closets. The primary bathroom has a new oversized shower, new counters, walk in closet and wood cabinets. The lower level includes a home theater/family room, with a large walk in closet and 2 bedrooms or one as den/office. Step outside to your private backyard which includes a covered patio next to an in ground Gunite pool, new filter, pump and Wifi surround sound system. Car enthusiasts and hobbyists with appreciate the rare 4 car garage w/ an electric vehicle hookup. There are 3 refrigerators and 3 cedar closets. In case of a power failure there is a generator with hookup. Feel secure with 3 Nest cameras and full window/door security system. There is a fixed $700 monthly bill for solar panels that includes a new roof. Contingent on the owner finding suitable housing. Owner/age

67 Valley Cir, Fairfield

1951 Burr St, Fairfield
$1,403,000
4 Beds ⋅ 3 Baths ⋅ 24206877 MLS
*OFFERS DUE 5PM 9/21* Welcome to this quintessential New England colonial, lovingly cherished by the same owner for over 4 decades. On 2 flat, picturesque acres, this timeless home offers serene, private living while remaining centrally located. A sweeping circular driveway creates a warm arrival, while the sprawling, level backyard provides an ideal setting for outdoor entertaining, with room for a pool and pool house.Inside, traditional character shines with hardwood floors throughout. The main level is designed for both casual daily life and formal hosting. The heart of the home features an expansive eat-in kitchen anchored by a center island, ideal for morning coffee or casual gatherings. A formal living room centers around a fireplace, with classic French doors opening into the dining room. The main level also offers exceptional layout flexibility, including a light-filled office with French doors to a private flagstone patio, a cozy den, a family room with a second fireplace, and a practical mudroom with garage access to keep everyday life organized. Upstairs, 4 generous bedrooms include a primary with an oversized bathroom, the rare convenience of a true 2nd-floor laundry room, and a 2nd full bathroom with double sinks. For extra storage, a full walk-up attic provides additional space. Offering rare privacy, incredible space, and enduring quality in a prime location, this exceptional property presents a wonderful opportunity for its next owners to make it their

1951 Burr St, Fairfield

1192 Catamount Rd, Fairfield
$1,400,000
3 Beds ⋅ 4 Baths ⋅ 24181750 MLS
Rare opportunity in Fairfield's coveted Greenfield Hill! This 2013 custom-built, meticulously maintained home offers the perfect balance of luxury, privacy, and low-maintenance living. Situated on a manageable .28-acres, you'll enjoy the serenity of a country retreat without the upkeep of a large estate. Set along one of Fairfield's designated scenic roads, and with Brett Woods Open Space as its backdrop, 1192 Catamount is surrounded by natural beauty while remaining incredibly connected to both Fairfield & Westport. Outside, this home welcomes you with a wraparound front porch. Inside, the open floor plan showcases 9'+ ceilings and exceptional custom millwork. The main level features a family room anchored by a floor-to-ceiling stone gas fireplace, a paneled office behind french doors, a gourmet kitchen with Viking appliances and a marble center island ideal for entertaining. The dining area is framed by floor-to-ceiling windows that capture the surrounding woodland landscape. Upstairs, the primary suite offers a tray ceiling, walk-in closet, and spa-inspired marble bath.Two additional bedrooms share a hall bath, conveniently located near a dedicated laundry area.The lower level offers versatility as a guest suite with its own full bath. A full standing height attic with natural light provides future expansion potential.Recent upgrades include exterior/interior paint, a new driveway, patio, and a whole-house generator which offer true move-in confidence from day one

1192 Catamount Rd, Fairfield

240 N Cedar Rd, Fairfield
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24176616 MLS
A John Brackert built home on a very sought after cul-de-sac in lower Greenfield Hill. A true neighborhood of yesteryear, where youth can ride bikes in the street, you walk to the Greenfield Hill Corner Market for your hot coffee and breakfast sandwich, and the families gather on the weekdays at the bus stop for an old fashion chat and send off. 240 North Cedar has been in the owners happy and loving hands for 61 years. Lots of life, laughter, milestones, and gatherings have filled her walls and yard. Many friends, family, grandkids, and neighbors have shared times and yummy homemade meals and ice teas under her roof. Her charm and character are felt and seen. (Just look at her custom finials on either side of her front door). Her stories are real and well lived. Her laughter and joy loud. Yes, she needs some work, yes certain edges are worn, but this home, on this street, in this neighborhood, make her a home run. She is ready for her story to become your story.

240 N Cedar Rd, Fairfield

4041 Redding Rd, Fairfield
$1,400,000
5 Beds ⋅ 4 Baths ⋅ 24180399 MLS
Compelling Value in Greenfield Hill! Nestled amid mature trees and natural surroundings, this 5-bedroom, 4-bath home offers an exceptional combination of space, privacy, and functionality. The open living room and family room provide flexible living spaces with seamless access to the covered porch and expansive deck overlooking the peaceful setting and side yard. The spacious eat-in kitchen features abundant workspace, generous cabinetry, and room for casual dining. Adjacent to the kitchen, the dining room is equally suited for everyday meals and special occasions. A mudroom located just off the kitchen provides its own entrance and access to the oversized three-car garage. A unique spiral staircase offers secondary access to the primary suite. A dedicated main-level office and full bath add convenience and versatility. Upstairs, the spacious primary suite is complemented by four additional bedrooms and two full baths. The finished lower level provides generous bonus space for a playroom, media room, fitness area, or recreation room beyond the reported square footage. In addition to the attached three-car garage, a detached two-car garage offers valuable extra space for vehicles, bikes, equipment, hobbies, or creative use. Enjoy a private setting approximately 15 minutes from Fairfield Center, Westport, Easton, and Weston, with convenient access to shopping, dining, recreation, and transportation.Greenfield Hill living at an exceptional value!

4041 Redding Rd, Fairfield

130 Stillson Rd Unit 130, Fairfield
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 24176463 MLS ⋅ Oaks BLDG.
Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas fireplace. The updated bright white kitchen with granite countertops flows effortlessly into the main living areas and out to a large private patio - an ideal setting for entertaining or quiet mornings surrounded by the privacy only an end unit can provide. The highly desirable main-level primary suite includes a recently updated bath, creating the perfect layout for effortless everyday living. Laundry/mudroom conveniently located on the main level. Upstairs, two spacious bedrooms, a full bath, and an open area offering exceptional flexibility for guests, home office space, or hobbies. Complete with an attached two-car garage and full unfinished basement with tremendous storage and future possibilities, this refined home delivers timeless style and low-maintenance living in one of Fairfield's most coveted communities. Located within minutes to shopping, downtown, trains, and more!

130 Stillson Rd Unit 130, Fairfield

594 Stratfield Rd, Fairfield
$1,389,000
6 Beds ⋅ 4 Baths ⋅ 24197129 MLS
Classic New England charm meets today's modern updates in the heart of Stratfield Village, where beautifully renovated interiors are matched by an extraordinary backyard rarely found in Fairfield. Set on a beautifully landscaped half-acre, this six-bedroom, three-and-a-half-bath Colonial has been thoughtfully renovated while preserving the warmth, character, and craftsmanship that define a classic New England home. A stunning renovated kitchen serves as the heart of the home, complemented by beautifully updated baths, spacious living & dining areas, abundant natural light, & an inviting floor plan that is as functional as it is welcoming. Step outside and discover what truly sets this home apart. The professionally landscaped grounds are centered around a heated in-ground pool & charming pool house, creating a private outdoor retreat designed for relaxing & entertaining. Expansive lawn areas, mature plantings, a greenhouse, and a separate garage outbuilding provide endless opportunities for gardening, recreation, hobbies, a workshop, or addt'l storage. Ideally located in one of Fairfield's most desirable neighborhoods, you'll enjoy the charm of Stratfield Village just minutes from Fairfield's vibrant town center, beaches, Metro North train service, parks, restaurants, shopping, & top-rated schools. A rare opportunity to own a beautifully updated Colonial where timeless architecture, exceptional outdoor living, & location come together in one remarkable property.

594 Stratfield Rd, Fairfield

223 Mistywood Ln, Fairfield
$1,380,000
4 Beds ⋅ 3 Baths ⋅ 24175165 MLS
HIGHEST AND BEST TUES 5/19/26 AT 2 PM. Welcome to 223 Mistywood Lane - a beautifully maintained 4-bedroom, 2.5-bath retreat offering privacy and tranquility on over 2 picturesque acres. Filled with natural light, this inviting residence features recently remodeled bathrooms, hardwood floors throughout, fresh interior paint, and a thoughtfully designed layout ideal for both everyday living and entertaining. The bright kitchen is both stylish and functional, showcasing granite countertops, a charming shiplap backsplash, new appliances, a spacious walk-in pantry, and a designated dining area with a wood-burning fireplace. The stunning sun-filled room lined with windows creates the perfect space to relax and enjoy views of the beautifully landscaped gardens and serene surroundings. The second floor features four bedrooms, including a spacious primary suite with an oversized dressing room and a large en-suite bath with a soaking tub. A beautifully designed laundry room adds convenience and character to the home's well-appointed living spaces. Adding to the property's appeal is a recently remodeled barn-style garage with a finished bonus space above, offering endless flexibility as a playroom, home gym or studio. Surrounded by beautiful gardens and peaceful outdoor spaces, this exceptional property offers a rare combination of privacy, character, and convenience. Recent updates include a new well water pump and a high-efficiency propane boiler, providing added peace of mind

223 Mistywood Ln, Fairfield

73 Inwood Rd, Fairfield
$1,375,000
6 Beds ⋅ 4 Baths ⋅ 24180856 MLS
Step into the timeless elegance of this gracious 1920s 6-bedroom, 3.5-bath Colonial, nestled on one of Fairfield's most beautiful and coveted streets. Surrounded by neighboring homes with equally exquisite architecture and sweeping lawns, 73 Inwood Road has been a cherished home filled with good cheer and great memories for over 53 years. Special features of this grand dame include gorgeous hardwood floors, multiple French doors, a grand front Entryway and both front and back staircases. The main level offers exceptional flow: Spacious Formal Living and Dining Rooms, a cozy Den with working fireplace, 3-Season Screened Porch, and sun-drenched Breakfast Room. A functional Butler's Pantry enhances the formal spaces. Enjoy seamless indoor-outdoor living with not one but two bluestone terraces - a spacious rear Patio, perfect for outdoor entertaining and a covered front Terrace off the Living Room to watch neighbors and friends passing by. The park-like grounds are dry, level and provide just the right amount of sunshine for lush, green grass and trees for a bit of shade. With 4 Bedrooms on the 2nd level and 2 additional Bedrooms and Full Bath on the finished 3rd floor, this very special home offers a rare opportunity to own a piece of Fairfield history, near top-tier schools, parks, golf courses, Merritt Pkwy and Black Rock Turnpike's dining and shopping. Natural gas heat, a 12-year old roof and newer exterior paint job enhance the maintenance comforts of 73 Inwood Road.

73 Inwood Rd, Fairfield

694 Jennings Rd, Fairfield
$1,365,000
4 Beds ⋅ 4 Baths ⋅ 24209649 MLS
Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, offers a rare combination of modern design, turnkey living. Owner holds a real estate license

694 Jennings Rd, Fairfield

200 Jackman Ave, Fairfield
$1,365,000
4 Beds ⋅ 3 Baths ⋅ 24159785 MLS
ALL OFFERS DUE BY 5PM MONDAY APRIL 13. This enchanting, home exudes charm from the moment you arrive. Wisteria, boxwood, climbing hydrangea...the beautifully curated landscaping will draw you in and invite you to explore. Inside, the rooms are elegant yet comfortable, with unique architectural details throughout - from the striking fireplace mantel acquired from a Park Slope brownstone, to intricate hand-carved wall paneling brought over from Paris, and exquisite detail on the family room ceiling. The chef's kitchen with Wolf and Viking appliances features a separate Breakfast Room, along w/ access to the back patio for morning coffee. The adjacent light-filled Family Room could be a formal Dining Room if desired. The Library is the ideal office or potential 1st fl. bedroom with connected Full Bath. A spacious Living Room currently doubles as a Dining Room and lovely entertaining space. Up the curved staircase to the 2nd floor, the luxurious Primary BR with walk-in closet and marble ensuite is a restful retreat. 2-3 Additional Bedrooms and a Full Bath, plus a bonus playroom/workspace offers flexibility. Finished Den and Laundry Room in the Lower Level. The covered veranda, set in a lovely garden, is perfect for morning yoga or relaxed evenings surrounded by nature. Dine al fresco on the elevated stone terrace, or wander up the stone steps to a level grassy area, perfect for a swingset or game of badminton. Walk to Lincoln Park/Playground. Don't miss this magical home

200 Jackman Ave, Fairfield

153 Pease Ave, Fairfield
$1,365,000
4 Beds ⋅ 3 Baths ⋅ 24148793 MLS
Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings throughout, creating a warm and inviting atmosphere. Upstairs, you'll find four spacious bedrooms, including a luxurious primary suite with a spa-like bath boasting a soaking tub and oversized shower. The finished lower level provides even more living space, including a large main room and an additional bonus room, ideal for a playroom, home gym, or office. Located in a convenient Southport neighborhood, just minutes to major highways, Southport Train Station, shops, and dining. Home is a must see. Nothing to do but move in.

153 Pease Ave, Fairfield

119 Old Dam Rd, Fairfield
$1,360,000
2 Beds ⋅ 2 Baths ⋅ 24163818 MLS
Delightful waterfront oasis offering direct access to Long Island Sound and includes deeded Fairfield beach access. This jewel box home has a bright, open floor plan, fully renovated with a coastal style. The kitchen flows seamlessly to the dining area and living room. Glass doors bring the outside in an lead to a spacious deck and property that culminates at the waterfront and dock. The primary bedroom boasts vaulted ceilings a balcony overlooking the water, providing stunning views of Pine Creek & LI Sound. The property promises breathtaking vistas of coastal sunrises and tranquil sunset views over the salt marsh. Enjoy boating, kayaking, and paddleboarding from your private dock on Pine Creek with access to Long Island Sound. Dont miss the outdoor shower! Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

119 Old Dam Rd, Fairfield

1185 Stillson Rd, Fairfield
$1,360,000
3 Beds ⋅ 3 Baths ⋅ 24166397 MLS
One of a kind! Where can you find a sunny sprawling contemporary ranch with an open floor plan, large rooms and total privacy right in the heart of town? Set on a private acre with a long winding driveway, this one level home invites the "outside in"with a smashing vaulted LR with multiple windows, a floor to ceiling stone fireplace adjacent large entertainment deck. There is a formal DR with picture window overlooking professionally landscaped gardens. A large FR is open to a newer kitchen with a private terrace, skylight, dining area, high end appliances and a custom pantry to die for! The primary suite has "his and hers" closets, a bath with double sinks and luxury shower and its own private access to the yard. Three additional bedrooms (one used as a den with closet in the hall) are spacious and serviced by an updated hall bath. This house that has it all!

1185 Stillson Rd, Fairfield

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