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344 Fence Row Dr, Fairfield
$3,399,900
5 Beds ⋅ 8 Baths ⋅ 24194239 MLS
Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

344 Fence Row Dr, Fairfield

506 Old Stratfield Rd, Fairfield
$599,000
2 Baths ⋅ 24195022 MLS
Multi use Property, extra INCOME.l Have you been thinking about starting a business, or a investment opportunity but can not find the right spot? Look no further Opportunity knocks for this multi use property. THIS is not being sold as a Salon, the choice is YOURS. Selling the entire property, can choose to keep a salon or divide. ZONE NDBD = neighborhood designated business district On a highly visible, bustling 4 corner in Prime Fairfield location! Situated at the end of Old stratfield road and the intersection of Black rock tpk. Soon to be built across is the new operation hope headquarters which will bring in employees and foot traffic. (Please do your diligence with zoning.) some uses, possible apartment upstairs, commercial downstairs, Office and apartment, retail, bakery, deli, take out, and the best part it has sufficient parking for downstairs if split and upstairs apartment. 9 possibly 10 spaces and ramp. Brand new water heater installed 2026. Central AC and window units upstairs. Owner willing to leave all equipment or remove prior to closing. Please do not show Thursday and Friday until 4 pm owners still conduct business. Lot size 6600 sq ft.

506 Old Stratfield Rd, Fairfield

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

110 Judson Rd, Fairfield

2268 Fairfield Beach Rd, Fairfield
$5,499,000
5 Beds ⋅ 6 Baths ⋅ 24194198 MLS
Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout, featuring soaring ceilings, walls of glass that frame breathtaking water views, and an open, light-filled floor plan designed for both grand entertaining and everyday living. Offering five spacious bedrooms and five beautifully appointed bathrooms. At the heart of the home, the designer kitchen seamlessly flows into expansive living and dining areas, all oriented to capture the stunning waterfront setting. Outdoor living is equally spectacular. A 1,500-square-foot rooftop deck provides an unparalleled entertaining space with panoramic water views, while the resort-style outdoor amenities include a built-in outdoor kitchen, pizza oven, cooling station, and an outdoor shower-perfect after a day on your private beach or out on the water from your dock. This is a rare opportunity to own a truly exceptional waterfront residence where cutting-edge architecture, unrivaled craftsmanship, and an unmatched Fairfield Beach l

2268 Fairfield Beach Rd, Fairfield

85 Gate Ridge Rd Unit 85, Fairfield
$549,900
2 Beds ⋅ 2 Baths ⋅ 24193500 MLS ⋅ Woodfield Village BLDG.
Filled with natural light and ideally positioned as a second floor end unit, this inviting ranch style condominium offers a spacious layout in one of Fairfield's most desirable communities. The living room is anchored by a wood burning fireplace and oversized windows, creating a warm and welcoming space that flows into the dining area, perfect for everyday living or entertaining. The eat in kitchen features stainless steel appliances, abundant cabinetry, a pantry, and plenty of room for casual dining. The primary suite offers a walk in closet, a private bath with whirlpool tub and separate shower, and access to a private balcony with pretty views. A generous second bedroom with balcony access provides space for guests, a home office, or both. An in unit laundry area, detached garage just steps away, and a large unfinished lower level offering exceptional storage or future expansion add to the home's appeal. Residents of Woodfield Village enjoy a clubhouse, pool, tennis and pickle ball courts, all conveniently located near shopping, restaurants, Metro North, Fairfield's beaches, Lake MohWoodfield Village.

85 Gate Ridge Rd Unit 85, Fairfield

3991 Park Ave, Fairfield
$458,500
2 Beds ⋅ 3 Baths ⋅ 24192940 MLS ⋅ Park North BLDG.
Don't miss out on this beautiful, spacious 3-level townhouse featuring 2 bedrooms and 2.5 bathrooms! The main level offers a welcoming open-concept living and dining area with a cozy fireplace, a convenient half bath, and sliding glass doors leading to a private enclosed deck-the perfect spot to enjoy your morning coffee or unwind after a long day. Upstairs, you'll find a spacious primary suite with its own private full bathroom, along with a second generously sized bedroom and an additional full bathroom, providing comfort and convenience for family or guests. The lower level features a partially finished basement with endless possibilities. Create the space you've always wanted-whether it's a family room, home office, gym, recreation area, or additional living space. The laundry area is also located on this level. Additional highlights include 1-Car Garage and 1 Assigned parking space and access to wonderful community amenities Swimming Pool and Clubhouse. This townhouse offers the perfect combination of space, comfort, and potential. Schedule your showing today before it's gone!

3991 Park Ave, Fairfield

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

615 S Pine Creek Rd, Fairfield

2231 Easton Tpke, Fairfield
$569,000
3 Beds ⋅ 2 Baths ⋅ 24191788 MLS
Turnkey with loads of charm! This 3-bedroom, 2-bath well maintained Cape features an inviting open floor plan with a sun-filled living room showcasing a fireplace and hardwood floors. The dining room offers built-in cabinetry, adding both character and function and the updated kitchen flows seamlessly into a versatile room-ideal for a home office or sunroom. The spacious first-floor primary suite includes a full bath and a generous walk-in closet. Upstairs, you'll find two large bedrooms with abundant storage and a second full bath. A large deck overlooks the landscaped property, creating a perfect setting for outdoor entertaining or quiet relaxation. The unfinished lower level offers outstanding potential with high ceilings and a wood-burning fireplace-ready to be transformed into a playroom, gym, media room, or additional workspace. The home also includes both an attached garage and a detached garage. Don't miss this one!

2231 Easton Tpke, Fairfield

198 Castle Ave, Fairfield
$810,000
4 Beds ⋅ 3 Baths ⋅ 24189274 MLS
Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen features quartz countertops, a large center island, stainless steel appliances, and a pantry, flowing seamlessly into the dining room. An oversized 25-foot living room provides ample space to gather, while a first-floor bedroom offers flexibility for guests, a home office, or multigenerational living. Upstairs, the roomy primary suite includes a private bath and generous closet space. A finished third-floor bedroom with a bonus room provides versatile space for a media room, playroom, fitness area, office, or guest retreat. Hardwood floors throughout, main-level laundry, Split systems throughout the home provide efficient heating and cooling, and multiple patios complete the home. Enjoy morning coffee on the kitchen patio or entertain in the private, fenced backyard. Ideally located just minutes from Fairfield Metro with direct service to New York City, Fairfield University, Sacred Heart University, St. Vincent's Medical Center, Fairfield beaches, parks, shopping, and the restaurants, cafes, and waterfront of neighboring Black Rock. YOUR DREAM HOME COULD BE CLOSER THAN YOU THINK! 1

198 Castle Ave, Fairfield

781 Tunxis Hill Rd, Fairfield
$634,000
4 Beds ⋅ 2 Baths ⋅ 24191656 MLS
Charming 4-bedroom, 2-full-bath cape offering the perfect blend of suburban comfort and town convenience in the Tunxis Hill area of Fairfield. This residence sits on a manageable level lot, making it an incredible opportunity for first-time buyers, downsizers, or anyone looking to establish roots in one of Fairfield County's most sought-after communities. Step inside to a bright open living space. Living Room has a wood fireplace perfect for the cooler months and with the open concept kitchen and dining space attached it allows for entertaining. You can access the backyard from the kitchen sliders enjoy BBQing and there's plenty of room for a garden in the fenced space. With two bedrooms and a full bath on the main level you can have guests stay, make a home office or a yoga room. The second floor has 2 bedrooms and a full bath. Pull into your garage after a long day of commuting and you will enter your finished basement, with laundry and extra storage. Location is everything, and the Tunxis Hill neighborhood delivers. Commuters will love the easy access to I-95, Merritt Parkway and local Metro-North train stations. Minutes away from restaurants, shopping as well as the beautiful coastal beaches. A must see this will not last!

781 Tunxis Hill Rd, Fairfield

1770 Stratfield Rd, Fairfield
$629,900
3 Beds ⋅ 2 Baths ⋅ 24191869 MLS
A beautifully refreshed home with classic New England charm that meets thoughtful modern upgrades. The moment you arrive, you're greeted by curated yard plantings, a freshly seeded, level, fenced backyard that invites everything from weekend gatherings to quiet mornings outdoors. Inside, the first floor opens up into a bright, open floor plan layout designed for how you actually live-connecting spaces seamlessly for both entertaining and daily comfort. Freshly painted throughout, the home feels crisp and move-in ready, while the updated kitchen shines with all new appliances and cabinetry. The living area is warm and welcoming, anchored by a cozy fireplace and complemented by a wet bar that makes hosting feel effortless. Upstairs, the primary suite offers a true retreat, featuring a spacious bathroom with a corner hot tub-your own private place to unwind at the end of the day. A beautifully newly refinished full bathroom on the main level adds both style and functionality for guests and everyday use. A detached garage, full attic provide plenty of storage space and a full unfinished basement just waiting to be finished! Beyond the walls, the lifestyle continues-just minutes from Lake Mohegan's scenic trails, local restaurants and conveniently located near Merritt Parkway and Interstate 95 for an easy commute. This is more than a home-it's a place where character, comfort, and convenience come together in one of Fairfield's most desirable neighborhood.

1770 Stratfield Rd, Fairfield

141 Berwick Ave, Fairfield
$455,000
3 Beds ⋅ 2 Baths ⋅ 24190885 MLS
Situated on a quiet dead-end street in the desirable town of Fairfield, this well-maintained 3-bedroom, 2 full-bath single-family home offers comfort, efficiency, and convenience. With approximately 1,200 square feet of living space, the home features a functional layout with bright, inviting rooms throughout. The first-floor living room includes a wood-burning stove, creating a warm and welcoming focal point. Recent upgrades include a modern tankless heating system and solar panels, providing energy efficiency and long-term cost savings. The unfinished basement offers excellent storage and future potential. Outside, a small deck provides a comfortable spot to relax or entertain, while the low-traffic dead-end street enhances privacy and tranquility. Conveniently located near Fairfield's beaches, shopping, dining, parks, and Metro-North train stations, this home is ideal for commuters, first-time buyers, or anyone seeking a quiet neighborhood with easy access to all that Fairfield has to offer. Solar panel contract lease to be transferred to new owner which is not included in the price of the home.

141 Berwick Ave, Fairfield

914 S Pine Creek Rd, Fairfield
$940,000
3 Beds ⋅ 2 Baths ⋅ 24189179 MLS
Great Investment Opportunity! Shorter term lease in place. 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. Multi-use 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

83 Morehouse Hwy, Fairfield
$1,799,000
5 Beds ⋅ 5 Baths ⋅ 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

101 Hubbell Ln, Fairfield
$899,000
24184843 MLS
Rare opportunity to create a custom residence on 2.08 acres in coveted lower Greenfield Hill. Set on beautiful Hubbell Lane, this raw land parcel offers 258.45 feet of frontage and a special chance to build in one of Fairfield's most desirable neighborhoods, where open building lots are increasingly difficult to find. Site work and preliminary environmental review have been completed, including wetland delineation and septic feasibility testing. Per the information provided, the wetlands are localized resource areas, not parcel-wide, and recent percolation testing produced encouraging results indicating the property appears capable of supporting an on-site septic system for a future single-family residence. Buyer to perform all due diligence with the Town of Fairfield, including Conservation, Health, Zoning, driveway/access, septic design and final approvals. An exceptional Greenfield Hill offering for an end user, builder or investor looking to bring a custom vision to life.

101 Hubbell Ln, Fairfield

385 Unquowa Rd Unit 385, Fairfield
$629,900
2 Beds ⋅ 3 Baths ⋅ 24182254 MLS ⋅ Audubon Village BLDG.
The Fairfield lifestyle starts at your front door. Newly priced, vacant, and ready for immediate occupancy, 385 Unquowa Road combines sophisticated, move-in-ready living with an exceptional walk-to-train and downtown location. This beautifully upgraded townhouse offers approximately 1,350 square feet with two spacious bedrooms, 2.5 renovated baths, a private deck, and the uncommon convenience of a two-car attached garage. At the heart of the home is a redesigned kitchen expanded beyond the original layout to provide greater counter space, storage, and functionality. Renovated cabinetry, updated countertops, and newer stainless steel appliances create a polished setting for both everyday living and entertaining. The open living and dining areas feature hardwood flooring, while the living room's custom entertainment center and integrated speakers add a distinctive finishing touch. Sliding doors extend the living space to a private deck for dining, entertaining, or unwinding outdoors. Upstairs, both generously sized bedrooms enjoy the privacy of renovated ensuite baths. An updated half bath serves the main living level.

385 Unquowa Rd Unit 385, Fairfield

360 Autumn Ridge Rd, Fairfield
$999,000
3 Beds ⋅ 3 Baths ⋅ 24182856 MLS
Welcome to this immaculate Contemporary Colonial nestled on a serene cul-de-sac. Enjoy the convenience of being just minutes from town and major highways. The open floor plan features new windows and hardwood floors throughout. Relax by the wood-burning fireplace in the living room, or entertain in the massive dining room with fireplace and sliders to screened porch. Eat-in kitchen with central island, many cabinets and granite counter tops. Step through sliding glass doors to a deck overlooking your private lot adjacent to open space. The first floor features a primary suite w/full bath and a large walk-in closet. The lower level provides space for a gym or office and has a large stone fireplace. Whole house Generac generator and automatic sprinkler system. With proximity to town, shopping, this home offers an exceptional lifestyle. Don't miss your chance to make it yours!

360 Autumn Ridge Rd, Fairfield

406 Harbor Rd, Fairfield
$3,850,000
5 Beds ⋅ 5 Baths ⋅ 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield

309 Hunyadi Ave, Fairfield
$1,790,000
5 Beds ⋅ 6 Baths ⋅ 24146666 MLS
Set on a cul-de-sac in Fairfield's sought-after University area, this custom-built 5-bedroom, 6-bath residence was originally designed as the developer's own home, with a focus on natural light, architectural detail, and elevated everyday living. The primary suite features soaring 18-foot cathedral ceilings, a custom white oak ceiling treatment, an 11-foot picture window, and a spa-inspired bath. A 300-square-foot covered balcony with 18-foot ceilings extends the living experience outdoors and serves as one of the home's defining spaces. Designed for both entertaining and everyday living, the home includes a gourmet kitchen with Sub-Zero refrigeration, quartzite countertops, custom cabinetry, an oversized island, and a fully outfitted butler's pantry with additional refrigeration, wine storage, a dishwasher, and prep space. Three additional bedrooms offer en-suite baths, while the finished third level provides flexible space for a home office, recreation room, guest suite, or studio. The walk-out lower level offers versatility, with a full bath and ample space for a home gym, recreation room, extended living arrangement, or potential in-law suite. Outside, a flat backyard, mature maple tree, and fire pit create a welcoming setting for entertaining. Combining custom craftsmanship, thoughtful design, and refined finishes throughout, 309 Hunyadi Avenue presents a rare opportunity to own a newly constructed residence in one of Connecticut's most desirable towns.

309 Hunyadi Ave, Fairfield

372 Rowland Rd, Fairfield
$2,770,000
24175450 MLS
A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant Fairfield Town Center and the quiet exclusivity of Rowland Rd's private beach-w/ Penfield Beach just steps away. A pleasurable walk connects you to the train station, town hall, library, marina, shopping, fabulous restaurants, several beaches and Roger Sherman School. Enjoy the simple pleasure of walking to school. Boasting a prime southwestern exposure, this is the largest, fully developable parcel south of the Old Post Rd. This is a setting that could support an extraordinary 7,000+sq. ft. custom home with a separate 4-car garage, pool, pool house, tennis/pickleball court or party barn/studio. A private gated entrance would crown this future estate . For comparison, homes in the Beach Area-one of Fairfield's most desirable neighborhoods have sold in the millions of dollars, typically on 1/4-acre lot with limited flexibility. This property's scale and freedom are virtually unparalleled, an ideal setting for an architectural significant family compound. This is a blank canvas for a world class lifestyle - where design, leisure and privacy converge (continued).

372 Rowland Rd, Fairfield

241 Old Stratfield Rd, Fairfield
$725,000
4 Beds ⋅ 2 Baths ⋅ 24176561 MLS
!!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!! A rare opportunity to secure a substantial portion of your financing at just 3% on this fully renovated Fairfield two-family! Current rents total $4,650/month and are believed to be below market, creating a compelling opportunity for owner-occupants and investors alike. Live in one unit and let the other help offset your housing costs or add a turnkey income-producing property to your portfolio. Completely renovated and thoughtfully updated from top to bottom, the home features a 1 bedroom, 1 bath first-floor apartment & a 3 bedroom, 1 bath apartment spanning the 2nd & 3rd floors. Both units offer updated kitchens with quartz countertops, custom white cabinetry, stainless steel appliances and designer tile backsplashes, along with renovated baths, crown molding, recessed lighting, updated flooring and neutral contemporary finishes. The upper unit includes flexible living space, a dedicated office/flex room and walk-in closet. Instant hot water heaters & extensive renovation work offer added efficiency & peace of mind for years to come. Outside, enjoy a covered front porch, multi-level rear decks, & a fully fenced backyard with fire pit area w/cafe lighting. Convenient to schools, shopping, restaurants, parks, Metro-North &major commuting routes. Current rents: $1,925 for the 1BR & $2,725 for the 3BR. Loan assumption subject to servicer approval & buyer qualification. !!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!!

241 Old Stratfield Rd, Fairfield

11 Judges Hollow Rd, Fairfield
$925,000
2 Beds ⋅ 2 Baths ⋅ 24176507 MLS
This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

11 Judges Hollow Rd, Fairfield

394 Penfield Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 24176873 MLS
IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield

4800 Congress St, Fairfield
$9,975,000
7 Beds ⋅ 10 Baths ⋅ 24161896 MLS
The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

4800 Congress St, Fairfield

173 Puritan Rd, Fairfield
$1,499,000
3 Beds ⋅ 1 Baths ⋅ 24174169 MLS
Located in the highly desirable beach area of Fairfield, this charming and beautifully maintained 3-bedroom Cape, situated on a corner lot, offers the perfect blend of classic character and modern convenience. The newly remodeled eat-in kitchen features granite countertops and stylish finishes throughout. Enjoy entertaining in the formal dining room with beautiful built-in hutches or relax in the inviting formal living room with a cozy wood-burning fireplace. Hardwood floors run throughout the home, adding warmth and timeless appeal. A cozy family room with sliders opens to the private yard, perfect for indoor-outdoor living and entertaining. Just a short walk to beautiful Jennings Beach, shopping, restaurants, train, and more, this home offers the ideal coastal lifestyle in an unbeatable location.

173 Puritan Rd, Fairfield

79 Fairfield Pl, Fairfield
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 24174341 MLS
Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, 5 bedrooms- 2 Primary (one w/ full bath, both upstairs), bedroom on main floor, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed. This property perfectly balances comfort and potential. Enjoy unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is walkable from Southport Harbor, Southport Center & train, 10-15 minute walk to Fairfield downtown & train, 5 beaches plus South Benson marina, golf & award winning schools! Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

79 Fairfield Pl, Fairfield

22 Brett Rd, Fairfield
$1,100,000
24166265 MLS
An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a designated "Scenic Road," the lot faces the beauty and character of historic Congress Street. The location is unmatched: moments from the 186-acre Brett Woods Conservation Area and the 155-acre Roy and Margot Larsen Wildlife Sanctuary, both featuring miles of walking trails, and equally convenient to the town centers of Fairfield, Westport, and Southport. There are currently no other similarly sized lots available in Greenfield Hill, making this a rare and valuable opportunity. All of this is just one hour from Manhattan, offering an ideal blend of tranquility, convenience, and prestige.

22 Brett Rd, Fairfield

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