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$2,699,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191278 MLS
Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings and sunset dinners. Savor the quiet! Thoughtful details fill every room, from the handsome custom walnut Kitchen island to the stunning Family Room with soaring cathedral ceilings, plentiful windows and French Doors and unique custom finishes throughout. Work from home in the private Office on the main level with a view of your back yard. On the second level, the spacious Primary Suite features spa-inspired luxury with custom wood accents, while three additional Bedrooms accommodate your family and guests beautifully. Do not miss the extraordinary additional living spaces in the Walkout Lower Level including the 5th Bedroom with ensuite Full Bath, a Recreation Room, heated/cooled Full size Gym with 9+ foot ceilings and a heated/cooled two car Garage. 42 Anvil provides versatile living options with the ultimate thoughtful detail. This home is more than just a house, it is a peaceful sanctuary crafted for those who appreciate bespoke design and quality. Come see for yourself how 42 Anvil Rd redefines living in coveted Southport.

42 Anvil Rd, Fairfield
$1,295,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE 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
$1,689,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191574 MLS
Nestled in the heart of historic Greenfield Hill, this special and timeless 1907 Queen Anne farmhouse provides an opportunity to own in one of the most desirable and coveted locations in Fairfield. The Clifford S. Banks house was once a farm where the owner raised turkeys, chickens, onions and bees. Situated on 2 acres of beautifully landscaped grounds that includes gardens and a barn- perfect for the equestrian family. This historic home has been thoughtfully expanded and restored over the last 40 years by the owners to maintain the old-world craftsmanship and provide modern comforts. As you approach the front entrance, you will be surrounded by an inviting screened porch and covered porches. A welcoming entry leads you to the inviting LR w/ expansive windows and wood burning fireplace, formal DR and FR w/ walls of built ins. The kitchen has been expanded to create a dining area w/ custom banquette seating and surrounded by windows providing an abundance of natural light. The kitchen was designed for a cook w/ attention to detail, design and function. The laundry room w/ ample storage and a Powder room complete the main level. The upper level has an inviting "sun parlor" which provides a cozy sitting area and office space. The primary bedroom features a comfortable retreat w/ walk-in closet and updated bath. There are 2 additional BRS and a hall bath. The spacious 3rd floor w/ architectural details and beams provide endless possibilities and storage. Full house generator.

2477 Bronson Rd, Fairfield
$3,400,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24189678 MLS
Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive!

1760 Hillside Rd, Fairfield
$470,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190885 MLS
Situated on a quiet dead-end street in the desirable town of Fairfield, this well-maintained 3-bedroom, 2 full-bath single-family home offers comfort, efficiency, and convenience. With approximately 1,200 square feet of living space, the home features a functional layout with bright, inviting rooms throughout. The first-floor living room includes a wood-burning stove, creating a warm and welcoming focal point. Recent upgrades include a modern tankless heating system and solar panels, providing energy efficiency and long-term cost savings. The unfinished basement offers excellent storage and future potential. Outside, a small deck provides a comfortable spot to relax or entertain, while the low-traffic dead-end street enhances privacy and tranquility. Conveniently located near Fairfield's beaches, shopping, dining, parks, and Metro-North train stations, this home is ideal for commuters, first-time buyers, or anyone seeking a quiet neighborhood with easy access to all that Fairfield has to offer. Solar panel contract lease to be transferred to new owner which is not included in the price of the home.

141 Berwick Ave, Fairfield
$724,900
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24191333 MLS
Endless opportunities clean up, move in, expand or build your new dream house. Lake Hills Association...enjoy all the beautiful beaches, kayaking, swimming, etc.

225 Winnepoge Dr, Fairfield
$1,100,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188915 MLS
Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

1061 Galloping Hill Rd, Fairfield
$1,895,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$1,399,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24191205 MLS
Completely reimagined from top to bottom, 148 Szost Drive offers the rare opportunity to own a move-in ready home on one of Fairfield's most sought-after neighborhoods. Thoughtfully renovated with today's lifestyle in mind, this 5-bedroom, 5.5-bath residence spans over 3,800 square feet on nearly a quarter-acre, blending timeless design with exceptional functionality. Designed for the way people live today, the home features an effortless flow between multiple living spaces and a beautifully renovated open kitchen that naturally becomes the heart of the home. Upstairs, spacious bedrooms include multiple en-suite baths, while the finished third floor offers exceptional flexibility with a bonus room, home office option, full bath, and comfortable space for guests. The extensive renovation extends well beyond the cosmetic updates, with significant investments including a new HVAC system, new radiant heat throughout the first floor, thoughtfully designed custom storage, and a beautifully reimagined second-floor laundry room. Every improvement was made with comfort, efficiency, and everyday living in mind, creating a home that feels as functional as it is beautiful. Outside, the private backyard offers plenty of room to relax, entertain, and play, while the attached garage includes an EV charger for added convenience. Ideally located just moments from Fairfield's beaches, downtown, train station, parks, & everything that makes the University neighborhood so desirable.

148 Szost Dr, Fairfield
$1,298,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187463 MLS
**Sellers are requesting dealine for Best offers Monday July 20th 5pm***Tucked away at the end of a tranquil cul-de-sac in one of Greenfield Hill's most convenient and desirable neighborhoods, this turn-key New England Colonial offers the perfect blend of timeless style, classic design and an exceptional lifestyle at any stage of life. Designed for everyday living and entertaining. Features include an inviting foyer with custom molding, powder room, refinished hardwood floors, Marvin windows, sun-filled formal living and dining rooms. The beautiful granite eat-in kitchen has custom cabinetry, newer appliances, an oversized walk-in pantry and 1st floor laundry. A welcoming family room showcases new custom built-ins and wood burning fireplace with seamless access for indoor-outdoor flow. Upstairs, a spacious primary suite offers a walk-in closet and updated private bath while three additional generously sized bedrooms with ample closet space share the hall bath. Finished lower level expands the living space with a rec room, office area and plenty of storage. Professionally landscaped, flat, one acre fenced rear property with raised garden beds, shed, expanded trex deck with pergola and retractable awning creates an oasis for outdoor living and entertaining. The 'circle' is where bike rides and Easter egg hunts begin and neighbors gather creating a real sense of community. Minutes to town, beach, award winning schools and commuter options.

107 Buckboard Ln, Fairfield
$1,548,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189763 MLS
Picture coming home to your own Custom Colonial sitting on over half a private acre on a quiet, tree-lined street in lower Greenfield Hill, where you're minutes from everything but feel worlds away. An expansive front porch invites you to slow down the second you pull in. Inside, sunlight pours through every room and hardwood floors gleam underfoot. The high-end, spacious kitchen is made for gathering - an oversized island, quartz counters, marble backsplash, and Thermador & Bosch stainless appliances bring everyone into one open, functional space. A separate office with custom built-ins and a fireplace offers a quiet retreat for work or reading. The vaulted family room opens straight onto a 3-season screened-in porch offering a continuous indoor/outdoor living space. Upstairs, retreat to your spacious and newly renovated primary suite built for rest. It features a spa bath, soaking tub, radiant heated floors, and a walk-in closet that actually fits everything. Three more bedrooms, each with custom closets, share an updated bath with granite countertops and double sinks. Custom interior wooden shutters, a premium-flooring 2-car garage, whole-house Generac generator, new A/C, new washer/dryer bolster this as a home where there is nothing left for you to do. Move-in ready, in one of the area's most sought-after neighborhoods served by award-winning schools. Come see it before someone else calls it home.

485 Mountain Laurel Rd, Fairfield
$950,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188073 MLS
Nestled on approximately 1.1 acres in Southport, this classic 1941 Colonial offers a rare opportunity to create something truly special. Set in a picturesque, lightly wooded setting, the property combines privacy with a beautiful natural backdrop. The gently sloping lot opens to a spacious backyard, providing plenty of room to enjoy the outdoors. Inside, you'll find three bedrooms and one full bath, with timeless character ready to be re-imagined. Whether you're looking to restore its original charm or renovate to suit your own style, this home presents an exciting opportunity to bring your vision to life. A peaceful setting, generous acreage, and endless potential make this Southport property one not to miss. Highest & Best by Tuesday July 21st 5pm.

600 Cedar Rd, Fairfield
$2,499,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24190034 MLS
Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings, skylights, and oak hardwood floors throughout the home. Just off the foyer, a screened porch offers a peaceful setting for indoor-outdoor living and entertaining. Designed for both everyday living and entertaining, the main living spaces center around a gourmet eat-in kitchen appointed with Sub-Zero refrigeration, a Wolf range, Wolf double ovens, Wolf built-in microwave, Miele dishwasher, Marvel undercounter ice machine, quartz countertops, and a gas fireplace. Complementing the kitchen is a walk-in pantry featuring a second full refrigerator, wine refrigerator, and custom cabinetry for exceptional storage and organization. Adjacent to the kitchen, the formal dining room features custom built-in cabinetry and ample space for entertaining. Additional highlights include a grand living room with dramatic cathedral ceilings, expansive skylights, and exceptional scale, flowing into an adjacent music room with a custom tray ceiling. The home also features a private office with fireplace, billiards lounge, fitness studio, and a second laundry room.

3080 Sturges Hwy, Fairfield
$949,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181820 MLS
Welcome to this beautifully maintained University Area raised ranch, offering four bedrooms and two and a half baths across two well designed levels. The main level features a spacious living room, formal dining room, and newer eat-in kitchen with granite countertops and stainless steel appliances, a primary suite with a full bath and his and her closets, plus exceptional closet space throughout the home, and a full hall bath for the remaining bedrooms. The lower level offers exceptional living space, anchored by a family room with a gas fireplace and built-in bookcases, a half bath, and a mudroom. A standout three-season sunroom off the family room, wrapped in sliders on all sides, overlooks the sparkling in-ground pool, surrounded by a large brick patio, creating a seamless connection between indoor and outdoor living. Set on a corner lot with mature landscaping, slate steps, and a slate walkway leading to the backyard, plus a shed for extra storage, this pristine, move-in ready home has been lovingly maintained by the same owners for decades. A two-car garage and convenient access to the Merritt Parkway, I-95, and both the Fairfield Metro and downtown Fairfield train stations make daily commuting and weekend getaways effortless, and the home sits just one block from Holland Hill Elementary School. This is a rare opportunity to own a truly turnkey home in a wonderful location. Homes like this do not come along often, and it will not last long. Schedule your showing today

208 Sigwin Dr, Fairfield
$739,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24190193 MLS
Ideally situated in Fairfield's sought after Fairfield Woods neighborhood, this impeccably maintained home offers the perfect blend of comfort, functionality, and convenience. Located just minutes from schools, parks, shopping, restaurants, and major commuting routes, the location is as desirable as the home itself. Thoughtfully updated over the years, the home features a finished lower level with a laundry area, playroom, and private office providing flexible space for today's lifestyle. The sun-filled living room is anchored by a wood burning fireplace, gleaming hardwood floors, and a large bay window that fills the space with natural light. The first-floor bedroom is currently being used as a dining room and can easily be converted back. Upstairs, the generously sized bedrooms all feature ceiling fans and excellent closet space. The kitchen opens to a spacious step-down family room highlighted by a second bay window and skylight, creating a bright and inviting gathering space. Outside, professionally landscaped grounds surround the oversized, fully fenced corner lot, offering privacy and room to enjoy the outdoors. An attached two-car garage and the home's energy-efficient features complete this exceptional offering.

9 Wildwood Rd, Fairfield
$829,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190167 MLS
Welcome to 163 Windsor Road, a beautifully updated home set on a double cul-de-sac in Fairfield's desirable University Area. A welcoming foyer opens to a bright main living space with vaulted ceilings, exposed beams, recessed lighting, hardwood floors, and a warm sense of character throughout. The open-concept living room, dining area, and renovated kitchen create an easy flow for everyday living and entertaining. The kitchen features white cabinetry, quartz countertops, a center island, coffee bar, with modern finishes. Just beyond the main living area, the cozy den offers a rare expansion of the floor plan and opens directly to the deck, creating an easy connection outdoors for barbecues and al fresco dining. The second floor is home to three bedrooms and a full bathroom. From there, the lower level extends across two additional floors, adding flexibility with a mudroom that provides access to the attached garage, an office or potential fourth bedroom, laundry, and a spacious room ideal for a playroom, media room, or gym. Set on a fenced corner lot in a friendly neighborhood setting, the property offers the ease of being able to walk to Osborn Hill Elementary and nearby Black Rock Turnpike eateries, with parks, shopping, commuter routes, downtown Fairfield, train, beaches, and the best of the University Area lifestyle just a short drive away. Move-in ready with modern updates, natural gas, future expansion potential, and true neighborhood appeal.

163 Windsor Rd, Fairfield
$950,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189981 MLS
ENDLESS POTENTIAL in Sought-After Greenfield Hill. Opportunity awaits to restore this once-graceful Colonial to its former grandeur. Set on a beautiful, level 2.41-acre parcel in the highly desirable Greenfield Hill neighborhood, this property offers the chance to create a truly exceptional estate. Steeped in character and nostalgia, the home features generously sized rooms, hardwood floors throughout most of the house, double staircases, and a walkout basement. With more than five bedrooms, an expansive kitchen ready to be reimagined as the heart of the home, a formal dining room designed for memorable gatherings, a spacious living room with a fireplace, and a screened porch that once welcomed quiet afternoons, the possibilities are endless. Bring back to life the tennis court that hasn't been enjoyed in years. This property requires extensive renovation and is being offered as an opportunity for buyers with vision. Whether you're looking to restore its timeless charm or create your dream home from the existing footprint, the setting and scale provide an outstanding foundation. With thoughtful planning and investment, 2514 Redding Road has the potential to become a magnificent Greenfield Hill residence once again. Buyer to do their own due diligence.

2514 Redding Rd, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189732 MLS
A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio (see video) where you will enjoy friends & family, waterside entertaining, amazing views. Inside...the best WIDE open floor plan w family & living rms anchored by a see through fireplace.... crafted by a builder for his family & thoughtfully designed to maximize water views.Beachside Main & Upper Walls of Windows let in abundant natural light. 3 Cleverly designed cascading Waterfront bedrooms open to wrap around deck creating private space for each. Wake up to sun-filled rooms & end your day w/sounds of waves &moonlit views. Great Room on mezzanine level w/12 foot ceilings & skylights.Ready to finish 3rd floor offers potential for 1,000+/- SF addn'l living space (home office,bedrooms, sitting area; see virtual photos).Kitchen&all bathrooms in Main Home updated(2025).Host friends & family in beautifully updated (2022)guest home or use as a private home office, both homes have 2 car attached garages & off street parking for 10 cars. Unique oppt'y to own this Fairfield Beach versatile beachfront compound 60 mins to NYC&Mins to Schools, Restaurants, & ALL that Downtown Ffld has to offer

1149 Fairfield Beach Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189727 MLS
Welcome to 11 Greenlawn Drive, beautifully updated on the exterior front, Anderson windows, new siding, gutter guards, slider, deck and inside presents an opportunity to renew with your modern touches. Enjoy one-level living in a prime, convenient location. Expansion confirmed on this one. Complete due diligence. From the moment you arrive, you'll appreciate the home's refreshed exterior with impeccable stone paver walkway. Homeowner-grown vegetable garden adds warmth and farm to table lifestyle. This inviting residence offers 3 bedrooms and 2 full bathrooms, complemented by hardwood floors throughout. Sunlit living room is centered around a classic brick-front fireplace with a timeless mantel, creating a warm and welcoming focal point. The finished lower-level bonus room provides additional flexible space-ideal for a home office, rec or guest retreat features a walkout to the backyard. Situated close to shopping, dining, parks, schools, and commuter routes, this home combines convenience with future potential. Buyers are encouraged to conduct their own due diligence regarding all possibilities.

11 A Greenlawn Dr, Fairfield
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189655 MLS
This approximately 1500 square foot house features 4 bedrooms and 2 full bathrooms. The property includes a new patio and a new portico, as well as window boxes, bright kitchen cabinets, and a new backsplash. The home also boasts a built-in pool with a new liner and an irrigation system, along with a whole-house generator as well as a spacious fenced in backyard. The primary bedroom offers ample space and privacy, while the three additional bedrooms provide versatility for a variety of uses. The two bathrooms are well appointed and accessible from the main living areas. The kitchen showcases a modern, bright aesthetic with white cabinets and a new backsplash, complementing the overall style of the home. The new patio and portico provide outdoor living spaces for enjoying the surrounding environment. List agent related to owner.

58 Millspaugh Dr, Fairfield
$1,995,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189160 MLS
Classic charm on beautiful Bronson Road! A customized Colonial that overflows with extras - 4/5 bedrooms, open living spaces, play rooms, office/work zones, preserved historical touches and outdoor living options for all occasions! The main floor lives large. A formal living room, dining room, and sun room are on one side. While a huge front to back great room consisting of the kitchen, family room, play room, and the mudroom connection (complete with a built-in window seat) spans the other side. The breakfast bar has seating for 6, there is a dining area with full wet bar, a big stone fireplace with tons of room for gathering and lounging, plus access to the decks and patio beyond! Upstairs the primary suite is light and bright with vaulted ceilings, an oversized bath and a balcony. There are three generously sized bedrooms and a hall bath completing the second floor. On the lower level, walls of windows keep the rec room bright and sunny with tons of room to customize and the easy access to the outdoors is a bonus! At just under an acre, the property includes rolling lawns and plenty of privacy to enjoy all the space. There is a 2 car garage, and the central proximity to town, train schools and beaches is perfection!

2444 Bronson Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189196 MLS
Welcome to this beautifully maintained ranch in Fairfield's highly sought-after University neighborhood! Offering 3 bedrooms, 1.5 bathrooms, and timeless charm throughout, this move-in-ready home is the perfect blend of comfort, convenience, and pride of ownership. From the moment you arrive, you'll appreciate the professionally landscaped grounds, pristine curb appeal, and inviting front entrance. Inside, warm hardwood floors, abundant natural light, and a spacious living room with a classic fireplace create a welcoming atmosphere perfect for everyday living and entertaining. Bright natural light eat-in kitchen offers plenty of cabinet space and flows seamlessly into the formal dining room, making family gatherings effortless. 3 generously sized bedrooms and an updated full bathroom complete the main level. Step outside to your private backyard, featuring a spacious deck w/awning, manicured lawn and mature trees-perfect for summer barbecues, morning coffee, or relaxing evenings around a fire pit. The partially finished lower level provides additional living space ideal for a family room, home office, gym, or playroom, along with a convenient half bath, laundry area, and abundant storage. Conveniently located just walking distance to school and minutes from Fairfield University, downtown Fairfield, Metro-North train stations, shopping, restaurants, parks, beaches, and major highways, this home offers the ideal combination of neighborhood charm and everyday convenience.

633 High St, Fairfield
$2,850,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188324 MLS
Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

73 Foggwood Cir, Fairfield
$2,200,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24186610 MLS
Nestled at the end of a cul-de-sac in the beautiful Greenfield Hill neighborhood, this fully updated and renovated home sits on a private 2.4-acre lot and offers Fairfield living at its finest. This 5-bedroom home, with four full and two half bathrooms, boasts spacious interiors, an open floor plan, all-new finishes, and a brand-new primary bedroom suite addition above a three-car garage. The exterior is just as stunning as the interior, featuring custom stonework and a fully updated gunite inground pool, ready to be enjoyed this summer. The home offers an effortless indoor-outdoor lifestyle, perfect for relaxing at home or entertaining guests. Move-in ready, 203 Wildflower Lane is the perfect blend of quality, privacy, and location.

203 Wildflower Ln, Fairfield
$985,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189179 MLS
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. Bonus 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
$655,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24188552 MLS
Welcome to this lovingly cared-for, turnkey Cape in the highly desirable Fairfield University neighborhood. This home seamlessly blends classic charm with exceptional modern upgrades, featuring a stunning industrial-modern full bath, custom Plantation shutters, and elegant Restoration Hardware lighting throughout. The updated kitchen boasts newer appliances, making it a chef's delight and the perfect hub for entertaining. Major structural and exterior improvements offer absolute peace of mind, including a new roof with 30-year architectural shingles (2020), updated gutters, durable Azek-framed windows, and fully paid-off solar panels for maximum energy efficiency. Ductwork is in place for the new owners to add a central air conditioning system. Step outside to your private, beautifully landscaped backyard oasis, ideal for hosting memorable summer gatherings with family and friends. The property also features a spacious, detached 2-car garage with plenty of extra storage. A commuter's dream and a recreational paradise, this home is situated just 1/2 mile to Metro-North (offering a 1.5-hour ride to Grand Central Station) and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 4 local town beaches-including Jennings Beach just 2.5 miles away-plus close proximity to South Benson and Southport Marinas. For nature lovers, Lake Mohegan's hiking trails and fresh-water beach are just moments away. Do not miss this rare Fairfield gem!

71 School St, Fairfield
$1,799,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24167698 MLS
Brand-NEW construction Home underway in Fairfield's highly sought-after Lake Mohegan neighborhood, crafted by local builders known for exceptional quality and design. There is still time for buyers to personalize select finishes and create the home of their dreams! Offering over 4,000 square feet of thoughtfully designed living space, this stunning residence is situated on a rare, level .89-acre lot with ample room for a future pool and outdoor oasis. Enjoy an unbeatable location just minutes from Lake Mohegan's beach, walking trails, and recreational amenities, while remaining close to Fairfield's beautiful beaches, Metro-North train service to NYC, award-winning schools, shopping, golf courses, and dining. Designed for today's lifestyle, the open-concept floor plan features 5 spacious bedrooms and 4.5 bathrooms including a fabulous Primary suite and spa like bath, and laundry area; providing exceptional flexibility for modern living. The main level includes a spectacular chef's kitchen, spacious family room with gas fireplace, elegant dining room, and comfortable living areas ideal for both everyday living and entertaining. A finished third-floor bonus space with a full bathroom serves as an ideal fifth bedroom, guest suite, private home office, playroom, or extended family retreat. The lower level offers the option for additional space for a possible: recreation room, gym, media room, or storage. A truly rare combination of: luxury, lifestyle, quality, value, and location!

83 Morehouse Hwy, Fairfield
$3,125,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24188287 MLS
Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms, separate dressing areas, and French doors opening to landscaped gardens. A wood-paneled library with a wet bar and a guest suite with a private staircase and full bath add character and flexibility. The country kitchen features wide-plank pine floors, tiled countertops, and Traulsen and Wolf appliances. Outside, an expansive pool, stone terrace, outdoor fireplace, private lighted hardtop sport court, and nine-stall barn showcasing original architectural details complete the setting. Formerly owned by Hall of Fame quarterback Joe Namath.

420 Morehouse Ln, Fairfield
$1,500,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186969 MLS
An incredibly RARE OPPORTUNITY on one of Fairfield's most coveted streets in the sought-after beach area! Just a few homes from the beach, this FEMA-compliant 3-bedroom, 2-bath cottage was completely rebuilt/renovated in 2013 and offers the perfect combination of coastal living, investment potential, and future possibilities. Enjoy the home as your own beach retreat while generating exceptional income from its established academic rental (leased for the 2026-2027 school year). Also explore the potential for lucrative summer rentals or year-round income while planning a future custom home, taking advantage of the existing raised foundation, decreasing building costs. Whether you're seeking a personal getaway, an income-producing property, or a long-term investment, this home offers unmatched flexibility. The deep backyard overlooks the marsh, providing added privacy, and features a garage, storage sheds, and a spacious covered loggia beneath the home, ideal for entertaining, recreation, parking, or additional storage. Located just steps from the beach, town center, restaurants, shops & train, the property also includes private association beach access. Features include new heating/AC (2013), tankless water heater, foam insulation, and new electrical and plumbing. A truly unique opportunity to enjoy the Fairfield shoreline lifestyle today while building equity and exploring future possibilities in one of the area's most desirable coastal neighborhoods.

772 Rowland Rd, Fairfield
$1,495,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186094 MLS
Welcome to 85 Osborne Place - this beautifully updated 5-bedroom, 2.5-bath Colonial tucked away on a peaceful street, yet just a stroll from the train, shops, and dining is what makes Southport living so desirable. Step inside this turn-key gem to find a bright, flowing floor plan anchored by an updated kitchen that opens seamlessly into a spacious great room - perfect for everyday living and effortless entertaining. A formal dining room and separate living room with fireplace offer classic charm and flexibility, while a dedicated office makes working from home a breeze. The first-floor primary suite gives main-floor living its name with a layout for everyday ease that's hard to find. Upstairs you will find 4 additional bedrooms and an updated hall bath that provide room for everyone. Head down to the finished lower level, where a large rec/playroom awaits - easily reimagined as a home gym, media room, or man/she cave to suit your lifestyle. Outside, your own private retreat: a lovely, fenced yard offers space to play and garden, while the patio with option for shade by a charming awning - is made for morning coffee or evening unwinding. With its unbeatable location, versatile living spaces, and move-in-ready updates, this Southport Colonial checks every box. Don't miss your chance to make it home.

85 Osborne Pl, Fairfield

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