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160 Brookview Ave, Fairfield
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 24210478 MLS
Perched at the top of the hill on a quiet dead-end cul-de-sac, this meticulously updated 1920s Colonial offers the charm and character that simply cannot be replicated today. A gracious foyer with custom moldings and professional lighting showcases the stunning staircase. To the left, the formal dining room; to the right, a living room with fireplace that opens to an additional family room. Off the dining room is a thoughtful mudroom addition features a brick floor, custom built-ins, designer lighting. A classic butler's pantry leads to the kitchen, complete with a food pantry, half bath, and a collectible antique stove that is a true showpiece. Upstairs, the primary bedroom and two additional bedrooms are all generously sized with high ceilings and abundant natural light, served by a full bath and a custom walk-in closet. There is also the option to create direct access to the bath from the bedroom. The fully finished third floor offers remarkable versatility, with a bedroom, an updated full bath with stall shower, and a spacious playroom or hangout area, easily converted into a private primary suite. The lower level includes a finished room ideal for a home office. Outside, enjoy a slate patio, fenced backyard, and garage. Throughout, you will find gorgeous decor, custom designer lighting, endless custom millwork, and designer hardware. A spectacular home that will not last. A must see!

160 Brookview Ave, Fairfield

28 Country Road Unit 28, Fairfield
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 24153694 MLS
A lifestyle you can truly enjoy at an unbeatable price for new construction in Fairfield's university area. Perfect blend of luxury, select finishes and custom cabinetry create a warm and inviting home. White oak flooring grounds you while natural light spills in through large windows. The kitchen blends seamlessly with the open floor plan, the large island is the main focal point which provides plenty of seating with glamorous waterfall-style quartz countertops. You can customize your dining nook or keep the dining area centered. Cozy up on a chilly night and relax by the fireplace. A modern half bath and mudroom area complete the main level. The primary suite is located on the 2nd floor and features a sophisticated luxurious shower, large soaking tub and wood-fluted double vanity. Walk in closet with custom features. The 2nd and 3rd bedrooms are in tandem with a full bathroom, private bath/shower and elegant double vanity. 3rd floor features private quarters with yet another full bath. Currently set up as an office, this space is versatile. A closet and storage room finish this level. Bonus finished space in Lower level THERE ARE NO HOA FEES HERE! Mere stone's throw from Holland Hill School. 5 miles of sandy shores. 1 mile to Fairfield University. Effortless access to community and culture in vibrant downtown Fairfield. Dining and shopping all within close proximity. Easy commute to NYC. Quality craftsmanship and low maintenance. Private fenced yard. City sewer & water.

28 Country Road Unit 28, Fairfield

228 Woodrow Ave, Fairfield
$1,180,000
3 Beds ⋅ 2 Baths ⋅ 24211192 MLS
Welcome to this inviting move in ready three-bedroom home in a desirable Fairfield Southport, where comfortable living, thoughtful updates, and everyday convenience meet together. Set in a peaceful residential neighborhood, this home offers a wonderful balance of privacy and accessibility to both Fairfield's and Westport shopping, dining, parks. Fairfield's vibrant town amenities beaches, and train station all within easy reach. Step inside to bright, welcoming living spaces designed for both everyday life and entertaining. The open kitchen serves as the heart of the home, featuring granite countertops and a seamless connection to the adjoining living and dining areas. The open layout creates an easy flow for gatherings while allowing natural light to move throughout the main living spaces. Three comfortable bedrooms provide flexibility for family and guests. Radiant heat in both family room and sunroom. The finished basement adds valuable additional living space with playroom, home office, sunroom or media area-offering plenty of room to suitable lifestyle. Enjoy the outdoor patio with peaceful surroundings, providing a wonderful setting for dining, gardening, play, or simply relaxing. The combination of a comfortable interior, flexible finished lower level, and convenient Fairfield location makes this home a great opportunity for those looking to enjoy all that the Southport community has to offer.

228 Woodrow Ave, Fairfield

2029 Kings Hwy, Fairfield
$1,150,000
6 Beds ⋅ 3 Baths ⋅ 24209520 MLS
Newly Renovated Three-Family Property in Grasmere! Each apartment offers 2 bedrooms, 1 full bath, a beautifully updated kitchen, spacious living room, and private balcony. The first-floor apartment is currently rented. Each unit has its own gas meter and electrical panel, plus a dedicated washer and dryer in the basement. The property also features a detached two-car garage and ample parking in the driveway and on the street. The corner lot includes a fully fenced private backyard and slate patio shared by the residents. Conveniently located near shopping, restaurants, Metro-North train service, and I-95, providing easy access for commuters and everyday conveniences. Freshly renovated and ready for occupancy.

2029 Kings Hwy, Fairfield

11 Oldfield Dr, Fairfield
$1,150,000
4 Beds ⋅ 2 Baths ⋅ 24209127 MLS
11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fence framing the front of the property. Best of all is the location: tucked away on a peaceful street while still within an easy walk of town, the train, and beaches. Move-in ready and ideally situated, 11 Oldfield Drive is a wonderful opportunity to enjoy the best of Fairfield living.

11 Oldfield Dr, Fairfield

69 Rakoczy Ave, Fairfield
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 24212109 MLS
Brand new construction townhouse, freshly painted and ready for its first owner! Beautifully designed with four levels of finished living space, this home offers hardwood floors, high ceilings, and oversized windows throughout. The main level opens to a formal living room and dining room, with a coat closet, half bath, and direct access to the one-car garage. At the back of the house, the family room features a gas fireplace with custom built-in bookcases and flows into the kitchen, complete with custom cabinetry, a center island, and brand new stainless steel appliances. A slider leads to the private, fenced backyard, perfect for relaxing or entertaining. Upstairs, the primary suite offers a custom walk-in closet and a bath with double sinks and a soaking tub, all with current, stylish finishes. Two additional bedrooms share a hall bath with double sinks, and a laundry room adds everyday convenience. The third floor holds a fourth bedroom with its own half bath. The lower level, with impressively high ceilings, provides a versatile bonus room for a home office, rec room, playroom, or guest space. Low-maintenance townhouse living makes it easy to lock up and travel with peace of mind. Quick access to I-95 and Fairfield Metro, with the beach just minutes away. An exceptional value in new construction. Schedule your private showing today!

69 Rakoczy Ave, Fairfield

480 Riders Ln, Fairfield
$1,086,500
4 Beds ⋅ 4 Baths ⋅ 24206575 MLS
Totally refreshed with many new improvements including a stunning kitchen island, this mid-century modern classic home is tucked away at the end of a wide, welcoming cul-de-sac in the heart of Greenfield Hill. Spanning 5,000 sq ft with 4/5 bedrooms and 4 updated full baths, this beauty is set on 2 sprawling, private acres. A prime feature is the breathtaking great room w/soaring 12ft+ ceilings and a dramatic wall of glass. The formal dining room has 9ft ceilings and a bank of floor-to-ceiling windows. The island kitchen with large walk-in pantry has been expanded and is outfitted with newer 2024 top-tier appliances. The adjacent sun room is perfect as a casual eating area and is drenched with sunlight through the two walls of windows. Another main floor feature is a flex room, boasting its own full bath and walk-in closet, ideally suited as either an in-law suite or family room. Retreat to the main floor primary bedroom suite with an updated full bath & an oversized walk-in closet. 3 additional good sized secondary bedrooms round out this spacious and well designed home. Outside, the expansive deck allows you to take in the lush, private grounds. Car enthusiasts will appreciate the two double-bay attached garages, all accessed via a graceful circular driveway. This tranquil location provides easy access to local boutique shopping, vibrant dining scenes, coastal beaches, and convenient transportation links. Opportunity awaits at 480 Riders Lane!

480 Riders Ln, Fairfield

1646 Jennings Rd, Fairfield
$1,050,000
4 Beds ⋅ 2 Baths ⋅ 24217383 MLS
Welcome to this beautifully renovated 4-bedroom, 2-bath Cape Cod home in Fairfield's University area. Offering 1,814 square feet of finished living space, this home features an open-concept kitchen with custom cabinetry, quartz countertops, a waterfall island, and stainless steel appliances. The main-level primary bedroom includes an updated en-suite bath, while three additional bedrooms and a full bath are located upstairs. Wide-plank flooring and recessed lighting complement the inviting living spaces, which include a living room with a fireplace and a separate family room. Outside, enjoy an oversized deck overlooking the spacious backyard. Additional features include central air and an attached two-car garage. Conveniently located near Fairfield University, downtown Fairfield, Metro-North, beaches, shopping, and dining.The listing agent is one of the property owners.

1646 Jennings Rd, Fairfield

73 Weeping Willow Ln, Fairfield
$999,900
4 Beds ⋅ 3 Baths ⋅ 24206480 MLS
The home you have been waiting for! Offered at $999,900, this beautifully updated 4-bedroom, 3-bath split-level offers more than 2,600 square feet of finished living space on a spacious 0.62-acre lot with a 1-car attached garage ideally situated on a quiet cul-de-sac. Extensively renovated, the home features hardwood flooring, a remodeled kitchen with granite countertops high-end appliances, beautifully updated bathrooms, newer upper-level windows, heating and central air conditioning, updated lighting and driveway. The finished lower level includes a family room and office, along with additional flexible living space ideal for whatever best suits your lifestyle. Permitted improvements include kitchen and bath renovations, HVAC, plumbing, electrical work and replacement windows, offering buyers added confidence in the quality of the upgrades. The outdoor space is equally impressive. Enjoy a large private yard with an above pool, expansive deck and plenty of room for entertaining, relaxing and enjoying indoor-outdoor living. A storage shed provides additional space for pool equipment, landscaping tools and seasonal items. Located in desirable Fairfield, residents enjoy a vibrant coastal community with beaches, restaurants, shopping, recreation and convenient access to train and major commuting routes. With extensive renovations, a private pool, generous lot and desirable cul-de-sac setting, this property offers the space and Fairfield lifestyle buyers are looking for.

73 Weeping Willow Ln, Fairfield

360 Autumn Ridge Rd, Fairfield
$999,000
3 Beds ⋅ 3 Baths ⋅ 24182856 MLS
Welcome to this immaculate Contemporary Colonial nestled on a serene cul-de-sac. Enjoy the convenience of being just minutes from town and major highways. The open floor plan features new windows and hardwood floors throughout. Relax by the wood-burning fireplace in the living room, or entertain in the massive dining room with fireplace and sliders to screened porch. Eat-in kitchen with central island, many cabinets and granite counter tops. Step through sliding glass doors to a deck overlooking your private lot adjacent to open space. The first floor features a primary suite w/full bath and a large walk-in closet. The lower level provides space for a gym or office and has a large stone fireplace. Whole house Generac generator and automatic sprinkler system. With proximity to town, shopping, this home offers an exceptional lifestyle. Don't miss your chance to make it yours!

360 Autumn Ridge Rd, Fairfield

15 Wheeler Park Pl, Fairfield
$997,500
4 Beds ⋅ 3 Baths ⋅ 24214051 MLS
Welcome to your new home on Wheeler Park Place! Tucked away at the end of a peaceful and quiet cul-de-sac in the highly sought after North Stratfield neighborhood, this beautiful 4+ bedroom, 3 full bath colonial offers the perfect blend of comfort, space, privacy and potential. Meticulously maintained by its owners, this special home is nestled alongside Lake Mohegan offering seasonal lake views surrounded by spectacular, thoughtfully maintained landscaping that creates a truly picturesque setting. Step inside to discover an inviting, open concept living, dining and kitchen area with hardwood flooring throughout, creating a warm and welcoming space for everyday living and entertaining. Spacious bedroom, full bathroom and convenient laundry room ideal for guests or flexible living arrangements completes your main level. Your upper level features a huge bedroom with potential for additional bathroom along with a private primary suite featuring a custom walk in shower, dual vanities and generous walk in closet. An additional bedroom or home office offers flexibility to suit your needs, with access to a large walk-up attic full of possibilities for future expansion, storage or creative use. The partially finished walk out lower level adds even more versatility, featuring a separate entrance, direct access to the two car garage and exciting potential for an in-law setup or extended living space. All minutes to I-95, Rt 15 Merritt Parkway and Metro North train stations.

15 Wheeler Park Pl, Fairfield

195 Wood House Rd, Fairfield
$995,000
4 Beds ⋅ 3 Baths ⋅ 24217675 MLS
Located in the heart of Fairfield's desirable Greenfield Hill neighborhood, this classic Colonial offers over 3,000 square feet of living space on more than two acres. This four bedroom, two and a half bath home features a traditional floor plan with generously sized rooms and wonderful potential for its next owner. Set back from the road along a long driveway, the home welcomes you with a formal living room and dining room, ideal for everyday living and entertaining. The spacious family room is a standout feature, with a wood burning fireplace, and walls of windows that bring in an abundance of natural light. The kitchen features double ovens, a gas cooktop, and a dining area with French doors opening to the deck overlooking the backyard. A convenient main level laundry room completes the first floor. Upstairs, four generously sized bedrooms provide comfortable accommodations, including the primary bedroom with its own private bath. An additional bonus room offers flexible space for a home office, playroom, or recreation area. The partially finished lower level provides additional living space and access to the two car garage. With a new roof, natural gas, generous living spaces, and an expansive, level backyard, this one owner home offers an opportunity to bring your own style and updates to a classic Colonial in one of Fairfield's most sought after neighborhoods. A chance to create something special in Greenfield Hill at a price point rarely found for a home of this size.

195 Wood House Rd, Fairfield

2730 Burr St, Fairfield
$995,000
4 Beds ⋅ 3 Baths ⋅ 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

211 Old Farm Rd, Fairfield
$974,000
4 Beds ⋅ 3 Baths ⋅ 24207316 MLS
Welcome to an exceptional Fairfield home where thoughtful updates, beautiful spaces & an incredible lifestyle come together. This stunning, turnkey ranch offers 4 bedrooms, 2.5 baths, hardwood floors, abundant natural light & an ideal location minutes from beaches, shopping, dining, train, & major commuter routes. The showstopping second-floor primary suite is a private retreat featuring skylights, spacious sitting area, gorgeous full bath with double vanity, glass-enclosed shower, dressing area, & massive closets. The main level features 3 generously sized bedrooms, 1.5 baths, formal dining room, family room + an impressive eat-in kitchen with granite countertops and SS appliances. A beautiful year-round sunroom overlooks the spectacular fully fenced level backyard & opens directly to the deck. With garden area + plenty of space for entertaining, relaxing, pets, and play, this backyard is truly special. Recent improvements include a new roof, new kitchen appliances + a brand-new two-zone heat pump system for efficient heating & cooling. Solar panels offer substantial monthly savings. The enormous unfinished basement provides exceptional storage & tremendous potential for whatever your lifestyle requires. 2 car garage adds even more convenience. Set in a wonderful Fairfield neighborhood with top-rated schools and easy access to Ward High School, this is a rare opportunity to enjoy a beautifully updated home where the major work has already been done. Simply move in and enjoy!

211 Old Farm Rd, Fairfield

133 Castle Ave, Fairfield
$950,000
5 Beds ⋅ 3 Baths ⋅ 24217827 MLS
Great Investment Opportunity in Fairfield's Desirable Tunxis Hill Neighborhood! Discover this well-maintained three-family property ideally situated in one of Fairfield's convenient and sought-after locations. Just minutes from shopping centers, restaurants, local amenities, and I-95, this property offers an excellent combination of location, comfort, and income-generating potential. The first and second floors each feature spacious two-bedroom, one-bathroom layouts, both showcasing completely renovated kitchens and bathrooms with modern finishes and fresh paint throughout. The third-floor unit offers a one-bedroom layout with a recently replaced exterior staircase. Each unit features separate utilities. Additional highlights include a two-car garage. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking to offset your mortgage with rental income, this versatile three-family property presents an outstanding opportunity in Fairfield's real estate market. Don't miss your chance to own a multi-family investment property in the desirable Tunxis Hill neighborhood. Schedule your private showing today!

133 Castle Ave, Fairfield

50 Exchange Pl, Fairfield
$949,999
6 Beds ⋅ 3 Baths ⋅ 24203954 MLS
RARE OPPORTUNITY! Welcome to this beautifully remodeled single-family home offering modern living, exceptional flexibility, and rental income potential. The main residence features 4 bedrooms and 2 full baths and has been completely remodeled with modern finishes, beautiful flooring throughout, remodeled bathrooms, and a newly extended dining room that provides additional space for entertaining. Adding to the property is a newly constructed in-law suite, built from the ground up in 2024. The suite features 2 bedrooms, 1 full bath, its own private entrance, dedicated garage space, backyard space, and separate utilities. The unit is currently rented for $2,850 per month, providing immediate rental income. The separate utilities and private entrance add an exceptional level of convenience and privacy. The main home is move-in ready with a thoughtfully updated interior and a functional layout designed for comfortable everyday living. The combination of a fully remodeled 4-bedroom home and a newer 2-bedroom in-law suite makes this a truly unique property that offers both quality and versatility. A rare opportunity to own a beautifully updated single-family home with a newly constructed in-law suite and existing rental income. Schedule your private showing today! Agent is related to seller.

50 Exchange Pl, Fairfield

36 Brooklawn Pkwy, Fairfield
$949,000
4 Beds ⋅ 3 Baths ⋅ 24201679 MLS
Nestled in Fairfield's coveted, walkable Stratfield neighborhood, complete with sidewalks, this turnkey home seamlessly blends timeless architectural character with extensive modern updates. Storybook worthy house and grounds feature a charming front porch, a private backyard with newer bluestone patio, perennial gardens and stone wall, plus a sourwood tree that turns a beautiful pink in late autumn. Spanning four finished levels, the home offers 4 spacious bedrooms and 2.5 recently updated baths, one with radiant heat flooring. The main level showcases beautiful woodwork, built-ins, moldings and hardwood floors, along with a front-to-back family room with gas fireplace for cozy gatherings, elegant dining room with charming butler's pantry and inviting kitchen with breakfast area, abundant cabinetry and granite island. The private Primary Suite includes its own bath. A finished third floor with walk-in closet provides flexible space for an office, guests or playroom, while the finished lower level with new closets suits a gym or media. Outside, new fencing creates a private oasis surrounding the bluestone patio and perennial gardens. Recent improvements include new roofs on the home and detached garage, high-efficiency boiler with tankless hot water, garage door and floor, appliances, fencing and flooring. Minutes to shopping, restaurants, Lincoln Park playground and more, 36 Brooklawn Parkway is a true turnkey jewel.

36 Brooklawn Pkwy, Fairfield

53 Sterling St, Fairfield
$945,000
4 Beds ⋅ 5 Baths ⋅ 24216716 MLS ⋅ The Townhomes At Sterling BLDG.
New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz countertops, and a full suite of appliances. Red oak flooring runs throughout the primary living spaces, creating a warm and cohesive feel. Upstairs, bedrooms are well-proportioned with bathrooms finished in porcelain tile, including a soaking tub and glass-enclosed shower. The finished lower level provides flexible space for a home office, gym, or media room. Equipped with natural gas heat, central air, on-demand hot water, thermopane windows, and programmable systems for efficient, modern living. Private garage includes EV-ready outlet. One of four newly constructed residences set across two architecturally consistent buildings, offering shared outdoor space and guest parking. Located just minutes from Fairfield's downtown, train line, beaches, and major commuting routes, offering a blend of convenience, coastal lifestyle, and long-term value. *HOA info to be determined. Self Managed. Completion July-August 2026. All information subject to change, please verify independently.

53 Sterling St, Fairfield

47 Sterling St, Fairfield
$945,000
4 Beds ⋅ 5 Baths ⋅ 24208446 MLS ⋅ The Townhomes At Sterling BLDG.
New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz countertops, and a full suite of appliances. Red oak flooring runs throughout the primary living spaces, creating a warm and cohesive feel. Upstairs, bedrooms are well-proportioned with bathrooms finished in porcelain tile, including a soaking tub and glass-enclosed shower. The finished lower level provides flexible space for a home office, gym, or media room. Equipped with natural gas heat, central air, on-demand hot water, thermopane windows, and programmable systems for efficient, modern living. Private garage includes EV-ready outlet. One of four newly constructed residences set across two architecturally consistent buildings, offering shared outdoor space and guest parking. Located just minutes from Fairfield's downtown, train line, beaches, and major commuting routes, offering a blend of convenience, coastal lifestyle, and long-term value. *HOA info to be determined. Self Managed. Completion ~September 2026. All information subject to change, please verify independently.

47 Sterling St, Fairfield

914 S Pine Creek Rd, Fairfield
$940,000
3 Beds ⋅ 2 Baths ⋅ 24189179 MLS
Great Investment Opportunity! Shorter term lease in place. Whether you are seeking a weekend retreat or a year-round residence, this welcoming home is ideal. In the coveted beach area of Fairfield, enjoy the end-of-street beach access, indoor and outdoor tennis, and golf course just moments from your door, with Fairfield Center only a short ride away. A charming 3 bed, 2 full bath Cape Cod with sun-filled spaces throughout. Open floor plan on the main floor, where double French door sliders from the kitchen and living/dining areas lead to a fenced-in private backyard. Primary bedroom also has slider to private balcony. Convenient laundry room just off the kitchen. Multi-use room above the garage great for hobbies, recreation or working from home. Central AC. Perfect for buyers and investors.

914 S Pine Creek Rd, Fairfield

134 Shoreham Village Dr, Fairfield
$935,000
2 Beds ⋅ 2 Baths ⋅ 24194794 MLS
Water Views! Unforgettable sunsets and a front-row seat to Fairfield's Fourth of July fireworks-this is the Fairfield Beach community lifestyle! Designed for everyday living and effortless entertaining, this move-in-ready two-bedroom home offers an inviting flow from the living and dining rooms to the newly renovated sunroom and spacious, newly refurbished AZEK deck. Whether hosting summer gatherings, dining outdoors or simply unwinding by the water, the views provide a spectacular backdrop. The backyard extends the entertaining space with an inviting open-air pea-gravel patio and portable fire pit-perfect for gathering with friends and family on summer evenings. The kitchen features stainless-steel appliances, while the finished lower level provides flexible living space, a full bath, laundry area and direct access to the two-car garage. A recent property survey is available, and the property offers exciting potential for a second-floor expansion and an additional structure, subject to all applicable zoning, building, flood-management and municipal approvals. Enjoy easy access to Fairfield Beaches, Ash Creek Open Space trails, Fairfield Marina, neighborhood restaurants and Whole Foods. Ideally situated between Fairfield's two train stations with convenient access to I-95, this special home brings together water views, entertaining and everyday convenience in one remarkable location.

134 Shoreham Village Dr, Fairfield

11 Judges Hollow Rd, Fairfield
$925,000
2 Beds ⋅ 2 Baths ⋅ 24176507 MLS
This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

11 Judges Hollow Rd, Fairfield

195 Rock Major Rd, Fairfield
$900,000
3 Beds ⋅ 2 Baths ⋅ 24215095 MLS
Tucked along one of the University Area's peaceful, tree-lined streets, 195 Rock Major Road presents a rare opportunity to call one of Fairfield's most coveted neighborhoods home. Properties offering this combination of location, generous land, and character seldom come to market, making this three-bedroom ranch an exciting find. Set on over half an acre, the home offers privacy, space, and possibility. An expansive kitchen with ample room to cook, gather, and entertain opens directly onto a south-facing deck. Oak hardwood floors, timeless built-ins, and wood-burning fireplaces bring warmth and character, setting the scene for leisurely mornings, shared meals, fireside evenings, and cherished moments with family and friends. Outdoors, the generous grounds invite a spirited game of catch, gardening, or simply savoring the tranquility of the surrounding landscape. An attached two car garage adds to the ease of living. With its enduring charm, versatile living spaces, and the exceptional potential to make it your own, this special Fairfield property offers a compelling opportunity for you to create a truly memorable home for years to come.

195 Rock Major Rd, Fairfield

37 Stevenson Rd, Fairfield
$899,900
5 Beds ⋅ 3 Baths ⋅ 24205504 MLS
Welcome to this beautifully cared-for, move-in ready 5-bedroom, 2.5-bathroom home nestled within Fairfield's distinctive Dover Park neighborhood. The main level offers a comfortable and inviting layout with a spacious living room, dining room, kitchen, and welcoming family room. The family room features a beautiful brick wall and wood-burning fireplace, creating a warm setting for relaxing, entertaining, and spending time with family and friends. Two additional bedrooms are conveniently located on the main level near a full bathroom. Upstairs you will find three spacious bedrooms, including a generously sized primary bedroom with a walk-in closet, plus two additional bedrooms.Storage will never be an issue, thanks to a pull-down attic and a full, unfinished basement. These spaces provide ample room for storage, hobbies, a workshop, or future possibilities.Outside, the property truly shines.The spacious, flat backyard is surrounded by mature trees and beautifully established landscaping, creating a private and tranquil outdoor retreat.A distinctive natural rock outcropping adds character and a unique sense of place, while the generous deck provides an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings.Recent improvements add to the home's appeal and peace of mind: a new roof (2026), new driveway (2025), and radon remediation (2025). Solar panels on the rear of the home provide excellent energy efficiency. Make your appointment today!

37 Stevenson Rd, Fairfield

45 Sterling St, Fairfield
$899,000
4 Beds ⋅ 5 Baths ⋅ 24216720 MLS ⋅ The Townhomes At Sterling BLDG.
New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz countertops, and a full suite of appliances. Red oak flooring runs throughout the primary living spaces, creating a warm and cohesive feel. Upstairs, bedrooms are well-proportioned with bathrooms finished in porcelain tile, including a soaking tub and glass-enclosed shower. The finished lower level provides flexible space for a home office, gym, or media room. Equipped with natural gas heat, central air, on-demand hot water, thermopane windows, and programmable systems for efficient, modern living. Private garage includes EV-ready outlet. One of four newly constructed residences set across two architecturally consistent buildings, offering shared outdoor space and guest parking. Located just minutes from Fairfield's downtown, train line, beaches, and major commuting routes, offering a blend of convenience, coastal lifestyle, and long-term value. *HOA info to be determined. Self Managed. Completion July-August 2026. All information subject to change, please verify independently.

45 Sterling St, Fairfield

51 Sterling St, Fairfield
$899,000
4 Beds ⋅ 5 Baths ⋅ 24216718 MLS ⋅ The Townhomes At Sterling BLDG.
New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz countertops, and a full suite of appliances. Red oak flooring runs throughout the primary living spaces, creating a warm and cohesive feel. Upstairs, bedrooms are well-proportioned with bathrooms finished in porcelain tile, including a soaking tub and glass-enclosed shower. The finished lower level provides flexible space for a home office, gym, or media room. Equipped with natural gas heat, central air, on-demand hot water, thermopane windows, and programmable systems for efficient, modern living. Private garage includes EV-ready outlet. One of four newly constructed residences set across two architecturally consistent buildings, offering shared outdoor space and guest parking. Located just minutes from Fairfield's downtown, train line, beaches, and major commuting routes, offering a blend of convenience, coastal lifestyle, and long-term value. *HOA info to be determined. Self Managed. Completion July-August 2026. All information subject to change, please verify independently.

51 Sterling St, Fairfield

9 Millspaugh Dr, Fairfield
$899,000
3 Beds ⋅ 2 Baths ⋅ 24212765 MLS
Welcome to this charming Cape nestled on a desirable, well-established street in the sought-after University area. Full of warmth and character, this inviting home features beautiful hardwood floors throughout the main living level areas, an updated kitchen and a refreshed downstairs bathroom. The home offers 3 bedrooms with the upstairs rooms providing additional flexibility for bedrooms, a home office or a nursery. The finished lower level adds valuable living space with comfortable bonus rooms perfect for a family room, office, playroom, gym or guest space along with additional storage. Outside enjoy a nicely sized yard, a fully fenced backyard offers privacy and plenty of room for entertaining. It also offers a perfect blend of convenience and lifestyle. Enjoy easy access to both I-95 and the Merritt Parkway, as well as the Metro-North Train station. Fairfield's vibrant downtown and beautiful beaches make this an ideal location. Make this charming home the setting for your next Thanksgiving gathering and many wonderful memories to follow.

9 Millspaugh Dr, Fairfield

89 Federal St Unit 89, Fairfield
$895,000
3 Beds ⋅ 3 Baths ⋅ 24206565 MLS ⋅ Somerset BLDG.
Welcome to Somerset, conveniently located to the Merritt Parkway, Sacred Heart University, and shopping. Enjoy the privacy of a detached single-family home but with the convenience of community living. Enjoy everyday living, holiday celebrations, and gatherings in a thoughtfully designed layout. Main floor living contains the primary bedroom with a spacious bathroom and walk-in closet. Eat-in kitchen with direct access to a private deck and level backyard, a spacious living room, a dining area open to the kitchen and entertaining area, and a separate mud room with laundry area. Second floor living has two generously sized bedrooms, in which one has direct access to a full bathroom and walk-in closet. The full unfinished basement has walk-out access, one of the limited few with walk-out access to a private backyard. This lower level space can easily be finished as a family room, entertainment center, fitness room, or to your unlimited imagination. Please note, new hardwood flooring has been installed in main level primary bedroom. The finish staining will be performed in the near future.

89 Federal St Unit 89, Fairfield

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