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$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
$599,999
2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189069 MLS ⋅ Woodfield Village BLDG.
This Elgin unit at Woodfield Village offers coveted single-level living in a desirable end-unit setting w/ a nearby attached garage. Hardwood floors throughout the main level, featuring a dining room, 2 bedrooms & a vaulted-ceiling family room with sliders to a private deck w/ wooded views. The primary bedroom has a private bath & sliders to the deck. An additional full bath with stall shower & washer/dryer completes the main level. The finished lower level offers 700+ sq ft of versatile living space plus a half bath, perfect for a family room, office or gym. Furnace, hot water heater & central air were recently replaced. Enjoy landscaped grounds, a heated pool, clubhouse, tennis & pickle ball courts. Close to Lake Mohegan & Cascades hiking trails, shopping, dining, Fairchild Wheeler Golf Course, Fairfield beaches, Metro-North & the Merritt Parkway. Enjoy low-maintenance living in one of Fairfield's most desirable condo communities.

26 Paisley Ln Unit 26, 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
$399,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188796 MLS ⋅ Ridgewood BLDG.
2 Bed 1.5 Bath Townhouse Heat & Hot Water Included in Common Charges! Featuring an open floor plan. Private deck to unwind overlooking the maintained grounds. Two spacious bedrooms with double closets; walk-in cedar closet, and additional attic storage. Washer and dryer in unit and parking in detached garage for your convenience. Close to schools, shopping, dining, and entertainment. Easy to commute with close access to I-95, the Merritt Parkway, The Fairfield Metro Train Station. Complex is investment friendly and has strong HOA financials.

153 Knapps Highway Unit 153, 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
$699,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188167 MLS
Great home in prime location for Builders, Investors or cash Buyers!. It is across from private beach. House needs complete Rehab, Excellent bones and smart layout with 4 bedrooms, 2 baths , cathedral ceiling in open Kitchen & Family Room with Fireplace. Enclosed breezeway adds to your living space. Finishable basement, flat usable yard with deck. Large two car garage. No flood insurance required. Enjoy a pretty view of the lake every time you walk out your door. Part of Lake Hills Association with 5 beaches, events, swim team & more. www.lakehillsassocation.com.Quiet road with no through traffic just a few minutes to conveniences, restaurants and the Merritt. Close to schools and very commutable to the train and I95. SOLD AS IS WITH NO CONTINGENCIES, ONLY CASH OFFERS PLEASE!

190 Sasapequan Rd, Fairfield
$555,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186449 MLS
101 Soundview Avenue is where location, versatility, and opportunity come together in Fairfield's highly desirable Tunxis Hill neighborhood. This well-maintained Cape offers 4 bedrooms, 2 newly remodeled bathrooms, a spacious eat-in kitchen, fresh interior paint, and finished basement featuring a private office and generous closet, a flexible space for a home gym, media/gaming room, hobby or playroom. An organized laundry area with newer washer/dryer included in sale. Thoughtfully designed for modern living, the home offers a bright, functional layout with warm, inviting spaces that effortlessly accommodate both everyday life and entertaining. Outdoors, enjoy a private backyard with vegetable gardens and newly installed, premium white vinyl fence, detached one-car garage with automatic door and plenty of extra storage. Just off the kitchen, the refinished multi-purpose deck creates a seamless transition for indoor-outdoor dining, relaxing, grilling, and entertaining. Ideally situated with convenient access to I95 and Merritt Pkwy, two Metro-North train stations and Black Rock Tpke's shopping, dining, and public transportation just minutes away. Its close proximity to both Sacred Heart and Fairfield Universities also presents an attractive investment opportunity, with academic-year rentals secured well in advance. Whether you're searching for your next home or seeking a fantastic investment property, don't miss this one!

101 Soundview Ave, Fairfield
$329,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187673 MLS ⋅ Silliman BLDG.
Whether you're looking to upsize, downsize, or invest, this is the one! This move-in-ready condo is tucked away on a quiet dead-end street, yet just minutes from restaurants, shopping and I-95. Don't miss this opportunity!

90 Silliman St Unit 3B, Fairfield
$5,499,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185816 MLS
Exceptional, one of a kind property, with direct beach frontage, panoramic views, inground pool, elevator, and a magnificent 2-story elliptical staircase to resemble a seashell. Best of all this home is better than new & FEMA compliant. The elevator extends from the garage to 3 floors more. The residence has 7 outdoor decks to enjoy breathtaking sunrises, sunsets, LI ferry and Penfield Lighthouse. Take long walks, enjoy the sandy beach, or sit and listen to the sound of the waves. The inground pool has a magnificent limestone decking. Highest quality craftmanship and woodworking throughout. The quartzite kitchen is exceptionally spacious to accommodate large gatherings with Subzero and Wolf double oven. A second galley kitchen has an extra DW, dbl sink, fridge/freezer, and custom cabinetry that includes a banquet with direct water dining views. The covered porch overlooks the pool and beach and has a glass fence surround. The 1st floor has an office/study. The 2nd floor features 3 BRs, 2 ensuite plus the primary w/ his and hers baths and sliders to lg viewing deck. 3rd floor adds 2000+ sq ft of addtl living space (not on field card) & replicates a ship potential for another BR. Your own private beach club has high ceilings, top quality construction and custom windows, and flexible living space for every occasion. Exceptional parking for up to 10 cars! This magnificent seaside home is like a private beach club in summer and a retreat oasis for all seasons. Opportunity awaits!

1657 Fairfield Beach Rd Unit 1657, Fairfield
$650,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187486 MLS ⋅ Woodfield Village BLDG.
Beautifully updated and impeccably maintained townhome in sought-after Woodfield Village. Hardwood floors throughout, an updated kitchen, and a cozy fireplace create warm and inviting living spaces, while beautiful seasonal sunrise and sunset views add to the home's appeal. Enjoy a private deck off the family room and a private balcony off the primary suite. Both bedrooms feature walk-in closets and updated ensuite baths, offering comfort and privacy. An attached two-car garage provides exceptional convenience. Woodfield Village residents enjoy beautifully landscaped grounds, a heated pool, clubhouse, tennis and pickleball courts, all just minutes from shopping, dining, Fairchild Wheeler Golf Course, Fairfield beaches, Metro-North, and the Merritt Parkway. Enjoy low-maintenance living in one of Fairfield's most desirable condominium communities. NOTE: Back on market due solely to buyer's financial circumstances.

192 Glengarry Rd Unit 192, 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
$1,320,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186539 MLS
Welcome to this exceptional 5 bedroom, 4.5 bath home set on a .58 acre cul de sac. Step inside to find spacious rooms throughout. The generous layout creates an inviting atmosphere that feels both open and comfortable, ideal for relaxing and hosting gatherings. At the heart of the home is a newer chef's kitchen, featuring top of the line appliances, quartz counters, and an oversized island. The exceptionally large living room with gas fireplace flows into the dining room. There are wood floors in the living room, dining room, kitchen, hallway, 1 bedroom and underneath the carpet in the soundproof music room. The spacious primary bedroom suite serves as a private retreat, complete with 2 walk in closets. The primary bathroom has a new oversized shower, new counters, walk in closet and wood cabinets. The lower level includes a home theater/family room, with a large walk in closet and 2 bedrooms or one as den/office. Step outside to your private backyard which includes a covered patio next to an in ground Gunite pool, new filter, pump and Wifi surround sound system. Car enthusiasts and hobbyists with appreciate the rare 4 car garage w/ an electric vehicle hookup. There are 3 refrigerators and 3 cedar closets. In case of a power failure there is a generator with hookup. Feel secure with 3 Nest cameras and full window/door security system. There is a fixed $700 monthly bill for solar panels that includes a new roof. Contingent on the owner finding suitable housing. Owner/age

67 Valley Cir, Fairfield
$769,900
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24183487 MLS ⋅ Woodfield Village BLDG.
Welcome to 166 Glengarry Road, a beautifully maintained end-unit townhouse in Fairfield's sought-after Woodfield Village community. Offering 3 bedrooms, 3 full baths, 1 half bath,and a versatile floor plan, this move-in-ready home combines comfort, space, and convenience. Freshly painted throughout and featuring refinished hardwood floors, the home is filled with natural light. The spacious living room showcases vaulted ceilings, oversized windows, and a fireplace, creating an inviting space for everyday living and entertaining. The dining area flows seamlessly into the kitchen, complete with stainless steel appliances and ample storage. The flexible layout offers comfortable living on multiple levels, while the finished lower level provides additional space ideal for a family room, home office, gym, media room, or guest retreat. An unfinished storage area offers excellent room for seasonal items, hobbies, or workshop space. As an end unit, the home enjoys added privacy and beautiful views of the professionally maintained grounds. Residents enjoy access to Woodfield Village amenities including a pool, pool house, tennis and pickleball courts. Conveniently located just minutes from shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield beaches, and the Merritt Parkway, this exceptional home offers the perfect blend of low-maintenance living and Fairfield lifestyle. Move right in and enjoy all that Woodfield Village has to offer.

166 Glengarry Rd Unit 166, Fairfield
$625,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186541 MLS
Ideally situated in a highly convenient location, this home offers easy access to shopping, dining, schools, parks, transportation and everyday essentials within easy reach. Enjoy the ideal balance of comfort and accessibility, with everything you need just moments from your front door. This home has an open floor plan that connects the kitchen to the dining area with an easy entrance from the back of the home. The main level also has a generous size living room and a bedroom with a full bath. Upstairs, you will find two beautifully appointed bedrooms that are filled with natural light , creating bright and inviting retreats to unwind at the end of the day. Thoughtfully positioned for privacy and comfort, these airy spaces offer a warm and welcoming atmosphere that you will love coming home to. The spacious lower level offers exceptional flexibility for today's lifestyle. Featuring two separate finished rooms on opposite sides of this level providing the perfect opportunity to create distinct living spaces. One room can serve as a family room or media room for movie nights, while the other is ideal for a recreation room, music studio, gym or playroom. With ample room to spread out, this versatile lower level adapts easily to your needs. Step outside to a generous sized back yard and two car detached garage. With its spacious layout, flexible living areas and a location close to everything, you will be impressed with the value that 439 Stillson Road provides.

439 Stillson Rd, Fairfield
$739,999
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182814 MLS
Discover this delightful colonial, tucked away on a private, cul-du-sac. The welcoming entry opens to a formal dining room and a flexible living room/office. The heart of the home is the updated Martha Stewart kitchen-featuring a built-in pantry and tile flooring-which flows seamlessly into a spacious family room with a fireplace. Step out to a brand-new deck, perfect for enjoying the lush, mature greenery. Upstairs, the luxurious primary suite boasts vaulted ceilings, hardwood floors, and a spa-like bath with double walk-in closets. Two additional bright bedrooms feature ample storage, one with a charming built-in window seat. The lower level offers an extra 832 sq. ft. of living space, featuring a playroom/exercise room with sliders leading to a private patio. Enjoy ease of entry with the conveniently located 2-car garage right off of the kitchen. This home seamlessly combines traditional charm with open-concept modern living.

44 Cricket Ln, Fairfield
$829,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186221 MLS
HIGHEST & BEST OFFERS DUE TUESDAY JUNE 30 @ 5pmThoughtfully updated throughout, this home welcomes you with light-filled rooms, refined finishes, and a floor plan designed for everyday living and entertaining. The living room is the heart of the home, anchored by a wood-burning fireplace & bay window, and flows into the dining room, where a charming built-in hutch and views of the backyard create an inviting setting. The beautifully renovated kitchen is a standout, feat custom cabinetry, Carrara marble counters, SS appliances, and an island that naturally becomes the gathering place for family and friends. Sliding doors open to an expansive deck overlooking landscaped grounds. Whether hosting summer parties, tending to the gardens, enjoying morning coffee, or relaxing under the stars, the outdoor setting is designed to be enjoyed throughout the seasons. Inside, 3 bedrooms provide comfort, including a spacious primary with a custom-designed closet. The renovated full bath showcases heated floors and spa-inspired finishes. The finished LL offers exceptional versatility, perfect for a media room, rec room, office, or guest accommodations. A laundry room, abundant storage, and two car garage further enhance the home's functionality. Perfectly positioned in the desirable Stratfield neighborhood, 361 Lockwood Rd offers easy access to Lake Mohegan, parks, schools, downtown Fairfield, the train & more. Stylish, move-in ready, and meticulously maintained, this home b

361 Lockwood Rd, Fairfield
$650,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186028 MLS
Perfectly positioned in Fairfield's sought-after Stratfield neighborhood, 214 Alberta Street offers everyday ease in a quiet neighborhood setting with a strong sense of community and easy access to schools, parks, shops, dining, commuting routes, downtown Fairfield, and the beach. Inside, the home is warm and inviting with hardwood floors, recessed lighting, modern touches, and an open flow designed for daily living and entertaining. A fireplace anchors the living room, which flows seamlessly to the dining area and a classically finished kitchen with stone counters, white shaker cabinetry, stainless appliances, and a breakfast bar. Just off the dining area, access to the deck makes indoor-outdoor dining and entertaining effortless. Upstairs you'll find three bedrooms, including an oversized primary, and a spacious shared full bath. The lower level adds flexibility with a comfortable den for a home office, playroom, or guest space, plus a full bath, laundry, outside access, and a one-car attached garage. Set on almost a third of an acre, the backyard feels private, peaceful, and park-like, offering room to relax, play, garden, or entertain Move right in and enjoy a home that offers comfort, function, and ease in one of Fairfield's favorite neighborhoods. Known for its tree-lined streets, parks, and long-standing community feel, Stratfield has remained one of Fairfield's most desirable places to live for its blend of character, convenience, and everyday livability.

214 Alberta St, Fairfield
$1,599,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24186144 MLS
Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, 694 Jennings Road offers a rare combination of modern design, turnkey living.

694 Jennings Rd, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184740 MLS ⋅ Southport Woods BLDG.
Pristine 3 Bedroom, 2 Full Bath Main Level End Unit. Newer Kitchen. Private Patio off Kitchen and Living Room. Walk to Southport Village, Train, Harbor, Library. Great Complex that offers Underground Heated Pool & Clubhouse.

18 Southport Woods Dr Unit 18, Fairfield
$699,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185798 MLS
A distinctive home in desirable Stratfield Village, this beautifully maintained farmhouse stands apart from the ordinary with its classic front porch, exceptional curb appeal, and picturesque golf course views. Bright, sun-filled rooms and a welcoming floor plan create a home that feels both comfortable and distinctive. Designed for the way people live today, the home features a spacious kitchen with a breakfast nook, formal living and dining rooms, a charming library/parlor with built-ins, a sunroom, and four bedrooms. The layout offers wonderful flexibility for everyday living, entertaining, working from home, or simply enjoying time with family and friends. The finished lower level provides valuable bonus space for a home gym, workshop, craft studio, recreation room, or other flexible uses. An oversized garage and generous driveway parking add to the home's appeal. Outside, the expansive front lawn enhances the property's impressive presence. Ideally located close to shopping, restaurants, major highways, and the train. Stratfield, Tomlinson, and Fairfield Warde schools. This home offers personality, character, and a setting that is increasingly hard to find. Natural gas, city water, and sewer complete the package.

244 Stratfield Rd, Fairfield
$950,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182336 MLS
Rare opportunity in Fairfield's highly sought-after Beach Area! This 3-bedroom, 1,400 SF ranch offers an exceptionally rare combination of location, lot, and future potential. Just a short walk to South Pine Creek Beach and only a quarter mile from the prestigious Sasco Hill neighborhood, you'll also enjoy easy access to downtown Fairfield, the train station, restaurants, shops, and beaches. According to MLS history, 3-bedroom ranches with attached 2-car garages in both the Beach Area and Fairfield Center have been virtually nonexistent over the past decade, and this home's generous footprint makes it an ideal candidate for a second-story addition, with architectural plans included showing approximately 3,700 SF upon completion, along with a remodeled first floor. (see all photos for exterior front and back ) Based on recent neighborhood sales, expanded homes have exceeded $2 million. Partially finished lower level, private fenced yard, and no reported storm-related issues during recent major coastal storms. Renovate, expand, or enjoy as is. An outstanding value-add opportunity in one of Fairfield's most desirable neighborhoods. It's time for your new beach area home!

102 Geneva Ter, Fairfield
$590,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185327 MLS
Are you a golfer? Can you imagine living down the road to D. Fairchild Wheeler Golf Club? You can golf to your hearts content! Do you have a college age student(s) attending, or about to attend, Sacred Heart University? Well, here's your chance to own this 3-bedroom, 2 full bath Cape Cod style home with a partially finished heated basement just down the road from Wheeler and Sacred Heart! Do you own an electric vehicle or thinking about owning one? Guess what...this home already has a charging station in the one car attached garage! Solar panels allow you to save on your electric bill. At the front door, your guests can leave their coats and shoes in the greeting area before walking into the living room. On the first floor there's one bedroom, full bath along with a room currently used as a workout room. Upstairs is the primary bedroom and another bedroom with a shared hallway full bathroom. Enjoy the sunroom right next to the kitchen with lots of natural light and access to your deck and partially fenced in backyard great for grilling or simply chilling. Here's your opportunity to own this beautiful house and make it your home!

2261 Easton Tpke, Fairfield
$1,875,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24183302 MLS
Nestled on a sprawling one-acre lot, this stunning home offers 4180 sq ft of above-grade living space. Situated in the highly desirable University area of Fairfield, it features 5 bedrooms/5.5 bathrooms. The heart of the home is a culinary masterpiece with GE Monogram appliances, classic shaker-style cabinetry, quartz countertops and a large kitchen island. The kitchen flows into a sunlit breakfast area, and to an open-concept dining and family room with a dry bar, gas fireplace and a spacious deck overlooking a serene backyard. A coveted, fully self-sufficient ground-floor suite for multi-generational living or guests is included with its own dedicated vented laundry, a rare premium offering in the Fairfield area. The primary suite serves as a private, spa-inspired sanctuary with soaring cathedral ceilings, a sprawling floor-mounted custom walk-in closet, and a luxurious bath with high-end fixtures. A private balcony off the bedroom offers an intimate retreat to unwind. Enjoy total privacy with a protected rear buffer ensuring no future development, with professionally landscaped lawn and bespoke patio. Amenities include a private home office, walk-in pantry, two covered parking spaces & two-car attached garage. The home is close to beaches, schools & downtown. A commuters dream with close access to MetroNorth stations. 1-year AllShield Home Protection plan incl. Original 1400 sq' built 1919-Complete Renovation/New Construction 2026. Planned finish July 2026. Owner/Agent

1964 N Benson Rd, Fairfield
$729,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184200 MLS
Brick Cape on quiet Stratfield cul de sac! Enjoy refinished hardwood floors throughout. Living room with fireplace opens to 3 season porch, formal Dining room, sunny white eat in Kitchen, main level bedroom and powder room on main floor. Upper level has 2 Bedrooms - both with generous closets/ storage - and tile Bath. Lower level heated Playroom with new floor, summer Kitchen and wine cellar. Level .25 acre lot with 2+ car garage (with 220V) plus storage above and 3rd garage bay with wood stove. Great opportunity - Estate sale!

312 Bennett St, Fairfield
$1,749,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24171315 MLS
Experience refined luxury in this custom new construction offering 3,200 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for entertaining. The heart of the home is the spectacular eat-in chef's kitchen boasting Thermador appliances, quartz countertops, white custom cabinetry, a white oak center island & an area for a charming breakfast nook. The kitchen flows seamlessly into the family room highlighted by a gas fireplace & sliders leading to a bluestone patio overlooking the private backyard & potential pool site. A mudroom and powder room complete the 1sr floor. The 2nd level offers four generously sized bedrooms, including a luxurious primary suite featuring a spa-like bathroom with a soaking tub, double-sink vanity & a glass enclosed shower. A secondary bedroom enjoys the convenience of a private en-suite bath, while the 3rd & 4th bedrooms share a Jack-and-Jill bathroom with a double vanity and tub/shower combination. A 2nd floor laundry room adds everyday convenience. Additional highlights include a walk-up third level offering the opportunity to create 850 additional sqft. of future finished living space, a lower level with 9 ft. ceilings providing storage or future finishing potential, and a two-car garage.

54 Timothy St, Fairfield

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