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68 Figlar Ave, Fairfield
$1,855,000
5 Beds ⋅ 4 Baths ⋅ 24152282 MLS
Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier cabinet maker, professional-grade Viking appliances, large center island, walk-in pantry w/ Quartz counters & a separate butler's pantry w/ sink & wine chiller. The formal dining room w/ detailed millwork flows seamlessly from the kitchen, while the expansive family room offers built-in bookshelves & gas fireplace. A private home office completes the 1st level. Upstairs, the 2nd level includes a luxurious primary suite w/ a walk-in closet & spa-like bath w/ heated floors, along w/ 3 additional generously sized bedrooms each w/ custom closets, Jack & Jill or ensuite full bath. The 3rd level provides a flexible bonus space that could be an au pair suite/in-law suite w/ a full bath, 5th bedroom & a large walk-in storage room. The finished lower level adds even more living space w/ a versatile recreation room. Outside, enjoy a private backyard w/ plenty of room for a pool, lush yard & patio. Get excited to move right in w/ town, train, parks & schools, close by.

68 Figlar Ave, Fairfield

3233 North St, Fairfield
$1,850,000
5 Beds ⋅ 5 Baths ⋅ 24189785 MLS
Some homes simply give you a place to live. Others quietly become part of the way you live. Tucked away at the end of a private cul-de-sac in Fairfield's coveted Greenfield Hill, 3233 North Street is one of those rare homes where privacy, nature, and everyday living come together effortlessly. Set on more than three acres and bordering the 186-acre Brett Woods trail system, this is a setting that invites morning walks, peaceful afternoons, and the simple luxury of having nature just moments away-all while remaining minutes from Fairfield's vibrant town center, beaches, train, shopping, dining, and top-rated schools. Inside, soaring ceilings and oversized windows flood the home with natural light, creating bright, welcoming spaces that feel connected and alive throughout the day. The kitchen flows seamlessly into the family room, while multiple living areas offer the flexibility to gather, entertain, celebrate, or simply enjoy a quiet evening at home. These are the kinds of spaces where conversations linger, traditions take root, and the people you love naturally find their way back. A completely separate wing with its own private entrance and garage, full eat-in kitchen, ensuite bedroom, and sun-filled living room provides exceptional flexibility for extended family, long-term guests, an au pair, or independent living. It isn't about having more space. It's about having a home that's ready for whatever life brings next.

3233 North St, Fairfield

200 Henry St, Fairfield
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 24168237 MLS
Welcome to 200 Henry Street! This newly constructed home has everything you need in the sought-after Sturges Neighborhood. It's a short walk to Perry"s Mill Pond & Mill Hollow Park. The Gray Pella Windows set against the classic White Hardie Plank Siding is simply beautiful, a true design statement. This upscale home has refined finishes including Character Oak Wood floors throughout the Main & 2nd floor living spaces. The first floor has soaring 9' ceilings with a gourmet kitchen featuring Thermador appliances, Quartz Countertops, & white custom made cabinetry with inset Shaker doors. The kitchen/family room is an open concept with a propane fireplace & sliding doors leading to a Flagstone patio. In addition, the main floor includes a dedicated office, dining room, mudroom, powder room and a spacious walk-in pantry. The 2nd floor has 9' ceilings in the primary suite, and a beautiful spa like bathroom featuring a soaking tub, double sink vanity and a large walk-in shower. There are 3 additional bedrooms, 2 full bathrooms & laundry room. The lower level has 8' ceilings with a finished playroom/den, a mechanical room and storage areas. In addition, there is a very large area for storage in the attic. The outside showcases a 17 X 14 flagstone patio, along with both a Sprinkler/ Irrigation System...and newly planted sod & landscaping.The house has a 1 year Warranty from the builders. 200 Henry Street is not to be missed!!

200 Henry St, Fairfield

196 Robin Ln, Fairfield
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 24150513 MLS
**THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST & BEST OFFERS BY 5PM MONDAY FEBRUARY 23RD** Welcome to 196 Robin Lane, a meticulously custom-built residence set in Fairfield's coveted University area, where timeless architecture meets elevated modern living. Finished across three levels, this four-bedroom colonial was thoughtfully designed with exceptional craftsmanship, refined finishes, and an effortless flow for both everyday living and entertaining. At the heart of the home is a stunning chef's kitchen, anchored by an oversized statement island with quartz countertops. High-end GE Monogram appliances-including a professional gas range with built-in griddle and dual dishwashers-blend performance with sophisticated design. A custom mudroom with generous storage provides a seamless transition from the garage. The main level offers multiple spaces for gathering, including a sun-filled eat-in off the kitchen, an elegant formal dining room, and a welcoming living room centered around a gas fireplace-warm, inviting, and ideal for relaxed yet refined living. The second level is highlighted by a spacious primary suite with dramatic cathedral ceilings, dual walk-in closets, and a spa-like bath featuring a freestanding soaking tub and oversized glass-enclosed shower. Three additional bedrooms complete the level, including one en-suite and two connected by a Jack-and-Jill bath.

196 Robin Ln, Fairfield

464 Ruane St, Fairfield
$1,850,000
5 Beds ⋅ 3 Baths ⋅ 24151270 MLS
Extraordinary new construction expansion marrying original vintage charm and character with modern amenities, stylish fixtures and exquisite finishes in the sought after beach/center area of Fairfield. From the iconic covered front porch, to the intimate formal dining room opening to a sweeping great room and kitchen space, this home is one surprise after another. Wallpapered focal walls, striking island pendants combine with wide plank flooring, vintage built-ins and modern wet bar with ice machine and beverage cooler. creating a classic, gracious and modern home. The main level features home office, formal dining room, great room open to kitchen, pocket french doors to playroom or additional office, mudroom, full bath and built-in buffet. The second floor includes five bedrooms, one with a staircase to a finished third floor playroom, full bath and the primary suite with two walk in closets, modern full bath with spacious tiled shower and a fitness room! In addition, note the envy-worthy first floor laundry room, wall of pantry closets, attic storage and garage. Enjoy sunsets from the rear patio and rinse off from the beach in the outdoor shower. NOTE the small amount of steps to the front porch, a rarity in the beach area. This lovingly created and curated home is married to an unbeatable location, close to the beach, parks and town, train and rec centers. Take your time and read the feature sheet - you will fall in love.

464 Ruane St, Fairfield

359 Reid St, Fairfield
$1,850,000
5 Beds ⋅ 5 Baths ⋅ 24149556 MLS
Brand new construction (HOME WARRANTY) in highly desired Fairfield University area. Move in tomorrow. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The perfect spot for a barbeque). Private first floor home office with accent wall. Storage cubbies for all your sports equipment in mudroom with easy access to 2 car attached garage. Upstairs the Primary bedroom suite with trey ceiling, accent wall, large walk in closet, and ensuite spa like bath with soaking tub double sink and water closet. All bedrooms have hardwood floors and direct access to a full bathroom. The shared bathroom has a large tub and double sinks. Finished lower level offers great flexibility Large recreation room/exercise room or 5th bedroom with full bath. Great location close to Merritt Parkway, I95 train to New York, shopping, parks and Fairfield's restaurant district.

359 Reid St, Fairfield

254 Sherwood Farm Rd, Fairfield
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 24129933 MLS
254 Sherwood Farm Road, tucked away at the end of a cul-de-sac in the desirable lower Greenfield Hill section of Fairfield, this stately brick Colonial blends timeless curb appeal with a flexible floor plan and rare amenities. Mature plantings, stone walkways, and professional landscape lighting frame the home with elegance from the moment you arrive. Inside, the first level offers remarkable versatility with an en-suite bedroom featuring a walk-in closet, a dedicated office, a large chef's kitchen with an impressive Wolf and Sub-Zero appliance package, and dining and living rooms that soar with elevated ceiling heights, bringing light and luxury to the main living spaces. Upstairs, the well-proportioned primary suite is a retreat with dual walk-in closets and a spa-like bath. The oversized shower is outfitted as a steam shower-an ideal sauna alternative-while two additional bedrooms share a dual bath. The fully finished lower level serves as a true multi-generational apartment, complete with a full kitchen, laundry, and full bath, opening directly to the backyard stone patio, private yard, and in-ground pool with a built-in waterfall feature-ideal for entertaining or quiet relaxation. Additional highlights include an oversized three-car garage, whole-house generator, advanced air-filtration HVAC system, and a private yet convenient Greenfield Hill location.This combination of style, flexibility, and amenities makes 254 Sherwood Farm Road a rare and exceptional property.

254 Sherwood Farm Rd, Fairfield

1001 Hulls Farm Rd, Fairfield
$1,840,000
3 Beds ⋅ 4 Baths ⋅ 24123202 MLS
Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired country home blends timeless charm with modern elegance. A white-pebble drive, stone walls, and sweeping lawns with mature trees create a private estate feel. Inside, the home balances warmth with sophistication. Offering 3 bedrooms on the main level and a 4th bedroom option in the lower level with full bath ensuite. Hand-hewn beams, slate entry, and a fieldstone fireplace pair seamlessly with crisp white walls, bold black accents, and striking designer lighting. The open yet defined layout features multiple entertaining areas, a sleek eat-in kitchen, and beautifully renovated baths. More than a home, this is an experience-an extraordinary Southport estate where modern luxury, historic charm, and a setting of rare beauty come together.

1001 Hulls Farm Rd, Fairfield

242 Valleyview Rd, Fairfield
$1,830,000
4 Beds ⋅ 4 Baths ⋅ 24103040 MLS
This exceptional residence, custom-built by one of Fairfield's premier builders, showcases superior craftsmanship, thoughtful design, and meticulous attention to detail. Step inside to discover 9-foot ceilings on both the first and second floors, creating a spacious and airy ambiance throughout. The main level features a private home office, an elegant dining room, and a stunning custom kitchen equipped with abundant cabinetry, a large center island, and a sunlit dining area. The open-concept family room, complete with a cozy fireplace and sliding doors, seamlessly connects to the beautifully landscaped backyard-perfect for indoor outdoor living. A well-appointed mudroom, conveniently located off the garage, adds everyday functionality. Upstairs, you'll find four generously sized bedrooms, including an en suite, a large hall bath, and a luxurious primary suite retreat featuring two walk-in closets and a spa inspired bath. A spacious laundry room with built-in cabinetry completes this level. The finished third floor with a full bath and the fully finished lower level offer flexible living spaces ideal for a playroom, gym, guest suite, or media room. (Pricing will be adjusted if the third and/or lower levels are not included. Nestled in a quiet and charming neighborhood close to top-rated schools, shopping, dining, the train station, and downtown Fairfield.

242 Valleyview Rd, Fairfield

126 Homefair Dr, Fairfield
$1,825,213
4 Beds ⋅ 5 Baths ⋅ 24173523 MLS
Beautifully appointed and spacious Colonial offering exceptional living spaces and an ideal layout for today's lifestyle. The heart of the home features expansive gathering areas perfect for both everyday living and entertaining, including a private first-floor office ideal for working from home. A thoughtfully designed butler's pantry with wine chiller, beverage refrigerator and desk area that connects seamlessly to the kitchen and dining areas, while the oversized mudroom provides outstanding functionality and storage. A separate staircase from the mudroom leads to an expansive great room complete with wet bar, beverage refrigerator and full bathroom, offering endless possibilities for a guest suite, playroom, media room, or private retreat. The generous primary bedroom awaits at the top of the elegant open main staircase, boasting a large bright primary bath and incredible walk-in closets with space galore, leading to the great room. Outside, enjoy a private patio overlooking a level yard, perfect for relaxing or entertaining with room for a pool. Located in an amazing Fairfield neighborhood, popular for its walkability and known for its friendly community atmosphere, this home is just a short walk to a neighborhood playground (Highwood park), library, elementary school, and middle school. A rare opportunity to enjoy space, comfort, and convenience in a truly special setting.

126 Homefair Dr, Fairfield

1960 North St, Fairfield
$1,825,000
5 Beds ⋅ 4 Baths ⋅ 24177222 MLS
This timeless colonial sits beautifully behind a long sweep of native New England stone wall that Greenfield Hill is known for. Fully renovated and expanded in 2010, every decision was made with intention: preserve the home's classic character while creating the open, connected spaces today's lifestyle demands. Rooms that flow and breathe, quality millwork and molding details, and hardware and finishes that whisper elegance without shouting for attention. The current aesthetic is a classic, curated look with Nancy Meyers vibes - but the interiors are flexible enough to make it entirely your own. Step outside and you'll understand why this property is special. Thoughtfully designed with multiple vignette-like areas, each with its own character and purpose - a dining terrace built for long summer evenings, a shaded fire pit terrace for every season, and perennial gardens that lead to a sun-drenched bluestone terrace edged in roses. Manicured lawns and groomed pea gravel paths connect it all - with a flawless pool site if that's on your wishlist. The location is the kind you can't manufacture: a quiet, tree-lined oasis with genuine privacy, yet just minutes from the best of Fairfield and Westport - restaurants, commuter trains, hiking trails, golf, and equestrian clubs. Private, but never isolated. Peaceful, but never far from everything. This home's story is filled with joyful summer gatherings, holiday parties, and cozy quiet moments. The next chapter is yours to write.

1960 North St, Fairfield

621 Shrub Oak Ln, Fairfield
$1,820,000
5 Beds ⋅ 3 Baths ⋅ 24168500 MLS
Welcome to 621 Shrub Oak Lane, a classic Colonial set on two private acres in Greenfield Hill. Tucked away on a quiet cul-de-sac in a highly desirable neighborhood, this five-bedroom home blends timeless charm with modern comfort for today's lifestyle. The main level features formal living and dining rooms, perfect for gathering and entertaining, along with an updated kitchen with granite countertops, Wolf and Sub-Zero appliances. The inviting family room, anchored by a stunning stone fireplace, opens to an expansive deck-creating seamless indoor-outdoor living. A main-level bedroom can also serve as a private home office, offering a flexible living space. Upstairs, the oversized primary suite includes a sitting area, updated bath with marble countertops, makeup vanity, and walk-in closet. Three additional bedrooms and a renovated bath complete the second level. An unfinished basement offers a blank canvas to create additional living space, a home gym, or media room. The outdoor setting is designed for both relaxation and recreation, featuring a large, flat fenced yard with an in-ground pool and spacious deck with awning-ideal for entertaining or unwinding poolside. The property extends beyond the fenced yard to include additional wooded acreage, offering added privacy and a serene natural setting. Conveniently located near shopping, schools, and the Merritt Parkway, this exceptional property captures the best of Connecticut living.

621 Shrub Oak Ln, Fairfield

491 Westway Rd Unit 491, Fairfield
$1,812,500
3 Beds ⋅ 4 Baths ⋅ 24173387 MLS ⋅ Village At Southport BLDG.
Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open space and tranquil nature trails. This particular unit was customized from the ground up, with sophisticated, designer-curated finishes throughout. Elevator-ready on all levels. The main living level features a custom kitchen with inset cabinetry, a striking Hale Navy center island, and an abundance of storage, flowing seamlessly into elegant living and dining spaces highlighted by coffered ceilings, detailed focal walls, and oversized windows that flood the home with natural light. Three generously sized bedrooms including a spacious primary suite with a spa-inspired bath and walk-in closet. The finished lower level adds a versatile, apartment-style flexible space complete with a full bath, walk-in closet, and sliding barn doors, offering ideal accommodations for guests, a home office, or additional living area. Note the 2-bay garage and abundance of customized storage on every level. Quality abounds in this more than ready to move in, new energy/feel/vibe, all with location, location, location.

491 Westway Rd Unit 491, Fairfield

62-74 Soundview Ave, Fairfield
$1,810,000
8 Beds ⋅ 6 Baths ⋅ 24129715 MLS
Spectacular New Construction, Duplex. Two units, each with 2497 sq ft includes 4 BRS, 2 1/2 Baths & Finished Basement. Each unit features the following: 1st floor has an airy open floor plan with a seamless flow and soaring 9ft ceilings. The spectacular gourmet Kitchen has custom white painted cabinets and a large center island with quartz countertops. Stainless steel appliances, walk in spacious Pantry with ample shelving and a wood stained Dry Bar with a beverage cooler. Spacious sun filled Living Room has an over sized large front window. Dining Room with access to the rear patio with a sliding glass door. Office/4th Bedroom accented with 2 sliding barn doors at the entry. Elegant 1/2 bath with white vanity and tile floor. Luxury Vinyl Floors throughout. 2nd Floor includes: A stunning Primary Suite with 10" vaulted ceiling and features an accent wall with shaker panels and walk in closet. Luxurious Primary Bath has a white painted double vanity with an oversized shower with a full glass door. 3 more generous Bedrooms, Full Bathroom with tub/shower tile floor. Laundry also located on 2nd floor. Basement includes: An oversized window brings in lots of sun to the Family Room, Play Room, Mud Area and Utility Room. Access to 1 car garage and charging outlet for electric vehicles. Exterior includes a beautiful lanscaped level yard with premium sod and assorted plantings. Relax or entertain on the rear paver stone patio. Close to 195, shopping, restaurants and parks.

62-74 Soundview Ave, Fairfield

469 Woodridge Ave, Fairfield
$1,800,000
5 Beds ⋅ 5 Baths ⋅ 24188528 MLS
Location, Location + a newer, gorgeous, 5 bedroom, 4.5 bath Colonial spanning 4 levels of bright living space & set on a half-acre in the desirable Lake Mohegan neighborhood - Welcome to 469 Woodridge Avenue. Superior craftsmanship, hardwood floors, detailed millwork & an open floor plan combine to make this home a stand out. 9-foot ceilings on the main level enhance the spacious feel, while the chef's kitchen features custom cabinetry, marble countertops, Viking SS appliances & a large center island that flows to the family room w/ gas fireplace & custom ship lap. The main level also offers a formal dining room w/ tray ceiling, a bright & sunny living room w/ French doors, mudroom off the 2 car attached garage & partial bath. A luxurious primary suite w/ generous walk-in closet & spa-inspired marble bath, 2 spacious bedrooms w/ a Jack-&-Jill bath & double vanity & an additional 4th bedroom w/ its own en-suite bath & laundry complete the 2nd level. The finished walk-up 3rd level w/ 5th bedroom, full bath & bonus area is perfect for guests, playroom, home office, or fitness. The partially finished lower level is wired for a home theater, offering even more possibilities. Once outside you can enjoy your private, peaceful, park-like backyard w/ deck accessible from French doors - an ideal setting for outdoor festivities. Part of the Lake Hills Association where you can also enjoy hiking + access to 5 private beaches. Close to town, train, shopping & dining. This home has it all!

469 Woodridge Ave, Fairfield

15 Barton Rd, Fairfield
$1,800,000
6 Beds ⋅ 5 Baths ⋅ 24171149 MLS
HIGHEST & BEST: PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM MONDAY 5/4. Built by award-winning local reputable builder DeLaurentis Developments, not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, & neighborly conversations. Just moments away, Gould Manor Park becomes an extension of your backyard-perfect for playground time, tennis/pickleball, & weekend gatherings. Block parties & neighborhood traditions create a sense of connection that's increasingly rare. Living here means effortless convenience: a quick Whole Foods run, coffee downtown, or catch the train less than a mile away for an easy NYC commute. Beaches, shops, restaurants, & schools are all w/in minutes, blending coastal charm w/ everyday practicality. Inside, the home balances warmth & modern function w/ sun-filled spaces & seamless flow. A custom chef's kitchen w/ full Thermador suite, statement Venetian-plastered range hood, oversized island, & walk-in pantry anchors the main level. The adjacent family room-w/ its cozy fireplace-opens to a fenced yard w/ a thermal stone patio, designed for entertaining, play, pets, and more.

15 Barton Rd, Fairfield

6 Lighthouse Pt, Fairfield
$1,795,000
4 Beds ⋅ 3 Baths ⋅ 24142448 MLS
Welcome to 6 Lighthouse Point, an exceptional residence in the heart of Fairfield Beach. This 2,106 square foot home offers four spacious bedrooms and three full bathrooms, complemented by two attached garages. The property showcases sweeping water views of Long Island Sound, creating a serene backdrop for everyday living. Fairfield Beach is one of the region's most sought-after coastal communities, known for its sandy shoreline, vibrant neighborhood atmosphere, and proximity to downtown Fairfield's shops, dining, and train service. Residents enjoy a blend of year-round coastal living and strong rental demand, making this home equally appealing as an owner-occupied retreat or an investment opportunity for academic rentals. The location is unmatched, with the beach just steps away and the convenience of town amenities nearby. Whether you envision summer gatherings by the water or steady rental income in a premier academic market, this property delivers both lifestyle and value.

6 Lighthouse Pt, Fairfield

3810 Congress St, Fairfield
$1,753,000
4 Beds ⋅ 3 Baths ⋅ 24165368 MLS
Greenfield Hill Court - A Legacy Reimagined Nestled amid the tranquil woodlands of Fairfield's coveted Greenfield Hill, this timeless residence blends historic charm with contemporary luxury. The home's lineage of love and craftsmanship endures through every detail - now beautifully renewed for the next generation. A brandnew chef's kitchen anchors the heart of the home, complemented by updated bathrooms that marry classic design with modern comfort. Outdoors, the property unfolds into a private retreat: an expansive Pickleball court, basketball area, and lush, manicured gardens that invite play and peace in equal measure. Evenings gather around the stone fire pit, where laughter and stories rise beneath the stars. The twocar garage offers not only secure parking but also a bonus storage area for lawn and garden tools - a thoughtful touch for those who cherish both beauty and practicality. Free from historical restrictions yet rich in heritage, Greenfield Hill Court stands as a rare opportunity: a home with a past worth preserving and a future ready to be lived.

3810 Congress St, Fairfield

679 Fairfield Beach Rd Unit 679, Fairfield
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 24188249 MLS ⋅ Burr Court BLDG.
Welcome to Burr Court, an upscale coastal community where tranquility and exceptional living await. Seldom will you find a waterside opportunity that combines all of today's amenities w/ the relaxing charm of this stand-alone home along w/ access to a private beach. Exceptional craftsmanship is evident on all 3 levels and in the outdoor space. Take a moment to enjoy the inviting front porch w/ water views perfect for morning coffee. The main level features an open-concept area w/ a beautifully appointed living room w/ plantation shutters, custom cabinetry and soffit up lighting. Note the coffered ceiling & millwork in the dining area along w/ the 92 bottle dual zone wine fridge. The kitchen features heated quartzite counters, glass subway tiles, Bosch/Wolf appliances & French doors to the rear patio. The Primary Suite awaits on the 2nd floor w/ an expansive walk-in closet, steam shower & wrap around deck w/ water and lighthouse views. The two additional bedrooms each have their own balcony. The finished 3rd floor offers a multitude of uses such as office, rec room or simply more space for weekend guests. The expansive, private rear patio includes a built in bench system w/lighting, outdoor shower, propane fire pit, gas grill & TV. Entertainment system in all rooms & outdoors. This beautifully appointed home was completely renovated in 2016. It is situated on a premier beach locale perfect for a summer retreat or year round comfort. See addendum for all the property features

679 Fairfield Beach Rd Unit 679, Fairfield

75 Millard St, Fairfield
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 24184687 MLS
Fairfield Beach Neighborhood! Nestled in the heart of Fairfield's highly sought-after Beach Area, this wonderful Colonial was totally rebuilt in 2008 and offers an unparalleled lifestyle just moments from Sherman Elementary, public beaches, bocce/tennis courts, the tot lot, Town Hall, downtown Fairfield's acclaimed restaurants, boutique shopping, library, & the Metro-North train station. This beautifully appointed 9-room, 3-4 bedroom, 3 full bath colonial seamlessly combines timeless charm with modern comfort. An inviting covered front porch welcomes you home, while the rear deck overlooks a level, private backyard with ample space for gardening, recreation, or outdoor entertaining. A detached garage with an attached storage shed adds everyday convenience. Designed for both comfortable living and effortless entertaining, the main level features a spacious eat-in kitchen equipped with a Wolf cooktop, double wall ovens, granite countertops, and an elegant tile backsplash. The kitchen flows seamlessly into the formal dining room as well as the generously sized living room, creating an ideal gathering space. French doors open to a sun-filled four-season sunroom with sliding glass doors leading to the rear deck. A private office with French doors, conveniently located adjacent to a full bath, offers the flexibility to serve as a first-floor guest bedroom.

75 Millard St, Fairfield

264 Half Mile Rd, Fairfield
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 24162941 MLS
Set along one of Southport's most picturesque residential cul-de-sac's, 264 Half Mile Road embodies the quiet sophistication and understated elegance that define this coveted coastal enclave. Privately sited on just over an acre, this classic Colonial residence offers a rare blend of space, serenity, and enduring charm in a setting known for its natural beauty and refined lifestyle. With approximately 2,900 square feet of living space, the home is thoughtfully scaled with four bedrooms and two and a half baths, creating a layout that is both functional and inviting. Built in the early 1970s, its architecture reflects timeless New England character-graceful proportions, warm wood elements, and a sense of quiet permanence. Mature trees, open lawn, and the gentle rhythm of the surrounding landscape create a private, park-like atmosphere-ideal for outdoor entertaining, future enhancements, or simply enjoying the tranquility that defines life on Half Mile Road. Located just minutes from Southport Village, residents enjoy effortless access to shopping, harbor views, beaches, and the Metro-North Railroad for a seamless connection to Manhattan. The neighborhood itself is celebrated for its peaceful, established feel, beautifully maintained homes, and a strong sense of community. Seller will review all offers on Tuesday, May 5th. Please submit all offers by 5:00 PM on Monday, May 4th. Seller reserves the right to accept an offer before this time."

264 Half Mile Rd, Fairfield

364 Beach Rd, Fairfield
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 24163572 MLS
Picture perfect Cape Cod nestled in one of Fairfield's most sought after neighborhoods, offering unbeatable convenience to everything the town has to offer. Just minutes to top rated schools, Fairfield University, MetroNorth Train Station. Walk to Fairfield beach, restaurants, and local museums, this home blends classic charm with an ideal location. The recently refreshed exterior features fresh paint and newer Pella windows. Inside, an open kitchen and dining area with center island is perfect for entertaining and filled with natural light, overlooking nearly 3/4 of an acre of private, park like grounds. The space flows seamlessly into a cozy, sun drenched family room with a wood burning fireplace. A formal living room at the front of the home offers charming built-ins and an additional wood burning fireplace, creating a warm and inviting atmosphere. The professionally landscaped yard includes an inground sprinkler system and provides ample room for summer gatherings and outdoor enjoyment. The main level features convenient laundry, hardwood floors, a spacious primary suite with walk-in closet and en-suite bath with step in shower, plus two additional bedrooms-one currently used as a home office. The second level offers a versatile bonus room, ideal as a large bedroom, playroom, or flex space, with abundant storage. This special home combines timeless New England character, modern functionality, and an exceptional Fairfield lifestyle. Town has 3 bedrooms, there are 4

364 Beach Rd, Fairfield

494 Pequot Ave, Fairfield
$1,750,000
2 Beds ⋅ 3 Baths ⋅ 24158567 MLS
Charming Pied-a-terre in Connecticut's alluring Southport Village! Whether you're looking for a permanent residence or your home away from home, this is a perfect vacation home or condo alternative. Leave without a care or immerse yourself in this historic maritime enclave. A rare find in the heart of the Village, this home is steps from the neighborhood eateries, shops, metro, pub, bakery, post office, Equinox, Southport Harbor, and Southport Beach. -All an hour from NYC! Cherished outdoor spaces are part of what makes this home so special. From the covered front porch, to the hidden garden terrace beneath, and the enchanting rear stone patio among lush gardens, there's always a picturesque and private retreat to enjoy. Inside, elegant interiors unfold. An inviting Living Room with hardwood floors, hidden TV, and a gas fireplace opens to the Dining Area. The renovated Chef's Kitchen features a Caesarstone island, stainless appliances, and a light-filled eating area with built-ins and a banquette overlooking the garden. Upstairs, is a serene Primary Suite and stunning spa bath, hardwood floors, and 9-foot ceiling. A Guest Bedroom, hall bath, laundry, and access to Attic Storage complete the 2nd floor. The Walk-out Lower Level offers another charming room with a second gas fireplace. It connects to a project area with a porcelain sink, storage, & separate entrance, offering guest-suite potential. Character, convenience, and privacy in a cherished seaside village!

494 Pequot Ave, Fairfield

338 Orchard Hill Ln, Fairfield
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 24139227 MLS
**THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST & BEST OFFERS BY 11AM MONDAY NOVEMBER 17TH** Location, lifestyle, and luxury converge in this beautifully updated Transitional Colonial in Fairfield's sought-after University area. Just minutes from downtown & Black Rock shopping, this chic residence offers designer interiors, quality finishes, and a private, manicured backyard. The classic layout is open and airy, with a gracious foyer accented by shiplap, an entertaining-sized DR, & flexible layout that offers a main level office w/built-ins & window seat plus a LR or 2nd office w/French doors. A custom kitchen w/lrg center island, stone counters & Viking, Monogram & Bosch appliances flows into the vaulted ceiling fam rm w/sleek, modern fireplace & access to the expansive deck. The new main floor pantry/laundry is an incredibly functional addition to the home, and a powder room bath completes the main level. Upstairs, a gracious landing leads to the BRs, beginning with the serene primary suite which features a generous walk-in closet and custom bath with fine cabinetry, dual vanities and glass-enclosed shower. Three additional BRs each have unique flair. A tastefully renovated hall bath has excellent quality features. Use the versatile bonus rm for rec/playroom, gym or studio. LL has great storage space, finished 2nd laundry rm & room to create most any vision. A rare blend of sophistication & comfort in a prime location. Nothing to do but move in and enjoy.

338 Orchard Hill Ln, Fairfield

706 Judd St, Fairfield
$1,738,000
5 Beds ⋅ 6 Baths ⋅ 24158696 MLS
Opportunity knocks! Don't miss this fabulous NEW construction home in Fairfield's highly desirable University area, built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with beautiful patio and newly fully fenced yard offers 4,100 sqft+ of designer living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light, white oak hardwood floors, exquisite details and luxurious finishes throughout. The gourmet eat-in kitchen features premium stainless steel appliances, abundant storage, and an oversized island perfect for entertaining, flowing seamlessly into the spacious family room with a striking gas fireplace. A versatile living room, office, or dedicated dining area, awaits your personal touches. The finished lower level w/ exterior access & additional bathroom provide flexible space for today's modern lifestyle. The second level offers four spacious ensuite bedrooms, including a luxurious primary suite with soaring ceilings, striking gas fireplace, spa-like bath, and two custom walk-in closets, along with a convenient laundry room. The finished third floor provides a fifth bedroom with full bath, or additional flexible space ideal for a media room/office. Exceptional design and value ideally located in WALKABLE distance to Elementary school, restaurants, shopping, as well as convenient proximity to Fairfield's beloved beaches, Metro stations to NYC, Lake Mohegan, schools & more!

706 Judd St, Fairfield

2580 N Benson Rd, Fairfield
$1,725,000
5 Beds ⋅ 4 Baths ⋅ 24198508 MLS
Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

2580 N Benson Rd, Fairfield

142 Horseshoe Ln, Fairfield
$1,710,000
4 Beds ⋅ 3 Baths ⋅ 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

345 Reef Rd Unit B6, Fairfield
$1,700,000
4 Beds ⋅ 6 Baths ⋅ 24180117 MLS ⋅ Coastal Haven - Fairfield BLDG.
Approximately 4,000 square feet townhouse feels like a single family home with thoughtfully designed living space and featuring four bedrooms, four en-suite bathrooms, and two half baths, and private elevator. This residence offers ample room to accommodate a variety of household needs. The primary suite boasts a luxurious en-suite bathroom with a dual vanity, walk-in shower, soaking tub, and generous walk-in closet. Additional bedrooms provide both privacy and flexibility, each with access to a full bathroom. An open-concept floor plan seamlessly integrates the living, dining, and kitchen areas, creating a cohesive and functional living environment. The modern kitchen is outfitted with professional-grade appliances, while antique brass fixtures and white oak flooring lend a refined, timeless aesthetic throughout. A versatile multi-purpose room offers endless possibilities, whether used as a home office, fitness area, golf simulator or additional living space. Residents enjoy the convenience of a private elevator and the outdoor retreat of a private patio-perfect for relaxing or entertaining. Situated in a highly walkable neighborhood, this home is just moments from the beach and downtown, offering easy access to restaurants, shops, and recreational opportunities. The HOA maintains common areas as well as home insurance ensuring a low-maintenance lifestyle. This exceptional townhouse presents the perfect blend of modern design, convenience, and location

345 Reef Rd Unit B6, Fairfield

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