Fairfield Homes with Jennings Elementary school

Welcome to Fairfield, Connecticut—a charming coastal town that perfectly blends suburban tranquility with vibrant community life. Nestled in Fairfield County, this picturesque locale is known for its stunning beaches, lush parks, and rich history. With a strong sense of community and a plethora of amenities, it’s no wonder that families are drawn to this idyllic setting.

One of the key highlights of Fairfield is its exceptional educational system, making it an ideal place for families looking to settle down. Among the standout institutions is Jennings Elementary School, renowned for its commitment to fostering a nurturing and engaging learning environment. Homes in close proximity to Jennings Elementary offer not only convenience for families with young children but also a strong sense of community and support.

The real estate market in Fairfield showcases a diverse range of properties, from charming single-family homes to modern condos, catering to various lifestyles and budgets. Many homes near Jennings Elementary are designed with family-friendly features, spacious yards, and easy access to local parks, making them perfect for children to play and grow.

Living in Fairfield means enjoying a balanced lifestyle—where you can savor peaceful suburban living while being just a short drive away from the bustling culture of nearby cities. With its beautiful scenery, top-notch schools, and welcoming atmosphere, Fairfield is more than just a place to live; it’s a place to call home. Explore the opportunities that await you in this delightful town, and discover why so many families choose to make Fairfield their forever home.

Newest Fairfield Homes with Jennings Elementary school

$724,900

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24191333 MLS

Endless opportunities clean up, move in, expand or build your new dream house. Lake Hills Association...enjoy all the beautiful beaches, kayaking, swimming, etc.

225 Winnepoge Dr, Fairfield

$1,100,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188915 MLS

Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

1061 Galloping Hill Rd, Fairfield

$1,298,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187463 MLS

**Sellers are requesting dealine for Best offers Monday July 20th 5pm***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

$739,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT 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

$599,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE 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

$689,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24183876 MLS

Welcome to 529 Burroughs Road! Situated on a spacious, level lot in a desirable Fairfield location, this well-maintained ranch offers the perfect blend of comfort, functionality, and flexible living space. The main level features three bedrooms, a full bathroom, hardwood floors, an oversized family room filled with natural light, a welcoming living room, and an updated eat-in kitchen with rich wood cabinetry, ample counter space, and stainless-steel appliances. Cooling throughout the house. The finished lower level expands the home's versatility with a fourth bedroom, a second full bathroom, a large recreation room ideal for a playroom, gym, media room, or additional living space, plus a separate office and abundant storage. A two-car garage provides convenience and additional functionality. Step outside to enjoy the large deck overlooking the expansive backyard-perfect for entertaining, outdoor dining, or simply relaxing in your private outdoor space. Complete with central air conditioning, baseboard heat, and a generous lot offering endless possibilities, it's move-in-ready and become yours.

529 Burroughs Rd, Fairfield

$1,700,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24177817 MLS

Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with wood burning fireplace & a large eat in kitchen featuring a center island with breakfast bar & sliders leading to a spacious Trex deck overlooking the private backyard with beautiful sunset views. A huge versatile bonus room on the main level offers endless possibilities for a playroom, media room, guest space or additional living area. Upstairs, the primary suite features a walk in closet & private bath, while four additional bedrooms include on ensuite. The walk out lower level includes finished space currently used as a home gym, offering flexibility for future buyers to use however best fits their lifestyle, along with access to a 3 car garage. Additional highlights include a convenient second front entrance leading to a mudroom & and ideal location just moments to Lake Mohegan trails, Highwood Park, schools, shopping, dining & commuter routes.

282 Glen Ridge Rd, Fairfield

$1,199,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT 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

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.