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

$1,450,000

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24205655 MLS

Set on 2.46 picturesque acres in coveted Greenfield Hill, this modernized farmhouse Colonial combines classic character, thoughtful updates and an exceptional piece of property. Beautiful stone walls frame expansive open lawns, while a newer front porch with copper roofing adds to the home's timeless farmhouse appeal. Just under 3,000 SF of above-grade living space features hardwood floors, detailed millwork, multiple fireplaces and a wonderfully flexible floor plan. The remodeled kitchen is the heart of the home w/ quartz counters, large center island, custom cabinetry and a high-end appliance package including Sub-Zero & Wolf. An adjacent wet bar with wine refrigeration is ideal for entertaining. The kitchen opens to a spacious living area anchored by a dramatic fieldstone fireplace. A formal dining room w/ fireplace and separate family room with vaulted ceiling and exposed beams. A standout feature is the main-level in-law potential: private entrance, bedroom, bonus room / access to a full bath-ideal for guests or an au pair. Upstairs are the spacious primary bedroom, 2 additional bedrooms and full bath. Outside, a stone patio & covered porch overlook the home's incredible grounds. Broad, field-like lawns, mature trees and extensive stonework create a true estate setting-a remarkable property to enjoy for decades to come. New roof / gutters in '26. A special Greenfield Hill home combining modern updates, versatile living space and a property that is truly unforgettable!

1835 Cross Hwy, Fairfield

$3,495,000

4 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24200803 MLS

Set well back from the road on two acres in Greenfield Hill, this remarkable residence is approached by a tree-lined drive of pavers, cobblestone and Belgian block. Completely rebuilt and reimagined with the quality and craftsmanship of new construction, nearly 8,000 square feet unfold across three levels with four bedrooms, six full and two half baths, wide-plank oak floors, expansive windows and tranquil pond views. A sun-filled atrium with soaring 20-foot ceilings introduces gracious living and entertaining spaces accented by multiple fireplaces. The tremendous chef's kitchen features quartzite surfaces, abundant cabinetry, a walk-in pantry and Sub-Zero, Wolf and Miele appliances, including dual refrigeration, ovens and dishwashers. The primary suite features a barrel-vaulted ceiling, fireplace and separate his-and-hers areas, each with a walk-in closet and private marble bath with heated floors. Two additional en suite bedrooms and laundry complete the upper level. The light-filled walkout lower level includes a fireplace, kitchenette, wine room, full bath, exercise room, second laundry and flexible recreation/media space. Terraces with a fire pit and built-in grill overlook the peaceful grounds. Smart-home technology, a generator, all-new systems and a standing-seam metal roof add turnkey ease. The Ridge offers a staffed gated entrance, private roads, mature trees, clubhouse, heated pool, tennis and pickleball.

475 Fence Row Dr, Fairfield

$2,549,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205159 MLS

Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers the dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Updates include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. Exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories.

3007 Redding Rd, Fairfield

$1,200,000

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24202615 MLS

GREENFIELD HILL COLONIAL - Set in a beautiful Greenfield Hill location, this classic Colonial offers an exceptional blend of privacy, space, and convenience. Nestled on a picturesque 2.09-acre property framed by mature trees, stone walls and sweeping lawns, this 2,588-square-foot home features four bedrooms, two-and-one-half baths, and a very well designed floor plan. A welcoming foyer opens to a sun-filled, front-to-back living room with fireplace and an elegant formal dining room. The inviting family room, also featuring a fireplace, connects to the attached two-car garage and flows seamlessly to a wonderful screened porch-an idyllic spot for morning coffee, al fresco dinners, or quiet relaxation. At the heart of the home, the spacious chef's kitchen provides ample room for gathering with family and friends. The expansive property provides exceptional privacy and a lovely backdrop for enjoying the best of Greenfield Hill. While the setting feels enchantingly secluded, the location is just minutes from Fairfield Center, the Arts & Cultural District, outstanding restaurants, boutique shopping, beautiful beaches, and Metro-North service to New York City. First Floor: Covered Breezeway. Foyer with slate flooring, guest closet, and Powder Room - provides access to all principal rooms. Front to back Living Room with hardwood flooring, and wood-burning fireplace. Elegant Formal Dining Room with hardwood flooring, and Bay Window. PLEASE OPEN ADDENDUM FOR FURTHER DESRIPTION.

2730 Burr St, Fairfield

$1,395,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24047873 MLS

Rich in character and designed for today's lifestyle, this distinctive Fairfield home is privately set on two picturesque acres, framed by classic New England stone walls, white fencing, mature trees, open lawns, a quintessential red barn, and a detached two-car garage. The setting offers exceptional privacy while beautifully balancing Fairfield's country landscape with the convenience of its location. Thoughtfully renovated and expanded in 2012, the home offers an elevated, modern living experience while preserving the architectural details that make the property unique. The beautifully appointed chef's kitchen, with top-of-the-line appliances, opens seamlessly to a great room with soaring vaulted ceilings, a handsome fireplace, walls of windows overlooking the property, and sliders to the private deck. Designed for both entertaining and everyday living, the open layout creates a natural gathering place and an effortless connection to the outdoors. Adding to the home's timeless character are its circa-1749 origins, beautifully preserved through select period details, including the King's Board flooring-an architectural feature traditionally found in some of New England's earliest homes. An adjoining room offers exceptional flexibility as a library, study, or intimate sitting room.

1495 Westport Tpke, Fairfield

$239,000

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24204499 MLS ⋅ Fairfield Manor BLDG.

Spacious rooms and an easy sense of flow define this first-floor unit at Fairfield Manor, offering the ease of one-level living. The expansive living room opens to a dedicated dining area adjacent to the kitchen, creating an inviting setting for everyday living and entertaining. The generously sized bedroom comfortably accommodates a queen or king bed, with a full bathroom just off the sleeping area. Hardwood floors run throughout, complemented by ample closet space for added storage. Reserved parking space Q is included, along with additional guest parking. Laundry facilities are conveniently located on the same level. Heat, hot water, and cooking gas are included in the common charges. Set just minutes from I-95, the Fairfield Metro train station, shopping, restaurants, and all that Fairfield has to offer.

1000 Knapps Hwy Unit 9, Fairfield

$875,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203171 MLS

Finding the perfect location just got easier! Welcome home to this updated raised ranch, ideally situated just minutes from schools, shopping, and town amenities. Step inside to a bright, open-concept living area designed for modern life. The finished lower level adds fantastic flexibility with a cozy family room, full bath, and laundry room. Outside, your private backyard awaits-your own peaceful retreat. Come see it for yourself!

1303 Melville Ave, Fairfield

$800,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24202367 MLS

"Stratfield Village" Builders take notice! A wonderful opportunity to Restore or Re-Build this vintage colonial set on beautiful, level, private property in a prime Fairfield neighborhood location. In addition this property offers a town approved main level accessory/in-law apartment. An easy walk to nearby Stratfield Village, with convenient retail & professional services offered. Also, just minutes to Black Rock Turnpike shopping and restaurants along with an abundance of retail options. An ideal location for commuters with just a short drive to the Merritt Parkway & Metro North Train to New York City. Sold As is & Where is. Please note this property is in need of extensive renovation/restoration. Agents please see "Agent Only Remarks"

475 Stratfield Rd, Fairfield

$1,800,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184245 MLS

Nestled at the end of a peaceful cul-de-sac, in the highly sought-after Greenfield Hill neighborhood, 220 Stonewall Lane offers a rare opportunity to own a beautifully situated home on 2.07 acres. The expansive outdoor setting provides an inviting space perfect for entertaining or relaxing while enjoying the tranquil surroundings. When entering the thoughtfully planned main level, you are drawn to the large open space with a renovated modern eat-in kitchen, a sitting area with a wood-burning pizza oven, a Great Room with cathedral ceilings, a wood-burning fireplace, and an additional family room with views of the in-ground pool and lush landscaped grounds. Natural light flows throughout. Additional highlights include hardwood floors throughout, large decorative tiles, a formal living room with fireplace, a dining room, walk-up bonus room, laundry and access to the two-car garage. Upstairs, five well-appointed bedrooms include a private primary suite, creating a comfortable and functional area. The unfinished basement offers ample space for utilities, storage and possible recreational activities. Ideally located near Fairfield's beaches, Metro-North, recognized restaurants, and the Fairfield Theatre Company, this private property blends lifestyle, location, and appeal in one of Fairfield's most desirable areas.

220 Stonewall Ln, Fairfield

$1,468,000

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199718 MLS

Welcome to 91 Lockwood Road, where modern farmhouse charm meets timeless comfort in one of Stratfield's most sought-after neighborhoods. Beautifully renovated, this exceptional home offers the perfect blend of style, functionality, and everyday living. Designed for today's lifestyle, the home features 5-6 bedrooms, 3 full baths, and 1 half bath, with bright, versatile living spaces that offer both comfort and versatility. Gleaming hardwood floors flow throughout, creating warmth and continuity. The kitchen features white oak cabinetry, a spacious peninsula island with quartz counters, and an adjoining dining area with direct access to the pool-creating an ideal layout for everyday living and entertaining. The second floor is anchored by a spacious primary suite, along with three additional bedrooms. On the main level, one to two additional bedrooms provide exceptional flexibility for guests, a home office, playroom, or den. Step outside to your private, fully fenced backyard retreat featuring a heated saltwater gunite pool and spa. Recently refreshed with new plaster and tile, the pool and spa are enhanced by new equipment and a Wi-Fi automation system. Additional highlights include an oversized one-car garage with exceptional storage.

91 Lockwood Rd, Fairfield

$1,000,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200570 MLS

Welcome to your home sweet home in the heart of Stratfield. Friendly, walkable neighborhood one block to Lincoln Park/Playground. This classic colonial on a spacious .3 acre lot, is the home you've been waiting for. You'll adore the traditional Living Room with fireplace and charming built-ins, as well as the elegant Dining Room perfect for casual meals and special occasions alike. The Kitchen is warm and inviting, with gorgeous butcher block countertops and farm sink, a lovely breakfast spot with views to the backyard, and glass sliders to the spacious deck. The generous Family Room offers the ultimate in flexibility, and could be a perfect In-Law or 1st Floor Bedroom. The Three-Season Porch is a serene spot to catch up with neighbors or just watch the world go by. A main floor Full Bath as well as a Powder Room, provides convenience. Upstairs you'll find a Primary Bedroom with walk-in closet, Two Additional Bedrooms and a Full Bath. The Finished Third Floor could be a 4th bedroom, Playroom or Office. And a partially Finished Lower Level is great bonus space for work or play, with plenty of storage as well. Relaxing and entertaining outside is a pleasure with a beautiful stone patio right off the enclosed porch, or lounge or grill on the deck. Ideally located close to Black Rock Tpke shopping, the Merritt and Lake Mohegan. 10 minutes to the Train and Downtown Fairfield, 15 minutes to the beach. You're going to love this home!

107 Benedict Ave, Fairfield

$719,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195557 MLS

A classic craftsman/colonial in one of Fairfield's most established neighborhoods, renovated with a level of care that still holds up beautifully today. The layout is open and easy to live in, with hardwood floors throughout, shiplap detailing, and a fireplace flanked by window seats that catch the afternoon sun. The kitchen is finished in white with quartz countertops and high-end appliances built for both everyday cooking and entertaining. The bathrooms are updated, storage is generous across all three bedrooms, and French doors lead from the mudroom through the kitchen and out to a three-season room. With barn-sided walls, a shiplap ceiling, and screened windows, it's a comfortable spot from morning coffee through dinner. The basement has been professionally waterproofed, adding real peace of mind beyond the finishes you can see. A two-car detached garage sits behind the house, and Lincoln Park is just up the street. It's a genuinely turn-key home, well suited to a growing family or anyone looking to simplify without giving up character. Homes in the Stratfield section are hard to come by. This one is ready when you are.

265 Jackman Ave, Fairfield

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