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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
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
24 Bridget Ln, Fairfield
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 24158450 MLS
The rarest of rare opportunities to be in the beach area, very close to town, Pine Creek Beach & the 3-Par! Just imagine being located on a private cul de sac of ONLY 5 homes, NOT IN A FLOOD ZONE. This colonial is flooded with natural light, set on a professionally landscaped lot, with an open floor plan, hardwoods throughout, freshly painted interior, updated kitchen, completely refreshed and renewed. The main level greets you with a sunlit living room open to the dining room, flowing easily into the kitchen. The kitchen offers an eat-in area overlooking the outdoor rear deck, granite countertops, stainless steel GE Monogram refrigerator, DCS gas range, Bosch dishwasher, GE Monogram built-in microwave and stainless undermount sink with white shaker style cabinetry and nickel hardware. The family room is centered by a wood-burning fireplace and accesses the kitchen, half bath, garage and foyer. Truly great flow on both finished living levels. Once upstairs, you find all new hardwood flooring with a spacious primary suite, featuring an oversized primary bath and walk-in closet. An additional two guest bedrooms with great closet space, additional full bathroom, laundry room and a flex/office space. A special feature to note is the ability to expand without changing the footprint of the home. The full walk-out lower level can easily be finished featuring access to the rear yard, as well as additional bonus space above the TWO BAY GARAGE that can be a BR, office, studio.

24 Bridget Ln, 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
70 Flax Rd, Fairfield
$1,400,000
4 Beds ⋅ 2 Baths ⋅ 24182093 MLS
Located on a quiet side street at the foot of Sasco Hill/Beach area with no required flood insurance on a gentle knoll with nicely updated kitchen, bathrooms, and outdoor living spaces. This 4 bedroom cape is your next home. House is a combination of designated spaces and an open floorplan to accomodate a variety of lifestyles. Beautiful rear sliders brings you to the oversized fully fenced yard and allows the inside to be flooded with natural light. Significant expansion potential in this neighborhood abbutting mult-million dollar estates.

70 Flax Rd, 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
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
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
10 Horace Ct, Fairfield
$1,356,000
4 Beds ⋅ 2 Baths ⋅ 24179078 MLS
Nestled at the end of a quiet cul-de-sac, this picture-perfect Cape Cod home has been renovated to perfection from top to bottom & offers spectacular outdoor living complete w/ a newer in-ground pool - Welcome Home to 10 Horace Court. Located in a great beach neighborhood and NOT in a flood zone, this home is a rarity in the beach community. Step inside to discover a bright, open interior filled w/ custom details including built-in cabinetry throughout, designer lighting, shiplap accents, hardwood flooring, elegant color selections, & beautifully remodeled kitchen and baths. Spanning 3 levels, this home lives much larger than expected. The main level features a stunning chefs eat-in kitchen w/ an oversized island & dining area that flows easily into the cozy family room, highlighted by gorgeous custom cabinetry & double French doors opening to the expansive exterior deck - perfect for indoor/outdoor entertaining. Two main-level bedrooms & a beautifully updated full bath complete this level. Upstairs, the primary suite offers a serene retreat along w/ another bedroom, full bath & dedicated gym space or flexible bonus area. The bright, finished lower level w/ exterior access provides endless possibilities for a recreation room, home office, gym or guest space. Outside, the backyard is truly a paradise featuring mature privacy trees, gorgeous landscaping bursting w/ color, multi-tier decking & a newer in-ground pool designed for relaxing. Walk to beach, town, school & parks.

10 Horace Ct, Fairfield
1488 Sturges Hwy, Fairfield
$1,355,500
5 Beds ⋅ 4 Baths ⋅ 24177506 MLS
This Greenfield hill Charming colonial, sits on a 1.6 acre lot, right at the border of Fairfield and Westport and only 6 away minutes from the Southport train station and multiple beautiful beaches. Cozy and stylish with a twist of French flair, this well maintained property offers, 5 bedrooms, including a nursery right by the primary suite, 3.5 bathrooms and 5 garages, 3 being attached to the house. On the first floor a large living room leads to an open concept dining room and a bright kitchen, perfect for gatherings. On the second floor, the 5 bedrooms and 3 bathrooms as well as a dedicated office space await you. A full house generator has been installed. Be the first to discover this hidden gem. Agent/co owner. Cameras are installed outside. UPDATE: Sellers are thanking all agents and potential buyers for their interest and are asking for Highest and best offers by Tuesday June 9th noon.

1488 Sturges Hwy, Fairfield
585 Hoydens Ln, Fairfield
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 24191748 MLS
Rare opportunity to own a beautifully maintained ranch-style home on 5+ private acres in coveted Greenfield Hill. A striking balance of old and new, this breathtaking vaulted atrium-style kitchen is the architectural heart of the home, where soaring ceilings and natural light create an unforgettable sense of openness This 3 bedroom, 2.5-bath residence offers privacy, flexibility, and endless potential in one of Fairfield's most sought-after locations. Designed for comfortable living and entertaining, the open-concept floor plan features a spacious living room with hardwood floors, custom built-ins, a wood-burning fireplace, and oversized picture windows. The sun-filled-vaulted atrium style kitchen showcases dramatic floor-to-ceiling windows that capture breathtaking views. Enjoy an expansive patio overlooking rolling grounds, flowering trees, and abundant wildlife. A flexible layout offers multiple primary suite options. Main-level laundry and a powder room add convenience, while the unfinished lower level offers over 1,500 square feet of expansion potential. Recent improvements include a new septic system and radon mitigation system (2022), mini-split HVAC (2026), sump pump (2026), new water tank installation and well casing remediation (2026), propane for the kitchen stove, electrical upgrade to support a future generator. Perfect for downsizers, those seeking a peaceful country retreat, or buyers looking to expand in a premier Greenfield Hill setting.

585 Hoydens Ln, Fairfield
120 Saddle View Rd, Fairfield
$1,350,000
5 Beds ⋅ 4 Baths ⋅ 24179850 MLS
Exceptional 5-Bedroom Colonial in Fairfield's Desirable Lake Mohegan Neighborhood! Featuring 1st-Floor Bedrooms, 4 Full Baths, Impressive Private Fenced Yard, and Easy Access to Beaches, Commuter Rail, and Fairfield's Town Centers. Ideally located steps from the Lake with serene dog-friendly nature trails, fresh-water swimming beach, and sprinkler area, this beautifully updated home with 3,328 square feet on three levels and .68 acres offers the perfect blend of space, convenience, and lifestyle. Designed for flexible modern living, the home features multiple entrances, open-flow, and a large eat-in kitchen with an oversized island and direct access to the backyard for seamless indoor-outdoor entertaining. The 2nd floor offers two primary suite options, another guest bedroom and a full hall bath. The main suite is a private retreat with a vaulted ceiling, walk-in closets, a spa-inspired bath, and a balcony overlooking the backyard. An open flex space with a picture window creates an ideal home office, reading nook, or homework area. Convenient upstairs laundry completes the 2nd floor. The LL offers additional flex rooms perfect for a gym, playroom, media room, or workshop, while the attic, basement, garage, and shed provide exceptional storage. Enjoy access to award-winning schools, peaceful nature, LI Sound beaches, shopping, dining, libraries, performance venues, Sportsplex, and two train stations. Welcome to Lake Mohegan living in Fairfield, CT!

120 Saddle View Rd, Fairfield
274 Valleyview Rd, Fairfield
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 24178943 MLS
***Multiple offers received- Highest & Best Offers requested by 6/1 @ 5PM.***Perfectly situated on a peaceful cul-de-sac and set on beautifully manicured park-like grounds, this custom 3 bedroom, 2.5 bathroom Colonial/Cape offers 2,562 square feet of exceptional living space, complete with a 3-car garage, irrigation system, and whole-house generator. A grand foyer welcomes you into a thoughtfully designed interior featuring elegant finishes and timeless craftsmanship throughout.The main level boasts a formal dining room accented with custom detailed millwork, a living room with French doors leading to a charming front porch, and a stunning kitchen equipped with granite countertops, stainless steel appliances, double ovens, and a Sub-Zero refrigerator. A spacious family room with custom built-ins and a gas fireplace provides the perfect gathering space, while French doors open to a beautiful brick paver patio overlooking the expansive private backyard, ideal for entertaining and offering plenty of room for a future pool site. Completing the main level are a convenient mudroom and half bathroom. Upstairs, you will find three generously sized bedrooms, including a luxurious primary suite featuring vaulted ceilings, two walk-in cedar closets with custom built-ins and a gorgeous primary bathroom with a large glass enclosed steam shower, double sink vanity and oversized jacuzzi tub. A truly special property offering privacy, elegance, and exceptional indoor and outdoor living.

274 Valleyview Rd, Fairfield

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