068homes.com Search Results

$925,000

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.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$1,199,000

Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas fireplace. The updated bright white kitchen with granite countertops flows effortlessly into the main living areas and out to a large private patio - an ideal setting for entertaining or quiet mornings surrounded by the privacy only an end unit can provide. The highly desirable main-level primary suite includes a recently updated bath, creating the perfect layout for effortless everyday living. Laundry/mudroom conveniently located on the main level. Upstairs, two spacious bedrooms, a full bath, and an open area offering exceptional flexibility for guests, home office space, or hobbies. Complete with an attached two-car garage and full unfinished basement with tremendous storage and future possibilities, this refined home delivers timeless style and low-maintenance living in one of Fairfield's most coveted communities. Located within minutes to shopping, downtown, trains, and more!

3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24176463 MLS ⋅ Oaks BLDG.

Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas fireplace. The updated bright white kitchen with granite countertops flows effortlessly into the main living areas and out to a large private patio - an ideal setting for entertaining or quiet mornings surrounded by the privacy only an end unit can provide. The highly desirable main-level primary suite includes a recently updated bath, creating the perfect layout for effortless everyday living. Laundry/mudroom conveniently located on the main level. Upstairs, two spacious bedrooms, a full bath, and an open area offering exceptional flexibility for guests, home office space, or hobbies. Complete with an attached two-car garage and full unfinished basement with tremendous storage and future possibilities, this refined home delivers timeless style and low-maintenance living in one of Fairfield's most coveted communities. Located within minutes to shopping, downtown, trains, and more!

130 Stillson Rd Unit 130, Fairfield

$3,195,000

Experience coastal luxury in this exceptional new construction home ideally located in Fairfield's coveted beach/center location. Thoughtfully designed with outstanding craftsmanship & high-end finishes throughout, this stunning residence offers four levels of beautifully appointed living space with 4 bedrooms, 3 full & 2 half baths. The heart of the home is an impressive chef's kitchen featuring premium appliances, custom cabinetry, an oversized island with seating, and seamless flow into sun-filled open-concept living areas perfect for everyday living & entertaining. Gorgeous millwork, designer fixtures, & refined details elevate every room. Complete with a separate dining room & private office, the main level offers an airy layout designed for comfort and style. The second level features three bedrooms including a luxurious primary suite with a walk-in closet and spa-inspired bath. The upper-level en-suite retreat with attached sitting room offers incredible flexibility and ideal for extended family, guests, or an au pair suite. The finished lower level adds additional living space including a full gym and abundant room for recreation, media, or playroom. Outdoor living is equally impressive with professionally landscaped grounds, a private yard, and 2 inviting patio areas ideal for dining and entertaining. A spacious 2-car garage adds convenience and outside storage. Perfectly situated it's walking distance to downtown Fairfield, restaurants, shops, train and beaches.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176434 MLS

Experience coastal luxury in this exceptional new construction home ideally located in Fairfield's coveted beach/center location. Thoughtfully designed with outstanding craftsmanship & high-end finishes throughout, this stunning residence offers four levels of beautifully appointed living space with 4 bedrooms, 3 full & 2 half baths. The heart of the home is an impressive chef's kitchen featuring premium appliances, custom cabinetry, an oversized island with seating, and seamless flow into sun-filled open-concept living areas perfect for everyday living & entertaining. Gorgeous millwork, designer fixtures, & refined details elevate every room. Complete with a separate dining room & private office, the main level offers an airy layout designed for comfort and style. The second level features three bedrooms including a luxurious primary suite with a walk-in closet and spa-inspired bath. The upper-level en-suite retreat with attached sitting room offers incredible flexibility and ideal for extended family, guests, or an au pair suite. The finished lower level adds additional living space including a full gym and abundant room for recreation, media, or playroom. Outdoor living is equally impressive with professionally landscaped grounds, a private yard, and 2 inviting patio areas ideal for dining and entertaining. A spacious 2-car garage adds convenience and outside storage. Perfectly situated it's walking distance to downtown Fairfield, restaurants, shops, train and beaches.

920 Old Post Rd, Fairfield

$3,300

This spacious and bright 3 bedroom 2nd Floor apartment in 3-family home is ready for occupancy. Enjoy Fairfield Beach and all the amenities Fairfield has to offer. The home is conveniently located off of Post Rd and Kings Highway in Fairfield. Very nice, quiet street close to shopping, train station and restaurants. Apartment has large bay window in living room, eat-in kitchen with tile floor and stainless steel appliances. Laundry is on the first floor (coin-op). Strong credit and reference history required. Two months Security.

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24176431 MLS

This spacious and bright 3 bedroom 2nd Floor apartment in 3-family home is ready for occupancy. Enjoy Fairfield Beach and all the amenities Fairfield has to offer. The home is conveniently located off of Post Rd and Kings Highway in Fairfield. Very nice, quiet street close to shopping, train station and restaurants. Apartment has large bay window in living room, eat-in kitchen with tile floor and stainless steel appliances. Laundry is on the first floor (coin-op). Strong credit and reference history required. Two months Security.

109 Churchill St Unit 2nd Fl, Fairfield

$975,000

This charming Colonial presents a wonderful opportunity to personalize and enhance a home in a highly desirable neighborhood surrounded by beautiful properties. Full of potential and timeless character, this special 2-bedroom, 2.5-bath residence, with a separate studio, invites you to create your ideal living space. A welcoming, sun-filled living room with a bay window and wood-burning fireplace flows seamlessly into the formal dining room, enhancing the warm and comfortable atmosphere. The main level also features a spacious family room with access to the 2-car attached garage, as well as a sunroom with sliders leading out to the deck. Upstairs, you'll find two bedrooms, including a primary suite with an en-suite bath, along with an additional full hall bath featuring a tub and shower. Additional features include central a/c, central vacuum, and a full-house generator, providing added comfort and peace of mind. The home is set on 2.3 private acres with a circular driveway and a fully fenced backyard. A standout feature of the property is the separate studio located behind the home, complete with electricity and its own wood-burning fireplace-ideal for a creative studio, home office, or private retreat. This is an extraordinary opportunity in a sought-after Greenfield Hill location! Don't miss out!

2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24173378 MLS

This charming Colonial presents a wonderful opportunity to personalize and enhance a home in a highly desirable neighborhood surrounded by beautiful properties. Full of potential and timeless character, this special 2-bedroom, 2.5-bath residence, with a separate studio, invites you to create your ideal living space. A welcoming, sun-filled living room with a bay window and wood-burning fireplace flows seamlessly into the formal dining room, enhancing the warm and comfortable atmosphere. The main level also features a spacious family room with access to the 2-car attached garage, as well as a sunroom with sliders leading out to the deck. Upstairs, you'll find two bedrooms, including a primary suite with an en-suite bath, along with an additional full hall bath featuring a tub and shower. Additional features include central a/c, central vacuum, and a full-house generator, providing added comfort and peace of mind. The home is set on 2.3 private acres with a circular driveway and a fully fenced backyard. A standout feature of the property is the separate studio located behind the home, complete with electricity and its own wood-burning fireplace-ideal for a creative studio, home office, or private retreat. This is an extraordinary opportunity in a sought-after Greenfield Hill location! Don't miss out!

2010 North St, Fairfield

$4,700,000

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

6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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

$4,500

Luxury rental! Brand new apartment building. All inclusive living walking distance to Fairfield Metro Train station. Spacious three bedroom, two bathrooms, Partially furnished open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large bathrooms. Handicap accessible complex, underground parking and elevator. Washer and dryer in unit. Walk to Train, shops, restaurants and all public transportation. Must have no evictions, good references and income. Use rent spree to apply.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24176822 MLS

Luxury rental! Brand new apartment building. All inclusive living walking distance to Fairfield Metro Train station. Spacious three bedroom, two bathrooms, Partially furnished open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large bathrooms. Handicap accessible complex, underground parking and elevator. Washer and dryer in unit. Walk to Train, shops, restaurants and all public transportation. Must have no evictions, good references and income. Use rent spree to apply.

528 Black Rock Tpke Unit 307, Fairfield

$3,500

Modern Second floor 2 bedroom / 1 bathroom apartment in the heart of Downtown Fairfield-CT with in unit laundry. Walking distance to Manhattan train, Fairfield University campus, Fairfield beaches, and all shopping. Have your own reserved parking, and enjoy the lifestyle of Fairfield. Tenant responsible for electric & Internet. 2 Months security deposit required.

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24176073 MLS

Modern Second floor 2 bedroom / 1 bathroom apartment in the heart of Downtown Fairfield-CT with in unit laundry. Walking distance to Manhattan train, Fairfield University campus, Fairfield beaches, and all shopping. Have your own reserved parking, and enjoy the lifestyle of Fairfield. Tenant responsible for electric & Internet. 2 Months security deposit required.

1903 Post Rd Unit 1917, Fairfield

$1,650,000

Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24173535 MLS

Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright, open floor plan featuring gleaming hardwood floors and high-end finishes throughout. The heart of the home is a stunning, designer kitchen with premium appliances, custom cabinetry, and a spacious island-perfect for everyday living and effortless entertaining. The kitchen flows seamlessly into the main living and dining areas, creating a warm and inviting atmosphere. Upstairs, the primary suite offers a private retreat with a beautifully appointed bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Every detail has been carefully curated, delivering all the bells and whistles buyers expect in new construction. Set in a peaceful yet convenient location, you'll enjoy easy access to schools, shopping, dining, and everything Fairfield has to offer-while still feeling tucked away in a quiet neighborhood setting. A rare opportunity to own an architecturally redesigned and rebuilt home of in an established, sought-after Fairfield location.

101 Applegate Rd, Fairfield

$12,000,000

This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was expertly restored, and all systems upgraded and integrated. The expanded footprint incorporates 7 bedrooms and 7 full baths, all with views over the open landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Separate wings radiate off the main rooms. Each space has impeccable thoughtful detail. A hidden screening room , a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. The barn pool house with full kitchen, bath and pro-grade gym, and pool, make this a perfect athlete's compound. An office pavilion is set privately in a quiet garden area. The landscape offers open vistas, meadows and an orchard. Live in ultimate style and easy elegance at this private retreat a quick commute to NYC and airports.. A private haven surrounded by a 155 acre nature preserve just minutes to Westport, Greenwich, and convenient to NYC and airports.

7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24161896 MLS

This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was expertly restored, and all systems upgraded and integrated. The expanded footprint incorporates 7 bedrooms and 7 full baths, all with views over the open landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Separate wings radiate off the main rooms. Each space has impeccable thoughtful detail. A hidden screening room , a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. The barn pool house with full kitchen, bath and pro-grade gym, and pool, make this a perfect athlete's compound. An office pavilion is set privately in a quiet garden area. The landscape offers open vistas, meadows and an orchard. Live in ultimate style and easy elegance at this private retreat a quick commute to NYC and airports.. A private haven surrounded by a 155 acre nature preserve just minutes to Westport, Greenwich, and convenient to NYC and airports.

4800 Congress St, Fairfield

$6,499,000

775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24175742 MLS

775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield

$4,950,000

Rarely does a property offer frontage on both Long Island Sound and South Pine Creek. Positioned along a naturally elevated stretch of Fairfield Beach framed by protective dunes, the property enjoys a broad sandy beach at both high and low tide. Located within a residential section of Fairfield Beach away from many public beach access points, the setting offers a unique combination of beach, creek, and open water frontage. Across the street, the South Pine Creek frontage offers water views, sunsets, a detached two-car garage, and remnants of a former dock, offering potential boating opportunities subject to due diligence and approvals. Designed by renowned architect Jack Franzen and featured in Westport Magazine, the home reflects timeless neoclassical design. The thoughtful floor plan places the primary suite on the first floor, while the main living level is elevated above to maximize light and views. A sweeping staircase and interior elevator lead to open-concept living spaces overlooking Long Island Sound. An in-ground spa completes this exceptional waterfront offering. Agent/Owner Related Owner/Broker. Agents: Additional information is available in the disclosure section. Ask about the transferable flood insurance policy and its favorable premium.

3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24174562 MLS

Rarely does a property offer frontage on both Long Island Sound and South Pine Creek. Positioned along a naturally elevated stretch of Fairfield Beach framed by protective dunes, the property enjoys a broad sandy beach at both high and low tide. Located within a residential section of Fairfield Beach away from many public beach access points, the setting offers a unique combination of beach, creek, and open water frontage. Across the street, the South Pine Creek frontage offers water views, sunsets, a detached two-car garage, and remnants of a former dock, offering potential boating opportunities subject to due diligence and approvals. Designed by renowned architect Jack Franzen and featured in Westport Magazine, the home reflects timeless neoclassical design. The thoughtful floor plan places the primary suite on the first floor, while the main living level is elevated above to maximize light and views. A sweeping staircase and interior elevator lead to open-concept living spaces overlooking Long Island Sound. An in-ground spa completes this exceptional waterfront offering. Agent/Owner Related Owner/Broker. Agents: Additional information is available in the disclosure section. Ask about the transferable flood insurance policy and its favorable premium.

1681 Fairfield Beach Rd, Fairfield

$769,900

This ranch style sits on a generous lot and has a nicely landscaped backyard. The property offers a living room, a good-sized kitchen with quality appliances and a beautiful backsplash, 2 ample bathrooms, and 3 bedrooms. Hardwood floors through. A backyard patio ideal for entertaining or relaxation. A fully finished basement can be used for extra living space or entertainment. Plenty of parking space.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24175337 MLS

This ranch style sits on a generous lot and has a nicely landscaped backyard. The property offers a living room, a good-sized kitchen with quality appliances and a beautiful backsplash, 2 ample bathrooms, and 3 bedrooms. Hardwood floors through. A backyard patio ideal for entertaining or relaxation. A fully finished basement can be used for extra living space or entertainment. Plenty of parking space.

5763 Park Ave, Fairfield

$3,250

Spacious and full of character, this four-bedroom, two-bath rental in Fairfield's sought-after Stratfield neighborhood offers the perfect blend of comfort, flexibility, and convenience. The main level features three well-sized bedrooms, while the finished upper-level loft creates an ideal private primary suite, guest space, or work-from-home setup complete with its own full bathroom. With three dedicated parking spots, there's plenty of room for residents and guests alike. Located just minutes from local favorites like the Stratfield Village area, Lake Mohegan trails, Fairfield Metro, Sacred Heart University, shopping, restaurants, and quick Merritt Parkway access, this location makes commuting and everyday living incredibly convenient while still offering the charm and neighborhood feel Stratfield is known for.

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24175409 MLS

Spacious and full of character, this four-bedroom, two-bath rental in Fairfield's sought-after Stratfield neighborhood offers the perfect blend of comfort, flexibility, and convenience. The main level features three well-sized bedrooms, while the finished upper-level loft creates an ideal private primary suite, guest space, or work-from-home setup complete with its own full bathroom. With three dedicated parking spots, there's plenty of room for residents and guests alike. Located just minutes from local favorites like the Stratfield Village area, Lake Mohegan trails, Fairfield Metro, Sacred Heart University, shopping, restaurants, and quick Merritt Parkway access, this location makes commuting and everyday living incredibly convenient while still offering the charm and neighborhood feel Stratfield is known for.

1787 Stratfield Rd, Fairfield

$12,000

Welcome to your dream beach retreat in the heart of Fairfield - just minutes' walking distance to both the beach and vibrant downtown. This bright, beautifully renovated home blends effortless coastal elegance with timeless Serena & Lily-inspired style. Sun-filled interiors, sophisticated finishes, and thoughtfully curated spaces create the perfect seaside sanctuary. Step outside to a fully fenced yard featuring exquisite landscaping, ideal for entertaining, relaxing, or enjoying peaceful summer evenings on your wrap around front covered deck.Whether you're packing a picnic for the beach, strolling downtown for dinner, or slipping on your flip-flops for a sunset walk along the shore, this home offers the ultimate Fairfield lifestyle. Coastal charm, modern comfort, and walkable convenience - all in one exceptional property.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24175413 MLS

Welcome to your dream beach retreat in the heart of Fairfield - just minutes' walking distance to both the beach and vibrant downtown. This bright, beautifully renovated home blends effortless coastal elegance with timeless Serena & Lily-inspired style. Sun-filled interiors, sophisticated finishes, and thoughtfully curated spaces create the perfect seaside sanctuary. Step outside to a fully fenced yard featuring exquisite landscaping, ideal for entertaining, relaxing, or enjoying peaceful summer evenings on your wrap around front covered deck.Whether you're packing a picnic for the beach, strolling downtown for dinner, or slipping on your flip-flops for a sunset walk along the shore, this home offers the ultimate Fairfield lifestyle. Coastal charm, modern comfort, and walkable convenience - all in one exceptional property.

510 Reef Rd, Fairfield

$1,625,000

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.

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$1,799,900

Ideally located in the highly sought-after Sasco Hill neighborhood, this exceptional coastal home offers the rare advantage of beach-area living outside the flood zone-no flood insurance required. Perfectly positioned between town and shoreline, the property features a stunning second-floor addition completed in 2025 with over $200,000 invested, including a rooftop deck with beautiful Long Island Sound views. The open kitchen with granite counters and updated commercial-grade Thermador appliances flows into a sunny family room with built-ins and glass doors leading to the expansive fenced yard and deck. The living room showcases an authentic and working original fireplace crafted with Long Island Sound stone, adding historic charm and warmth. The main level offers 2 bedrooms and a full bath, while upstairs features a spacious primary suite with en-suite bath, 2 additional bedrooms, full bath, and laundry. Unfinished lower level with 9' ceilings and plumbing for future bath offers excellent expansion potential. Plenty of room for a pool. Additional features include new HVAC, hot tub, sprinkler system, shed, and backyard entertaining space. Walk to Sasco Beach, Pine Creek Beach, golf, tennis, scenic Southport Village, harbor, dining, shopping, and vibrant downtown Fairfield. Exceptional coastal lifestyle only 50 miles from New York City. Move in Ready

5 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24174607 MLS

Ideally located in the highly sought-after Sasco Hill neighborhood, this exceptional coastal home offers the rare advantage of beach-area living outside the flood zone-no flood insurance required. Perfectly positioned between town and shoreline, the property features a stunning second-floor addition completed in 2025 with over $200,000 invested, including a rooftop deck with beautiful Long Island Sound views. The open kitchen with granite counters and updated commercial-grade Thermador appliances flows into a sunny family room with built-ins and glass doors leading to the expansive fenced yard and deck. The living room showcases an authentic and working original fireplace crafted with Long Island Sound stone, adding historic charm and warmth. The main level offers 2 bedrooms and a full bath, while upstairs features a spacious primary suite with en-suite bath, 2 additional bedrooms, full bath, and laundry. Unfinished lower level with 9' ceilings and plumbing for future bath offers excellent expansion potential. Plenty of room for a pool. Additional features include new HVAC, hot tub, sprinkler system, shed, and backyard entertaining space. Walk to Sasco Beach, Pine Creek Beach, golf, tennis, scenic Southport Village, harbor, dining, shopping, and vibrant downtown Fairfield. Exceptional coastal lifestyle only 50 miles from New York City. Move in Ready

82 Lee Dr, Fairfield

$2,050,000

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, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is just minutes from the train station, Southport Center, town amenities, shopping, and dining, with quick and convenient access to I-95. 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.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is just minutes from the train station, Southport Center, town amenities, shopping, and dining, with quick and convenient access to I-95. 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

$775,000

Welcome home to this lovely, sunny ranch located in the heart of Fairfield! A couple of minutes to the Merritt Parkway, you're on your way to NYC or New Haven. Close to Trumbull Mall, Black Rock Turnpike for all your shopping needs, golf course, parks, Lake Mohegan and Fairfield beaches are minutes away. This 4 bedrooms, 2 recently renovated bathrooms ranch is what you've been waiting for. Newer water heater and burner, newer granite countertops, stainless steel appliances in kitchen, recently painted walls, gleaming hardwood floors and more! Unfinished full basement waiting for your touch. Come see for yourself!

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173563 MLS

Welcome home to this lovely, sunny ranch located in the heart of Fairfield! A couple of minutes to the Merritt Parkway, you're on your way to NYC or New Haven. Close to Trumbull Mall, Black Rock Turnpike for all your shopping needs, golf course, parks, Lake Mohegan and Fairfield beaches are minutes away. This 4 bedrooms, 2 recently renovated bathrooms ranch is what you've been waiting for. Newer water heater and burner, newer granite countertops, stainless steel appliances in kitchen, recently painted walls, gleaming hardwood floors and more! Unfinished full basement waiting for your touch. Come see for yourself!

2698 Easton Tpke, Fairfield

$1,825,000

Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open space and tranquil nature trails. This particular unit was customized from the ground up, with sophisticated, designer-curated finishes throughout. Elevator-ready on all levels. The main living level features a custom kitchen with inset cabinetry, a striking Hale Navy center island, and an abundance of storage, flowing seamlessly into elegant living and dining spaces highlighted by coffered ceilings, detailed focal walls, and oversized windows that flood the home with natural light. Three generously sized bedrooms including a spacious primary suite with a spa-inspired bath and walk-in closet. The finished lower level adds a versatile, apartment-style flexible space complete with a full bath, walk-in closet, and sliding barn doors, offering ideal accommodations for guests, a home office, or additional living area. Note the 2-bay garage and abundance of customized storage on every level. Quality abounds in this more than ready to move in, new energy/feel/vibe, all with location, location, location.

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24173387 MLS ⋅ Village At Southport BLDG.

Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open space and tranquil nature trails. This particular unit was customized from the ground up, with sophisticated, designer-curated finishes throughout. Elevator-ready on all levels. The main living level features a custom kitchen with inset cabinetry, a striking Hale Navy center island, and an abundance of storage, flowing seamlessly into elegant living and dining spaces highlighted by coffered ceilings, detailed focal walls, and oversized windows that flood the home with natural light. Three generously sized bedrooms including a spacious primary suite with a spa-inspired bath and walk-in closet. The finished lower level adds a versatile, apartment-style flexible space complete with a full bath, walk-in closet, and sliding barn doors, offering ideal accommodations for guests, a home office, or additional living area. Note the 2-bay garage and abundance of customized storage on every level. Quality abounds in this more than ready to move in, new energy/feel/vibe, all with location, location, location.

491 Westway Rd Unit 491, Fairfield

$699,900

Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, and a sunroom/solarium that opens to a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including access to award-winning schools and close proximity to Lincoln Park - just steps away. This is a home that truly combines charm, convenience, and lifestyle.

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24168350 MLS

Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, and a sunroom/solarium that opens to a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including access to award-winning schools and close proximity to Lincoln Park - just steps away. This is a home that truly combines charm, convenience, and lifestyle.

23 Benedict Ave, Fairfield

$2,650,000

A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers so much w/ dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Numerous updates throughout include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. The exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories for its next chapter.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24173048 MLS

A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers so much w/ dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Numerous updates throughout include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. The exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories for its next chapter.

3007 Redding Rd, Fairfield

$814,999

76 Geneva Terrace is a sweet 1,008-square-foot Ranch that delivers effortless one-level living on a peaceful, tree-lined side street. Situated just off the main road, this location provides exceptional access to Fairfield's renowned beaches, the train station, and the vibrant town center. Recently renovated throughout, including floors, the bathroom, and kitchen - cabinets, countertops and appliances. The Primary bedroom and walk in closet allow for luxury space, and high end finishes. The living room features a large bow window that fills the home with natural light, a theme that continues into the expansive 224-square-foot three-season porch. This additional space, boasting rich wooden paneling and a colorful slate floor, overlooks a private backyard and serves as a perfect spot for relaxation. The kitchen includes oak cabinetry and a gas cooktop, positioned conveniently next to the porch entrance. Below the main level, discover approximately 1,000 square feet of semi-finished basement space, complete with a half bath, a walk-in cedar closet, and a built-in bar area. This versatile lower level provides an ideal setup for a home office, playroom, or additional family room space. Outside, the property includes a storage shed and a fenced yard.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173204 MLS

76 Geneva Terrace is a sweet 1,008-square-foot Ranch that delivers effortless one-level living on a peaceful, tree-lined side street. Situated just off the main road, this location provides exceptional access to Fairfield's renowned beaches, the train station, and the vibrant town center. Recently renovated throughout, including floors, the bathroom, and kitchen - cabinets, countertops and appliances. The Primary bedroom and walk in closet allow for luxury space, and high end finishes. The living room features a large bow window that fills the home with natural light, a theme that continues into the expansive 224-square-foot three-season porch. This additional space, boasting rich wooden paneling and a colorful slate floor, overlooks a private backyard and serves as a perfect spot for relaxation. The kitchen includes oak cabinetry and a gas cooktop, positioned conveniently next to the porch entrance. Below the main level, discover approximately 1,000 square feet of semi-finished basement space, complete with a half bath, a walk-in cedar closet, and a built-in bar area. This versatile lower level provides an ideal setup for a home office, playroom, or additional family room space. Outside, the property includes a storage shed and a fenced yard.

76 Geneva Ter, Fairfield

$2,800

Rental property in the heart of Fairfield. Charming 2 bedroom, 1 bath, with small office ideal for remote work from home, exercise area or additional storage. This property offers almost 1,000 sq ft of living space between two-levels, and provides the perfect balance of comfort and convenience. Located near local parks, vibrant dining, boutique shopping and entertainment. Great commuter location with easy access to both the Merritt Parkway and I-95.

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24169533 MLS

Rental property in the heart of Fairfield. Charming 2 bedroom, 1 bath, with small office ideal for remote work from home, exercise area or additional storage. This property offers almost 1,000 sq ft of living space between two-levels, and provides the perfect balance of comfort and convenience. Located near local parks, vibrant dining, boutique shopping and entertainment. Great commuter location with easy access to both the Merritt Parkway and I-95.

218 Melville Dr, Fairfield

$5,000

Brand New Contemporary Townhouse never occupied! All new kitchen and appliances! Large pantry and wine chiller in kitchen. Open floor plan. Office space on main floor. Half bath on main floor. Light bearing room living room. Slider to private patio on main floor. 3 Bedrooms upstairs with large closets. Main Bedroom with ensuite. Finished lower level with 1 car garage under the house. Spacious, new, inviting, home and will allow 2 cats or 2 dogs. Good credit and references needed. 1st, last and one month security. Private patio and yard. Come and see! Close to I95 and Merritt Parkway. Close to schools. Do not miss!!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24171990 MLS

Brand New Contemporary Townhouse never occupied! All new kitchen and appliances! Large pantry and wine chiller in kitchen. Open floor plan. Office space on main floor. Half bath on main floor. Light bearing room living room. Slider to private patio on main floor. 3 Bedrooms upstairs with large closets. Main Bedroom with ensuite. Finished lower level with 1 car garage under the house. Spacious, new, inviting, home and will allow 2 cats or 2 dogs. Good credit and references needed. 1st, last and one month security. Private patio and yard. Come and see! Close to I95 and Merritt Parkway. Close to schools. Do not miss!!

62 Soundview Ave, Fairfield

$7,500

Located in one of Fairfield's most coveted neighborhoods, this charming Colonial in the desirable Riverhurst enclave offers the perfect blend of convenience and tranquility. Enjoy an easy walk to schools, Metro-North, and downtown Fairfield, while still feeling tucked away in a peaceful residential setting. Inside, the home features a classic and functional layout with a formal living room with a wood-burning fireplace, a formal dining room, and a cozy den. The oversized kitchen is filled with natural light from large windows and offers a gas cooktop, double wall ovens, and space for casual dining. A convenient half bath, laundry area, and direct access to the back patio and driveway complete the main level. Upstairs, you'll find two generously sized bedrooms that share an updated hall bathroom, along with a spacious primary suite featuring abundant natural light, an updated ensuite bath, and a large walk-in closet. The third floor offers a versatile fourth bedroom-perfect for guests, office space, or additional living. The finished lower level provides excellent bonus space for a playroom, media area, or hangout space, complete with a built-in bar. Outside, enjoy a beautiful bluestone patio just off the kitchen-ideal for grilling and dining al fresco-along with a detached two-car garage. Ideal for a furnished academic-year rental or those seeking a flexible timeline, this home is also a commuter's dream with close proximity to Metro-North and major highways.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24171137 MLS

Located in one of Fairfield's most coveted neighborhoods, this charming Colonial in the desirable Riverhurst enclave offers the perfect blend of convenience and tranquility. Enjoy an easy walk to schools, Metro-North, and downtown Fairfield, while still feeling tucked away in a peaceful residential setting. Inside, the home features a classic and functional layout with a formal living room with a wood-burning fireplace, a formal dining room, and a cozy den. The oversized kitchen is filled with natural light from large windows and offers a gas cooktop, double wall ovens, and space for casual dining. A convenient half bath, laundry area, and direct access to the back patio and driveway complete the main level. Upstairs, you'll find two generously sized bedrooms that share an updated hall bathroom, along with a spacious primary suite featuring abundant natural light, an updated ensuite bath, and a large walk-in closet. The third floor offers a versatile fourth bedroom-perfect for guests, office space, or additional living. The finished lower level provides excellent bonus space for a playroom, media area, or hangout space, complete with a built-in bar. Outside, enjoy a beautiful bluestone patio just off the kitchen-ideal for grilling and dining al fresco-along with a detached two-car garage. Ideal for a furnished academic-year rental or those seeking a flexible timeline, this home is also a commuter's dream with close proximity to Metro-North and major highways.

20 Chelsea St, Fairfield

$2,275,000

3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24171406 MLS

3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

3808 Redding Rd, Fairfield

$649,900

Welcome to Mosswood condominiums: A must see updated second floor residence in this Fairfield sought-after well maintained complex. Perfectly located within walking distance to train and area restaurants. Interior was just repainted. Beautifully updated, renovated kitchen and two full bathrooms. New window treatments and lighting. Impeccably maintained. Large rear deck overlooking courtyard. Reserved parking space #65. 2 parking spots per homeowner - visitor parking is first come/first serve. Additional interior photos will be uploaded May 5th showing completed project. Real estate agent is related to the seller.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24171238 MLS ⋅ Mosswood BLDG.

Welcome to Mosswood condominiums: A must see updated second floor residence in this Fairfield sought-after well maintained complex. Perfectly located within walking distance to train and area restaurants. Interior was just repainted. Beautifully updated, renovated kitchen and two full bathrooms. New window treatments and lighting. Impeccably maintained. Large rear deck overlooking courtyard. Reserved parking space #65. 2 parking spots per homeowner - visitor parking is first come/first serve. Additional interior photos will be uploaded May 5th showing completed project. Real estate agent is related to the seller.

245 Unquowa Rd Unit 44, Fairfield

$765,000

New to market well built 3 bedroom, 2 full bath split level located in Fairfield's University section. Situated on a quiet side street close to everything this home highlights a large great room with vaulted ceiling, fantastic windows, fireplace, french door to patio, mud room all open to bright kitchen. The bright large eat in kitchen features a a skylight, double oven, breakfast bar, great counter space and ample cabinets. There are 3 bedrooms upstairs all with hardwood floors and a large full bath. The flexible large bright lower level can be used as a large recreation room with full bath or a possible in-law apartment. It walks out to back yard. The grassy level fenced yard has a large patio (the perfect place for a barbeque) and a storage shed. Newer roof. Central air. One of the best parts of this home is the quiet side street it sits on yet minutes to shopping, schools, parks, both major highways, Fairfield's restaurant district and the train to New York city.

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24170517 MLS

New to market well built 3 bedroom, 2 full bath split level located in Fairfield's University section. Situated on a quiet side street close to everything this home highlights a large great room with vaulted ceiling, fantastic windows, fireplace, french door to patio, mud room all open to bright kitchen. The bright large eat in kitchen features a a skylight, double oven, breakfast bar, great counter space and ample cabinets. There are 3 bedrooms upstairs all with hardwood floors and a large full bath. The flexible large bright lower level can be used as a large recreation room with full bath or a possible in-law apartment. It walks out to back yard. The grassy level fenced yard has a large patio (the perfect place for a barbeque) and a storage shed. Newer roof. Central air. One of the best parts of this home is the quiet side street it sits on yet minutes to shopping, schools, parks, both major highways, Fairfield's restaurant district and the train to New York city.

84 Youngstown Rd, Fairfield

$8,000

*AVAILABLE FOR SHORT TERM AND/OR SUMMER FURNISHED RENTAL - Inquire for availability* What a wonderful way to spend the Summer! Perfect for visiting family/friends, a Summer vacation in Fairfield County, a "Staycation" by the water, or even interim housing before you settle into your forever home. Just steps from the front door to the end of this friendly cul de sac with direct walking access to Sandcastle Playground, Jennings Beach & South Benson Marina with miles of beautiful coastline. Swim, lounge, kayak, paddleboard, boat and enjoy the best Fairfield, CT has to offer! An easy bike ride to explore tennis, par-3 golf, and Fairfield Center for shopping, Summer concert series, and award-winning bars and restaurants. A fully furnished and updated beachside rental! 3 Bedrooms, 2 Full Baths, and Ground Level Den with deep couch. Beautifully updated kitchen with white cabinetry and quartz tops, Living Room with fireplace, & dining room with door to the rear deck and grill. Lush fenced yard. Perfection!

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24166712 MLS

*AVAILABLE FOR SHORT TERM AND/OR SUMMER FURNISHED RENTAL - Inquire for availability* What a wonderful way to spend the Summer! Perfect for visiting family/friends, a Summer vacation in Fairfield County, a "Staycation" by the water, or even interim housing before you settle into your forever home. Just steps from the front door to the end of this friendly cul de sac with direct walking access to Sandcastle Playground, Jennings Beach & South Benson Marina with miles of beautiful coastline. Swim, lounge, kayak, paddleboard, boat and enjoy the best Fairfield, CT has to offer! An easy bike ride to explore tennis, par-3 golf, and Fairfield Center for shopping, Summer concert series, and award-winning bars and restaurants. A fully furnished and updated beachside rental! 3 Bedrooms, 2 Full Baths, and Ground Level Den with deep couch. Beautifully updated kitchen with white cabinetry and quartz tops, Living Room with fireplace, & dining room with door to the rear deck and grill. Lush fenced yard. Perfection!

50 Craig Pl, Fairfield