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126 Homefair Dr, Fairfield
$1,825,213
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24173523 MLS
Beautifully appointed and spacious Colonial offering exceptional living spaces and an ideal layout for today's lifestyle. The heart of the home features expansive gathering areas perfect for both everyday living and entertaining, including a private first-floor office ideal for working from home. A thoughtfully designed butler's pantry with wine chiller, beverage refrigerator and desk area that connects seamlessly to the kitchen and dining areas, while the oversized mudroom provides outstanding functionality and storage. A separate staircase from the mudroom leads to an expansive great room complete with wet bar, beverage refrigerator and full bathroom, offering endless possibilities for a guest suite, playroom, media room, or private retreat. The generous primary bedroom awaits at the top of the elegant open main staircase, boasting a large bright primary bath and incredible walk-in closets with space galore, leading to the great room. Outside, enjoy a private patio overlooking a level yard, perfect for relaxing or entertaining with room for a pool. Located in an amazing Fairfield neighborhood, popular for its walkability and known for its friendly community atmosphere, this home is just a short walk to a neighborhood playground (Highwood park), library, elementary school, and middle school. A rare opportunity to enjoy space, comfort, and convenience in a truly special setting.

126 Homefair Dr, Fairfield

101 Applegate Rd, Fairfield
$1,650,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24173535 MLS
Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

101 Applegate Rd, Fairfield

217 Fairland Dr, Fairfield
$1,625,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24180769 MLS
This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in closets, and a full bath with generous space and elegant finishes. Additional bedrooms are well-appointed with ample storage and access to a beautifully designed full bath. Adding even more versatility, the finished third-floor living space includes a family room and an additional room ideal for a bedroom, home office, or flex space, and full bath. High-end finishes and quality craftsmanship are showcased throughout the home. Ideally located within walking distance to both the elementary and middle schools, this exceptional home combines luxury, comfort, and convenience in a highly desirable setting.

217 Fairland Dr, Fairfield

130 Stillson Rd Unit 130, Fairfield
$1,400,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 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

153 Woody Ln, Fairfield
$999,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24195189 MLS
Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. Fully Remodeled and transformed into Open Concept modern style for today's needs. House has combo of great Family Room with Marble Fireplace, New modern design kitchen with custom Built White Shaker Cabinets and Central Island decorated with Quartz Countertops, 3 Spacious bedrooms and 2.5 bathrooms. House also has a charming 4 season sunroom with new windows, heat & C/A in it for year-round enjoyment. 2 Steps down from Family Room is Living Room or playroom with Half bath. It also opens to Back yard for convenience. This home is a perfect blend of modern convenience and classic charm. Primary Bedroom has attached bathroom and cedar closet. Additional highlights include a 2-car garage with new modern Doors, new roof, new siding, new heating system (Boiler), new Central AC and beautiful landscaping. House has new sparkling Hardwood floors throughout the house. Central air for cooling and Propane gas for cooking. A fantastic house that really has it all. Close to Schools, Shopping, Restaurants and Highways.

153 Woody Ln, Fairfield

9 Wildwood Rd, Fairfield
$855,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24190193 MLS
Ideally situated in Fairfield's sought after Fairfield Woods neighborhood, this impeccably maintained home offers the perfect blend of comfort, functionality, and convenience. Located just minutes from schools, parks, shopping, restaurants, and major commuting routes, the location is as desirable as the home itself. Thoughtfully updated over the years, the home features a finished lower level with a laundry area, playroom, and private office providing flexible space for today's lifestyle. The sun-filled living room is anchored by a wood burning fireplace, gleaming hardwood floors, and a large bay window that fills the space with natural light. The first-floor bedroom is currently being used as a dining room and can easily be converted back. Upstairs, the generously sized bedrooms all feature ceiling fans and excellent closet space. The kitchen opens to a spacious step-down family room highlighted by a second bay window and skylight, creating a bright and inviting gathering space. Outside, professionally landscaped grounds surround the oversized, fully fenced corner lot, offering privacy and room to enjoy the outdoors. An attached two-car garage and the home's energy-efficient features complete this exceptional offering.

9 Wildwood Rd, Fairfield

383 High Ridge Rd, Fairfield
$810,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24210691 MLS
HIGHEST & BEST OFFERS DUE MONDAY, OCTOBER 5TH @5PM. This beautifully maintained and updated ranch is where classic New England charm meets comfortable living. Set in the desirable Fairfield Woods neighborhood, the setting, one level living, and spacious rooms blend to create a home connected to nature. A rock wall, brick walkway, and front porch welcome you; inside, the home offers a versatile layout and contemporary touches. A picture window fills the living room with natural light and a fireplace warms the room; a built-in shelf creates a sophisticated separation to the dining room. Past a sliding glass door, the den is an inviting retreat, with vaulted ceilings, beams, and gas-burning stove against a brick wall-an idyllic spot for cozy fall evenings. The updated kitchen features white cabinetry and SS appliances. The screened-in porch is one of the home's highlights, with newly refinished floors, a vaulted ceiling, and panoramic views of the yard, which create a wonderful extension of the living space. Completing the main level are 2 bedrooms and a full bath. The finished LL offers flexibility and opportunity w/ a wood-burning fireplace, kitchenette & full bath, it's perfectly suited for a family room, guest space, or in-law living. Outside, established gardens and mature landscaping create a peaceful setting with plenty of space to enjoy the outdoors. This home is close to the library, schools, parks & highways. Warm, inviting & connected to its surroundings.

383 High Ridge Rd, Fairfield

146 Warde Ter, Fairfield
$730,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24166825 MLS
This expanded Fairfield Woods Cape with a full rear dormer offers 4 bedrooms and 2 full baths and is set on a quiet street. This original-owner home has been lovingly maintained and is ready for its new owners to make it their own. The classic layout includes a formal living room and dining room, plus a welcoming family room featuring a wood-burning fireplace with direct access to the rear deck, perfect for relaxing or entertaining while overlooking the fabulous, level .46-acre property. The updated kitchen, thermopane windows, natural gas heat, vinyl siding, and three split A/C units add everyday comfort and efficiency. Hardwood floors run beneath most carpeting (excluding the family room) and offer buyers a great opportunity to refinish and personalize. The second floor features three bedrooms, including a spacious primary with a walk-in closet. A full basement offers excellent storage and potential for future finished space. Enjoy a lifestyle location with direct access to the rear entrance of Andrew Warde High School, just a few homes away, and proximity to award-winning Jennings Elementary School and Fairfield Woods Middle School. Ideally positioned between the Merritt Parkway and I-95, this home combines convenience with a peaceful setting. Just minutes to Lake Mohegan and all five Fairfield beaches, this is a location buyers will love.

146 Warde Ter, Fairfield

11 A Greenlawn Dr, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24189727 MLS
Welcome to 11 Greenlawn Drive, beautifully updated on the exterior front, Anderson windows, new siding, gutter guards, slider, deck and inside presents an opportunity to renew with your modern touches. Enjoy one-level living in a prime, convenient location. Expansion confirmed on this one. Complete due diligence. From the moment you arrive, you'll appreciate the home's refreshed exterior with impeccable stone paver walkway. Homeowner-grown vegetable garden adds warmth and farm to table lifestyle. This inviting residence offers 3 bedrooms and 2 full bathrooms, complemented by hardwood floors throughout. Sunlit living room is centered around a classic brick-front fireplace with a timeless mantel, creating a warm and welcoming focal point. The finished lower-level bonus room provides additional flexible space-ideal for a home office, rec or guest retreat features a walkout to the backyard. Situated close to shopping, dining, parks, schools, and commuter routes, this home combines convenience with future potential. Buyers are encouraged to conduct their own due diligence regarding all possibilities.

11 A Greenlawn Dr, Fairfield

265 Shelter Rock Rd, Fairfield
$587,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24179228 MLS
Welcome to 265 Shelter Rock Road! Enjoy easy one-level living in this updated three-bedroom ranch, nestled on a quiet cul-de-sac in a desirable and convenient neighborhood. The warm and inviting interior includes a spacious sun-filled living room, which opens to an eat-in kitchen with white cabinetry and corian countertops. Just off the kitchen is a fabulous secluded deck overlooking the rear wooded yard, perfect for relaxing and entertaining. Three comfortable bedrooms and an updated full bath complete the first floor. Hardwood flooring throughout the living room and bedrooms. The expansive walkout basement is very usable and offers excellent potential to create additional living space for your needs. This well-maintained home has been lovingly updated throughout, with newer siding, roof, heating system, windows, bluestone walkway, and gardens lined with Belgium block. Your own peaceful retreat! Enjoy barbecues and beautiful sunsets on the spacious private deck, yet just minutes to all that coastal Fairfield has to offer - a vibrant downtown, beaches, Lake Mohegan, shopping, MetroNorth train to NYC, easy access to I95 and Merritt Parkway, and award-winning public schools.

265 Shelter Rock Rd, Fairfield

11 Knapps Park Dr, Fairfield
$351,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24196466 MLS
Rare opportunity to own a strong-performing investment property or simply enjoy the ease of one-level living in this charming ranch-style duplex that lives very much like a single-family home! A wonderful condo alternative with no HOA fees or restrictions, enjoy a spacious private fenced backyard, charming patio for outdoor dining, and a quiet setting in coveted Fairfield. This home offers exceptional value, convenience, and lifestyle. The bright and inviting interior features a spacious bedroom, 1 full bathroom, an eat-in kitchen, a cozy flexible living room space that can be used as an additional bedroom complete with walk in closet, and hardwood floors throughout much of the home. An attached garage provides excellent storage and offers potential for future expansion and potential additional value. Whether you're an investor seeking immediate rental income with value add potential and flexible space options, or an owner-occupant looking for a low-maintenance home in a prime location, this property presents an outstanding opportunity. Just minutes from all Fairfield has to offer including: Metro to NYC, Schools, Shopping, Lake Mohegan, Beaches, and more! Don't miss your chance to make it yours!

11 Knapps Park Dr, Fairfield

44 Morehouse Hwy, Fairfield
$6,900
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24161887 MLS
Completely rebuilt in 2016, this beautifully maintained Colonial blends modern updates with timeless style. The bright, open-concept layout features hardwood floors and a seamless flow, perfect for everyday living and entertaining. The kitchen offers custom gray cabinetry, quartz countertops, stainless steel appliances, and a spacious island. A powder room and separate laundry area add convenience. The living room, centered around a gas fireplace, opens to a large deck for easy indoor/outdoor living. The fenced backyard includes thoughtfully placed landscaping that provides seasonal privacy. Upstairs, the primary suite features a full bath with double sinks and a customizable walk-in closet. Two additional bedrooms with ample closet space share a full bath. The partially finished basement provides flexible space for a home office, gym, or playroom. Additional features include central air and smart home technology. Located in desirable Fairfield, close to beaches, shops, restaurants, parks, top-rated schools, and commuter options to NYC, this home offers comfort, convenience, and a great lifestyle.

44 Morehouse Hwy, Fairfield

338 Stevenson Rd, Fairfield
$6,750
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24212247 MLS
This remodeled 5-bedroom, 4.5-bath Ranch has been thoughtfully updated from top to bottom and sits on more than half an acre at the end of a quiet cul-de-sac. The 2,400 sq. ft. home features hardwood floors, newer windows, vaulted ceilings with new beams, and an open layout that gives the main living spaces a great sense of room. The kitchen is brand new with GE appliances, including a wine fridge, and food disposal. The home also has a new HVAC and central air system, updated electrical, improved insulation, and a newly sealed roof. Outside, there's a private backyard, plenty of space to enjoy outdoors, and a 2-car garage. The location is tucked away from busy roads while still being just north of the Merritt Parkway and conveniently close to Sacred Heart University. Dover Park Playground and Ball Field are also right at the end of the street.

338 Stevenson Rd, Fairfield

65 Bailey Rd, Fairfield
$5,500
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24185909 MLS
Welcome to 65 Bailey Road ~ A rare offering by noted architect Victor Civkin, this mid century modern ranch is a masterclass in design - clean lines, intentional flow, and a seamless connection between indoors and out. Set on a private half-acre along a quiet street, the home delivers three bedrooms and 2.5 baths across a thoughtfully updated layout. The remodeled kitchen w/all new appliances opens effortlessly to the dining and living areas, creating the open, sun-drenched gathering space MCM living was made for. A sun-filled bonus room - ideal as a family room, studio, or reading retreat - adds wonderful flexibility. The walk-out lower level is a true surprise: a spacious rec/playroom ready to become whatever you need - home office, gym, or creative space. The lower level also incudes laundry room with new washer and dryer. Step outside to a generous deck and patio that look out over a serene, fully private yard - your own backyard sanctuary. Timeless architecture. Modern comfort. Endless possibility.

65 Bailey Rd, Fairfield

376 Knapps Highway Unit 376, Fairfield
$3,350
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24166964 MLS
Discover this impeccably remodeled townhouse, where every detail has been curated with a designer's eye. Wide-plank Brazilian hardwood floors set a sophisticated tone throughout, complemented by custom millwork, abundant natural light, and two balconies. The main living level offers a seamless, open flow. The kitchen blends modern lines with thoughtful craftsmanship, featuring an island, newer appliances, and a glossy backsplash with mosaic detailing, plus access to a tiled patio for al fresco dining. The adjoining dining and living areas feel both inviting and elevated, with ceiling beams, wainscoting, crown moulding, a balcony, and fireplace with mosaic surround. A chic powder room with a stone-topped vanity and mosaic flooring completes the level. Upstairs, the landing continues the wainscoting and leads to two character-rich bedrooms. One includes built-in bookshelves and soft floral wallpaper. The second bedroom is a true retreat with a balcony, limestone accent wall, dual closets, and custom built-ins. The redesigned full bath offers a boutique-hotel feel with its walk-in shower, sliding glass doors, and hand-painted vanity. The lower level features a sliding barn door opening to a flexible garage space finished with tile flooring, suited as a seating area, home office, or garage, with a convenient laundry area just beyond. Includes an assigned parking space (#16) across from the garage, plus guest parking at the front of the complex.

376 Knapps Highway Unit 376, Fairfield

94 Garden Dr, Fairfield
$2,675
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24194491 MLS
94 Garden Drive is a comfortable home with a private backyard located in Fairfield, CT. This 3 bedroom, 1-1/2 bath home offers a functional, easy-to-live-in layout. The main level offers one bedroom, a half bath, and a compact eat-in-kitchen with laundry conveniently located. Upstairs are two additional bedrooms, both with brand-new carpet, plus a fully renovated bathroom. The brick-paver patio is partially fenced and framed by mature plantings, making it a private spot to grill, garden, or relax outside. A private driveway provides tandem parking for two cars, and the home is conveniently located close to Fairfield schools, shopping, and everyday amenities. 94 Garden Drive is a move-in-ready home.

94 Garden Dr, Fairfield

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