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

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

110 Judson Rd, Fairfield
$4,300
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194426 MLS ⋅ Mosswood BLDG.
Welcome to Mosswood Condominiums a bright and beautifully updated 2-bedroom, 2-bath condo with 1,365 square feet of inviting living space in one of Fairfield's most convenient locations. This unfurnished home showcases a stylish renovated kitchen with stainless steel appliances, farmhouse sink, custom-style open shelving, and abundant prep and storage space. The sun-filled layout includes a spacious living room, dedicated dining area, hardwood floors, recessed lighting, two full baths, and in-unit laundry. Enjoy your morning coffee overlooking the courtyard or unwind in the evening on the private deck surrounded by a peaceful, tree-lined view. Ideally situated near downtown Fairfield, Fairfield train station, local restaurants, beaches, schools, and Fairfield University, this home offers an exceptional blend of comfort, style, and modern convenience.

245 Unquowa Rd Unit 132, Fairfield
$3,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193680 MLS
Located in the highly desirable University area, this beautifully renovated split-level home offers 3 spacious bedrooms and 1 full bathroom, with gleaming hardwood floors throughout. The home features a newly renovated kitchen, propane heat, a large screened-in porch, and a spacious deck directly off the dining room-perfect for relaxing, outdoor dining, or entertaining family and friends. A separate washer and dryer will be installed prior to occupancy for the tenant's use. The owner is currently in the process of removing personal belongings from the main living area to prepare the home for its next occupants. For added convenience, the owner pays for lawn care, snow removal, water, and sewer. Please note that the owner resides part-time in the lower level of the home, retains use of the 1/2 bath , basement, and contributes a portion of the propane gas and electric utility costs. Ideally located near shopping, restaurants, schools, universities, and major commuting routes, this home offers comfortable, low-maintenance living

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

35 S Benson Commons, Fairfield
$1,950
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193877 MLS
Nicely maintained and filled with natural light, this 2bedroom secondfloor unit offers hardwood floors throughout and a comfortable 5room layout. The living room includes a door out to a private balcony, the formal dining room provides great everyday function, and the kitchen features a pantry area plus steps leading up to an attic storage space. Both bedrooms are very goodsized, and the full bath was recently updated. Minutes to both Fairfield Center and Black Rock, where you'll find plenty of summertime activities, restaurants, cafes, local shops, and waterfront spots. Easy biking distance to the beach and the new Fairfield Metro North Train Station, making commuting and weekend recreation exceptionally convenient. Ready for August 15th Occupancy, available for longer term lease, sorry no pets.

15 Ardmore St, Fairfield
$11,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193602 MLS
Nestled on over two beautifully landscaped acres in the heart of Greenfield Hill, this exceptional historic residence offers timeless charm, privacy, and modern updates. The thoughtfully renovated eat-in kitchen features Carrara marble countertops and beautiful views of the picturesque grounds. The dramatic living room boasts soaring cathedral ceilings, imported English leaded-glass windows and a stunning fireplace, creating a warm and inviting space for everyday living. Multiple stone patios and professionally landscaped grounds provide wonderful outdoor spaces to relax and enjoy the peaceful setting. The flexible floor plan includes a sought-after first-floor primary suite plus two to three additional bedrooms, ideal for guests and family. The home also features a generator, private office, gym, movie room, and game room. Once the studio of renowned Fairfield artist John Taylor Arms, this one-of-a-kind home blends historic character with modern comfort in one of Fairfield's most desirable neighborhoods. Just minutes to town, train, beaches, shopping, and dining, this rare rental offers a unique opportunity to enjoy the best of Greenfield Hill living.

1170 Hillside Rd, Fairfield
$1,799,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191108 MLS
Rare opportunity in Fairfield's sought-after Sasco Hill/South Pine Creek neighborhood, ideally located between town and the beach. Set on a private, level 1/3-acre lot bordering the Sasco Hill estates, this beautifully expanded and renovated home offers stylish finishes and an easy, open layout designed for today's lifestyle. The custom kitchen flows seamlessly into the dining area and inviting living room, where a wood-burning fireplace and French doors open to the patio and backyard. A versatile first-floor bonus room currently serves as a home gym but is equally suited as a home office, playroom, or fifth bedroom. Upstairs, the spacious primary suite features a large walk-in closet and beautifully appointed ensuite bath. Three additional bedrooms and a convenient second-floor laundry room complete the upper level. The expansive backyard is a true retreat with a stone patio, custom pergola, and perennial gardens offering exceptional privacy. Recent improvements include newer mechanicals, a Generac generator, and fresh interior paint. Enjoy an unbeatable location less than a mile from Sasco and Pine Creek Beaches, Southport Harbor, the train, golf, tennis, Fairfield's vibrant town center, and top local amenities. A rare bonus for this beach area location: the home is outside the flood zone, so no flood insurance is required. A wonderful opportunity to enjoy coastal living in one of Fairfield's most desirable neighborhoods.

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

1054 Mill Plain Rd, Fairfield
$1,599,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190794 MLS
HIGHEST & BEST OFFERS DUE BY MONDAY JULY 27 4PM. Nestled on a peaceful cul-de-sac in the heart of Greenfield Hill, this fantastic 4-bedroom Colonial offers the perfect blend of charm, space, & a picturesque setting. Filled with natural light throughout, this bright & welcoming home exudes warmth and offers an inviting atmosphere for everyday living. A welcoming foyer leads to spacious formal living and dining rooms, ideal for both entertaining & family gatherings. The eat-in kitchen overlooks the stunning, fenced in backyard, where beautifully landscaped level grounds, surrounded by mature specimen trees, extend to views of the Sasco Brook in the distance, creating a serene & private backdrop. The kitchen flows seamlessly into the oversized family room with a fireplace & an inviting sunroom, both offering easy access to the expansive mahogany deck & outdoor living spaces. Upstairs, you'll find a spacious primary suite along with 3 generously sized bedrooms, a dedicated home office, and the convenience of second-floor laundry. One of the bedrooms offers access to a walk-up attic, presenting an exciting opportunity to finish the space &create a bonus room, studio or private retreat. The unfinished lower level provides yet another opportunity to expand, offering ample space for a recreation room, home gym, or media room. Set in one of Fairfield's most desirable neighborhoods, this home combines timeless appeal, an exceptional floor plan, and the idyllic Greenfield Hill lifestyle

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

80 Governors Ln, Fairfield
$3,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24192631 MLS ⋅ Southport Woods BLDG.
Enjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beautifully landscaped grounds in the heart of Southport. Convenient to Fairfield and Southport train stations, I-95, shopping, restaurants, schools and miles of beautiful shoreline, this location offers much. Privately located end unit features slate patio/yard area, two bedrooms (primary with full bath), sizeable living room and dining area off of the galley style Kitchen. Newly painted, furnace replaced in 2024. Hot Water Heater replaced in 2023. Turn the key to care-free living in 2026. One reserved parking space- # 76.

49 Southport Woods Dr Unit 49, Fairfield
$1,799,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192571 MLS ⋅ South Pine Creek Duplex BLDG.
Customize your own beautifully crafted new construction in Fairfield's highly desirable Sasco Hill/South Pine Creek neighborhood, perfectly positioned between town and the beach. Enjoy an exceptional lifestyle just minutes from Pine Creek and Sasco Beaches, Southport Harbor, golf, tennis, the train, and Fairfield's vibrant town center-all within approximately one mile or less. Thoughtfully designed and built by respected local builder Associated Development, this home blends timeless architecture with quality craftsmanship and sophisticated finishes throughout. The flexible floor plan is designed for easy licing. The ground level features a garage, spacious mudroom, and a covered loggia that creates the perfect setting for outdoor entertaining. The sun-filled main level offers 9-foot ceilings, a beautifully appointed custom kitchen that opens seamlessly to the living and dining spaces, a welcoming family room with a fireplace and custom built-ins, and a private study ideal for working from home. Upstairs, the serene primary bedroom features a luxurious bath and generous walk-in closet, accompanied by two additional bedrooms. The third floor expands the home's versatility with a fourth bedroom, full bath, and bonus room-perfect for guests, a playroom, fitness space, or media room. Offering the rare opportunity to enjoy brand-new construction in one of Fairfield's most sought-after coastal neighborhoods, this duplex. Act now, still time to customize finishes!

615 S Pine Creek Rd, Fairfield
$6,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192255 MLS
IN-TOWN LUXURY RETREAT/RENTAL just steps from the heart of downtown Fairfield. Walk to train, restaurants, parks and the beach! This is a 2nd floor apt with High ceilings, warmly stained hardwood floors and custom moldings throughout with walls of windows for natural light. Private entry from covered front porch. The stunning open floor plan includes gorgeous great room w/built-ins, flat screen TV, wall of windows and is completely open to dining area and Chef's kitchen. The custom Kitchen features Stainless steel appliances, including refrigerator with water & ice dispenser, gas oven/range, pot filler, dishwasher & built-in microwave. The large center island offers specialty granite and curved bar area for 3 or 4. The primary suite features double closet with closet system, custom shades and a full bath ensuite with shower & commode and access to hall. The upper floor features, 2 additional bedrooms with dormers, a full hall bath, laundry & media room. Nest thermostat system, central air & two off-street parking spaces in rear courtyard/driveway. Enjoy a low maintenance lifestyle steps to all that Fairfield Center & Beach have to offer! (only small dogs, under certain conditions, will be considered. No cats). Also may be available FULLY FURNISHED, turn-key. SF is Approx incl floor area.

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

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

96 Clinton St, Fairfield
$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
$1,689,000
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
$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
$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
$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
$4,950
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189339 MLS
Beautifully maintained 3-bedroom, 2.5-bath half duplex offering the comfort and feel of a single-family home. Recently refinished hardwood floors extend throughout the entire home, creating a warm and inviting atmosphere. The spacious kitchen features stainless steel appliances, ample cabinetry, and a cozy breakfast nook. Step outside to a rear deck overlooking a generous backyard, perfect for entertaining, relaxing, or outdoor activities. The primary suite offers a private retreat complete with a full en-suite bathroom, walk-in closet, and a versatile sitting area ideal for a home office or reading nook. A full attic provides excellent storage. Ideally located just a short walk to Fairfield's beaches, vibrant town center, restaurants, shops, and the train station, with quick access to I-95, this home offers the perfect blend of coastal charm and convenience.

405 S Pine Creek Rd, Fairfield
$4,395
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24188907 MLS
Recently UpdatedSouthport Townhouse Duplex! This well-maintained 3 bedroom 1.5 bath in the heart of Southport has central air. The townhouse includes a private outdoor space with a deck and shed for extra storage. Close to shopping, highway and trains.

32 Sherwood Pl Unit 32, Fairfield
$12,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188653 MLS
Tucked away on a quiet cul-de-sac in Fairfield's most sought-after beach neighborhood, this exceptional, newly renovated and beautifully furnished classic colonial home offers the perfect blend of luxury, privacy, and coastal living. Situated on an expansive lot with mature landscaping, this stunning 5-6 bedroom, 5.5-bathroom home spans over 5,000 square feet and features 4 fireplaces and exceptional craftmanship throughout. Designed for both relaxation and entertaining, the property features a private backyard oasis complete with a gunite pool and a fully equipped outdoor kitchen. Inside, expansive living spaces are thoughtfully appointed with high-end finishes and abundant natural light throughout. Multiple private office spaces and a dedicated study provide the ideal setup for working from home, offering comfort, flexibility, and privacy for remote work or quiet retreat. This extraordinary summer escape combines sophisticated living with the tranquility of a resort-style setting - all within a short walk to the beach, restaurants, theaters, shops and all Fairfield has to offer.

222 Sunnieholme Dr, 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
$4,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24188273 MLS
Experience loft-style luxury living in the heart of Fairfield Center, just steps from exceptional restaurants, cafes, boutique shopping, professional offices, and Metro-North rail service. Unit 101 is a highly desirable ground-floor, end-unit, residence offering 2 bedrooms, 2 full bathrooms, and a 224 sq ft private patio. Enjoy true one-level living with no stairs between the parking area and your front door. The thoughtfully designed kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a convenient breakfast bar-perfect for both everyday living and entertaining. Designed by the award-winning Granoff Architects, Post Road Lofts combines sophisticated modern design with exceptional comfort. Open-concept floor plans, luxury finishes, spa-inspired bathrooms, in-unit laundry, and expansive windows create bright, inviting living spaces filled with natural light. Residents enjoy access to a stunning rooftop terrace that can be reserved for private gatherings and BBQs while taking in breathtaking sunsets over Long Island Sound. Additional amenities include elevator access, a secure entry system, and the option to lease one uncovered parking space. The building is pet-friendly, subject to restrictions. Ideally located near Fairfield's three beautiful beaches, the Fairfield Green and Bandstand with Weekly Summer Concerts!

1675 Post Rd Unit 101, Fairfield
$2,800,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187347 MLS
Premier direct waterfront living w/ ownership extending to the creek side, miles of sandy beach for endless walks, spectacular water views & a pristine 4 bedroom home - Welcome to 1871/1872 Fairfield Beach Road. Set on a .22, level acre w/ additional creek side parking for convenience. From the moment you arrive, the covered wraparound porch invites you to relax & enjoy the gorgeous water views. Inside, sunlight streams through every room, creating bright, airy spaces that feel both welcoming & peaceful. The main level offers spacious living areas, including an eat-in kitchen w/ an island, dining area & laundry room. The inviting family room features a stone fireplace, while the sunroom showcases unobstructed, panoramic water views. The French door opens to an expansive patio & sandy beach, creating the perfect connection between indoor & outdoor living while providing an amazing setting for entertaining or simply enjoying the beautiful waterfront. The 2nd level features 4 bedrooms, including 2 that capture breathtaking water views, along w/ a hall bath. The 3rd level offers flexible space w/ water views, making it ideal for a home office, studio, reading retreat or added storage. Perfectly positioned this home offers the rare combination of tranquil coastal living w/ convenient access to Fairfield's acclaimed restaurants, boutique shopping, train, parks & schools. From sandy beach walks to sunset gatherings, this is more than a home, it is an exceptional lifestyle.

1871 Fairfield Beach Rd, Fairfield

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.