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228 Woodrow Ave, Fairfield
$1,180,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211192 MLS
Welcome to this inviting move in ready three-bedroom home in a desirable Fairfield Southport, where comfortable living, thoughtful updates, and everyday convenience meet together. Set in a peaceful residential neighborhood, this home offers a wonderful balance of privacy and accessibility to both Fairfield's and Westport shopping, dining, parks. Fairfield's vibrant town amenities beaches, and train station all within easy reach. Step inside to bright, welcoming living spaces designed for both everyday life and entertaining. The open kitchen serves as the heart of the home, featuring granite countertops and a seamless connection to the adjoining living and dining areas. The open layout creates an easy flow for gatherings while allowing natural light to move throughout the main living spaces. Three comfortable bedrooms provide flexibility for family and guests. Radiant heat in both family room and sunroom. The finished basement adds valuable additional living space with playroom, home office, sunroom or media area-offering plenty of room to suitable lifestyle. Enjoy the outdoor patio with peaceful surroundings, providing a wonderful setting for dining, gardening, play, or simply relaxing. The combination of a comfortable interior, flexible finished lower level, and convenient Fairfield location makes this home a great opportunity for those looking to enjoy all that the Southport community has to offer.

228 Woodrow Ave, Fairfield

33 Melville Ave, Fairfield
$549,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211102 MLS
Attention Investors, Contractors & Flippers! Excellent opportunity in a desirable and sought-after area! This 3-bedroom, 3-bath home with a detached 2-car garage is already halfway through the renovation process, giving the next owner a great head start. Much of the heavy work has already been completed, including all demolition, new electrical wiring, and most of the new plumbing. Now it's ready for someone with vision to step in, complete the renovation, and bring this property back to liThe seller originally intended to finish the project but became involved in a larger renovation project and simply does not have the time to complete this one. A great opportunity for an investor, contractor, or flipper looking to take over a project where much of the initial work is already behind you. Finish it to your specifications and unlock the property's full potential. Bring your contractor, your ideas, and your finishing touches - the hard part has already been started!

33 Melville Ave, Fairfield

280 Tuckahoe Ln, Fairfield
$2,199,999
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24211148 MLS
Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms, 5 full and 2 half baths. This offers flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

73 Old Dam Rd, Fairfield
$1,795,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210949 MLS
Vacation living, every day of the year. This move-in ready 4-bedroom home sits on a quiet street in Fairfield's coveted beach area, right on a tidal creek with its own private dock. 73 Old Dam offers the best of both worlds: the magic of waterside living, with Fairfield Beach standing as a natural barrier against the open Sound. Water views throughout, and the upper-level primary suite faces the creek and opens onto a private deck. Sun-filled rooms flow easily for entertaining, and a detached garage adds storage and flexibility. The perfect setting to entertain guests and family inside and out with elevated decks, a larger than expected yard, and a waterside deck to enjoy the sunset. Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

73 Old Dam Rd, Fairfield

38 Reynolds Dr, Fairfield
$845,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210126 MLS
From the moment you pull into the cul-de-sac at 38 Reynolds Drive, this charming colonial greets you with a genuine sense of home. It is a picture perfect setting where light filled spaces and an effortless room to room flow immediately make you want to stay a while. A welcoming front living room provides an inviting initial space for relaxed conversation. At the heart of the residence is an expansive family room featuring soaring vaulted ceilings, a wood burning fireplace, custom built ins, and walls of windows that bring in incredible natural light. French doors open to a wraparound deck and a private, fenced yard framed by mature landscaping. The kitchen serves as a central highlight, crafted with custom cabinetry, sleek granite surfaces, under cabinet lighting, and stainless steel appliances. Adjacent to the kitchen is a versatile formal dining space, currently outfitted as a dedicated home office, offering the flexibility to suit your lifestyle needs. Upstairs, the primary bedroom offers a newly renovated en-suite bath featuring a gorgeous tiled shower with glass doors and stylish new tile flooring. Completing the upper level are 2 well appointed bedrooms and a shared full bath. A full walk up attic for storage and offers potential to finish space as your needs evolve. Every detail has been curated for comfort, plus a prime location just minutes from local parks, top rated schools, shopping and the train, perfectly pairing peaceful serenity with Fairfield convenience.

38 Reynolds Dr, Fairfield

265 Autumn Ridge Rd, Fairfield
$1,495,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210815 MLS
Welcome to 265 Autumn Ridge Road-a beautifully updated Fairfield home where stylish interiors, exceptional flexibility and an impressive outdoor setting come together with ease. At the heart of the home is the fully renovated kitchen, completed in 2022 with an eye for both beauty and function. Thoughtful details, quality finishes and a polished design make it a natural gathering place, whether you're preparing a quiet dinner or entertaining a crowd. The outdoor spaces are equally impressive. A recently completed deck expansion opens to a new patio and overlooks a beautifully leveled yard enhanced by a retaining wall and new sprinkler system. The seller plans to paint the deck within the next few weeks, offering the buyer an opportunity-depending on timing-to select a color that complements their personal taste. A brand-new fence, completed in 2026, surrounds the property, creating a private and inviting setting for outdoor dining, entertaining, play and relaxation. Inside, the primary bathroom was updated and the hardwood floors were refinished in 2022, adding warmth and a fresh, polished feel throughout the home. A new picture window, installed in the living room in 2024, fills the space with natural light and frames a lovely view of the property.

265 Autumn Ridge Rd, Fairfield

36 Brooklawn Pkwy, Fairfield
$949,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201679 MLS
Nestled in Fairfield's coveted, walkable Stratfield neighborhood, complete with sidewalks, this turnkey home seamlessly blends timeless architectural character with extensive modern updates. Storybook worthy house and grounds feature a charming front porch, a private backyard with newer bluestone patio, perennial gardens and stone wall, plus a sourwood tree that turns a beautiful pink in late autumn. Spanning four finished levels, the home offers 4 spacious bedrooms and 2.5 recently updated baths, one with radiant heat flooring. The main level showcases beautiful woodwork, built-ins, moldings and hardwood floors, along with a front-to-back family room with gas fireplace for cozy gatherings, elegant dining room with charming butler's pantry and inviting kitchen with breakfast area, abundant cabinetry and granite island. The private Primary Suite includes its own bath. A finished third floor with walk-in closet provides flexible space for an office, guests or playroom, while the finished lower level with new closets suits a gym or media. Outside, new fencing creates a private oasis surrounding the bluestone patio and perennial gardens. Recent improvements include new roofs on the home and detached garage, high-efficiency boiler with tankless hot water, garage door and floor, appliances, fencing and flooring. Minutes to shopping, restaurants, Lincoln Park playground and more, 36 Brooklawn Parkway is a true turnkey jewel.

36 Brooklawn Pkwy, Fairfield

128 Linley Dr, Fairfield
$1,195,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210173 MLS
This is a truly must-see home! A modernized Mid-Century Contemporary residence with a peaceful babbling brook view, offering 3 bedrooms and 3 full bathrooms in a condition that feels as close to new construction as possible. The home features all-new hardwood floors, 9-foot ceilings, and dramatic floor-to-ceiling windows that fill the space with natural light. A striking stone fireplace anchors the living room, while the main level also includes a convenient laundry/mudroom and a bright breakfast room. Outdoor living is elevated with two spacious decks and a patio overlooking the serene setting. The lower-level family room offers an additional fireplace, creating a warm and inviting retreat. Practical upgrades include a new driveway, new split-system air conditioning throughout, a new roof, 200-amp electrical service, and two sheds for extra storage. The primary suite features a walk-in closet with custom built-ins. Adding even more versatility, the attached upper-level space above the two-car garage provides an additional 625 square feet bringing the total to 2794 sq ft. with a full kitchen, full bath, and in-unit washer/dryer-for a possible au pair, office, or in-law suite. Owner/Agent.

128 Linley Dr, Fairfield

127 Jennings Rd, Fairfield
$750,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204383 MLS
Welcome to this sunny and spacious colonial located in the heart of Fairfield! This totally renovated house is everything you would wish for to call it home. Newer kitchen with quartz countertop and appliances, newer bathrooms, newer hardwood floors on main level, newer carpet on second level, newer siding, newer roof, newer central air/ HVAC unit, and so much more to list. 5 bedrooms with an additional small room that can be used as a guest room, office, or play den. The spacious family room has a slider door that leads to a generous sized deck that overlooks the yard and is ready for you to host your family and friends gathering for a BBQ! BONUS walk out partially finished basement that can be transformed into a gym, mancave, or au pair/guest/in-law suite. The options are endless! Conveniently located just minutes to Black Rock Turnpike and other major roadways which makes it easy to access shopping, dining, commuting, Fairfield public schools, Fairfield parks and beaches, and all that Fairfield has to offer! Come see for yourself! One of the agents is the owner of the property.

127 Jennings Rd, Fairfield

220 Melville Dr, Fairfield
$390,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24209353 MLS
Welcome to 220 Melville Drive in Fairfield a charming brick half duplex with no association fees and your own private land. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two car driveway and a fully fenced backyard, ideal for relaxing, gardening, or hosting gatherings. The property also features exceptional storage and utility with three sheds all equipped with electricity including a custom shed built specifically for the included snowblower and a larger shed that could be converted into finished space! So many possibilities. Upgrades include a new roof, new furnace, and a recently installed sewer liner, providing peace of mind for years to come. This home is walking distance to a park and ideally located close to shopping, dining, park square and with easy access to NYC, this home offers convenience, and value in a desirable Fairfield neighborhood.

220 Melville Dr, Fairfield

71 School St, Fairfield
$599,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24209129 MLS
Welcome to 71 School Street! This charming two bedroom cape is nestled in a desirable Fairfield neighborhood. This inviting home offers classic Cape character and is a pleasure to show! The main level features a remodeled eat in kitchen with stainless steel appliances, a welcoming living room with plantation shutters, formal dining room and/or could be a third bedroom, and a remodeled full bath. There are two appointed bedrooms on the second floor. There is a two car attached garage with ample storage, and a level fenced in backyard with a firepit for all of your outdoor entertainment. Gleaming hardwood floors throughout, newer 30 year architectural roof, and fully paid off solar panels for maximum energy efficiency. Located close to Fairfield beaches, shopping, restaurants, train station, and downtown, this home combines the appeal of a classic Cape with the convenience of an established Fairfield location. A wonderful opportunity for buyers looking for charm, location, and the opportunity to create a home of their own! Put this home on your short list of homes to see!

71 School St, Fairfield

60 Bridle Trl, Fairfield
$1,899,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24202150 MLS
Classic Greenfield Hill Colonial located in desirable Galloping Hill neighborhood. Wonderful turn-key home has been gently lived in and boasts Formal Living Room with wood burning Fireplace & Formal Dining Room with coffered ceiling and Butler's Pantry. Light-filled Kitchen with new backsplash & Quartzite counter tops offers good space for cooking & entertaining. Laundry Room and Powder Room are located off Kitchen. Family Room with its wood burning Fieldstone Fireplace features roomy space and opens nicely out to refreshing blue slated Patio. Home Office is located on Main Level. Beautiful mill work greets you as you ascend the staircase to the Upper Level. Spacious Primary en-suite Bedroom, en-suite 2nd Bedroom, plus 2 additional well-proportioned Bedrooms and Hallway Bath complete the 2nd Level. Walk-up Attic provides excellent storage. Partially finished walk-out Basement (784 sq ft) offers work out space & space for children to play. Basement with add'l 1,134 unfinished square footage provides opportunity & abundant storage space. Insulated 600 sq ft space located above 3 car Garage could make ideal Bonus Room. Plenty of shopping & dining on either Black Rock Tpk or Downtown Fairfield. The wonderful coastal community of Fairfield boasts 5 scenic beaches. 60 Bridle Trail is an excellent & welcoming family home just minutes to the Merritt Pwy, 10 minutes to I-95, train and downtown.

60 Bridle Trl, Fairfield

211 Old Farm Rd, Fairfield
$974,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207316 MLS
Welcome to an exceptional Fairfield home where thoughtful updates, beautiful spaces & an incredible lifestyle come together. This stunning, turnkey ranch offers 4 bedrooms, 2.5 baths, hardwood floors, abundant natural light & an ideal location minutes from beaches, shopping, dining, train, & major commuter routes. The showstopping second-floor primary suite is a private retreat featuring skylights, spacious sitting area, gorgeous full bath with double vanity, glass-enclosed shower, dressing area, & massive closets. The main level features 3 generously sized bedrooms, 1.5 baths, formal dining room, family room + an impressive eat-in kitchen with granite countertops and SS appliances. A beautiful year-round sunroom overlooks the spectacular fully fenced level backyard & opens directly to the deck. With garden area + plenty of space for entertaining, relaxing, pets, and play, this backyard is truly special. Recent improvements include a new roof, new kitchen appliances + a brand-new two-zone heat pump system for efficient heating & cooling. Solar panels offer substantial monthly savings. The enormous unfinished basement provides exceptional storage & tremendous potential for whatever your lifestyle requires. 2 car garage adds even more convenience. Set in a wonderful Fairfield neighborhood with top-rated schools and easy access to Ward High School, this is a rare opportunity to enjoy a beautifully updated home where the major work has already been done. Simply move in and enjoy!

211 Old Farm Rd, Fairfield

97 Gorham Rd, Fairfield
$1,049,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24205924 MLS
Step into this charming expanded Cape, ideally located on a quiet cul-de-sac in the heart of the coveted South Pine Creek beach area. Filled with warmth and character, this inviting four-bedroom, two-bath home is move-in ready while offering wonderful potential to expand in the future. Set on a flat .22-acre parcel, the property provides a fantastic opportunity in one of Fairfield's most desirable coastal neighborhoods. Inside, an open living and dining space creates an easy, comfortable flow, with sliders offering views and direct access to the backyard. The bright white kitchen features an eat-in area and convenient mudroom space. A first-floor bedroom and full bath provide flexibility for guests, a home office, or main-level living. Upstairs, the spacious primary bedroom offers generous closet space and is joined by two additional bedrooms and a beautifully renovated full bath. The finished lower level provides additional flexible living space, ideal for a playroom, home office, gym, media room, or bonus room. Enjoy the best of the Fairfield beach lifestyle with the beach, town, restaurants, shops, and train all within easy reach. A charming, happy home in a truly fantastic location!

97 Gorham Rd, Fairfield

263 Putting Green Rd, Fairfield
$1,250,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24209265 MLS
Step inside this striking Colonial, where timeless elegance meets relaxed comfort with warm, Ralph Lauren-inspired style throughout. At its heart is the beautiful kitchen, featuring furniture-grade custom cabinetry, Subzero and dramatic 14-foot ceilings-a welcoming gathering place for everyday living and entertaining. Completely rebuilt and thoughtfully redesigned in 2005, the home also features an energy-efficient geothermal system, gorgeous custom millwork throughout, and charming French Country-inspired floor-to-ceiling china cabinet in the breakfast nook. The gracious living room, with hardwood floors, abundant natural light, and a wood-burning fireplace, opens to both a sunny deck and stone patio. A spacious formal dining room is ideal for memorable dinners with family and friends. A double office, guest bedroom, full bath, and convenient mudroom complete the first floor. Upstairs, the inviting primary suite offers two walk-in closets and ensuite bath, along with two additional bedrooms, a full bath, and generous laundry room. Above the garage, a large family room provides wonderful space for play, exercise, or cozy movie nights, plus a sizable closet already plumbed for a bath. The flat backyard offers room to play, garden, or unwind. Walk to North Stratfield Elementary and enjoy being less than a mile from Lake Mohegan's beach, trails, and splash pad. Minutes to Fairfield's shops, dining, theater, five Long Island Sound beaches, Metro-North, and the Merritt Parkway.

263 Putting Green Rd, Fairfield

11 Oldfield Dr, Fairfield
$1,150,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209127 MLS
11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fence framing the front of the property. Best of all is the location: tucked away on a peaceful street while still within an easy walk of town, the train, and beaches. Move-in ready and ideally situated, 11 Oldfield Drive is a wonderful opportunity to enjoy the best of Fairfield living.

11 Oldfield Dr, Fairfield

1859 Fairfield Beach Rd, Fairfield
$6,499,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24207566 MLS
A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

1859 Fairfield Beach Rd, Fairfield

891 Oldfield Rd, Fairfield
$1,395,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24209087 MLS
NEW PRICE. An exceptional opportunity to own this impeccably maintained, beautifully designed home just moments from town and the beach. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium on .25 acres lot. The homes share no walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

891 Oldfield Rd, Fairfield

181 Miro St, Fairfield
$765,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24208476 MLS
***HIGHEST & BEST DUE WEDNESDAY 9/20 AT NOON *** Fully updated and move-in ready, this home sits on a quiet, low-traffic street just minutes from both I-95 and the Merritt Parkway, an ideal setup for commuters who still want a peaceful neighborhood setting. You're right down the street from local schools and just minutes from area shopping. Freshly painted throughout, the home features refinished hardwood floors across the main level, a bright living area, and an eat-in kitchen with a newer sliding door leading out to the deck. Three bedrooms sit on the upper level, including a primary suite with its own private full bath. Downstairs, the finished lower level offers brand-new flooring and a versatile extra room that works perfectly as a home office, home gym, extra storage space, or even a 4th bedroom. Major mechanical updates include a new air handler, condenser, and a backup generator. The absolute highlight of the property is the incredible backyard. Completely flat, fully fenced, and wide open, it offers an exceptionally rare amount of usable space for play, pets, and outdoor entertaining right off the deck.

181 Miro St, Fairfield

738 Rowland Rd, Fairfield
$1,675,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200231 MLS
Barely a block from Fairfield Beach this stylish beach house offers bright, designer-chic living with year-round marsh views. The open main level features hardwood floors, a light-filled living area, and a Nantucket-style kitchen with a quartz island and stainless steel appliances. The adjacent dining room leads through French doors to an expanded Trex deck overlooking the marsh. Upstairs, the primary suite boasts a walk-in closet, serene views, and a renovated ensuite bath, alongside two additional bedrooms, a updated full bath, and dedicated laundry. A lower-level mudroom connects to the attached two-car garage and a carved out office space. Highlights include a firepit, outdoor shower, and key upgrades like a new roof, windows, and deck-all just minutes from downtown Fairfield's dining, shops, and train. Gated Beach access awaits you just steps from the house.

738 Rowland Rd, Fairfield

2493 Redding Rd, Fairfield
$2,195,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24208162 MLS
Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

2493 Redding Rd, Fairfield

102 Glen Ridge Rd, Fairfield
$650,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207656 MLS
Opportunity awaits at 102 Glen Ridge Road! Set on .46 acre on a corner property in an established Fairfield neighborhood, this home offers possibilities for a variety of buyers. Move in and make it your own, renovate and reimagine the existing home, or explore the potential for new construction. Features include stainless steel appliances, an outdoor patio with porcelain tile, and a finished lower level offering three additional rooms currently used as a family room, office and craft room, plus three additional closets for storage. Enjoy a truly walkable location! Walk to nearby elementary and middle schools, Fairfield Woods Branch Library, Highwood Park with ball field, basketball court and playground, and Lake Mohegan with hiking trails, seasonal beach, splash pad, lifeguards and snack bar. Commuters will appreciate easy access to the Merritt Parkway, I-95 and Fairfield's three Metro-North train stations. Fairfield also offers five town beaches, great shopping and restaurants, parks and recreation. Whether you're looking to downsize, purchase a home you can update over time, renovate, invest or build new, 102 Glen Ridge Road offers an opportunity to make this property your own.

102 Glen Ridge Rd, Fairfield

78 Greenbriar Rd, Fairfield
$1,150,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207389 MLS
Set in the desirable University area, this expanded ranch offers inviting spaces, beautiful architectural details and a backyard that feels like a private oasis. Custom craftsman touches incl crown molding and custom paneling create a warm sense of character throughout. The chef's kitchen, with generous island,is perfect for morning coffee, and casual meals.The dining room is ideally situated for inspired entertaining. The heart of the home is the stunning family room, where a soaring cathedral ceiling and fireplace create a comfortable place to gather. French doors open to an extraordinary outdoor retreat designed for long summer days and unforgettable evenings. Swim in the heated gunite pool, relax in the spa, enjoy dinner on the patio, and gather for drinks at the tiki bar. An outdoor shower and lush grounds complete this vacation-at-home setting.Upstairs, the thoughtfully added bonus space offers room to adapt as life changes; whether used as a home office,playroom, 4th bedroom, or creative studio. A finished space in the bsmt plus plenty of storage add to the home's functionality. The ease of ranch-style living with flexible additional space and exceptional indoor-outdoor entertaining, this is a home meant to be enjoyed in every season. All situated on a culdesac road just minutes from Fairfield Center dining, shopping, MetroNorth and 5 LI Sound beaches. Walk to Osborn Hill School.Easy NYC commute by highway, Merritt Parkway or train.

78 Greenbriar Rd, Fairfield

250 Szost Dr, Fairfield
$1,489,999
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24205742 MLS
FALL in love with this new home sitting proudly on a beautiful tree-lined circular street in the exceptional Fairfield University area. A covered Front porch greets you, with a sleek metal roof providing not only curb appeal but durability. Plenty of room to sit, sip, and enjoy the neighborhood. Upon entering this 5 Bedroom home, you instantly are comforted by the neutral tones and natural light that spills in. The comfortable living room flows seamlessly into the kitchen, natural hardwood flooring throughout and a gas fireplace offers a cozy spot on a chilly evening At the heart is the custom Kitchen designed for serious cooking and effortless entertaining. The kitchen features Thermador appliances an oversized island topped with gleaming white quartz and a walk in pantry. The adjoining dining area includes a dry bar and beverage cooler with sliders that lead to expansive deck overlooking the fenced in private yard. An optional first floor bedroom and full bath are located off the dining area, a laundry room competes this main level. Upstairs the primary suite is a true retreat with spa inspired bath, soaking tub and generous walk in closet. Two more spacious bedrooms with full bath complete this level. The third floor Bonus room is yours to design..Rec room, music, office? A Full bathroom and Fifth bedroom live on this 3rd level. Just in case you need more space, the entire lower level is finished with half a bath. Efficient mechanicals provide for lower cost utility costs

250 Szost Dr, Fairfield

148 Ridgeley Ave, Fairfield
$699,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207543 MLS
NEW NEW NEW!! Great opportunity to purchase this newly totally reconstructed Cape Cod at an affordable price! The main level features an open kitchen/family area, dining room which leads to the relaxing covered front porch and the primary bedroom with full bathroom. The upper level has two additional bedrooms, office area and a full bathroom. The home offers hardwood floors throughout, custom kitchen with stainless appliances, quartz countertops and island, carrier heating and central air, Rheem tankless water heater, two car garage. This home is conveniently located near all your shopping needs, schools, I-95, train stations, town center and beaches. Taxes will be assessed after the CO. Owner has a Connecticut Real Estate License.

148 Ridgeley Ave, Fairfield

24 Warde Ter, Fairfield
$2,349,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24204921 MLS
Another Fabulous New Construction by Joseph J. Lagana Builders Inc. This Luxurious Colonial with masonary details is situated on a level .51 acre includes 5 Bedrooms & 4 full baths. 1st Floor: Living Room & Dining Room accented with feature walls of shaker paneling, Gourmet Kitchen includes Thermidor appliances & a spacious Center Island with seating for 4 & opens to a Family Room accented with a Wet Bar, Stone Fireplace & Paddle Fan. Private Office / 5th Bedroom with access to a full bath. Mud Room leads to 2 car garage. 2nd floor consists of 4 Bedrooms: Primary Bedroom Suite has a walk-In-Closet with built ins, En Suite Bath with Shower Stall & seperate Soaking Tub. Painted His/Hers Vanities, tile floor & sliding barn door. There is another En Suite Bedroom for Guests, Family or Nanny features Walk-In-Closet with Built Ins & Full Bath. 3rd & 4th Bedrooms share a Jack & Jill Full Bath. Laundry Room with Laundry Hook Ups, shelving, countertop & wash tub sink. Finished Basement with 800 sq ft. Expansive rear patio with paver stone includes a Firepit. Stone covered front porch & steps with detailed paver stone walkway. Professionally landscaped with lush green sod applied to front & rear yard, accented with plantings & Irrigation System. Also room for a Pool! Conveniently located near shopping, library, restaurants, gym, Lake Mohegan & access to 5 Town Beaches. Quick drive to Fairfield Metro Train Station, Merritt Pkway & I 95

24 Warde Ter, Fairfield

185 Nepas Rd, Fairfield
$989,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24206070 MLS
Nestled in Fairfield's desirable Lake Mohegan area & convenient to everyday amenities,this warm & inviting 4-BR, 2.5-BA Colonial offers 2,028 sq.ft. of comfortable living space.Set back w/mature trees & well-maintained grounds,this property provides a peaceful connection to nature.Freshly painted interiors & refinished HW floors create a welcoming atmosphere throughout.The bright eat-in kitchen features abundant cabinetry, a large pantry, updated fixtures & a large window showcasing seasonal views.Enjoy gatherings in the dining room,relax in the front-to-back living room w/ a wood-burning fireplace, or unwind in the spacious family room featuring a gas fireplace & built-ins.French doors open to one of the home's showpiece spaces:a sun-filled sunroom (add.324 sft) w/ skylights,walls of windows, tongue-and-groove detailing,new flooring & sliders that seamlessly blend indoor/outdoor living.Upstairs are 4 generously sized BRs, including a primary suite w/ BA & 2 large closets.A full basement(1128 sft), pull-down attic & additional attic space above the garage provide great storage & future possibilities.The large slate patio overlooks the private backyard, offering the perfect setting for morning coffee,dining or entertaining. Add features include Marvin windows,central air,whole-house generator & 2-yr-old HW heater. Convenient to shopping, dining, parks, beaches, lakes, train, Merritt Pkwy & I-95. This home is ready for its next owners to make it their own & create new memories.

185 Nepas Rd, Fairfield

845 Kings Hwy W, Fairfield
$1,645,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207194 MLS
Welcome to 'The Shire', where everyday life feels like a page from a classic New England novel. This enchanting home captures the timeless spirit of Southport, offering a lifestyle defined by character and the best of the gold coast. From the moment you arrive, the lush, mature grounds set a scene of total serenity, on a property anchored by history, all in an unparalleled location. While the aesthetic is pure vintage charm, the dwelling is equipped for modern peace of mind, including a chefs kitchen, updated bathrooms, and a generator to ensure comfort under any circumstance. Original posts and beams, oversized stone fireplaces, wide plank hardwood floors, and designer lighting all complement the warmth and wonder this antique saltbox exudes. The glass-walled greenhouse is a true sanctuary. Whether you're planting or enjoying your morning coffee, it's a space that brings nature near all year long. The grounds include a barn, offering more than just storage. Inside, you'll find two garage bays as well as a dedicated upstairs studio space, perfect for a secluded office, workshop, gym- the options are endless. Every corner of this estate tells a story, from the sun-dappled nooks to the expansive yard that feels worlds away from the hustle and bustle. This isn't just a house; it's a retreat, waiting for its next chapter to begin. If this one of a kind home feels familiar, it's probably because you've been dreaming about the opportunity to live here... and call The Shire yours.

845 Kings Hwy W, Fairfield

2082 Stratfield Rd, Fairfield
$525,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24207066 MLS
New price and an opportunity you do not want to miss in Fairfield's desirable Stratfield neighborhood! This charming Cape offers incredible value, wonderful curb appeal, and a location that puts you close to everything Fairfield has to offer. Step inside to a bright eat in kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The inviting living room features gleaming hardwood floors, a cozy fireplace, and crown moldings. The main level offers a spacious primary bedroom, a full bath with tub and shower accented by white Carrara marble floors, plus a second bedroom ideal for guests, a home office, or den. The upper level includes two generously sized bedrooms and a convenient half bath. The unfinished lower level provides excellent storage and laundry space and has been fully waterproofed by Connecticut Basement Systems with an integrated dehumidifier. Additional features include central air conditioning on the main level and a detached garage and shed offering flexible space for storage, a workshop, hobbies, or a home gym. With a little cosmetic updating, this home offers the perfect opportunity to make it your own while building equity in one of Fairfield's most sought after communities. Just one mile from the Merritt Parkway and minutes to beaches, parks, the train, shopping, dining, and walking trails, this is a Fairfield value that truly deserves a second look!

2082 Stratfield Rd, Fairfield

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