Fairfield Woods Real Estate

Welcome to Fairfield Woods, a picturesque neighborhood nestled in the heart of Fairfield, Connecticut. Known for its serene atmosphere and family-friendly vibe, Fairfield Woods offers a perfect blend of suburban tranquility and vibrant community life.

This charming neighborhood is characterized by its tree-lined streets, well-maintained parks, and a welcoming sense of community. Residents enjoy easy access to a variety of recreational activities, including hiking trails, playgrounds, and sports facilities, making it an ideal location for families and outdoor enthusiasts alike. The nearby Fairfield Woods Community Center serves as a hub for local events and activities, fostering connections among neighbors and providing a space for lifelong learning.

Education is a top priority in Fairfield Woods, with highly-rated schools that are part of the Fairfield Public School District. Families take pride in the academic achievements and extracurricular opportunities available to their children, ensuring a well-rounded education.

Shopping and dining options are abundant, with local boutiques, cafes, and restaurants just a short drive away. The nearby Fairfield Town Center offers a mix of retail therapy and culinary delights, while the stunning beaches of Long Island Sound are only minutes away, providing residents with the perfect escape during the warmer months.

With its friendly atmosphere, excellent schools, and convenient location, Fairfield Woods is not just a place to live, but a place to thrive. Whether you’re looking to settle down or find your dream home, this charming neighborhood invites you to experience the best of Connecticut living. Come explore Fairfield Woods, where community and comfort come together!

Newest Listings in Fairfield Woods

$739,000

3 Beds ⋅ 2 Baths ⋅ 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

$599,000

3 Beds ⋅ 2 Baths ⋅ 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

$769,900

3 Beds ⋅ 4 Baths ⋅ 24183487 MLS ⋅ Woodfield Village BLDG.

Welcome to 166 Glengarry Road, a beautifully maintained end-unit townhouse in Fairfield's sought-after Woodfield Village community. Offering 3 bedrooms, 3 full baths, 1 half bath,and a versatile floor plan, this move-in-ready home combines comfort, space, and convenience. Freshly painted throughout and featuring refinished hardwood floors, the home is filled with natural light. The spacious living room showcases vaulted ceilings, oversized windows, and a fireplace, creating an inviting space for everyday living and entertaining. The dining area flows seamlessly into the kitchen, complete with stainless steel appliances and ample storage. The flexible layout offers comfortable living on multiple levels, while the finished lower level provides additional space ideal for a family room, home office, gym, media room, or guest retreat. An unfinished storage area offers excellent room for seasonal items, hobbies, or workshop space. As an end unit, the home enjoys added privacy and beautiful views of the professionally maintained grounds. Residents enjoy access to Woodfield Village amenities including a pool, pool house, tennis and pickleball courts. Conveniently located just minutes from shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield beaches, and the Merritt Parkway, this exceptional home offers the perfect blend of low-maintenance living and Fairfield lifestyle. Move right in and enjoy all that Woodfield Village has to offer.

166 Glengarry Rd Unit 166, Fairfield

$1,025,000

3 Beds ⋅ 3 Baths ⋅ 24184903 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

$1,199,000

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

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.