Refine Search
Map
Sort by
$2,195,000
5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24193848 MLS
An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield
$1,949,000
4 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24195155 MLS
Inspired by today's most sought-after Organic Modern homes, this custom residence blends clean architectural lines, warm natural materials, and highly functional living spaces to create a home that is as beautiful as it is livable. This newly constructed 4-bedroom, 3.5-bath custom home offers approximately 4,500 square feet of refined living on a private, level lot, showcasing exceptional quality, craftsmanship, and attention to detail throughout. The heart of the home is a designer kitchen featuring Thermador appliances, custom cabinetry, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with an additional sink, creating exceptional space for entertaining and everyday living. White oak flooring flows throughout, while 9-foot ceilings create an open, airy feel. The spacious living room is anchored by a gas fireplace and a dramatic 10-foot bifold door that opens to a covered porch and private, fully fenced level backyard. Upstairs, vaulted ceilings in the expansive primary suite and Jack-and-Jill bedrooms add architectural character and a sense of volume. Every bedroom features an ensuite bath and custom walk-in closet. The finished lower level provides exceptional flexibility for recreation, fitness, work, or guests. Set on a quiet neighborhood street just moments from Lake Mohegan with walkable access to local parks, close proximity to shopping and the Merrit this home offers a rare blend of thoughtful design, and everyday functionality.

125 Coleman Rd, Fairfield
$3,500,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194823 MLS
Stunning new construction. Extraordinary design, finishes and craftsmanship with meticulous attention to detail.

24 Tide Mill Ter, Fairfield
$1,399,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24194703 MLS
This brand-new construction masterpiece showcases an elite architectural design that prioritizes complete autonomy. The two separate units share absolutely no living space walls-the only common point of contact is the garage structure, ensuring the noise control and privacy of a fully detached single-family home. Each residence features its own distinct, privately sectioned, and fully fenced yard, creating a personal space for your outdoor activities. Step inside to a dramatic airy open concept layout. Sweeping throughout the home is natural 4in white oak flooring. Sun drenched rooms create a warm inviting atmosphere. Flexible luxury living offering 4 bedrooms or 3 Bedrooms with a sprawling 3rd floor, complete with modern full bath and extra storage. The lower level is also finished for added space for gym or media room. Each bathroom impeccably styled with clean lines and modern finishes, the primary suite bath is truly a lavish retreat with spa shower, soaking tub and highlighted by a sleek floating double vanity. Location is everythin and this address delivers a lifestyle of ultimate convenience: Schools, a mere stones throw from top rated holland hill, currently ludlowe school district and 3 min to FFld Universiity. The Coast: 1.3 miles to 5 miles of sandy shores, bike routes and marina. Downtown Fairfield: 2.6 miles to bustling downtown, the green, boutiques and fabulous dining options. Commuting: 2 Metro stations. Driveway shared and garage roof. No HOA

30 Country Rd, Fairfield
$699,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194509 MLS
Opportunity abounds in this spacious 8-room, 3-bedroom, 2-bath Ranch offering 2,167 sq ft in Fairfield's sought-after Stratfield neighborhood situated on just under a half acre of property. Ready for your personal updates and finishing touches, this home presents an exceptional opportunity to build equity and create the home you've always envisioned. The main level features a bright living room with a fireplace and custom built-ins, a dining area with built-ins, and a white kitchen with Corian countertops and skylights that opens to a vaulted family room, creating an ideal space for everyday living and entertaining. A main-level office offers flexibility for remote work, hobbies, or a quiet retreat. Relax in the screened-in porch, perfect for enjoying the outdoors in comfort. The primary bedroom suite includes a private full bath, while two additional bedrooms share a hall bath. Hardwood floors, abundant storage, cedar closet and a 2-car attached garage add to the home's appeal. The full basement, complete with a second fireplace, offers outstanding potential for future finished living space, including a recreation room, fitness area, or media room. Ideally located just minutes from major highways, Metro, shopping, restaurants, schools, parks, and Fairfield's beaches, this home offers the perfect blend of convenience and lifestyle. A rare opportunity to personalize a well-built Ranch in one of Fairfield's most desirable neighborhoods. A Place to call home.

136 Hawthorne Dr, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24191813 MLS
Welcome to 41 Stillson Place, a classic three-bedroom Cape brimming with character and poised for its next chapter. Tucked away on a beautiful lot in one of Fairfield's most coveted pockets, this home offers a timeless silhouette and a warm, inviting energy that you feel the moment you pull into the drive. Inside, the layout is remarkably functional, featuring a cozy living and dining area, eat-in kitchen and three well-proportioned bedrooms that offer plenty of versatility. While the interior serves as a charming throwback to an earlier era, it is exceptionally well-maintained-the perfect "blank canvas" for someone with a vision. Whether you're dreaming of a modern farmhouse kitchen or an open-concept flow, the solid bones of this residence provide the ideal foundation for a custom transformation. The exterior is just as promising, with a generous yard that offers ample space for summer gatherings, vibrant gardens, or outdoor living space. The detached one-car garage has space for cars and storage. It's a rare opportunity to secure a home with this much heart and potential in such a prime Fairfield location. This is your chance to settle into a wonderful community and tailor every detail of your home to perfectly suit your lifestyle. 41 Stillson Place isn't just a house-it's the perfect place to call home.

41 Stillson Pl, Fairfield
$3,695,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield
$1,199,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194385 MLS
Completely renovated from top to bottom, this stunning 4-bedroom, 2-bath home blends modern luxury with timeless charm in Fairfield's desirable University area. Offering 1,814 sq ft of finished living space plus an 884 sq ft unfinished basement, this move-in-ready home delivers style, comfort, and future potential. The open-concept layout centers on a designer kitchen with custom cabinetry, an oversized waterfall island, quartz countertops, a sleek vent hood, and brand-new stainless steel appliances. Sun-filled living spaces feature recessed lighting, wide-plank flooring, and modern finishes throughout. Retreat to the beautifully designed primary suite or unwind in one of the fully updated, spa-inspired bathrooms. Generous bedrooms and thoughtfully redesigned interiors complete a floor plan built for everyday living and entertaining. Outside, contemporary updates and architectural details create standout curb appeal, while the oversized deck and spacious backyard set the stage for outdoor gatherings. A 2-car attached garage, updated mechanicals, premium finishes, and a large unfinished basement - ideal for storage or expansion - round out the offering. Ideally located near Fairfield University, downtown Fairfield, Metro-North, shopping, dining, beaches, and parks, with easy access to major commuting routes. A rare opportunity to own a fully renovated home in one of Fairfield's most sought-after neighborhoods.

1646 Jennings Rd, Fairfield
$5,499,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194198 MLS
Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout, featuring soaring ceilings, walls of glass that frame breathtaking water views, and an open, light-filled floor plan designed for both grand entertaining and everyday living. Offering five spacious bedrooms and five beautifully appointed bathrooms. At the heart of the home, the designer kitchen seamlessly flows into expansive living and dining areas, all oriented to capture the stunning waterfront setting. Outdoor living is equally spectacular. A 1,500-square-foot rooftop deck provides an unparalleled entertaining space with panoramic water views, while the resort-style outdoor amenities include a built-in outdoor kitchen, pizza oven, cooling station, and an outdoor shower-perfect after a day on your private beach or out on the water from your dock. This is a rare opportunity to own a truly exceptional waterfront residence where cutting-edge architecture, unrivaled craftsmanship, and an unmatched Fairfield Beach l

2268 Fairfield Beach Rd, Fairfield
$1,575,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193434 MLS
Nestled on a quiet cul-de-sac just minutes from town, train, and beach, this beautifully crafted Colonial offers the perfect blend of elegance, comfort, and convenience. A charming front porch welcomes you into a light-filled home featuring a dramatic two-story foyer, a chef's kitchen, granite countertops, and premium Viking, Wolf, and Sub-Zero stainless steel appliances. The adjoining family room boasts 9-foot ceilings and a cozy gas fireplace, creating an inviting space for everyday living and entertaining. Upstairs, the spacious primary suite is a true retreat, complete with a sitting area, walk-in closet, and luxurious bath with radiant heated floors. Three additional bedrooms and a dedicated study-easily converted to a fifth bedroom-provide exceptional flexibility.Step outside to a professionally landscaped backyard with a sprinkler system, and an expansive deck ideal for outdoor dining and relaxation. The finished walk-out lower level adds approximately 525 square feet of living space, including a bonus room with closet, full bath, and playroom, making it perfect for guests, an au pair suite, or multi-generational living. A rare opportunity to experience the best of coastal living that's walkable to beaches, school, and a vibrant downtown, all while enjoying the privacy and comfort of this exceptional home.

35 S Benson Commons, Fairfield
$549,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194135 MLS
Welcome to this charming Cape in Fairfield's desirable Stratfield neighborhood, offering wonderful curb appeal and a convenient location close to everything Fairfield has to offer. The bright eat-in kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The inviting living room showcases gleaming hardwood floors, a cozy fireplace, and crown moldings. The main level includes a spacious primary bedroom, a full bath with a tub and shower accented by white Carrara marble floors, and a second bedroom perfect for guests, a home office, or a den. The upper level features two generously sized bedrooms and a convenient half bath. The unfinished lower level offers excellent storage, a laundry area, and has been fully waterproofed by Connecticut Basement Systems with an integrated dehumidifier. Additional highlights include central air conditioning on the main level and a detached garage/shed ideal for storage, a workshop, hobbies, or a home gym. This is a fantastic opportunity to own a home in one of Fairfield's most desirable communities and enjoy its highly acclaimed school system. With a little cosmetic TLC, you can add your own personal style while building equity over time. Conveniently located just one mile from the Merritt Parkway and minutes to beaches, parks, the train, shopping, dining, and walking trails, this home offers exceptional value in today's Fairfield market.

2082 Stratfield Rd, Fairfield
$449,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192300 MLS
Beautifully renovated 1-bedroom Colonial offering modern comfort and exceptional craftsmanship. Completely gutted in 2020, this home was thoughtfully rebuilt with a newly added second floor, brand-new insulation, central air conditioning, and efficient gas heat. Designed by the owner, an architect, every detail reflects quality, care, and timeless style, with premium materials selected throughout the renovation. A truly one-of-a-kind home that perfectly blends charm, functionality, and superior design.

18 Fairfield Woods Rd, Fairfield
$729,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192413 MLS
***HIGH AND BEST OFFERS DUE BY 2pm Tuesday, July 28***Tucked away on a cul-de-sac in Fairfield's coveted Stratfield neighborhood, this storybook Cape is filled with timeless character, thoughtful updates and inviting spaces. Archways, hardwood floors, French doors, and classic architectural details create a welcoming home from the moment you step in. The living room is anchored by a wood-burning fireplace; the dining room leads seamlessly to the kitchen. Here, white cabinetry, SS appliances, and plenty of storage make meal prep a breeze. The clock above the sink is original to the home, a sweet nod to the 1940's. The sunroom has a vaulted ceiling and overlooks the backyard, creating a lovely space to enjoy morning coffee. French doors open to the patio, extending the living space outdoors. Enjoy dinners al fresco, playing yard games, or simply enjoying a quiet evening outside. The main floor also has a bedroom with a bay window and a full bath. A skylight lights the way to the 2nd floor where you'll find 2 bedrooms and a renovated full bath. The partially finished LL offers 266+ sq ft of living space. Recent updates include a new roof, new furnace, new water heater, fresh interior paint & more. Picture evenings walking and down the street or to Owen Fish Park, getting dinner at Maione's, or hiking at Lake Mohegan. From its picturesque curb appeal to thoughtfully designed interior, this gem is the perfect place to call home.

85 Louvain St, Fairfield
$1,799,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191108 MLS
Rare opportunity in Fairfield's sought-after Sasco Hill/South Pine Creek neighborhood, ideally located between town and the beach. Set on a private, level 1/3-acre lot bordering the Sasco Hill estates, this beautifully expanded and renovated home offers stylish finishes and an easy, open layout designed for today's lifestyle. The custom kitchen flows seamlessly into the dining area and inviting living room, where a wood-burning fireplace and French doors open to the patio and backyard. A versatile first-floor bonus room currently serves as a home gym but is equally suited as a home office, playroom, or fifth bedroom. Upstairs, the spacious primary suite features a large walk-in closet and beautifully appointed ensuite bath. Three additional bedrooms and a convenient second-floor laundry room complete the upper level. The expansive backyard is a true retreat with a stone patio, custom pergola, and perennial gardens offering exceptional privacy. Recent improvements include newer mechanicals, a Generac generator, and fresh interior paint. Enjoy an unbeatable location less than a mile from Sasco and Pine Creek Beaches, Southport Harbor, the train, golf, tennis, Fairfield's vibrant town center, and top local amenities. A rare bonus for this beach area location: the home is outside the flood zone, so no flood insurance is required. A wonderful opportunity to enjoy coastal living in one of Fairfield's most desirable neighborhoods.

114 Lee Dr, Fairfield
$2,299,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24190793 MLS
Welcome to 1054 Mill Plain Road! Exceptional craftsmanship and timeless design define this impressive center hall NEW CONSTRUCTION colonial! This open-concept floor plan is designed for seamless everyday living and effortless entertainment boasting 5,518 sq ft of living space and privately set on a rear lot in the sought-after Fairfield University neighborhood. This home presents 5 bedrooms, 4.5 baths, 9' ceilings, and hwd flrs throughout. Impeccable details include a gourmet designer kitchen with a sprawling quartz island, thermidor appliances, floating shelves, butler's pantry, with an abundance of recessed and natural lighting. An elegant archway flows into a family room with a fieldstone gas fpl with floor to ceiling sliders lending itself to a fenced in backyard, decking and patio for all your outdoor entertainment gatherings. Elegant formal dining room showcases exquisite millwork, intricate trim details, and a distinctive architectural ceiling. The MBR suite features a gas fireplace, lighted tray ceiling, with a beautifully designed spa bath. Two of the bedrooms are jack and jill with an appointed shared full bath. There is a 3rd floor finished area that provides recreational space for versatile usages such as an au pair, gym, studio, office, and/or guest retreat. This home offers a peaceful escape while remaining just minutes from Fairfield's beaches, train stations, vibrant downtown, shopping, dining, and top rated schools. Experience luxury living at its finest

1054 Mill Plain Rd, Fairfield
$1,349,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24193635 MLS
Welcome to 313 Old Post Road, a timeless Fairfield residence blending classic charm with an unbeatable location in one of the town's most desirable coastal neighborhoods. This beautifully maintained home offers inviting living spaces, abundant natural light, and the perfect balance of comfort and convenience. Recent improvements include updated AC units in 2023, new wiring in the detached heated garage, adding comfort, functionality, and peace of mind. Enjoy the charm of Fairfield traditions by watching the annual Memorial Day Parade right from your front steps. Ideally situated within walking distance to Fairfield's vibrant downtown, the train station for an easy NYC commute, and the nearby marina for boating and waterfront enjoyment, this home delivers the quintessential Fairfield lifestyle. Enjoy close proximity to beaches, shopping, dining, and parks, making this an exceptional opportunity to experience all Fairfield has to offer. Approximate distances include just 0.7 miles to Fairfield Train Station, 0.5 miles to South Benson Marina, and 1.5 miles to Fairfield Beach.

313 Old Post Rd, Fairfield
$839,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24153624 MLS
Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,

31 Smedley Rd, Fairfield
$1,599,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190794 MLS
HIGHEST & BEST OFFERS DUE BY MONDAY JULY 27 4PM. Nestled on a peaceful cul-de-sac in the heart of Greenfield Hill, this fantastic 4-bedroom Colonial offers the perfect blend of charm, space, & a picturesque setting. Filled with natural light throughout, this bright & welcoming home exudes warmth and offers an inviting atmosphere for everyday living. A welcoming foyer leads to spacious formal living and dining rooms, ideal for both entertaining & family gatherings. The eat-in kitchen overlooks the stunning, fenced in backyard, where beautifully landscaped level grounds, surrounded by mature specimen trees, extend to views of the Sasco Brook in the distance, creating a serene & private backdrop. The kitchen flows seamlessly into the oversized family room with a fireplace & an inviting sunroom, both offering easy access to the expansive mahogany deck & outdoor living spaces. Upstairs, you'll find a spacious primary suite along with 3 generously sized bedrooms, a dedicated home office, and the convenience of second-floor laundry. One of the bedrooms offers access to a walk-up attic, presenting an exciting opportunity to finish the space &create a bonus room, studio or private retreat. The unfinished lower level provides yet another opportunity to expand, offering ample space for a recreation room, home gym, or media room. Set in one of Fairfield's most desirable neighborhoods, this home combines timeless appeal, an exceptional floor plan, and the idyllic Greenfield Hill lifestyle

142 Horseshoe Ln, Fairfield
$2,595,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191170 MLS
Newly renovated in 2026, this extraordinary designer-inspired Modern Colonial presents a rare opportunity to own a turnkey luxury residence in Fairfield's coveted Sasco Hill. Offering 3,625 square feet of impeccably designed living space, this four-bedroom, five-bath home masterfully blends timeless architecture with exceptional craftsmanship and sophisticated contemporary design. Every detail has been meticulously curated, from the custom white oak millwork and hardwood flooring to the spectacular chef's kitchen featuring Taj Mahal quartzite countertops, premium Thermador appliances, custom cabinetry, and an oversized waterfall island. The thoughtfully designed first floor offers a gracious living room with fireplace, formal dining room, private office, family room, and a sun-filled eat-in kitchen that opens to an expansive bluestone terrace for seamless indoor-outdoor living. Upstairs, the luxurious primary suite features a cathedral ceiling, dual walk-in closets, separate sitting room and a spa-inspired bath. Three additional en-suite bedrooms provide outstanding comfort and privacy. Additional highlights include a beautifully finished lower level, 3-car garage, custom built-ins, four-zone HVAC, Generac generator, and designer finishes throughout. Ideally located minutes from downtown Fairfield, Southport Village, Metro-North, beaches, parks, shopping, and dining, this exceptional home offers luxury living in one of Fairfield's most prestigious neighborhoods.

131 Sasco Hill Rd, Fairfield
$4,900,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24184556 MLS
As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle fireplace, dual walk-in closets, and a private balcony. Five full and two half baths feature tumbled marble flooring and marble vanities for spa-like comfort. Warm living spaces with fireplaces and tall windows create perfect gathering spots, including a Formal Dining Room, a Den with wet bar, and a cozy Family Room. The chef's kitchen boasts custom cabinetry, Jerusalem stone countertops, a copper sink island, banquette dining, and terraces for al fresco meals. A heated breezeway links to a restored Goodspeed Farm barn, plus a one-bedroom apartment and a three-car garage for multi-generational living. The Pool House offers cathedral ceilings, a granite bar, and doors to stone terraces overlooking a heated Gunite pool, spa, and pond. Enjoy privacy with convenient access to top schools, fine dining, cultural venues, beaches, and NYC trains-an extraordinary sanctuary harmonizing nature and refined living.

80 Governors Ln, Fairfield
$809,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192541 MLS
Welcome to the one you've been waiting for-a beautifully renovated, move-in ready home where timeless style, modern updates, and an exceptional location come together perfectly.This sun-filled residence in Fairfield's desirable University neighborhood will make you feel at home from the moment you arrive.At its heart is a stunning gourmet kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and an open-concept design that seamlessly connects to the dining area and expansive Trex deck-ideal for entertaining indoors and out.The spacious primary suite serves as a private retreat with a walk-in closet & beautifully designed spa-inspired bath. Three additional bedrooms with hardwood floors & a renovated full bath complete the upper level.The versatile lower level offers exceptional flex space with a family room, half bath, closet, & built-in workstation-perfect for a home office, playroom, guest space, or potential in-law setup.A detached garage provides even more flexibility, with an attached shed & additional finished space with sliders, ideal for a private office, studio, gym, hobby room or retreat.Enjoy outdoor living in the fully fenced backyard with an expansive deck, professional landscaping,& plenty of room for recreation & relaxation. Extensive updates include a new fence,washer, oil tank, boiler, storm door, front walkway & landscaping, allowing for truly turnkey living.Convenient to shopping, transportation & schools.Simply unpack & enjoy!

98 Youngstown Rd, Fairfield
$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
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191788 MLS
Turnkey with loads of charm! This 3-bedroom, 2-bath well maintained Cape features an inviting open floor plan with a sun-filled living room showcasing a fireplace and hardwood floors. The dining room offers built-in cabinetry, adding both character and function and the updated kitchen flows seamlessly into a versatile room-ideal for a home office or sunroom. The spacious first-floor primary suite includes a full bath and a generous walk-in closet. Upstairs, you'll find two large bedrooms with abundant storage and a second full bath. A large deck overlooks the landscaped property, creating a perfect setting for outdoor entertaining or quiet relaxation. The unfinished lower level offers outstanding potential with high ceilings and a wood-burning fireplace-ready to be transformed into a playroom, gym, media room, or additional workspace. The home also includes both an attached garage and a detached garage. Don't miss this one!

2231 Easton Tpke, Fairfield
$999,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191844 MLS
A MUST SEE. Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and unforgettable entertaining space -all enhanced by the convenience and flexibility of TRUE FIRST-FLOOR LIVING. The heart of the home is the expansive open-concept kitchen and dining area featuring custom white and oak shaker cabinetry, quartz countertops, brand-new KitchenAid appliances, and an oversized island with ample seating. Wide-plank oak floors run throughout the first floor, adding warmth and sophistication. The dramatic family room impresses with soaring ceilings, abundant natural light, and a cozy fireplace - perfect for both quiet nights and large gatherings. Stunning sliders open to a beautiful deck overlooking a massive private backyard framed by mature trees. The desirable first-floor primary suite offers dual closets and an updated en suite bath with a large walk-in shower. A flexible space off the dining area works perfectly as an office, playroom, or lounge. Upstairs are three spacious bedrooms with large closets and a stylish new full bath. Additional highlights include first-floor laundry/mudroom and an oversized double garage ideal for a classic car, storage, or a workshop. (Garage sold as-is.) Many NEW upgrades - NEW Oil Tank, 50-gallon Water Heater, Appliances, Washer/Dryer and upgraded plumbing and electric.

893 Church Hill Rd, Fairfield
$749,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190937 MLS
Move right into this beautifully maintained 4-bedroom, 2.5-bath home in the highly desirable Fairfield Center neighborhood, where comfort, convenience, and lifestyle come together. Ideally located just moments from vibrant downtown Fairfield, you'll enjoy easy access to an abundance of restaurants, cafes, boutique shopping, parks, top-rated schools, the Metro-North train station, Fairfield's beautiful beaches, and the nearby I-95 entrance for an easy commute. Lovingly cared for and truly move-in ready, this home offers a warm and inviting floor plan with bright, comfortable living spaces designed for everyday living and entertaining. The finished lower level provides valuable professionally finished additional living space, complete with a full bath and laundry area, making it ideal for a recreation room, home office, gym, or guest accommodations. Outdoor living is equally impressive with a spacious rear wooden deck overlooking a beautiful, level, fully fenced backyard. A separate stone patio creates another inviting space for outdoor dining, entertaining, relaxing with family and friends, or simply enjoying peaceful evenings at home. The low-maintenance vinyl siding adds to the home's lasting appeal and ease of ownership. Offering an exceptional combination of location, condition, and amenities, this is a rare opportunity to own a turnkey home in one of Fairfield's most sought-after in-town neighborhoods.

77 Round Hill Rd, Fairfield
$2,399,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191345 MLS
One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen featuring Quartzite countertops, large island w/ 2 inch countertops, custom cabinetry w/ a seamless flow into the spacious dining area & family room featuring oak beamed ceilings, gas fireplace & an inviting entertainment & bar area, plus shelving & built-in cabinetry abutting the gorgeous stone fireplace. The 2nd level hosts 3 generous sized bedrooms including the primary en-suite & the 3rd level w/ the 4th bedroom/office, full bath & opens to a spectacular deck w/ wire railings & beautiful views- the perfect retreat for relaxing or working from home. All of this PLUS the lower level loggia that offers exceptional additional living space complete w/ custom built-ins, large-screen tv hookup & direct access to the patio & backyard w/ plenty of room for a pool. The large mudroom, and a 2 car garage add great convenience. This quiet neighborhood is a quick walk to town, beach, shopping, school, parks and marina.

96 Clinton St, Fairfield
$888,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189274 MLS
Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen features quartz countertops, a large center island, stainless steel appliances, and a pantry, flowing seamlessly into the dining room. An oversized 25-foot living room provides ample space to gather, while a first-floor bedroom offers flexibility for guests, a home office, or multigenerational living. Upstairs, the roomy primary suite includes a private bath and generous closet space. A finished third-floor bedroom with a bonus room provides versatile space for a media room, playroom, fitness area, office, or guest retreat. Hardwood floors throughout, main-level laundry, Split systems throughout the home provide efficient heating and cooling, and multiple patios complete the home. Enjoy morning coffee on the kitchen patio or entertain in the private, fenced backyard. Ideally located just minutes from Fairfield Metro with direct service to New York City, Fairfield University, Sacred Heart University, St. Vincent's Medical Center, Fairfield beaches, parks, shopping, and the restaurants, cafes, and waterfront of neighboring Black Rock.

198 Castle Ave, Fairfield
$642,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191656 MLS
Charming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and town convenience in the Tunxis Hill area of Fairfield. This residence sits on a manageable level lot, making it an incredible opportunity for first-time buyers, downsizers, or anyone looking to establish roots in one of Fairfield County's most sought-after communities. Step inside to a bright open living space. Living Room has a wood fireplace perfect for the cooler months and with the open concept kitchen and dining space attached it allows for entertaining. You can access the backyard from the kitchen sliders enjoy BBQing and there's plenty of room for a garden in the fenced space. With two bedrooms and a full bath on the main level you can have guests stay, make a home office or a yoga room. The second floor has 2 bedrooms and a full bath. Pull into your garage after a long day of commuting and you will enter your finished basement, with laundry and extra storage. Location is everything, and the Tunxis Hill neighborhood delivers. Commuters will love the easy access to I-95, Merritt Parkway and local Metro-North train stations. Minutes away from restaurants, shopping as well as the beautiful coastal beaches. A must see this will not last!

781 Tunxis Hill Rd, Fairfield
$679,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191869 MLS
A beautifully refreshed home with classic New England charm that meets thoughtful modern upgrades. The moment you arrive, you're greeted by curated yard plantings, a freshly seeded, level, fenced backyard that invites everything from weekend gatherings to quiet mornings outdoors. Inside, the first floor opens up into a bright, open floor plan layout designed for how you actually live-connecting spaces seamlessly for both entertaining and daily comfort. Freshly painted throughout, the home feels crisp and move-in ready, while the updated kitchen shines with all new appliances and cabinetry. The living area is warm and welcoming, anchored by a cozy fireplace and complemented by a wet bar that makes hosting feel effortless. Upstairs, the primary suite offers a true retreat, featuring a spacious bathroom with a corner hot tub-your own private place to unwind at the end of the day. A beautifully newly refinished full bathroom on the main level adds both style and functionality for guests and everyday use. A detached garage, full attic provide plenty of storage space and a full unfinished basement just waiting to be finished! Beyond the walls, the lifestyle continues-just minutes from Lake Mohegan's scenic trails, local restaurants and conveniently located near Merritt Parkway and Interstate 95 for an easy commute. This is more than a home-it's a place where character, comfort, and convenience come together in one of Fairfield's most desirable neighborhood.

1770 Stratfield Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191581 MLS
An amazing opportunity to own in a highly desirable University neighborhood - Welcome home to 245 Oakwood Drive. Distinguishable features include a picture perfect move in ready home, hardwood floors, an updated kitchen with granite countertops, freshly painted cabinetry and natural sunlight that brightens daily living. The main level presents beautifully with a bright and inviting living room, connected to the eat-in kitchen. With a split level layout, an additional large family room on the lower level, and bedrooms on the upper level are all steps away. Upstairs, three well-appointed bedrooms offer flexibility for family, guests, or work. The finished lower level adds living space with a comfortable family room and half bath. Ideal for movie nights, a playroom, home office, or workout area. For convenience, the storage room in the lower level walks out to the back yard. Set on a level .14-acre corner lot in one of the neighborhood's quieter streets, this picturesque home combines a peaceful setting with an exceptional location. With quick access to I95 and the Merrit Pkwy, nearby shopping, restaurants, award winning schools, and parks, you will spend most of your time just minutes from your own home. Few locations offer the balance of neighborhood charm and everyday convenience. This home offers so much and holds great value. A beautiful home awaits!

245 Oakwood Dr, Fairfield

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.