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$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
$2,595,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191170 MLS
Newly renovated in 2026, this extraordinary designer-inspired Modern Colonial presents a rare opportunity to own a turnkey luxury residence in Fairfield's coveted Sasco Hill. Offering 3,625 square feet of impeccably designed living space, this four-bedroom, five-bath home masterfully blends timeless architecture with exceptional craftsmanship and sophisticated contemporary design. Every detail has been meticulously curated, from the custom white oak millwork and hardwood flooring to the spectacular chef's kitchen featuring Taj Mahal quartzite countertops, premium Thermador appliances, custom cabinetry, and an oversized waterfall island. The thoughtfully designed first floor offers a gracious living room with fireplace, formal dining room, private office, family room, and a sun-filled eat-in kitchen that opens to an expansive bluestone terrace for seamless indoor-outdoor living. Upstairs, the luxurious primary suite features a cathedral ceiling, dual walk-in closets, separate sitting room and a spa-inspired bath. Three additional en-suite bedrooms provide outstanding comfort and privacy. Additional highlights include a beautifully finished lower level, 3-car garage, custom built-ins, four-zone HVAC, Generac generator, and designer finishes throughout. Ideally located minutes from downtown Fairfield, Southport Village, Metro-North, beaches, parks, shopping, and dining, this exceptional home offers luxury living in one of Fairfield's most prestigious neighborhoods.

131 Sasco Hill Rd, 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
$5,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192658 MLS
Spacious, updated classic colonial on a tree-lined street in Stratfield Village. This sunny home features an open floor plan with excellent flow for both daily living and entertaining family and friends. Welcoming foyer opens to large living room with fireplace and adjacent dining room. The kitchen is updated with bright white cabinetry, stainless steel appliances and a comfortable breakfast area. First floor also offers an additional room perfect for playroom or large office. Upstairs are 4 generously-sized bedrooms including a private primary suite with sitting room, full bath and multiple built-ins. House flows easily out to the back deck overlooking the pretty backyard with shade trees, specimen plantings, even an option of a vegetable garden. 1-car garage. Enjoy a fun lifestyle in this friendly neighborhood with sidewalks and bike-able streets. Full unfinished basement with good ceiling height offers additional functionality and lots of easy storage. Natural gas heat.

107 Marne Ave, Fairfield
$809,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192541 MLS
Welcome to the one you've been waiting for-a beautifully renovated, move-in ready home where timeless style, modern updates, and an exceptional location come together perfectly.This sun-filled residence in Fairfield's desirable University neighborhood will make you feel at home from the moment you arrive.At its heart is a stunning gourmet kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and an open-concept design that seamlessly connects to the dining area and expansive Trex deck-ideal for entertaining indoors and out.The spacious primary suite serves as a private retreat with a walk-in closet & beautifully designed spa-inspired bath. Three additional bedrooms with hardwood floors & a renovated full bath complete the upper level.The versatile lower level offers exceptional flex space with a family room, half bath, closet, & built-in workstation-perfect for a home office, playroom, guest space, or potential in-law setup.A detached garage provides even more flexibility, with an attached shed & additional finished space with sliders, ideal for a private office, studio, gym, hobby room or retreat.Enjoy outdoor living in the fully fenced backyard with an expansive deck, professional landscaping,& plenty of room for recreation & relaxation. Extensive updates include a new fence,washer, oil tank, boiler, storm door, front walkway & landscaping, allowing for truly turnkey living.Convenient to shopping, transportation & schools.Simply unpack & enjoy!

98 Youngstown Rd, 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
$949,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191428 MLS
Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.

400 Buena Vista Rd, 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
$5,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192379 MLS
Welcome to 108 Colonese Road, a beautifully maintained home nestled in the highly desirable Stratfield neighborhood. This inviting 3-bedroom, 2-full-bath home is filled with natural light from its large windows, the home features an updated kitchen and renovated bathrooms, creating a fresh and modern feel throughout. The spacious lower level provides a versatile living area ideal for a family room, home office, gym, or playroom, along with plenty of additional storage. Outside, enjoy a large, level, and private yard-perfect for entertaining, outdoor dining, gardening, or simply relaxing. A two-car attached garage and generous driveway provide ample parking and convenience. Located on a quiet, tree-lined street in one of Fairfield's most sought-after neighborhoods, this home offers easy access to shopping, restaurants, parks, schools, Metro-North, and major commuting routes.

108 Colonese Rd, Fairfield
$499,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24172789 MLS ⋅ Castle Rock BLDG.
Welcome to 220 Castle Avenue in Fairfield, a beautiful end unit in the desirable Castle Rock complex that perfectly blends comfort and convenience. As you enter, you will immediately notice the bright, airy feel of the main level, highlighted by newly refinished hardwood floors (one week ago) and an abundance of natural light. The spacious living room features a cozy gas fireplace, perfect for relaxing evenings, and flows seamlessly toward the meticulously maintained kitchen boasting wood cabinetry. The dining room features a sliding glass door that offers effortless access to the backyard, making indoor-outdoor entertaining a breeze. Upstairs, the home continues to impress with brand new plush wall-to-wall carpeting (installed one week ago) and freshly painted throughout the entire unit. With the added privacy and extra light that comes with being a coveted end unit, this turnkey townhome is completely move-in ready and waiting for you. Fully finished basement with high ceilings perfect for gym, home office, or bonus space. Minutes from the train station making this conveniently located for commuters, off street parking, close to shops and restaurants. Association replaced roof in 2023 per seller

220 Castle Ave Unit 220, Fairfield
$1,850
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192461 MLS
Best deal in Fairfield! Very clean and move in condition second floor, one bedroom apartment with covered front porch available for immediate occupancy and conveniently located in walking distance to the town center and train station. Heat and hot water are included, shared washer and dryer in basement and off street parking. The owner requires good credit, no smoking, will consider a pet, first, last, one month security and there is a fee for credit, eviction and background check.

808 Mill Plain Rd Unit 2nd Floor, Fairfield
$1,400
1 Baths ⋅ ACTIVE Status ⋅ 24190370 MLS
Efficient, easy living in this two-room studio apartment. The layout features a living/bedroom combination with a walk-in closet, a full bath, and a bright eat-in kitchen with granite counters. Outside, a covered porch offers a great spot for plants and a bistro table. Off-street parking is available for evenings and weekends. The location is walkable to groceries, laundry, and daily shopping. It is also convenient to the Fairfield Black Rock train station and Downtown Fairfield. Enjoy easy access to local favorites, like a morning run around Saint Mary's By The Sea followed by breakfast at Harborview Market.

115 Tunxis Hill Rd Unit 2nd floor, 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
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191788 MLS
Turnkey with loads of charm! This 3-bedroom, 2-bath well maintained Cape features an inviting open floor plan with a sun-filled living room showcasing a fireplace and hardwood floors. The dining room offers built-in cabinetry, adding both character and function and the updated kitchen flows seamlessly into a versatile room-ideal for a home office or sunroom. The spacious first-floor primary suite includes a full bath and a generous walk-in closet. Upstairs, you'll find two large bedrooms with abundant storage and a second full bath. A large deck overlooks the landscaped property, creating a perfect setting for outdoor entertaining or quiet relaxation. The unfinished lower level offers outstanding potential with high ceilings and a wood-burning fireplace-ready to be transformed into a playroom, gym, media room, or additional workspace. The home also includes both an attached garage and a detached garage. Don't miss this one!

2231 Easton Tpke, Fairfield
$999,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191844 MLS
A MUST SEE. Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and unforgettable entertaining space -all enhanced by the convenience and flexibility of TRUE FIRST-FLOOR LIVING. The heart of the home is the expansive open-concept kitchen and dining area featuring custom white and oak shaker cabinetry, quartz countertops, brand-new KitchenAid appliances, and an oversized island with ample seating. Wide-plank oak floors run throughout the first floor, adding warmth and sophistication. The dramatic family room impresses with soaring ceilings, abundant natural light, and a cozy fireplace - perfect for both quiet nights and large gatherings. Stunning sliders open to a beautiful deck overlooking a massive private backyard framed by mature trees. The desirable first-floor primary suite offers dual closets and an updated en suite bath with a large walk-in shower. A flexible space off the dining area works perfectly as an office, playroom, or lounge. Upstairs are three spacious bedrooms with large closets and a stylish new full bath. Additional highlights include first-floor laundry/mudroom and an oversized double garage ideal for a classic car, storage, or a workshop. (Garage sold as-is.) Many NEW upgrades - NEW Oil Tank, 50-gallon Water Heater, Appliances, Washer/Dryer and upgraded plumbing and electric.

893 Church Hill Rd, 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
$888,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189274 MLS
Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen features quartz countertops, a large center island, stainless steel appliances, and a pantry, flowing seamlessly into the dining room. An oversized 25-foot living room provides ample space to gather, while a first-floor bedroom offers flexibility for guests, a home office, or multigenerational living. Upstairs, the roomy primary suite includes a private bath and generous closet space. A finished third-floor bedroom with a bonus room provides versatile space for a media room, playroom, fitness area, office, or guest retreat. Hardwood floors throughout, main-level laundry, Split systems throughout the home provide efficient heating and cooling, and multiple patios complete the home. Enjoy morning coffee on the kitchen patio or entertain in the private, fenced backyard. Ideally located just minutes from Fairfield Metro with direct service to New York City, Fairfield University, Sacred Heart University, St. Vincent's Medical Center, Fairfield beaches, parks, shopping, and the restaurants, cafes, and waterfront of neighboring Black Rock.

198 Castle Ave, Fairfield
$5,800
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24191905 MLS
Available for move-in 9/1! Welcome home to this renovated, oversized colonial, just steps away from the vibrant heart of Downtown Fairfield, train, beaches, and so much more! Nestled on a charming, secluded dead-end street; this bright & airy 4-5 bedroom, 4.5 bath truly presents itself as a place to call "Home". Step right inside to this open-concept layout, with the main level flowing seamlessly throughout, adorned with lofty ceilings & gleaming hardwood flooring, setting the stage for seamless gatherings and entertainment. Completing the main level, the generously-sized Living Room & gas-burning Fireplace tremendously spacious Chefs Kitchen, boasting a sleek Granite peninsula tailor-made for hosting a gathering of any size, while flowing seamlessly through to the backyard, accentuating the amazing al fresco dining lifestyle this home offers. Ascending to the Second Level reveals the expansive Primary Bedroom & Bathroom Suite, equipped with a deep walk-in closet, dual vanity and indulgent jacuzzi tub. Venturing on, you will find two generously sized Bedrooms, alongside a Full Bath complete with a rejuvenating rain shower. Completing the Second Level is the conveniently located Laundry Room, just steps away from the Bedrooms, for added simplicity! The completely finished Third Level presents a versatile space, offering endless options for best use, however you see fit. Whether you need a 5th Bedroom, Media Room, Playroom, or Gym, there is room for it all!

171 Henderson Rd, Fairfield
$642,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191656 MLS
Charming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and town convenience in the Tunxis Hill area of Fairfield. This residence sits on a manageable level lot, making it an incredible opportunity for first-time buyers, downsizers, or anyone looking to establish roots in one of Fairfield County's most sought-after communities. Step inside to a bright open living space. Living Room has a wood fireplace perfect for the cooler months and with the open concept kitchen and dining space attached it allows for entertaining. You can access the backyard from the kitchen sliders enjoy BBQing and there's plenty of room for a garden in the fenced space. With two bedrooms and a full bath on the main level you can have guests stay, make a home office or a yoga room. The second floor has 2 bedrooms and a full bath. Pull into your garage after a long day of commuting and you will enter your finished basement, with laundry and extra storage. Location is everything, and the Tunxis Hill neighborhood delivers. Commuters will love the easy access to I-95, Merritt Parkway and local Metro-North train stations. Minutes away from restaurants, shopping as well as the beautiful coastal beaches. A must see this will not last!

781 Tunxis Hill Rd, Fairfield
$679,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191869 MLS
A beautifully refreshed home with classic New England charm that meets thoughtful modern upgrades. The moment you arrive, you're greeted by curated yard plantings, a freshly seeded, level, fenced backyard that invites everything from weekend gatherings to quiet mornings outdoors. Inside, the first floor opens up into a bright, open floor plan layout designed for how you actually live-connecting spaces seamlessly for both entertaining and daily comfort. Freshly painted throughout, the home feels crisp and move-in ready, while the updated kitchen shines with all new appliances and cabinetry. The living area is warm and welcoming, anchored by a cozy fireplace and complemented by a wet bar that makes hosting feel effortless. Upstairs, the primary suite offers a true retreat, featuring a spacious bathroom with a corner hot tub-your own private place to unwind at the end of the day. A beautifully newly refinished full bathroom on the main level adds both style and functionality for guests and everyday use. A detached garage, full attic provide plenty of storage space and a full unfinished basement just waiting to be finished! Beyond the walls, the lifestyle continues-just minutes from Lake Mohegan's scenic trails, local restaurants and conveniently located near Merritt Parkway and Interstate 95 for an easy commute. This is more than a home-it's a place where character, comfort, and convenience come together in one of Fairfield's most desirable neighborhood.

1770 Stratfield Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191581 MLS
An amazing opportunity to own in a highly desirable University neighborhood - Welcome home to 245 Oakwood Drive. Distinguishable features include a picture perfect move in ready home, hardwood floors, an updated kitchen with granite countertops, freshly painted cabinetry and natural sunlight that brightens daily living. The main level presents beautifully with a bright and inviting living room, connected to the eat-in kitchen. With a split level layout, an additional large family room on the lower level, and bedrooms on the upper level are all steps away. Upstairs, three well-appointed bedrooms offer flexibility for family, guests, or work. The finished lower level adds living space with a comfortable family room and half bath. Ideal for movie nights, a playroom, home office, or workout area. For convenience, the storage room in the lower level walks out to the back yard. Set on a level .14-acre corner lot in one of the neighborhood's quieter streets, this picturesque home combines a peaceful setting with an exceptional location. With quick access to I95 and the Merrit Pkwy, nearby shopping, restaurants, award winning schools, and parks, you will spend most of your time just minutes from your own home. Few locations offer the balance of neighborhood charm and everyday convenience. This home offers so much and holds great value. A beautiful home awaits!

245 Oakwood Dr, 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
$1,295,000
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
$6,200
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189040 MLS
Enjoy this meticulously maintained custom-built end unit townhome in the heart of Fairfield. Nine-foot ceilings and gleaming hardwood floors grace both the main and upper levels along with an abundance of natural light. The main level open floor plan features a cozy living room with fireplace, kitchen with custom cabinetry, granite and island seating, plus a spacious dining area and half bath. Upper level includes the primary bedroom suite with walk-in closet plus a second bedroom with full bath. A lower-level bedroom with full bath, French doors and deck could also be used as a home office or gym. Situated on a prime cul-de-sac location with a short walk to train, restaurants, shopping, library and recreation center. Enjoy the lifestyle.

67 Thorpe St Unit 67, 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
$4,200
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191336 MLS
Welcome home to this charming and move in ready ranch in Fairfield's desirable Stratfield neighborhood. This beautifully maintained home offers 3 bedrooms and 1.5 baths with a bright, comfortable layout designed for everyday living. The spacious eat in kitchen features granite countertops, stainless steel appliances, and plenty of room to gather with family and friends. Hardwood floors and central air add to the home's comfort and appeal. The finished lower level provides an abundance of additional living space with two versatile flex rooms that can easily serve as a home office, fitness room, playroom, craft room, or whatever best fits your lifestyle. There is also plenty of storage to keep everything organized. Enjoy the added benefit of energy efficient solar panels that help reduce electricity costs, along with a Nest thermostat and video doorbell for modern comfort, convenience, and peace of mind. Step outside to your own private backyard retreat featuring a patio, raised garden boxes, a cozy fire pit, and charming string lights that create the perfect setting for relaxing evenings or entertaining family and friends. Ample off street parking add even more convenience. Ideally located close to schools, shopping, parks, restaurants, and major commuting routes, this home offers the perfect combination of warmth, flexibility, convenience, and energy savings.

215 Bennett St, 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

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