Fairfield Homes with Tomlinson Middle school

Welcome to Fairfield, Connecticut—a picturesque town that beautifully blends suburban charm with vibrant community life. Nestled in Fairfield County, this delightful locale is renowned for its stunning coastal views, lush parks, and a rich tapestry of history. With its prime location along the Long Island Sound, residents enjoy a plethora of outdoor activities, from boating and fishing to relaxing on the sandy shores of the local beaches. Fairfield boasts a thriving arts scene, an array of shopping and dining options, and top-notch educational institutions, making it an ideal place for families and professionals alike.

When it comes to finding a home in Fairfield, you’ll discover a diverse selection of properties that cater to various lifestyles and budgets. From charming historic homes to contemporary new builds, there’s something for everyone. One of the standout features of this community is the access to quality education, with Tomlinson Middle School serving as a cornerstone for families in the area. This highly regarded institution is known for its dedicated faculty and comprehensive curriculum, providing students with an enriching environment that fosters growth and development.

Living in Fairfield means more than just enjoying beautiful homes and excellent schools; it’s about being part of a welcoming community. Residents often gather for local events, farmers’ markets, and seasonal festivities, creating a strong sense of belonging. Whether you’re looking to settle down or invest in a property, Fairfield offers a unique lifestyle that harmoniously blends education, recreation, and community spirit. Come explore the possibilities and discover your dream home in this enchanting town!

Newest Fairfield Homes with Tomlinson Middle school

$949,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191428 MLS

Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.

400 Buena Vista Rd, Fairfield

$1,295,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$470,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190885 MLS

Situated on a quiet dead-end street in the desirable town of Fairfield, this well-maintained 3-bedroom, 2 full-bath single-family home offers comfort, efficiency, and convenience. With approximately 1,200 square feet of living space, the home features a functional layout with bright, inviting rooms throughout. The first-floor living room includes a wood-burning stove, creating a warm and welcoming focal point. Recent upgrades include a modern tankless heating system and solar panels, providing energy efficiency and long-term cost savings. The unfinished basement offers excellent storage and future potential. Outside, a small deck provides a comfortable spot to relax or entertain, while the low-traffic dead-end street enhances privacy and tranquility. Conveniently located near Fairfield's beaches, shopping, dining, parks, and Metro-North train stations, this home is ideal for commuters, first-time buyers, or anyone seeking a quiet neighborhood with easy access to all that Fairfield has to offer. Solar panel contract lease to be transferred to new owner which is not included in the price of the home.

141 Berwick Ave, Fairfield

$1,895,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189785 MLS

Some homes simply give you a place to live. Others quietly become part of the way you live. Tucked away at the end of a private cul-de-sac in Fairfield's coveted Greenfield Hill, 3233 North Street is one of those rare homes where privacy, nature, and everyday living come together effortlessly. Set on more than three acres and bordering the 186-acre Brett Woods trail system, this is a setting that invites morning walks, peaceful afternoons, and the simple luxury of having nature just moments away-all while remaining minutes from Fairfield's vibrant town center, beaches, train, shopping, dining, and top-rated schools. Inside, soaring ceilings and oversized windows flood the home with natural light, creating bright, welcoming spaces that feel connected and alive throughout the day. The kitchen flows seamlessly into the family room, while multiple living areas offer the flexibility to gather, entertain, celebrate, or simply enjoy a quiet evening at home. These are the kinds of spaces where conversations linger, traditions take root, and the people you love naturally find their way back. A completely separate wing with its own private entrance and garage, full eat-in kitchen, ensuite bedroom, and sun-filled living room provides exceptional flexibility for extended family, long-term guests, an au pair, or independent living. It isn't about having more space. It's about having a home that's ready for whatever life brings next.

3233 North St, Fairfield

$1,548,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$2,499,000

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24190034 MLS

Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings, skylights, and oak hardwood floors throughout the home. Just off the foyer, a screened porch offers a peaceful setting for indoor-outdoor living and entertaining. Designed for both everyday living and entertaining, the main living spaces center around a gourmet eat-in kitchen appointed with Sub-Zero refrigeration, a Wolf range, Wolf double ovens, Wolf built-in microwave, Miele dishwasher, Marvel undercounter ice machine, quartz countertops, and a gas fireplace. Complementing the kitchen is a walk-in pantry featuring a second full refrigerator, wine refrigerator, and custom cabinetry for exceptional storage and organization. Adjacent to the kitchen, the formal dining room features custom built-in cabinetry and ample space for entertaining. Additional highlights include a grand living room with dramatic cathedral ceilings, expansive skylights, and exceptional scale, flowing into an adjacent music room with a custom tray ceiling. The home also features a private office with fireplace, billiards lounge, fitness studio, and a second laundry room.

3080 Sturges Hwy, Fairfield

$949,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181820 MLS

Welcome to this beautifully maintained University Area raised ranch, offering four bedrooms and two and a half baths across two well designed levels. The main level features a spacious living room, formal dining room, and newer eat-in kitchen with granite countertops and stainless steel appliances, a primary suite with a full bath and his and her closets, plus exceptional closet space throughout the home, and a full hall bath for the remaining bedrooms. The lower level offers exceptional living space, anchored by a family room with a gas fireplace and built-in bookcases, a half bath, and a mudroom. A standout three-season sunroom off the family room, wrapped in sliders on all sides, overlooks the sparkling in-ground pool, surrounded by a large brick patio, creating a seamless connection between indoor and outdoor living. Set on a corner lot with mature landscaping, slate steps, and a slate walkway leading to the backyard, plus a shed for extra storage, this pristine, move-in ready home has been lovingly maintained by the same owners for decades. A two-car garage and convenient access to the Merritt Parkway, I-95, and both the Fairfield Metro and downtown Fairfield train stations make daily commuting and weekend getaways effortless, and the home sits just one block from Holland Hill Elementary School. This is a rare opportunity to own a truly turnkey home in a wonderful location. Homes like this do not come along often, and it will not last long. Schedule your showing today

208 Sigwin Dr, Fairfield

$950,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189981 MLS

ENDLESS POTENTIAL in Sought-After Greenfield Hill. Opportunity awaits to restore this once-graceful Colonial to its former grandeur. Set on a beautiful, level 2.41-acre parcel in the highly desirable Greenfield Hill neighborhood, this property offers the chance to create a truly exceptional estate. Steeped in character and nostalgia, the home features generously sized rooms, hardwood floors throughout most of the house, double staircases, and a walkout basement. With more than five bedrooms, an expansive kitchen ready to be reimagined as the heart of the home, a formal dining room designed for memorable gatherings, a spacious living room with a fireplace, and a screened porch that once welcomed quiet afternoons, the possibilities are endless. Bring back to life the tennis court that hasn't been enjoyed in years. This property requires extensive renovation and is being offered as an opportunity for buyers with vision. Whether you're looking to restore its timeless charm or create your dream home from the existing footprint, the setting and scale provide an outstanding foundation. With thoughtful planning and investment, 2514 Redding Road has the potential to become a magnificent Greenfield Hill residence once again. Buyer to do their own due diligence.

2514 Redding Rd, Fairfield

$2,850,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188324 MLS

Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

73 Foggwood Cir, Fairfield

$555,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186449 MLS

101 Soundview Avenue is where location, versatility, and opportunity come together in Fairfield's highly desirable Tunxis Hill neighborhood. This well-maintained Cape offers 4 bedrooms, 2 newly remodeled bathrooms, a spacious eat-in kitchen, fresh interior paint, and finished basement featuring a private office and generous closet, a flexible space for a home gym, media/gaming room, hobby or playroom. An organized laundry area with newer washer/dryer included in sale. Thoughtfully designed for modern living, the home offers a bright, functional layout with warm, inviting spaces that effortlessly accommodate both everyday life and entertaining. Outdoors, enjoy a private backyard with vegetable gardens and newly installed, premium white vinyl fence, detached one-car garage with automatic door and plenty of extra storage. Just off the kitchen, the refinished multi-purpose deck creates a seamless transition for indoor-outdoor dining, relaxing, grilling, and entertaining. Ideally situated with convenient access to I95 and Merritt Pkwy, two Metro-North train stations and Black Rock Tpke's shopping, dining, and public transportation just minutes away. Its close proximity to both Sacred Heart and Fairfield Universities also presents an attractive investment opportunity, with academic-year rentals secured well in advance. Whether you're searching for your next home or seeking a fantastic investment property, don't miss this one!

101 Soundview Ave, Fairfield

$699,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185798 MLS

A distinctive home in desirable Stratfield Village, this beautifully maintained farmhouse stands apart from the ordinary with its classic front porch, exceptional curb appeal, and picturesque golf course views. Bright, sun-filled rooms and a welcoming floor plan create a home that feels both comfortable and distinctive. Designed for the way people live today, the home features a spacious kitchen with a breakfast nook, formal living and dining rooms, a charming library/parlor with built-ins, a sunroom, and four bedrooms. The layout offers wonderful flexibility for everyday living, entertaining, working from home, or simply enjoying time with family and friends. The finished lower level provides valuable bonus space for a home gym, workshop, craft studio, recreation room, or other flexible uses. An oversized garage and generous driveway parking add to the home's appeal. Outside, the expansive front lawn enhances the property's impressive presence. Ideally located close to shopping, restaurants, major highways, and the train. Stratfield, Tomlinson, and Fairfield Warde schools. This home offers personality, character, and a setting that is increasingly hard to find. Natural gas, city water, and sewer complete the package.

244 Stratfield Rd, Fairfield

$1,025,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

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