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155 Moody Ave, Fairfield
$730,000
3 Beds ⋅ 2 Baths ⋅ 24213459 MLS
Move right in to this freshly painted (inside & out) turnkey home featuring new windows throughout and updated insulation. Half the property has been modernized with updated plumbing and electrical wiring for complete peace of mind. The main level boasts a sun-filled living room with refaced fireplace, home office/sumroom, formal dining room, and a brand-new eat-in kitchen complete with sleek custom cabinets, stunning island, and new countertops. Upstairs, find 3 bedrooms-including a primary suite with a private sunroom-a newly renovated full bath, and a walk-up finished 3rd level for a family room space . Complete with a full lower level (laundry & storage), large 2-car garage, and a landscaped, fully fenced backyard. Prime, convenient location close to top schools, shopping, dining, parks, beaches, town center, Metro-North train, I-95, and the Merritt Parkway. Exceptional value and turn-key opportunity!

155 Moody Ave, Fairfield

280 Brookbend Rd, Fairfield
$1,549,000
4 Beds ⋅ 3 Baths ⋅ 24212214 MLS
AN EXTRAORDINARY HOME. AN EXCEPTIONAL LIVING EXPERIENCE IN WINTON PARK. Welcome to one of the most exciting homes to hit the market! Rarely does a home offer such an experience at every turn. From the moment you enter, you are greeted by soaring ceilings, dramatic architectural details, and incredible expanses of glass letting the outside in. This is a home where nature becomes part of your everyday living. Beautifully maintained and thoughtfully updated, this remarkable residence has a fabulously designed kitchen - one you'd love spending time in. An inviting dining room highlighted by a stunning exposed brick accent wall, sets the stage for memorable gatherings and a dining experience that is anything but ordinary. And everyone loves a sunroom! Two separate living spaces each with a stunning architecturally designed fireplace, four generously sized bedrooms including a beautiful en suite primary retreat. And then there is the yard - truly magical! Set on nearly an acre of lush, rolling and level grounds, with a collection of charming outdoor vignettes creates distinct spaces for entertaining, relaxing and gathering with friends. The custom-enclosed garden with water source is a gardeners dream. Every turn there is something to discover, something to appreciate. This is not simply a home to see, it is a home to experience and an experience you won't soon forget.

280 Brookbend Rd, Fairfield

67 Craig Ct, Fairfield
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24213049 MLS
Welcome to the Fairfield Beach lifestyle, where beautiful views of Long Island Sound, spectacular sunrises and days by the water are part of everyday living. Just steps from the beach, this inviting coastal home offers four levels of spacious living, with water views from three levels. Enjoy morning coffee or leisurely lunches on the covered porch overlooking the water, or spend evenings in the private, fenced backyard with expanded stone patio and low-maintenance landscaping. The main level features an open kitchen with chef-grade appliances, spacious dining area and inviting living room with fireplace and French doors to the porch. The second level offers an expansive primary suite with fireplace, walk-in closet, private deck overlooking the Sound and spa-like bath with soaking tub and separate shower, plus a second ensuite bedroom. The third level features two additional bedrooms and a full bath. A versatile garage space with glass overhead door expands possibilities for entertaining, recreation or fitness. Recent improvements include interior and exterior painting, refinished wood floors and updated lighting. Enjoy nearby South Benson Marina, beachside recreation and easy access to downtown Fairfield's shops, restaurants, Metro-North and more.

67 Craig Ct, Fairfield

72 Old Barn Rd, Fairfield
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 24212223 MLS
Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

72 Old Barn Rd, Fairfield

113 Old Stratfield Rd, Fairfield
$724,900
3 Beds ⋅ 3 Baths ⋅ 24213010 MLS
Welcome to this move-in-ready single-family home in a convenient Fairfield location. A charming covered front porch with tiled concrete flooring welcomes you, along with an oversized attached 2-car garage featuring durable epoxy flooring and plenty of attic storage. The main level features beautiful wood floors, a spacious living room and dining area with a cozy wood-burning fireplace, and a well-appointed kitchen with abundant cabinetry, stainless steel appliances, granite countertops, tile backsplash, and a door to the oversized deck. A full bath is conveniently located on the first floor. Upstairs are three bedrooms, including a primary bedroom with a private half bath. The finished lower level is perfect for entertaining, featuring a recreation/bar area with a gas fireplace, Cherry Oak bar with six barstools, double-tap tower, beautiful Walnut flooring, and a convenient half bath. The recreation/bar room walks out directly to the backyard patio and fenced yard, ideal for picnics, gatherings, and entertaining. A separate workout room also features a gas fireplace. Additional highlights include gas heat, split-system AC, oversized deck, patio, excellent storage, and a spacious garage. This wonderful Fairfield home offers comfort, versatility, and exceptional indoor and outdoor entertaining space in a convenient location.

113 Old Stratfield Rd, Fairfield

38 Milandale Rd, Fairfield
$865,000
4 Beds ⋅ 2 Baths ⋅ 24212800 MLS
Set on a tranquil street in a convenient Fairfield location, this Colonial offers a versatile floor plan with plenty of room to live, relax, and entertain. Situated on a level quarter acre property within walking distance of the elementary school, the home features generous indoor and outdoor living spaces, freshly painted interiors, and beautifully refinished hardwood floors. The inviting living room features a classic brick fireplace framed by rich mahogany trim, adding warmth and character. At the back of the home, a sun drenched family room welcomes an abundance of natural light, with sliding doors opening to a wraparound deck overlooking the expansive, level backyard. The main level also features three bedrooms and a full bath, offering flexibility for guests, a home office, or everyday living. Upstairs, a spacious bonus room provides additional living space, while the primary suite features cathedral ceilings, a generous walk-in closet, and a private bath with a stall shower. A two-car garage adds everyday convenience and additional storage. Just five minutes from Metro North and Fairfield's vibrant downtown, with shopping, restaurants, parks, and schools nearby, this home offers an appealing combination of convenience, comfortable living spaces, and a flexible layout to accommodate a variety of lifestyles.

38 Milandale Rd, Fairfield

295 Reid St, Fairfield
$749,900
3 Beds ⋅ 2 Baths ⋅ 24212796 MLS
Step into a home where decades of memories have been made-and where the potential for its next chapter is truly exciting. Tucked away at 295 Reid St, this quintessential 3 bedroom, 2 bathroom Cape Cod is a hidden gem, offering classic charm, solid bones, & an incredible opportunity to create something uniquely your own. Lovingly cared for over the years, this home is functional & ready to enjoy from day one. The traditional interior provides a wonderful foundation for those looking to add their own personal style. With thoughtful updates & a little vision, this home has the potential to shine while offering the opportunity to build meaningful equity just minutes from Fairfield University in one of the town's most desirable locations. The main level features a comfortable, easy-flowing layout with a convenient bedroom & full bathroom. Upstairs, 2 additional spacious bedrooms showcase the timeless character & charm of a classic Cape. Need more space? The unfinished lower level opens the door to endless possibilities-a future recreation room, home gym, office, workshop, or creative studio. Then there's the location. Enjoy all that Fairfield has to offer while staying perfectly positioned for commuters, convenient access to the train station & major highways, getting to NYC, surrounding communities, & throughout the tri-state area is remarkably easy. Opportunities to find a well-loved home with this much potential in such a sought-after location don't come around often.

295 Reid St, Fairfield

360 Westford Dr, Fairfield
$999,900
4 Beds ⋅ 2 Baths ⋅ 24209334 MLS
Welcome to 360 Westford Drive, nestled in the highly sought-after Village of Southport. Privately situated at the end of a quiet cul-de-sac, this charming 4/5-bedroom Colonial offers a wonderful combination of space, flexibility, and privacy. With just a little TLC, this home has unlimited potential. The inviting 1st floor features an open-concept floor plan centered around a large kitchen and spacious family room, creating an ideal setting for everyday living and entertaining. A formal dining room, full bathroom, main level bedroom and a versatile flex room complete the main level, offering endless possibilities for guest accommodations, an office, playroom, laundry, gym, or additional living space. Upstairs, you'll find 2 generously-sized bedrooms, along with a spacious primary bedroom featuring an enormous walk-in closet. An updated Jack-and-Jill bathroom provides convenient access for all 3 bedrooms. Outside, a large deck overlooks a level yard, offering a wonderful space for outdoor dining, entertaining, relaxing, and enjoying the peaceful scenery. Ideally situated for enjoying the best of Southport living, this home is conveniently located 1/2 mile from Metro-North train station and close to the Village Center, Pequot Library, Southport Harbor, and Southport Beach. Enjoy nearby shops, restaurants, cultural attractions, boating, beaches, and recreational opportunities, all while coming home to the privacy and tranquility this home has to offer.

360 Westford Dr, Fairfield

205 Castle Ave, Fairfield
$550,000
3 Beds ⋅ 2 Baths ⋅ 24209143 MLS
Wonderful opportunity in Coastal Fairfield. Solid 3 bedroom colonial with a beautiful in-ground pool, spacious yard and adjacent bonus studio. This home built for the developer, offers endless possibilities. Love it as it is or bring your ideas and reimagine the interiors with refinished hardwood floors, fresh paint and your personal updates. Enjoy the front-to-back living room with fireplace, dining room opening to the kitchen, and a three-season room leading to the deck, spacious backyard and refreshing in-ground pool. An adjacent bonus studio offers wonderful flexibility as a pool house, home office, gym, creative space or guest retreat. What's better than summer by the pool?! Enjoy the opportunity to renovate and customize rather than pay a premium for someone else's choices-all at a compelling entry point into Fairfield. Minutes to Fairfield's beaches, marina, golf, tennis, restaurants, shopping and vibrant arts scene. Home to two universities and just 50 miles from NYC, Fairfield offers an ideal combination of coastal living, community and convenience. * Investors take note, this C zone property should be suitable for a duplex construction*

205 Castle Ave, Fairfield

175 Fairmount Ter, Fairfield
$959,000
4 Beds ⋅ 3 Baths ⋅ 24212545 MLS
A Stratfield home which would make Goldilocks smile! This right sized home is not too small, not too big, not too old, not to new; a blank slate you can make your forever home. This 4 bedroom, 2.5 bath colonial on .54 ac. with attached 2 car garage has been happily enjoyed by 3 generations of family. Incredibly well maintained with many improvements made over the years. The main level features a sunny, L shaped living/dining room open to the kitchen. Glass doors in dining room provides access to a very spacious deck with tree top views; perfect for entertaining. A cozy family room with fireplace, a half bath with laundry area complete this level. The upper level includes 4 bedrooms and 2 baths including a primary suite, and numerous closets. The wonderfully usable, walk-out lower level with windows and 3 distinct spaces offers many options; playroom, gym, crafts space, wine storage, in-law or nanny suite. Plus there is additional storage in the basement, garage and attic. Professional landscaping includes specimen plantings, fruit trees and perennials. Tiered lower level yard offers myriad opportunities. Great location close to schools, Lincoln Park, firehouse, lake, golf, shopping, train, universities, beach and town center. Those in the know seek out this street as it's one of the most desirable in the area due to the neighbor's warmth ad friendliness! So come on down and join the fun at Parkapalooza, the Euclid Halloween event, church carnival or block party.

175 Fairmount Ter, Fairfield

122 Marsh Dr, Fairfield
$799,999
3 Beds ⋅ 2 Baths ⋅ 24212314 MLS
HIGHEST & BEST OFFERS DUE MONDAY OCT 12, AT 5PM. Marsh Drive is a sun-drenched and welcoming home with an unexpected oasis in the backyard. Sun pours in through the large windows in the living room, complemented by lightly stained hardwood floors and crown molding. The dining room is perfect for large holiday gatherings or intimate dinners and overlooks the gardens and in-ground pool through a bay window. White cabinets, tile floor, trendy backsplash, a beverage cooler, and stainless-steel appliances embellish the kitchen. Down the hall, you'll find a recently renovated full bathroom with a modern and fresh touch in the bathtub, tile floor and vanity. Three spacious bedrooms with plenty of closet space complete the main floor. The finished lower level provides a great opportunity to meet your needs-a family room, home office, gym, or rec room! Multi-functional with access to the two car garage and door to the backyard, this room is a great extension of the living space. A half bathroom is tucked in the corner, with the laundry space and mechanicals behind closet doors. Outside, the oasis begins! The in-ground pool is surrounded by a patio and gorgeous plantings, with pops of color throughout the year. The patio is large enough for multiple seating areas and lounge chairs. The sound of the water lapping, the feel of the sun peeking through mature trees, the sweet aroma of flowers, and the fenced-in yard will bring a sense of peace. Close to town, train & school

122 Marsh Dr, Fairfield

443 Brambley Hedge Cir, Fairfield
$2,695,000
4 Beds ⋅ 7 Baths ⋅ 24211002 MLS
Approached by a winding drive at the end of a quiet cul-de-sac in Fairfield County's premier gated community, The Ridge, this distinguished Colonial Revival residence is privately sited atop a gentle knoll on two beautifully landscaped acres. Expansive lawns, mature plantings, and private terraces create a tranquil setting with exceptional privacy. Spanning Four levels and approximately 7,300 square feet the home is designed for both comfortable everyday living and grand scale entertaining. A spectacular Great Room with fireplace flows into the light filled Kitchen and dramatic 2 story Breakfast Room, with both spaces opening to the terrace for effortless indoor-outdoor living and al fresco dining. A grand 2 story Foyer, formal Dining Room, Mudroom and home Office complete the main level. Accessed by front and back stairs the second level offers a luxurious Primary Bedroom featuring a fireplace, spa-like Bath and walk in closet, three additional en-suite Bedrooms and a large Bonus/Play Room. A sizeable third floor Craft/Office/Multipurpose Room provides exceptional flexibility. The home's striking appeal continues in the finished walk out lower level with mirror walled Gym and impressive Party/Game Room with fireplace and fully equipped wet bar with wine cooler, ice maker and a double drawer under counter refrigerators. Ideally located along the Fairfield/Westport line, The Ridge offers a true Country Club lifestyle with Clubhouse, Pool, Tennis Courts and Playground.

443 Brambley Hedge Cir, Fairfield

41 Reynolds Dr, Fairfield
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 24212212 MLS
Nestled on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, this timeless Colonial combines the feel of new construction with exceptional character & craftsmanship. Completed in late 2022, this nearly 3,400 SF, 4-bed, 2.5-bath home is filled with natural light & elevated by custom millwork, shiplap, steel railings & thoughtful architectural details. The open first floor features 9' ceilings and a gourmet kitchen w/ custom cabinetry, quartz countertops and high-end appliances, flowing seamlessly to the family room anchored by a gas fireplace. Sliding French doors open to an AZEK deck and manicured, level lawn, creating an ideal setting for indoor/outdoor entertaining & everyday living. A generous dining room, w/ custom built accent wall, is perfect for holidays or casual gatherings, while the spacious, thoughtfully designed mudroom connects directly to the attached 2-car garage. Upstairs, the impressive Primary Suite features 2 walk-in closets, including a custom dressing closet, and spa-like bath w/ soaking tub & glass shower. 3 add'l bedrooms, all w/ walk-in closets, plus a 4-piece hall bath & dedicated laundry complete the 2nd floor. The beautifully finished lower level offers a private home office and flexible recreation/bonus room. An incredibly convenient location ideal for commuters. Walkable to Fairfield Metro, Whole Foods, Jennings Beach, shops and restaurants. Incredible storage, functionality, efficiency and design detail sets this home apart.

41 Reynolds Dr, Fairfield

1106 Valley Rd, Fairfield
$879,900
3 Beds ⋅ 2 Baths ⋅ 24210108 MLS
Welcome home to this beautifully refreshed gem, tucked behind a charming white picket fence! An inviting entry foyer opens to a spacious living room where a fireplace, built-ins, recessed lighting, and high ceilings create a warm, welcoming atmosphere. Hardwood floors flow into the dining room, setting the stage for everyday meals & festive gatherings. The updated kitchen shines with cherry cabinetry, quartz countertops, and stainless-steel appliances. An updated full bath and a convenient rear entry area with new cubbies round out the main level. Upstairs, the primary bedroom features a generous office and a walk-in closet. Two more bedrooms and an updated full bath complete the second floor, while the recently added 3rd. floor offers flexibility for a home office and guest room. Step outside to enjoy cookouts, outdoor dining, and relaxing evenings on the spacious rear deck. A play area and an oversized, fenced-in 0.26-acre yard provide plenty of room for outdoor fun. Freshly painted exterior, new gutters, newer windows, newer central A/C, and an irrigation system add comfort and convenience, while the generous property offers potential for future expansion. Convenient to Fairfield Metro Station, I-95, and the Merritt Parkway, this home also puts you close to beloved Stratfield Village traditions, including the Holiday House Tour, Holiday Shop Local & Stroll, and Stratfield Art in the Village. Move in before the holidays and start making memories in this popular neighborhood

1106 Valley Rd, Fairfield

195 Old South Rd, Fairfield
$4,950,000
4 Beds ⋅ 5 Baths ⋅ 24206984 MLS
Set on 1.25 acres in the heart of historic Southport Village, 195 Old South Road offers something increasingly rare: the character and presence of an 1829 Federal/Greek Revival residence with an unusually expansive yard. Private and surrounded by mature plantings, the 4,254-square-foot home offers four bedrooms, three full and two half baths across three floors. A gracious Front Hall, anchored by a sweeping curved staircase, opens easily to the home's principal rooms. The sun-filled, 30-foot Living Room features 9-foot ceilings and connects to the Dining Room through a passage framed by arched openings and a built-in wet bar. An expansive Family Room/Sunroom is accessible from the Living Room, Dining Room and Kitchen, creating an easy flow for everyday living and entertaining. Three wood-burning fireplaces add warmth and character. The generous Primary Suite features a gas fireplace, dressing room and private bath. A separate Guest Suite, two additional bedrooms and unfinished upper-level space offer flexibility. A substantial historic barn/garage accommodates two cars, with potential for three, and offers a full second floor. A large, level lawn provides remarkable privacy in close proximity to Southport Harbor, Southport Beach and Metro-North. A rare combination of acreage, architectural character and Village location. 195 Old South Road can be enjoyed immediately while offering its next owners the freedom to make the home distinctly their own over time.

195 Old South Rd, Fairfield

590 Sturges Hwy, Fairfield
$5,975,000
6 Beds ⋅ 8 Baths ⋅ 24209002 MLS
For those who believe luxury should never feel predictable. This remarkable Southport estate is a masterful reinvention of new construction...where timeless architecture meets modern artistry, extraordinary craftsmanship, and effortless living. Every element feels intentional, from dramatic windows and beautifully scaled rooms to custom millwork, sophisticated lighting, advanced technology, and finishes chosen for beauty rather than trend. Walls of glass dissolve the boundary between indoors and out, revealing a private, beautifully landscaped setting with a breathtaking pool and cabana...a sanctuary that feels worlds away, yet is moments from everything. 8800 Sqft of unsurpassed quality offering an exceptional floor plan that must be experienced to be appreciated. Chef's will appreciate the exceptional Kitchen, the primary suite is an indulgent retreat, while exceptional entertaining spaces make the home equally suited to intimate evenings and unforgettable gatherings. A completely separate, perfectly renovated guest house with its own address, utilities & garage offers a rare luxury in itself...privacy & possibilities for guests, extended family, office, caretaker or rental income. And the location may be the ultimate luxury: the beauty and charm of Southport, award-winning Fairfield schools, beaches and amenities, and coveted Westport resident privileges including Compo Beach and Longshore. One extraordinary property. Two exceptional lifestyles. In a word...Perfection.

590 Sturges Hwy, Fairfield

108 Colonial Dr, Fairfield
$2,795,000
5 Beds ⋅ 4 Baths ⋅ 24211346 MLS
Set in the coveted beach area of Fairfield, this gracious five - bedroom Center Hall colonial combines classic architecture character with exceptional privacy and beautifully appointed living spaces. Approached by stone walls and professionally landscaped grounds, the property offers a serene and inviting setting just moments from the beach. Inside, a welcoming center hall leads to generously proportioned rooms, while the cook's kitchen is designed for entertaining. The ceilings on the 1st floor are 9 foot with formal and informal living and dining areas. A large mudroom and half bath are located near the entrance to the garage. All five bedrooms are located on the 2nd floor. The primary bedroom has a full bath with soaking tub, shower and sauna. There are numerous closets and a sitting nook. There are 3 full baths on the 2nd floor with a laundry room. Throughout the home there are time-less details, built-ins, wainscoting and seating areas. This is a special Fairfield home that captures the best of relaxed coastal living. This home is minutes to the beach, Universities, town, train and 95.

108 Colonial Dr, Fairfield

28 Country Road Unit 28, Fairfield
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 24153694 MLS
A lifestyle you can truly enjoy at an unbeatable price for new construction in Fairfield's university area. Perfect blend of luxury, select finishes and custom cabinetry create a warm and inviting home. White oak flooring grounds you while natural light spills in through large windows. The kitchen blends seamlessly with the open floor plan, the large island is the main focal point which provides plenty of seating with glamorous waterfall-style quartz countertops. You can customize your dining nook or keep the dining area centered. Cozy up on a chilly night and relax by the fireplace. A modern half bath and mudroom area complete the main level. The primary suite is located on the 2nd floor and features a sophisticated luxurious shower, large soaking tub and wood-fluted double vanity. Walk in closet with custom features. The 2nd and 3rd bedrooms are in tandem with a full bathroom, private bath/shower and elegant double vanity. 3rd floor features private quarters with yet another full bath. Currently set up as an office, this space is versatile. A closet and storage room finish this level. Bonus finished space in Lower level THERE ARE NO HOA FEES HERE! Mere stone's throw from Holland Hill School. 5 miles of sandy shores. 1 mile to Fairfield University. Effortless access to community and culture in vibrant downtown Fairfield. Dining and shopping all within close proximity. Easy commute to NYC. Quality craftsmanship and low maintenance. Private fenced yard. City sewer & water.

28 Country Road Unit 28, Fairfield

285 Old Dam Rd, Fairfield
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 24212040 MLS
A Rare Waterfront Retreat. Set along Fairfield's coveted Pine Creek, this 4-bedroom, 2.5-bath home offers a private dock with easy access to Long Island Sound and a relaxed coastal lifestyle. Spend your days boating, kayaking or paddleboarding right from your backyard, then unwind on the expansive deck overlooking the water. Inside, a light-filled, open layout makes the most of the setting, with walls of windows capturing water views throughout the main living spaces. The chef's kitchen features a large center island and opens naturally to the living and dining areas, creating an easy flow for everyday life and entertaining. A spacious bonus/game room with a vaulted ceiling and fireplace is an inviting spot for movie nights, game days or gathering with friends and family. The primary suite enjoys peaceful water views, while three additional generously sized bedrooms offer plenty of space for family, guests or a home office. Outside, the deck with awning extends the living space and provides a natural place for summer dinners and evenings by the water. An additional parcel across the street offers extra parking, recreation space and access to scenic marsh trails. With a private dock, easy Long Island Sound access and a setting designed to be enjoyed inside and out, this is Pine Creek living at its best.

285 Old Dam Rd, Fairfield

1321 Brookside Dr, Fairfield
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 24210726 MLS
Welcome to The Enchantment, a magical 2.90-acre oasis in the heart of lower Greenfield Hill. Built in 1894, this charming antique farmhouse has been meticulously renovated and expanded to 2,064 square feet, blending historic character with modern comforts. Originally configured with four bedrooms, the home has been reimagined with an open, inviting floor plan and the flexibility to reintroduce a first-floor bedroom with en-suite bath. Gorgeous wood floors, exposed beams and natural wood trim lend warmth and rustic elegance throughout, while the beautifully renovated kitchen serves as the heart of the home. No detail was overlooked, with a new roof, Marvin windows, boiler, electrical, plumbing, kitchen and baths. Outside, meandering pathways weave through enchanting gardens designed by renowned botanist and floral designer Peter Stephens. Discover bubbling fountains, hidden garden vignettes and unexpected places to gather and retreat. An exceptional collection of outbuildings includes the original barn with vaulted ceilings and loft; an adjoining heated gathering studio with wood floors and new skylights; a picturesque three-stall barn with loft, cupola and attached poultry shed; a dedicated workshop barn; and a large storage shed. Each building has been thoughtfully improved, with new roofs throughout and additional updates as needed. The Enchantment is truly a world of its own-a rare combination of historic charm, modern comfort, extraordinary gardens and versatile spa

1321 Brookside Dr, Fairfield

667 Melville Ave, Fairfield
$750,000
3 Beds ⋅ 3 Baths ⋅ 24209771 MLS
Welcome to 667 Melville Avenue, a charming Colonial situated in one of Fairfield's most convenient and desirable neighborhoods! Perfectly positioned near local shops, top-rated Fairfield schools, parks, golf courses and dining options. Commuters will love the easy access to I-95, the Merritt Parkway, and Metro-North train stations. Featuring a sun-filled, inviting layout that makes entertaining effortless and day-to-day living a breeze. Generously sized rooms offer a freshly painted canvas throughout and are designed for versatility-at every turn! The Primary suite offers an airy sanctuary and impressive closet space. Gorgeous updates in the Eat-In Kitchen include quartz counterops with gleaming tiled backsplash and a new stove with smart oven. Whether you need a dedicated Home Office, a cozy Den, or abundant space to host family and friends...this newly finished walk-out basement with wet bar has it all. Step outside to a lovely oversized deck on the main level...ideal for outdoor dining and weekend barbecues, or simply unwinding after a long day. The fenced and shady lawn is perfect for lounging and two stone-walled terraces are a gardener's dream! Combining classic Fairfield charm with fantastic convenience and unlimited potential, 667 Melville Ave in the sought after Stratfield neighborhood offers a wonderful blend of lifestyle, comfort, and location. Add your decor and settle in for the holidays!

667 Melville Ave, Fairfield

270 Andrassy Ave, Fairfield
$1,299,000
4 Beds ⋅ 4 Baths ⋅ 24211703 MLS
COMING SOON - Essentially a brand-new home in Fairfield's sought-after University area, reconstructed from the original foundation up and thoughtfully designed for modern living. This impressive 4-bedroom, 3.5-bath home offers a fresh, elevated feel throughout, beginning with 9ft ceiling open main level anchored by a beautifully designed Fabuwood kitchen, spacious living and dining areas, and a flexible main-floor bedroom or private office. Upstairs, the primary suite features a spa-inspired wet room, while the additional bedrooms are served by a spacious Jack-and-Jill bath and convenient second-floor laundry. The third floor adds a huge family room with its own full bath-ideal for guests, movie nights, a playroom or private retreat. A finished basement provides even more space for recreation, fitness or everyday living. Just minutes from Fairfield University, downtown Fairfield, Metro-North, beaches, shopping, dining and commuter routes. A welcoming covered front porch and rear deck extend the living space outdoors, while the home's thoughtful layout, generous room sizes and multiple living areas offer the flexibility today's buyers are looking for. From the main-level office/bedroom to the upper-level family room and finished lower level, there is space here to live, work, gather and unwind. A rare opportunity to own a nearly new home in one of Fairfield's most convenient neighborhoods.

270 Andrassy Ave, Fairfield

2177 Cross Hwy, Fairfield
$1,875,000
4 Beds ⋅ 5 Baths ⋅ 24211474 MLS
This light-filled contemporary work of art is a unique find in an unmatched setting, pairing privacy and peacefulness with modern functionality and a convenient location. Set back 500 feet from Cross Highway, where Fairfield meets Westport, the long lighted driveway takes you past a serene pond, filled with turtle and frequented by egrets, a nature preserve to enjoy from the elevated deck while drinking morning coffee or watching the sunset. The 4,000 sq ft living space, set on 2.75 acres, offers a much larger canvas given over to 22 ft ceilings and large windows that bring the outside in. Extensively renovated over the past 2 years, the home is ready for your personal touches, with a long list of new bathrooms, new roof, a re-imagined front entrance with custom metal roof and stately steps to a bluestone platform and sitting walls of granite. The first floor primary suite boasts a large WIC with large spa bathroom, with sliders that open to a new bluestone patio, free form pool and tennis court. The round room is a private family room, with custom barn door, off the large open-plan living room. A beautiful spiral staircase takes you to the large round bedroom, ensuite, and over to the twin bedrooms and jack and jill bathroom. All new baths. New large tiger wood deck 10x22' leads from the twin rooms directly to the pool. A Chef's kitchen awaits up a few steps to the dining area and a deck off the kitchen with new trek flooring, turning the kitchen into an entertainment hub.

2177 Cross Hwy, Fairfield

228 Woodrow Ave, Fairfield
$1,180,000
3 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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
$1,875,000
4 Beds ⋅ 3 Baths ⋅ 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
$869,000
3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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

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