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24 Bridget Ln, Fairfield
$1,450,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24158450 MLS
The rarest of rare opportunities to be in the beach area, very close to town, Pine Creek Beach & the 3-Par! Just imagine being located on a private cul de sac of ONLY 5 homes, NOT IN A FLOOD ZONE. This colonial is flooded with natural light, set on a professionally landscaped lot, with an open floor plan, hardwoods throughout, freshly painted interior, updated kitchen, completely refreshed and renewed. The main level greets you with a sunlit living room open to the dining room, flowing easily into the kitchen. The kitchen offers an eat-in area overlooking the outdoor rear deck, granite countertops, stainless steel GE Monogram refrigerator, DCS gas range, Bosch dishwasher, GE Monogram built-in microwave and stainless undermount sink with white shaker style cabinetry and nickel hardware. The family room is centered by a wood-burning fireplace and accesses the kitchen, half bath, garage and foyer. Truly great flow on both finished living levels. Once upstairs, you find all new hardwood flooring with a spacious primary suite, featuring an oversized primary bath and walk-in closet. An additional two guest bedrooms with great closet space, additional full bathroom, laundry room and a flex/office space. A special feature to note is the ability to expand without changing the footprint of the home. The full walk-out lower level can easily be finished featuring access to the rear yard, as well as additional bonus space above the TWO BAY GARAGE that can be a BR, office, studio.

24 Bridget Ln, Fairfield

1115 Galloping Hill Rd, Fairfield
$1,450,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24132021 MLS
THANK YOU FOR YOUR STRONG INTEREST; SELLER REQUESTS HIGHEST & BEST OFFERS BY NOON ON MONDAY 3/16/26 thoughtfully updated Colonial in the heart of Greenfield Hill, 1115 Galloping Hill Road is the kind of home that simply feels right. Solid, balanced, and beautifully maintained, it reflects years of careful ownership and intentional improvement. The main level offers an easy flow between kitchen and family room, anchored by a classic brick fireplace and extending seamlessly to a screened sunroom that invites year-round enjoyment. The kitchen has been refreshed with new cabinet fronts, hardware, lighting, and a built-in breakfast nook. Refinished hardwood floors run throughout the home, unified in tone, while a crisp Chantilly Lace palette and curated fixtures create a cohesive, timeless feel. Upstairs, the primary suite is quietly refined, complemented by three additional bedrooms with custom closet systems, updated lighting, and thoughtful design details. The fully permitted lower level has been completely reimagined with new flooring, insulation, heating, windows, and generous storage. Exterior improvements include a widened driveway, new front door, expanded bluestone patio, refreshed landscaping, solar-reflective sunroom windows, and a level lawn enhanced for usability and privacy. Major systems, including septic, roof, windows, and electrical, have been updated. A home that feels settled, solid, and ready for its next chapter.

1115 Galloping Hill Rd, Fairfield

478 Crestwood Rd, Fairfield
$1,450,000
5 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24127366 MLS
Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original architectural details add warmth, while updates throughout offer comfort and functionality. The oversized, fully fenced backyard is a standout-surrounded by mature plantings, stone walls, and an expansive patio that's perfect for outdoor dining or relaxing in a private, serene setting. A home that balances charm and practicality in one of Fairfield's most convenient and established neighborhoods.

478 Crestwood Rd, Fairfield

66 Adams Rd, Fairfield
$1,440,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24179007 MLS
Stunning top-to-bottom modern builder renovation of this quintessential Colonial set at the end of a highly desirable private cul-de-sac in this sought after University area neighborhood. Boasting a completely reimagined floor plan with gorgeous new white oak hardwood floors throughout. Spectacular custom kitchen featuring a premium Thermador appliance package, modern cabinetry, and designer finishes. Spacious living room with fireplace along with a large family room perfect for entertaining and everyday living. The flexible floor plan features a rare first floor en-suite bedroom complete with a beautifully renovated modern bath, ideal for guests or multigenerational living. Upstairs you'll find a luxurious primary suite with walk-in closet and a stunning spa like bath featuring a soaking tub and oversized walk-in shower. Three additional generously sized bedrooms are serviced by another fully renovated designer bath. New roof, paint, trim, doors, hardware, and LED lighting throughout. New high efficiency gas furnace and central AC. Spacious yard offers plenty of room for outdoor enjoyment. All perfectly positioned at the very end of a quiet cul-de-sac in one of the area's most desirable and convenient neighborhoods, where homes rarely become available. Minutes to train, downtown, highways and beach. Nothing to do but move in.

66 Adams Rd, Fairfield

1137 Stillson Rd, Fairfield
$1,415,000
3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24119004 MLS
A quintessential New England Ranch set behind stone walls and a rounded driveway, this home welcomes you with timeless style and impressive scale. Step inside and be wowed by the spacious, thoughtful layout, bathed in natural light. A chef's kitchen is the heart of the home, with an expansive granite island, Sub-Zero and Viking appliances, and custom cabinetry-perfect for cooking and gathering. The kitchen flows into a sunroom with sliding French doors, three-season porch, and granite patio, creating a natural rhythm of indoor-outdoor living. The private backyard unfolds as a peaceful oasis, bordered by mature trees, stone walls, and enchanting gardens. The main level features a spacious living room with a stone fireplace, dining room framed with wainscoting, and bedroom wing with a serene primary suite, two additional bedrooms, and full hall bath. A versatile office space and laundry room add everyday ease. The lower level becomes a destination of its own, where a stone fireplace and wet bar anchor the recreation area-perfect for game nights or holiday gatherings. A full bath and flexible layout create potential for an auxiliary apartment for guests, an au pair, or multi-generational living. Details reflect quality and care, from hardwood floors and cedar-lined closets to custom millwork and a new roof. In Fairfield's sought-after University area close to Springer Glen, this home offers a unique blend of comfort and flexibility for every lifestyle and life stage.

1137 Stillson Rd, Fairfield

106 Stillson Rd Unit 106, Fairfield
$1,411,000
3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24152715 MLS
Located within a private and beautifully maintained enclave in Fairfield, 106 Stillson Road offers refined, turnkey living that truly feels like a single-family home-with the ease of condo ownership. From the moment you enter, the dramatic two-story foyer sets the tone, showcasing elegant millwork, elevated finishes, and a stunning central staircase. Just off the foyer, a richly detailed study features custom built-ins and a wet bar-ideal for working from home or entertaining. The main level continues into a warm and inviting family room with a wood-burning fireplace and direct access to a private, oversized patio. At the heart of the home, a light-filled dining room with a wall of windows connects seamlessly to the open kitchen, equipped with Viking appliances, an eat-in area, pantry, and easy access to the two-car garage. Upstairs, the expansive primary suite is a true retreat, featuring double-door entry, a fireplace, dual walk-in closets with custom storage, and a spa-like bath with soaking tub, glass-enclosed shower, double vanities, and water closet. Two additional bedrooms each offer en-suite baths, including one with brand-new wall-to-wall carpeting, a walk-in closet, and a lofted bonus space perfect for a home office or reading nook. A dedicated laundry room completes the second floor. The finished lower level is designed for entertaining and relaxation, featuring a media room with built-ins and gas fireplace, a dedicated gym space and abundant storage.

106 Stillson Rd Unit 106, Fairfield

67 Valley Cir, Fairfield
$1,410,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24186539 MLS
Welcome to this exceptional 5 bedroom, 4.5 bath home set on a .58 acre cul de sac. Step inside to find spacious rooms throughout. The generous layout creates an inviting atmosphere that feels both open and comfortable, ideal for relaxing and hosting gatherings. At the heart of the home is a newer chef's kitchen, featuring top of the line appliances, quartz counters, and an oversized island. The exceptionally large living room with gas fireplace flows into the dining room. There are wood floors in the living room, dining room, kitchen, hallway, 1 bedroom and underneath the carpet in the soundproof music room. The spacious primary bedroom suite serves as a private retreat, complete with 2 walk in closets. The primary bathroom has a new oversized shower, new counters, walk in closet and wood cabinets. The lower level includes a home theater/family room, with a large walk in closet and 2 bedrooms or one as den/office. Step outside to your private backyard which includes a covered patio next to an in ground Gunite pool, new filter, pump and Wifi surround sound system. Car enthusiasts and hobbyists with appreciate the rare 4 car garage w/ an electric vehicle hookup. There are 3 refrigerators and 3 cedar closets. In case of a power failure there is a generator with hookup. Feel secure with 3 Nest cameras and full window/door security system. There is a fixed $700 monthly bill for solar panels that includes a new roof. Contingent on the owner finding suitable housing. Owner/age

67 Valley Cir, Fairfield

1951 Burr St, Fairfield
$1,403,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24206877 MLS
*OFFERS DUE 5PM 9/21* Welcome to this quintessential New England colonial, lovingly cherished by the same owner for over 4 decades. On 2 flat, picturesque acres, this timeless home offers serene, private living while remaining centrally located. A sweeping circular driveway creates a warm arrival, while the sprawling, level backyard provides an ideal setting for outdoor entertaining, with room for a pool and pool house.Inside, traditional character shines with hardwood floors throughout. The main level is designed for both casual daily life and formal hosting. The heart of the home features an expansive eat-in kitchen anchored by a center island, ideal for morning coffee or casual gatherings. A formal living room centers around a fireplace, with classic French doors opening into the dining room. The main level also offers exceptional layout flexibility, including a light-filled office with French doors to a private flagstone patio, a cozy den, a family room with a second fireplace, and a practical mudroom with garage access to keep everyday life organized. Upstairs, 4 generous bedrooms include a primary with an oversized bathroom, the rare convenience of a true 2nd-floor laundry room, and a 2nd full bathroom with double sinks. For extra storage, a full walk-up attic provides additional space. Offering rare privacy, incredible space, and enduring quality in a prime location, this exceptional property presents a wonderful opportunity for its next owners to make it their

1951 Burr St, Fairfield

263 Putting Green Rd, Fairfield
$1,400,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24209265 MLS
Step inside this striking Colonial, where timeless elegance meets relaxed comfort with warm, Ralph Lauren-inspired style throughout. At its heart is the beautiful kitchen, featuring furniture-grade custom cabinetry, Subzero and dramatic 14-foot ceilings-a welcoming gathering place for everyday living and entertaining. Completely rebuilt and thoughtfully redesigned in 2005, the home also features an energy-efficient geothermal system, gorgeous custom millwork throughout, and charming French Country-inspired floor-to-ceiling china cabinet in the breakfast nook. The gracious living room, with hardwood floors, abundant natural light, and a wood-burning fireplace, opens to both a sunny deck and stone patio. A spacious formal dining room is ideal for memorable dinners with family and friends. A double office, guest bedroom, full bath, and convenient mudroom complete the first floor. Upstairs, the inviting primary suite offers two walk-in closets and ensuite bath, along with two additional bedrooms, a full bath, and generous laundry room. Above the garage, a large family room provides wonderful space for play, exercise, or cozy movie nights, plus a sizable closet already plumbed for a bath. The flat backyard offers room to play, garden, or unwind. Walk to North Stratfield Elementary and enjoy being less than a mile from Lake Mohegan's beach, trails, and splash pad. Minutes to Fairfield's shops, dining, theater, five Long Island Sound beaches, Metro-North, and the Merritt Parkway.

263 Putting Green Rd, Fairfield

1192 Catamount Rd, Fairfield
$1,400,000
3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24181750 MLS
Rare opportunity in Fairfield's coveted Greenfield Hill! This 2013 custom-built, meticulously maintained home offers the perfect balance of luxury, privacy, and low-maintenance living. Situated on a manageable .28-acres, you'll enjoy the serenity of a country retreat without the upkeep of a large estate. Set along one of Fairfield's designated scenic roads, and with Brett Woods Open Space as its backdrop, 1192 Catamount is surrounded by natural beauty while remaining incredibly connected to both Fairfield & Westport. Outside, this home welcomes you with a wraparound front porch. Inside, the open floor plan showcases 9'+ ceilings and exceptional custom millwork. The main level features a family room anchored by a floor-to-ceiling stone gas fireplace, a paneled office behind french doors, a gourmet kitchen with Viking appliances and a marble center island ideal for entertaining. The dining area is framed by floor-to-ceiling windows that capture the surrounding woodland landscape. Upstairs, the primary suite offers a tray ceiling, walk-in closet, and spa-inspired marble bath.Two additional bedrooms share a hall bath, conveniently located near a dedicated laundry area.The lower level offers versatility as a guest suite with its own full bath. A full standing height attic with natural light provides future expansion potential.Recent upgrades include exterior/interior paint, a new driveway, patio, and a whole-house generator which offer true move-in confidence from day one

1192 Catamount Rd, Fairfield

240 N Cedar Rd, Fairfield
$1,400,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24176616 MLS
A John Brackert built home on a very sought after cul-de-sac in lower Greenfield Hill. A true neighborhood of yesteryear, where youth can ride bikes in the street, you walk to the Greenfield Hill Corner Market for your hot coffee and breakfast sandwich, and the families gather on the weekdays at the bus stop for an old fashion chat and send off. 240 North Cedar has been in the owners happy and loving hands for 61 years. Lots of life, laughter, milestones, and gatherings have filled her walls and yard. Many friends, family, grandkids, and neighbors have shared times and yummy homemade meals and ice teas under her roof. Her charm and character are felt and seen. (Just look at her custom finials on either side of her front door). Her stories are real and well lived. Her laughter and joy loud. Yes, she needs some work, yes certain edges are worn, but this home, on this street, in this neighborhood, make her a home run. She is ready for her story to become your story.

240 N Cedar Rd, Fairfield

4041 Redding Rd, Fairfield
$1,400,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24180399 MLS
Compelling Value in Greenfield Hill! Nestled amid mature trees and natural surroundings, this 5-bedroom, 4-bath home offers an exceptional combination of space, privacy, and functionality. The open living room and family room provide flexible living spaces with seamless access to the covered porch and expansive deck overlooking the peaceful setting and side yard. The spacious eat-in kitchen features abundant workspace, generous cabinetry, and room for casual dining. Adjacent to the kitchen, the dining room is equally suited for everyday meals and special occasions. A mudroom located just off the kitchen provides its own entrance and access to the oversized three-car garage. A unique spiral staircase offers secondary access to the primary suite. A dedicated main-level office and full bath add convenience and versatility. Upstairs, the spacious primary suite is complemented by four additional bedrooms and two full baths. The finished lower level provides generous bonus space for a playroom, media room, fitness area, or recreation room beyond the reported square footage. In addition to the attached three-car garage, a detached two-car garage offers valuable extra space for vehicles, bikes, equipment, hobbies, or creative use. Enjoy a private setting approximately 15 minutes from Fairfield Center, Westport, Easton, and Weston, with convenient access to shopping, dining, recreation, and transportation.Greenfield Hill living at an exceptional value!

4041 Redding Rd, Fairfield

130 Stillson Rd Unit 130, Fairfield
$1,400,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24176463 MLS ⋅ Oaks BLDG.
Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas fireplace. The updated bright white kitchen with granite countertops flows effortlessly into the main living areas and out to a large private patio - an ideal setting for entertaining or quiet mornings surrounded by the privacy only an end unit can provide. The highly desirable main-level primary suite includes a recently updated bath, creating the perfect layout for effortless everyday living. Laundry/mudroom conveniently located on the main level. Upstairs, two spacious bedrooms, a full bath, and an open area offering exceptional flexibility for guests, home office space, or hobbies. Complete with an attached two-car garage and full unfinished basement with tremendous storage and future possibilities, this refined home delivers timeless style and low-maintenance living in one of Fairfield's most coveted communities. Located within minutes to shopping, downtown, trains, and more!

130 Stillson Rd Unit 130, Fairfield

1135 Hulls Farm Rd, Fairfield
$1,395,000
6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24106320 MLS
A prime Southport estate location at the Westport line is home to this gracious 5 Bedroom Colonial featuring a rarely found attached main level IN-LAW / AU PAIR APARTMENT with a private entrance, Living/Dining Room, Bedroom and a full Bath. Additionally appreciated, and perfect for today's work from home buyer, is an OFFICE/STUDIO over the barn style oversized detached two car garage. Approached by a long driveway this home is a nature lovers paradise offering complete privacy with the convenience of being approximately 2 miles to Southport Village center, train and harbor. Inside a welcoming Foyer introduces the front to back Living Room with fireplace, formal Dining Room and the charming Family Room with rustic beams, built in bookcases and impressive brick fireplace. This room is open to the Kitchen and the Breakfast Room with atrium door to a two tier deck to enjoy al fresco dining. The Kitchen impresses with abundant cabinetry and counter space including large breakfast bar perfect for gathering friends/family or food prep duties. Adjacent is a mudroom with side door access to the front walk, the laundry/storage room and if desired access to the attached apartment. Five ample Bedrooms occupy the second floor along with generous linen and cedar closet storage. The primary Bedroom offers a walk in closet, Bath with heated floor, double sink vanity and walk in steam shower. A truly private country home just minutes from Southport Village Center, Harbor, Beach and Train

1135 Hulls Farm Rd, Fairfield

594 Stratfield Rd, Fairfield
$1,389,000
6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24197129 MLS
Classic New England charm meets today's modern updates in the heart of Stratfield Village, where beautifully renovated interiors are matched by an extraordinary backyard rarely found in Fairfield. Set on a beautifully landscaped half-acre, this six-bedroom, three-and-a-half-bath Colonial has been thoughtfully renovated while preserving the warmth, character, and craftsmanship that define a classic New England home. A stunning renovated kitchen serves as the heart of the home, complemented by beautifully updated baths, spacious living & dining areas, abundant natural light, & an inviting floor plan that is as functional as it is welcoming. Step outside and discover what truly sets this home apart. The professionally landscaped grounds are centered around a heated in-ground pool & charming pool house, creating a private outdoor retreat designed for relaxing & entertaining. Expansive lawn areas, mature plantings, a greenhouse, and a separate garage outbuilding provide endless opportunities for gardening, recreation, hobbies, a workshop, or addt'l storage. Ideally located in one of Fairfield's most desirable neighborhoods, you'll enjoy the charm of Stratfield Village just minutes from Fairfield's vibrant town center, beaches, Metro North train service, parks, restaurants, shopping, & top-rated schools. A rare opportunity to own a beautifully updated Colonial where timeless architecture, exceptional outdoor living, & location come together in one remarkable property.

594 Stratfield Rd, Fairfield

223 Mistywood Ln, Fairfield
$1,380,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24175165 MLS
HIGHEST AND BEST TUES 5/19/26 AT 2 PM. Welcome to 223 Mistywood Lane - a beautifully maintained 4-bedroom, 2.5-bath retreat offering privacy and tranquility on over 2 picturesque acres. Filled with natural light, this inviting residence features recently remodeled bathrooms, hardwood floors throughout, fresh interior paint, and a thoughtfully designed layout ideal for both everyday living and entertaining. The bright kitchen is both stylish and functional, showcasing granite countertops, a charming shiplap backsplash, new appliances, a spacious walk-in pantry, and a designated dining area with a wood-burning fireplace. The stunning sun-filled room lined with windows creates the perfect space to relax and enjoy views of the beautifully landscaped gardens and serene surroundings. The second floor features four bedrooms, including a spacious primary suite with an oversized dressing room and a large en-suite bath with a soaking tub. A beautifully designed laundry room adds convenience and character to the home's well-appointed living spaces. Adding to the property's appeal is a recently remodeled barn-style garage with a finished bonus space above, offering endless flexibility as a playroom, home gym or studio. Surrounded by beautiful gardens and peaceful outdoor spaces, this exceptional property offers a rare combination of privacy, character, and convenience. Recent updates include a new well water pump and a high-efficiency propane boiler, providing added peace of mind

223 Mistywood Ln, Fairfield

774 Fairfield Woods Rd, Fairfield
$1,379,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24148082 MLS
Welcome to this exquisitely renovated, well-loved antique home in Fairfield's coveted Fairfield Woods neighborhood. Rich in history yet thoughtfully updated, this classic New England home with Victorian flair blends timeless charm with modern elegance. Stone walls, hydrangeas, great curb appeal and a welcoming front porch set the tone. Inside, sun-filled rooms offer hardwood floors, traditional layout, graceful proportions, and fine craftsmanship. Detailed moldings, wide baseboards, and custom millwork add warmth and character throughout. The gracious living room features built-ins, a gas fireplace, and a picture window w/ sunset views. The bright dining room is ideal for everyday dining or entertaining. The stunning eat-in kitchen boasts quartzite counters, oversized island, custom cabinetry, Monogram 6-burner range, pot filler, white tile backsplash, built-in hutch, eating area, and walk-in pantry connecting to a chic half bath. French doors open to a covered patio. Mudroom, central vac, attached garage, and ample driveway add convenience. Pocket doors lead to a dramatic family room w/ soaring ceilings, abundant light, and 2nd gas fireplace, plus a private office and full bath - ideal for a 1st fl primary suite. Upstairs offers 4 bedrooms including a serene primary bedroom w/ heated floors in the bathroom. You'll love enjoying all 4 seasons on the patio overlooking the backyard on .49 acres. Turn-key, walkable & close to schools, the library, shops, parks & commuting routes

774 Fairfield Woods Rd, Fairfield

73 Inwood Rd, Fairfield
$1,375,000
6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24180856 MLS
Step into the timeless elegance of this gracious 1920s 6-bedroom, 3.5-bath Colonial, nestled on one of Fairfield's most beautiful and coveted streets. Surrounded by neighboring homes with equally exquisite architecture and sweeping lawns, 73 Inwood Road has been a cherished home filled with good cheer and great memories for over 53 years. Special features of this grand dame include gorgeous hardwood floors, multiple French doors, a grand front Entryway and both front and back staircases. The main level offers exceptional flow: Spacious Formal Living and Dining Rooms, a cozy Den with working fireplace, 3-Season Screened Porch, and sun-drenched Breakfast Room. A functional Butler's Pantry enhances the formal spaces. Enjoy seamless indoor-outdoor living with not one but two bluestone terraces - a spacious rear Patio, perfect for outdoor entertaining and a covered front Terrace off the Living Room to watch neighbors and friends passing by. The park-like grounds are dry, level and provide just the right amount of sunshine for lush, green grass and trees for a bit of shade. With 4 Bedrooms on the 2nd level and 2 additional Bedrooms and Full Bath on the finished 3rd floor, this very special home offers a rare opportunity to own a piece of Fairfield history, near top-tier schools, parks, golf courses, Merritt Pkwy and Black Rock Turnpike's dining and shopping. Natural gas heat, a 12-year old roof and newer exterior paint job enhance the maintenance comforts of 73 Inwood Road.

73 Inwood Rd, Fairfield

694 Jennings Rd, Fairfield
$1,365,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24209649 MLS
Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, offers a rare combination of modern design, turnkey living. Owner holds a real estate license

694 Jennings Rd, Fairfield

200 Jackman Ave, Fairfield
$1,365,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24159785 MLS
ALL OFFERS DUE BY 5PM MONDAY APRIL 13. This enchanting, home exudes charm from the moment you arrive. Wisteria, boxwood, climbing hydrangea...the beautifully curated landscaping will draw you in and invite you to explore. Inside, the rooms are elegant yet comfortable, with unique architectural details throughout - from the striking fireplace mantel acquired from a Park Slope brownstone, to intricate hand-carved wall paneling brought over from Paris, and exquisite detail on the family room ceiling. The chef's kitchen with Wolf and Viking appliances features a separate Breakfast Room, along w/ access to the back patio for morning coffee. The adjacent light-filled Family Room could be a formal Dining Room if desired. The Library is the ideal office or potential 1st fl. bedroom with connected Full Bath. A spacious Living Room currently doubles as a Dining Room and lovely entertaining space. Up the curved staircase to the 2nd floor, the luxurious Primary BR with walk-in closet and marble ensuite is a restful retreat. 2-3 Additional Bedrooms and a Full Bath, plus a bonus playroom/workspace offers flexibility. Finished Den and Laundry Room in the Lower Level. The covered veranda, set in a lovely garden, is perfect for morning yoga or relaxed evenings surrounded by nature. Dine al fresco on the elevated stone terrace, or wander up the stone steps to a level grassy area, perfect for a swingset or game of badminton. Walk to Lincoln Park/Playground. Don't miss this magical home

200 Jackman Ave, Fairfield

153 Pease Ave, Fairfield
$1,365,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24148793 MLS
Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings throughout, creating a warm and inviting atmosphere. Upstairs, you'll find four spacious bedrooms, including a luxurious primary suite with a spa-like bath boasting a soaking tub and oversized shower. The finished lower level provides even more living space, including a large main room and an additional bonus room, ideal for a playroom, home gym, or office. Located in a convenient Southport neighborhood, just minutes to major highways, Southport Train Station, shops, and dining. Home is a must see. Nothing to do but move in.

153 Pease Ave, Fairfield

119 Old Dam Rd, Fairfield
$1,360,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24163818 MLS
Delightful waterfront oasis offering direct access to Long Island Sound and includes deeded Fairfield beach access. This jewel box home has a bright, open floor plan, fully renovated with a coastal style. The kitchen flows seamlessly to the dining area and living room. Glass doors bring the outside in an lead to a spacious deck and property that culminates at the waterfront and dock. The primary bedroom boasts vaulted ceilings a balcony overlooking the water, providing stunning views of Pine Creek & LI Sound. The property promises breathtaking vistas of coastal sunrises and tranquil sunset views over the salt marsh. Enjoy boating, kayaking, and paddleboarding from your private dock on Pine Creek with access to Long Island Sound. Dont miss the outdoor shower! Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

119 Old Dam Rd, Fairfield

1185 Stillson Rd, Fairfield
$1,360,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24166397 MLS
One of a kind! Where can you find a sunny sprawling contemporary ranch with an open floor plan, large rooms and total privacy right in the heart of town? Set on a private acre with a long winding driveway, this one level home invites the "outside in"with a smashing vaulted LR with multiple windows, a floor to ceiling stone fireplace adjacent large entertainment deck. There is a formal DR with picture window overlooking professionally landscaped gardens. A large FR is open to a newer kitchen with a private terrace, skylight, dining area, high end appliances and a custom pantry to die for! The primary suite has "his and hers" closets, a bath with double sinks and luxury shower and its own private access to the yard. Three additional bedrooms (one used as a den with closet in the hall) are spacious and serviced by an updated hall bath. This house that has it all!

1185 Stillson Rd, Fairfield

10 Horace Ct, Fairfield
$1,356,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24179078 MLS
Nestled at the end of a quiet cul-de-sac, this picture-perfect Cape Cod home has been renovated to perfection from top to bottom & offers spectacular outdoor living complete w/ a newer in-ground pool - Welcome Home to 10 Horace Court. Located in a great beach neighborhood and NOT in a flood zone, this home is a rarity in the beach community. Step inside to discover a bright, open interior filled w/ custom details including built-in cabinetry throughout, designer lighting, shiplap accents, hardwood flooring, elegant color selections, & beautifully remodeled kitchen and baths. Spanning 3 levels, this home lives much larger than expected. The main level features a stunning chefs eat-in kitchen w/ an oversized island & dining area that flows easily into the cozy family room, highlighted by gorgeous custom cabinetry & double French doors opening to the expansive exterior deck - perfect for indoor/outdoor entertaining. Two main-level bedrooms & a beautifully updated full bath complete this level. Upstairs, the primary suite offers a serene retreat along w/ another bedroom, full bath & dedicated gym space or flexible bonus area. The bright, finished lower level w/ exterior access provides endless possibilities for a recreation room, home office, gym or guest space. Outside, the backyard is truly a paradise featuring mature privacy trees, gorgeous landscaping bursting w/ color, multi-tier decking & a newer in-ground pool designed for relaxing. Walk to beach, town, school & parks.

10 Horace Ct, Fairfield

1488 Sturges Hwy, Fairfield
$1,355,500
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24177506 MLS
This Greenfield hill Charming colonial, sits on a 1.6 acre lot, right at the border of Fairfield and Westport and only 6 away minutes from the Southport train station and multiple beautiful beaches. Cozy and stylish with a twist of French flair, this well maintained property offers, 5 bedrooms, including a nursery right by the primary suite, 3.5 bathrooms and 5 garages, 3 being attached to the house. On the first floor a large living room leads to an open concept dining room and a bright kitchen, perfect for gatherings. On the second floor, the 5 bedrooms and 3 bathrooms as well as a dedicated office space await you. A full house generator has been installed. Be the first to discover this hidden gem. Agent/co owner. Cameras are installed outside. UPDATE: Sellers are thanking all agents and potential buyers for their interest and are asking for Highest and best offers by Tuesday June 9th noon.

1488 Sturges Hwy, Fairfield

585 Hoydens Ln, Fairfield
$1,350,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24191748 MLS
Rare opportunity to own a beautifully maintained ranch-style home on 5+ private acres in coveted Greenfield Hill. A striking balance of old and new, this breathtaking vaulted atrium-style kitchen is the architectural heart of the home, where soaring ceilings and natural light create an unforgettable sense of openness This 3 bedroom, 2.5-bath residence offers privacy, flexibility, and endless potential in one of Fairfield's most sought-after locations. Designed for comfortable living and entertaining, the open-concept floor plan features a spacious living room with hardwood floors, custom built-ins, a wood-burning fireplace, and oversized picture windows. The sun-filled-vaulted atrium style kitchen showcases dramatic floor-to-ceiling windows that capture breathtaking views. Enjoy an expansive patio overlooking rolling grounds, flowering trees, and abundant wildlife. A flexible layout offers multiple primary suite options. Main-level laundry and a powder room add convenience, while the unfinished lower level offers over 1,500 square feet of expansion potential. Recent improvements include a new septic system and radon mitigation system (2022), mini-split HVAC (2026), sump pump (2026), new water tank installation and well casing remediation (2026), propane for the kitchen stove, electrical upgrade to support a future generator. Perfect for downsizers, those seeking a peaceful country retreat, or buyers looking to expand in a premier Greenfield Hill setting.

585 Hoydens Ln, Fairfield

120 Saddle View Rd, Fairfield
$1,350,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24179850 MLS
Exceptional 5-Bedroom Colonial in Fairfield's Desirable Lake Mohegan Neighborhood! Featuring 1st-Floor Bedrooms, 4 Full Baths, Impressive Private Fenced Yard, and Easy Access to Beaches, Commuter Rail, and Fairfield's Town Centers. Ideally located steps from the Lake with serene dog-friendly nature trails, fresh-water swimming beach, and sprinkler area, this beautifully updated home with 3,328 square feet on three levels and .68 acres offers the perfect blend of space, convenience, and lifestyle. Designed for flexible modern living, the home features multiple entrances, open-flow, and a large eat-in kitchen with an oversized island and direct access to the backyard for seamless indoor-outdoor entertaining. The 2nd floor offers two primary suite options, another guest bedroom and a full hall bath. The main suite is a private retreat with a vaulted ceiling, walk-in closets, a spa-inspired bath, and a balcony overlooking the backyard. An open flex space with a picture window creates an ideal home office, reading nook, or homework area. Convenient upstairs laundry completes the 2nd floor. The LL offers additional flex rooms perfect for a gym, playroom, media room, or workshop, while the attic, basement, garage, and shed provide exceptional storage. Enjoy access to award-winning schools, peaceful nature, LI Sound beaches, shopping, dining, libraries, performance venues, Sportsplex, and two train stations. Welcome to Lake Mohegan living in Fairfield, CT!

120 Saddle View Rd, Fairfield

274 Valleyview Rd, Fairfield
$1,350,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24178943 MLS
***Multiple offers received- Highest & Best Offers requested by 6/1 @ 5PM.***Perfectly situated on a peaceful cul-de-sac and set on beautifully manicured park-like grounds, this custom 3 bedroom, 2.5 bathroom Colonial/Cape offers 2,562 square feet of exceptional living space, complete with a 3-car garage, irrigation system, and whole-house generator. A grand foyer welcomes you into a thoughtfully designed interior featuring elegant finishes and timeless craftsmanship throughout.The main level boasts a formal dining room accented with custom detailed millwork, a living room with French doors leading to a charming front porch, and a stunning kitchen equipped with granite countertops, stainless steel appliances, double ovens, and a Sub-Zero refrigerator. A spacious family room with custom built-ins and a gas fireplace provides the perfect gathering space, while French doors open to a beautiful brick paver patio overlooking the expansive private backyard, ideal for entertaining and offering plenty of room for a future pool site. Completing the main level are a convenient mudroom and half bathroom. Upstairs, you will find three generously sized bedrooms, including a luxurious primary suite featuring vaulted ceilings, two walk-in cedar closets with custom built-ins and a gorgeous primary bathroom with a large glass enclosed steam shower, double sink vanity and oversized jacuzzi tub. A truly special property offering privacy, elegance, and exceptional indoor and outdoor living.

274 Valleyview Rd, Fairfield

533 N Benson Rd, Fairfield
$1,350,000
6 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24176641 MLS
Stately Classic 1927 in Fairfield's sought after University section offering 6 Bedrooms, 4.5 baths, timeless architecture, and room for everyone. Built with quality old-world construction and gracious proportions rarely found today, this is not your typical "seen one, seen them all" staged home- but a property with genuine character, scale, and opportunity. A welcoming entrance foyer opens to an expansive living room with fireplace and adjoining den, formal dining room, private office, and first floor bedroom suite with full bath- ideal for, guests, extended family, or au pair living. The large eat-in kitchen with gas range flows into sun-filled sunroom overlooking the private backyard. Upstairs are 5 bedrooms and 3 full baths, including spacious primary suite with oversized walk-in closet, dressing area and private bath. Outside, a pergola-covered patio overlooks the grassy yard with tranquil stream that winds through the property. The rare double lot offers exceptional outdoor recreation space and privacy. Awning and Generator included. Heated Detached 4-car garage provides outstanding flexibility for a car enthusiast, studio, gym, workshop, home office or play space with additional storage above. A classic roaring Twenties gem awaiting its next chapter for someone who values space, craftsmanship, and the chance to create something extraordinary.

533 N Benson Rd, Fairfield

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