Dontayebrooksrealty.com Search Results

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 ⋅ 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

$800,000

Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,

3 Beds ⋅ 2 Baths ⋅ 24153624 MLS

Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,

31 Smedley Rd, Fairfield

$4,250,000

Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of it all is a home that balances grandeur with warmth. The gracious living and dining rooms, with their soaring ceilings, were made for entertaining, while the sunroom and family room naturally become gathering places, overlooking the pool, patio, and grounds. Tucked away, a richly paneled office with fireplace and French doors opening to a private garden provides a quiet retreat. The four bedrooms are all en-suite, with the primary offering his and her baths and dressing rooms, along with the convenience of an elevator. Connected by a breezeway, the detached three-car garage is topped by a 1,000 sqft studio apartment (5th bedroom) with a kitchen, full bath, and washer and dryer-ideal for au-pair, extended family or gym. Outside, resort-style amenities include a pool, spa, expansive terraces overlooking the flat manicured backyard. Properties like this are increasingly rare: timeless architecture, one of Fairfield's most coveted addresses, all just minutes from town, beaches, and country clubs.

4 Beds ⋅ 8 Baths ⋅ 24180502 MLS

Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of it all is a home that balances grandeur with warmth. The gracious living and dining rooms, with their soaring ceilings, were made for entertaining, while the sunroom and family room naturally become gathering places, overlooking the pool, patio, and grounds. Tucked away, a richly paneled office with fireplace and French doors opening to a private garden provides a quiet retreat. The four bedrooms are all en-suite, with the primary offering his and her baths and dressing rooms, along with the convenience of an elevator. Connected by a breezeway, the detached three-car garage is topped by a 1,000 sqft studio apartment (5th bedroom) with a kitchen, full bath, and washer and dryer-ideal for au-pair, extended family or gym. Outside, resort-style amenities include a pool, spa, expansive terraces overlooking the flat manicured backyard. Properties like this are increasingly rare: timeless architecture, one of Fairfield's most coveted addresses, all just minutes from town, beaches, and country clubs.

800 Verna Hill Rd, Fairfield

$926,000

Tucked away at the end of a private drive in Fairfield's sought-after Stratfield Village neighborhood, this classic Colonial offers exceptional privacy on over 0.6 acres. The backyard is a true retreat, featuring a beautiful heated in-ground pool, stone patio, lush landscaping, and a charming pool house with covered patio-ideal for entertaining or relaxing all summer long. A spacious foyer welcomes you into a home with hardwood floors throughout most of the main level. The living room features a wood-burning fireplace, while the family room offers a classic brick fireplace. Sliders from the dining room open to a full-length deck, creating seamless indoor-outdoor living. The kitchen includes a pantry, adjacent laundry area, and half bath. Upstairs are four generously sized bedrooms, including a spacious primary suite with a remodeled ensuite bath and walk-in closet. A remodeled full bath serves the remaining bedrooms. The unfinished walk-out lower level offers excellent potential for future living space, a gym, workshop, or storage. A newer boiler and water heater provide added peace of mind, and the attached two-car garage completes the home. Combining timeless style, a private setting, an in-ground pool, updated systems, and a premier location, this home presents a rare opportunity to update, personalize and create lasting value.

4 Beds ⋅ 3 Baths ⋅ 24190297 MLS

Tucked away at the end of a private drive in Fairfield's sought-after Stratfield Village neighborhood, this classic Colonial offers exceptional privacy on over 0.6 acres. The backyard is a true retreat, featuring a beautiful heated in-ground pool, stone patio, lush landscaping, and a charming pool house with covered patio-ideal for entertaining or relaxing all summer long. A spacious foyer welcomes you into a home with hardwood floors throughout most of the main level. The living room features a wood-burning fireplace, while the family room offers a classic brick fireplace. Sliders from the dining room open to a full-length deck, creating seamless indoor-outdoor living. The kitchen includes a pantry, adjacent laundry area, and half bath. Upstairs are four generously sized bedrooms, including a spacious primary suite with a remodeled ensuite bath and walk-in closet. A remodeled full bath serves the remaining bedrooms. The unfinished walk-out lower level offers excellent potential for future living space, a gym, workshop, or storage. A newer boiler and water heater provide added peace of mind, and the attached two-car garage completes the home. Combining timeless style, a private setting, an in-ground pool, updated systems, and a premier location, this home presents a rare opportunity to update, personalize and create lasting value.

100 Sherley Pl, Fairfield

$1,325,000

Welcome to 313 Old Post Road, a timeless Fairfield residence blending classic charm with an unbeatable location in one of the town's most desirable coastal neighborhoods. This beautifully maintained home offers inviting living spaces, abundant natural light, and the perfect balance of comfort and convenience. Recent improvements include updated AC units in 2023, new wiring in the detached heated garage, adding comfort, functionality, and peace of mind. Enjoy the charm of Fairfield traditions by watching the annual Memorial Day Parade right from your front steps. Ideally situated within walking distance to Fairfield's vibrant downtown, the train station for an easy NYC commute, and the nearby marina for boating and waterfront enjoyment, this home delivers the quintessential Fairfield lifestyle. Enjoy close proximity to beaches, shopping, dining, and parks, making this an exceptional opportunity to experience all Fairfield has to offer. Approximate distances include just 0.7 miles to Fairfield Train Station, 0.5 miles to South Benson Marina, and 1.5 miles to Fairfield Beach.

3 Beds ⋅ 3 Baths ⋅ 24193635 MLS

Welcome to 313 Old Post Road, a timeless Fairfield residence blending classic charm with an unbeatable location in one of the town's most desirable coastal neighborhoods. This beautifully maintained home offers inviting living spaces, abundant natural light, and the perfect balance of comfort and convenience. Recent improvements include updated AC units in 2023, new wiring in the detached heated garage, adding comfort, functionality, and peace of mind. Enjoy the charm of Fairfield traditions by watching the annual Memorial Day Parade right from your front steps. Ideally situated within walking distance to Fairfield's vibrant downtown, the train station for an easy NYC commute, and the nearby marina for boating and waterfront enjoyment, this home delivers the quintessential Fairfield lifestyle. Enjoy close proximity to beaches, shopping, dining, and parks, making this an exceptional opportunity to experience all Fairfield has to offer. Approximate distances include just 0.7 miles to Fairfield Train Station, 0.5 miles to South Benson Marina, and 1.5 miles to Fairfield Beach.

313 Old Post Rd, Fairfield

$1,710,000

HIGHEST & BEST OFFERS DUE BY MONDAY JULY 27 4PM. Nestled on a peaceful cul-de-sac in the heart of Greenfield Hill, this fantastic 4-bedroom Colonial offers the perfect blend of charm, space, & a picturesque setting. Filled with natural light throughout, this bright & welcoming home exudes warmth and offers an inviting atmosphere for everyday living. A welcoming foyer leads to spacious formal living and dining rooms, ideal for both entertaining & family gatherings. The eat-in kitchen overlooks the stunning, fenced in backyard, where beautifully landscaped level grounds, surrounded by mature specimen trees, extend to views of the Sasco Brook in the distance, creating a serene & private backdrop. The kitchen flows seamlessly into the oversized family room with a fireplace & an inviting sunroom, both offering easy access to the expansive mahogany deck & outdoor living spaces. Upstairs, you'll find a spacious primary suite along with 3 generously sized bedrooms, a dedicated home office, and the convenience of second-floor laundry. One of the bedrooms offers access to a walk-up attic, presenting an exciting opportunity to finish the space &create a bonus room, studio or private retreat. The unfinished lower level provides yet another opportunity to expand, offering ample space for a recreation room, home gym, or media room. Set in one of Fairfield's most desirable neighborhoods, this home combines timeless appeal, an exceptional floor plan, and the idyllic Greenfield Hill lifestyle

4 Beds ⋅ 3 Baths ⋅ 24190794 MLS

HIGHEST & BEST OFFERS DUE BY MONDAY JULY 27 4PM. Nestled on a peaceful cul-de-sac in the heart of Greenfield Hill, this fantastic 4-bedroom Colonial offers the perfect blend of charm, space, & a picturesque setting. Filled with natural light throughout, this bright & welcoming home exudes warmth and offers an inviting atmosphere for everyday living. A welcoming foyer leads to spacious formal living and dining rooms, ideal for both entertaining & family gatherings. The eat-in kitchen overlooks the stunning, fenced in backyard, where beautifully landscaped level grounds, surrounded by mature specimen trees, extend to views of the Sasco Brook in the distance, creating a serene & private backdrop. The kitchen flows seamlessly into the oversized family room with a fireplace & an inviting sunroom, both offering easy access to the expansive mahogany deck & outdoor living spaces. Upstairs, you'll find a spacious primary suite along with 3 generously sized bedrooms, a dedicated home office, and the convenience of second-floor laundry. One of the bedrooms offers access to a walk-up attic, presenting an exciting opportunity to finish the space &create a bonus room, studio or private retreat. The unfinished lower level provides yet another opportunity to expand, offering ample space for a recreation room, home gym, or media room. Set in one of Fairfield's most desirable neighborhoods, this home combines timeless appeal, an exceptional floor plan, and the idyllic Greenfield Hill lifestyle

142 Horseshoe Ln, Fairfield

$1,350,000

Rare opportunity to own a beautifully maintained ranch-style home on 5+ private acres in coveted Greenfield Hill. A striking balance of old and new, this breathtaking vaulted atrium-style kitchen is the architectural heart of the home, where soaring ceilings and natural light create an unforgettable sense of openness This 3 bedroom, 2.5-bath residence offers privacy, flexibility, and endless potential in one of Fairfield's most sought-after locations. Designed for comfortable living and entertaining, the open-concept floor plan features a spacious living room with hardwood floors, custom built-ins, a wood-burning fireplace, and oversized picture windows. The sun-filled-vaulted atrium style kitchen showcases dramatic floor-to-ceiling windows that capture breathtaking views. Enjoy an expansive patio overlooking rolling grounds, flowering trees, and abundant wildlife. A flexible layout offers multiple primary suite options. Main-level laundry and a powder room add convenience, while the unfinished lower level offers over 1,500 square feet of expansion potential. Recent improvements include a new septic system and radon mitigation system (2022), mini-split HVAC (2026), sump pump (2026), new water tank installation and well casing remediation (2026), propane for the kitchen stove, electrical upgrade to support a future generator. Perfect for downsizers, those seeking a peaceful country retreat, or buyers looking to expand in a premier Greenfield Hill setting.

3 Beds ⋅ 3 Baths ⋅ 24191748 MLS

Rare opportunity to own a beautifully maintained ranch-style home on 5+ private acres in coveted Greenfield Hill. A striking balance of old and new, this breathtaking vaulted atrium-style kitchen is the architectural heart of the home, where soaring ceilings and natural light create an unforgettable sense of openness This 3 bedroom, 2.5-bath residence offers privacy, flexibility, and endless potential in one of Fairfield's most sought-after locations. Designed for comfortable living and entertaining, the open-concept floor plan features a spacious living room with hardwood floors, custom built-ins, a wood-burning fireplace, and oversized picture windows. The sun-filled-vaulted atrium style kitchen showcases dramatic floor-to-ceiling windows that capture breathtaking views. Enjoy an expansive patio overlooking rolling grounds, flowering trees, and abundant wildlife. A flexible layout offers multiple primary suite options. Main-level laundry and a powder room add convenience, while the unfinished lower level offers over 1,500 square feet of expansion potential. Recent improvements include a new septic system and radon mitigation system (2022), mini-split HVAC (2026), sump pump (2026), new water tank installation and well casing remediation (2026), propane for the kitchen stove, electrical upgrade to support a future generator. Perfect for downsizers, those seeking a peaceful country retreat, or buyers looking to expand in a premier Greenfield Hill setting.

585 Hoydens Ln, Fairfield

$700,000

Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a serene, private backyard nestled on a pristine 1/2-acre corner lot. With classic design, exceptional comfort, and a layout that flows seamlessly, this home is a rare find in today's market.

3 Beds ⋅ 2 Baths ⋅ 24090430 MLS

Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a serene, private backyard nestled on a pristine 1/2-acre corner lot. With classic design, exceptional comfort, and a layout that flows seamlessly, this home is a rare find in today's market.

71 Schiller Rd, Fairfield

$1,500,000

A rare opportunity to own in the heart of historic Southport Village for under $1.5 million. Beautifully redesigned by the renowned Michael Greenberg & Associates of Westport, this sophisticated two-level residence is located within a landmark building overlooking Southport Harbor. Offering one of the few opportunities to own in Southport Village at this price point, it is ideally suited as a full-time residence or elegant weekend retreat, just a short stroll to the train, Pequot Yacht Club, village shops and restaurants, Southport Beach, the harbor, and everything that makes the Village one of Fairfield County's most sought-after coastal communities. The first floor features a spacious bedroom with a beautifully renovated full bath. Upstairs, an expansive living room, well-appointed kitchen, and powder room create an inviting space for both everyday living and entertaining. Large bay windows fill the home with natural light while capturing picturesque views of Main Street, Southport Harbor, and the Country Club of Fairfield golf course. Combining historic character, designer finishes, harbor views, and an exceptional walk-to-everything location, this is a truly rare opportunity to own a beautifully renovated residence in one of Connecticut's most coveted coastal villages.

1 Beds ⋅ 2 Baths ⋅ 24196135 MLS ⋅ Southport Harbor BLDG.

A rare opportunity to own in the heart of historic Southport Village for under $1.5 million. Beautifully redesigned by the renowned Michael Greenberg & Associates of Westport, this sophisticated two-level residence is located within a landmark building overlooking Southport Harbor. Offering one of the few opportunities to own in Southport Village at this price point, it is ideally suited as a full-time residence or elegant weekend retreat, just a short stroll to the train, Pequot Yacht Club, village shops and restaurants, Southport Beach, the harbor, and everything that makes the Village one of Fairfield County's most sought-after coastal communities. The first floor features a spacious bedroom with a beautifully renovated full bath. Upstairs, an expansive living room, well-appointed kitchen, and powder room create an inviting space for both everyday living and entertaining. Large bay windows fill the home with natural light while capturing picturesque views of Main Street, Southport Harbor, and the Country Club of Fairfield golf course. Combining historic character, designer finishes, harbor views, and an exceptional walk-to-everything location, this is a truly rare opportunity to own a beautifully renovated residence in one of Connecticut's most coveted coastal villages.

236 Main St Unit 236, Fairfield

$2,650,000

Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

5 Beds ⋅ 6 Baths ⋅ 24188324 MLS

Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

73 Foggwood Cir, Fairfield

$955,000

An Elevated Lake Hills Deckhouse // A hillside mid-century nestled on a private woodland acre with serene views of a glacial rock ledge, native ferns and mature shade trees. The wrap-around deck makes the home a permanent lookout amid the trees. Daily life happens up in this canopy, that's the magic of a deckhouse. A wood-burning fireplace anchors the living room. The kitchen and dining area open onto the elevated deck. The primary bedroom has a full bath ensuite. Two more bedrooms share a hall bath plus laundry. One floor, everything on it. Downstairs offers a bonus space with a second fireplace and custom built-ins, plus a fourth bedroom and a powder room. Ideal for multigenerational living. Drive past Samp Mortar Lake at sunset and you'll understand the allure: golden light on the water, soft sand, slow breaths and the quiet zen only a lake at dusk can offer. Kayaks glide out most mornings, kids cannonball off the docks all summer and the fishing crowd keeps coming back for largemouth bass. Nearby trails wrap around Samp Mortar Rock to an opening 150 feet above sea level which looks out over the water and surrounding forest. Mountain Laurel is part of a community with a rich history and a deep love of Mother Nature's beauty. Access to the lake is private, limited to a precious few with deeded rights. Owners tend to stay for decades, which is the highest compliment a neighborhood gets and the reason a house on this lake rarely comes up.

4 Beds ⋅ 3 Baths ⋅ 24193603 MLS

An Elevated Lake Hills Deckhouse // A hillside mid-century nestled on a private woodland acre with serene views of a glacial rock ledge, native ferns and mature shade trees. The wrap-around deck makes the home a permanent lookout amid the trees. Daily life happens up in this canopy, that's the magic of a deckhouse. A wood-burning fireplace anchors the living room. The kitchen and dining area open onto the elevated deck. The primary bedroom has a full bath ensuite. Two more bedrooms share a hall bath plus laundry. One floor, everything on it. Downstairs offers a bonus space with a second fireplace and custom built-ins, plus a fourth bedroom and a powder room. Ideal for multigenerational living. Drive past Samp Mortar Lake at sunset and you'll understand the allure: golden light on the water, soft sand, slow breaths and the quiet zen only a lake at dusk can offer. Kayaks glide out most mornings, kids cannonball off the docks all summer and the fishing crowd keeps coming back for largemouth bass. Nearby trails wrap around Samp Mortar Rock to an opening 150 feet above sea level which looks out over the water and surrounding forest. Mountain Laurel is part of a community with a rich history and a deep love of Mother Nature's beauty. Access to the lake is private, limited to a precious few with deeded rights. Owners tend to stay for decades, which is the highest compliment a neighborhood gets and the reason a house on this lake rarely comes up.

719 Mountain Laurel Rd, Fairfield

$1,725,000

Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

5 Beds ⋅ 4 Baths ⋅ 24198508 MLS

Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

2580 N Benson Rd, Fairfield

$2,225,000

Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living spaces ideal for both everyday living and entertaining. The gourmet kitchen features premium appliances, an oversized island, custom cabinetry, and a walk-in pantry, flowing seamlessly into a spacious family room with a gas fireplace and views of the pool and patio. A dedicated first-floor office provides an ideal work-from-home setup, while a large bonus room offers endless versatility-playroom, media room, fitness space, or guest suite. With six generously sized bedrooms, including a serene primary suite with a spa inspired bath, there's room for everyone to live, work, and unwind. Outside, enjoy your own private retreat: a with an in-ground pool, stone patio, and fenced yard perfect for summer gatherings, relaxation, and fun. Perfectly situated close to Fairfield's beaches, vibrant downtown, top-rated schools, and the train, this home offers exceptional convenience while maintaining the charm and community feel that define the University neighborhood.

6 Beds ⋅ 6 Baths ⋅ 24165022 MLS

Welcome to this stunning new construction farmhouse colonial in Fairfield's coveted University area, offering modern luxury, timeless design, and a rare backyard oasis complete with a beautiful in-ground pool. Thoughtfully crafted with exceptional attention to detail, this 6-bedroom home delivers the perfect blend of style, comfort, and functionality. Step inside to bright, open concept living spaces ideal for both everyday living and entertaining. The gourmet kitchen features premium appliances, an oversized island, custom cabinetry, and a walk-in pantry, flowing seamlessly into a spacious family room with a gas fireplace and views of the pool and patio. A dedicated first-floor office provides an ideal work-from-home setup, while a large bonus room offers endless versatility-playroom, media room, fitness space, or guest suite. With six generously sized bedrooms, including a serene primary suite with a spa inspired bath, there's room for everyone to live, work, and unwind. Outside, enjoy your own private retreat: a with an in-ground pool, stone patio, and fenced yard perfect for summer gatherings, relaxation, and fun. Perfectly situated close to Fairfield's beaches, vibrant downtown, top-rated schools, and the train, this home offers exceptional convenience while maintaining the charm and community feel that define the University neighborhood.

631 Reid St, Fairfield

$1,275,000

Welcome to this beautifully updated Center Hall Colonial in Fairfield's sought-after University area. This meticulous 4-bedroom, 2.5-bath home offers exceptional living space, privacy, and direct access to the Springer Glen open space, with seasonal views of the Mill River. The home offers a spacious living room with hardwood floors and a large picture window, which flows into the dining room area and the well-appointed kitchen with custom Omega wood cabinetry, granite countertops, coffee bar and a center island. Just off the kitchen, a cozy den with built-ins, provides the perfect spot to relax by the fireplace. A bright sunroom/family room offers shiplap and is enjoyed year-round. A half bath with a laundry closet completes the main level. Upstairs, you'll find 4 generously sized bedrooms, all with hardwood flooring and ample closet space. The spacious primary suite features a walk-in closet and an en-suite bath with a walk-in shower and heated towel rack. A second full bath serves the remaining bedrooms. The finished lower level provides additional living space, ideal for a rec room, or gym, along with unfinished storage space. Outdoor living space includes a deck, patio, and lightly wooded backyard offering a peaceful and private setting. Situated on a quiet cul-de-sac street with direct access to hiking trails, this special property blends natural beauty with everyday convenience, ideally located between the Merritt and I-95 and close to all town amenities.

4 Beds ⋅ 3 Baths ⋅ 24186045 MLS

Welcome to this beautifully updated Center Hall Colonial in Fairfield's sought-after University area. This meticulous 4-bedroom, 2.5-bath home offers exceptional living space, privacy, and direct access to the Springer Glen open space, with seasonal views of the Mill River. The home offers a spacious living room with hardwood floors and a large picture window, which flows into the dining room area and the well-appointed kitchen with custom Omega wood cabinetry, granite countertops, coffee bar and a center island. Just off the kitchen, a cozy den with built-ins, provides the perfect spot to relax by the fireplace. A bright sunroom/family room offers shiplap and is enjoyed year-round. A half bath with a laundry closet completes the main level. Upstairs, you'll find 4 generously sized bedrooms, all with hardwood flooring and ample closet space. The spacious primary suite features a walk-in closet and an en-suite bath with a walk-in shower and heated towel rack. A second full bath serves the remaining bedrooms. The finished lower level provides additional living space, ideal for a rec room, or gym, along with unfinished storage space. Outdoor living space includes a deck, patio, and lightly wooded backyard offering a peaceful and private setting. Situated on a quiet cul-de-sac street with direct access to hiking trails, this special property blends natural beauty with everyday convenience, ideally located between the Merritt and I-95 and close to all town amenities.

45 Pheasant Ln, Fairfield

$705,000

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

3 Beds ⋅ 2 Baths ⋅ 24184200 MLS

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

312 Bennett St, Fairfield

$645,000

OFFERS DUE TUESDAY, AUGUST 4TH BY NOON! Welcome to 41 Stillson Place, a classic three-bedroom Cape brimming with character and poised for its next chapter. Tucked away on a beautiful lot in one of Fairfield's most coveted pockets, this home offers a timeless silhouette and a warm, inviting energy that you feel the moment you pull into the drive. Inside, the layout is remarkably functional, featuring a cozy living and dining area, eat-in kitchen and three well-proportioned bedrooms that offer plenty of versatility. While the interior serves as a charming throwback to an earlier era, it is exceptionally well-maintained-the perfect "blank canvas" for someone with a vision. Whether you're dreaming of a modern farmhouse kitchen or an open-concept flow, the solid bones of this residence provide the ideal foundation for a custom transformation. The exterior is just as promising, with a generous yard that offers ample space for summer gatherings, vibrant gardens, or outdoor living space. The detached one-car garage has space for cars and storage. It's a rare opportunity to secure a home with this much heart and potential in such a prime Fairfield location. This is your chance to settle into a wonderful community and tailor every detail of your home to perfectly suit your lifestyle. 41 Stillson Place isn't just a house-it's the perfect place to call home.

3 Beds ⋅ 2 Baths ⋅ 24191813 MLS

OFFERS DUE TUESDAY, AUGUST 4TH BY NOON! Welcome to 41 Stillson Place, a classic three-bedroom Cape brimming with character and poised for its next chapter. Tucked away on a beautiful lot in one of Fairfield's most coveted pockets, this home offers a timeless silhouette and a warm, inviting energy that you feel the moment you pull into the drive. Inside, the layout is remarkably functional, featuring a cozy living and dining area, eat-in kitchen and three well-proportioned bedrooms that offer plenty of versatility. While the interior serves as a charming throwback to an earlier era, it is exceptionally well-maintained-the perfect "blank canvas" for someone with a vision. Whether you're dreaming of a modern farmhouse kitchen or an open-concept flow, the solid bones of this residence provide the ideal foundation for a custom transformation. The exterior is just as promising, with a generous yard that offers ample space for summer gatherings, vibrant gardens, or outdoor living space. The detached one-car garage has space for cars and storage. It's a rare opportunity to secure a home with this much heart and potential in such a prime Fairfield location. This is your chance to settle into a wonderful community and tailor every detail of your home to perfectly suit your lifestyle. 41 Stillson Place isn't just a house-it's the perfect place to call home.

41 Stillson Pl, Fairfield

$945,000

Welcome to this beautifully maintained University Area raised ranch, offering four bedrooms and two and a half baths across two well designed levels. The main level features a spacious living room, formal dining room, and newer eat-in kitchen with granite countertops and stainless steel appliances, a primary suite with a full bath and his and her closets, plus exceptional closet space throughout the home, and a full hall bath for the remaining bedrooms. The lower level offers exceptional living space, anchored by a family room with a gas fireplace and built-in bookcases, a half bath, and a mudroom. A standout three-season sunroom off the family room, wrapped in sliders on all sides, overlooks the sparkling in-ground pool, surrounded by a large brick patio, creating a seamless connection between indoor and outdoor living. Set on a corner lot with mature landscaping, slate steps, and a slate walkway leading to the backyard, plus a shed for extra storage, this pristine, move-in ready home has been lovingly maintained by the same owners for decades. A two-car garage and convenient access to the Merritt Parkway, I-95, and both the Fairfield Metro and downtown Fairfield train stations make daily commuting and weekend getaways effortless, and the home sits just one block from Holland Hill Elementary School. This is a rare opportunity to own a truly turnkey home in a wonderful location. Homes like this do not come along often, and it will not last long. Schedule your showing today

4 Beds ⋅ 3 Baths ⋅ 24181820 MLS

Welcome to this beautifully maintained University Area raised ranch, offering four bedrooms and two and a half baths across two well designed levels. The main level features a spacious living room, formal dining room, and newer eat-in kitchen with granite countertops and stainless steel appliances, a primary suite with a full bath and his and her closets, plus exceptional closet space throughout the home, and a full hall bath for the remaining bedrooms. The lower level offers exceptional living space, anchored by a family room with a gas fireplace and built-in bookcases, a half bath, and a mudroom. A standout three-season sunroom off the family room, wrapped in sliders on all sides, overlooks the sparkling in-ground pool, surrounded by a large brick patio, creating a seamless connection between indoor and outdoor living. Set on a corner lot with mature landscaping, slate steps, and a slate walkway leading to the backyard, plus a shed for extra storage, this pristine, move-in ready home has been lovingly maintained by the same owners for decades. A two-car garage and convenient access to the Merritt Parkway, I-95, and both the Fairfield Metro and downtown Fairfield train stations make daily commuting and weekend getaways effortless, and the home sits just one block from Holland Hill Elementary School. This is a rare opportunity to own a truly turnkey home in a wonderful location. Homes like this do not come along often, and it will not last long. Schedule your showing today

208 Sigwin Dr, Fairfield

$999,000

Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. Fully Remodeled and transformed into Open Concept modern style for today's needs. House has combo of great Family Room with Marble Fireplace, New modern design kitchen with custom Built White Shaker Cabinets and Central Island decorated with Quartz Countertops, 3 Spacious bedrooms and 2.5 bathrooms. House also has a charming 4 season sunroom with new windows, heat & C/A in it for year-round enjoyment. 2 Steps down from Family Room is Living Room or playroom with Half bath. It also opens to Back yard for convenience. This home is a perfect blend of modern convenience and classic charm. Primary Bedroom has attached bathroom and cedar closet. Additional highlights include a 2-car garage with new modern Doors, new roof, new siding, new heating system (Boiler), new Central AC and beautiful landscaping. House has new sparkling Hardwood floors throughout the house. Central air for cooling and Propane gas for cooking. A fantastic house that really has it all. Close to Schools, Shopping, Restaurants and Highways.

3 Beds ⋅ 3 Baths ⋅ 24195189 MLS

Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. Fully Remodeled and transformed into Open Concept modern style for today's needs. House has combo of great Family Room with Marble Fireplace, New modern design kitchen with custom Built White Shaker Cabinets and Central Island decorated with Quartz Countertops, 3 Spacious bedrooms and 2.5 bathrooms. House also has a charming 4 season sunroom with new windows, heat & C/A in it for year-round enjoyment. 2 Steps down from Family Room is Living Room or playroom with Half bath. It also opens to Back yard for convenience. This home is a perfect blend of modern convenience and classic charm. Primary Bedroom has attached bathroom and cedar closet. Additional highlights include a 2-car garage with new modern Doors, new roof, new siding, new heating system (Boiler), new Central AC and beautiful landscaping. House has new sparkling Hardwood floors throughout the house. Central air for cooling and Propane gas for cooking. A fantastic house that really has it all. Close to Schools, Shopping, Restaurants and Highways.

153 Woody Ln, Fairfield

$1,360,000

Delightful waterfront oasis offering direct access to Long Island Sound and includes deeded Fairfield beach access. This jewel box home has a bright, open floor plan, fully renovated with a coastal style. The kitchen flows seamlessly to the dining area and living room. Glass doors bring the outside in an lead to a spacious deck and property that culminates at the waterfront and dock. The primary bedroom boasts vaulted ceilings a balcony overlooking the water, providing stunning views of Pine Creek & LI Sound. The property promises breathtaking vistas of coastal sunrises and tranquil sunset views over the salt marsh. Enjoy boating, kayaking, and paddleboarding from your private dock on Pine Creek with access to Long Island Sound. Dont miss the outdoor shower! Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

2 Beds ⋅ 2 Baths ⋅ 24163818 MLS

Delightful waterfront oasis offering direct access to Long Island Sound and includes deeded Fairfield beach access. This jewel box home has a bright, open floor plan, fully renovated with a coastal style. The kitchen flows seamlessly to the dining area and living room. Glass doors bring the outside in an lead to a spacious deck and property that culminates at the waterfront and dock. The primary bedroom boasts vaulted ceilings a balcony overlooking the water, providing stunning views of Pine Creek & LI Sound. The property promises breathtaking vistas of coastal sunrises and tranquil sunset views over the salt marsh. Enjoy boating, kayaking, and paddleboarding from your private dock on Pine Creek with access to Long Island Sound. Dont miss the outdoor shower! Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

119 Old Dam Rd, Fairfield

$1,925,000

Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

4 Beds ⋅ 4 Baths ⋅ 24188105 MLS

Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

121 Osborne Hill Rd, Fairfield

$720,000

Tucked away on a quiet, tree-lined street, this enchanting Cape feels like a storybook cottage come to life. Filled with warmth, character, and timeless charm, this is the kind of home that instantly makes you feel welcome. Sunlight pours into the bright, open eat-in kitchen, creating the perfect gathering space for morning coffee, casual meals, and everyday moments. The inviting living room and formal dining room offer comfortable spaces to relax, entertain, and make lasting memories. With three good sized bedrooms and two full baths, there's room for everyone to feel right at home. The lower level offers a cozy family room providing additional living space for movie nights, playtime, hobbies, or a home office. Outside, the magic continues. A private, fenced backyard with a spacious deck and beautiful gardens offers a peaceful escape where you can unwind, entertain, or simply enjoy the changing seasons. Complete with a one-car garage and ideally located close to schools, shopping, restaurants, and everyday conveniences, this charming home is anything but ordinary. Rich in personality and filled with a sweet, welcoming spirit, it offers the rare combination of comfort, character, and convenience that is so hard to find. A beautiful home where life's simplest moments become your most treasured memories.

3 Beds ⋅ 2 Baths ⋅ 24182582 MLS

Tucked away on a quiet, tree-lined street, this enchanting Cape feels like a storybook cottage come to life. Filled with warmth, character, and timeless charm, this is the kind of home that instantly makes you feel welcome. Sunlight pours into the bright, open eat-in kitchen, creating the perfect gathering space for morning coffee, casual meals, and everyday moments. The inviting living room and formal dining room offer comfortable spaces to relax, entertain, and make lasting memories. With three good sized bedrooms and two full baths, there's room for everyone to feel right at home. The lower level offers a cozy family room providing additional living space for movie nights, playtime, hobbies, or a home office. Outside, the magic continues. A private, fenced backyard with a spacious deck and beautiful gardens offers a peaceful escape where you can unwind, entertain, or simply enjoy the changing seasons. Complete with a one-car garage and ideally located close to schools, shopping, restaurants, and everyday conveniences, this charming home is anything but ordinary. Rich in personality and filled with a sweet, welcoming spirit, it offers the rare combination of comfort, character, and convenience that is so hard to find. A beautiful home where life's simplest moments become your most treasured memories.

127 Moritz Pl, Fairfield

$2,850,000

There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

5 Beds ⋅ 6 Baths ⋅ 24195451 MLS

There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

1123 Round Hill Rd, Fairfield

$1,121,500

Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.

4 Beds ⋅ 3 Baths ⋅ 24191428 MLS

Rich with history, warmth, and timeless craftsmanship, this beautifully updated 1927 Tudor captures the heart from the moment you arrive. Bathed in natural light, every room tells a story, where graceful arched doorways, high ceilings, and thoughtful architectural details blend seamlessly with modern updates designed for today's lifestyle. Life unfolds effortlessly here. The eat-in kitchen, complete with a charming butler's pantry, is bright and spacious. Mornings begin with coffee in the sunroom. Friends gather around the wood-burning fireplace as conversations linger long into the evening. Dinners are enjoyed in the elegant dining room, while a seamless flow from room to room makes everyday moments feel just as special in spaces designed to connect, comfort, and inspire. Four gracious bedrooms, 2.5 updated baths and flexible living areas provide room to grow, work from home, entertain, and simply enjoy life's quieter moments. Step outside to a landscaped, fully fenced backyard where an expanded patio becomes an extension of the home-perfect for summer BBQs and children at play. Set within Fairfield's beloved Stratfield Village, where tree-lined streets, sidewalks, and welcoming neighbors create a true sense of community, this is more than a beautiful Tudor. It's the kind of home where memories are made, traditions begin, and every day feels a bit more meaningful.

400 Buena Vista Rd, Fairfield

$550,000

Welcome to 1463 Black Rock Turnpike! Move right into this beautifully updated townhouse offering three levels of spacious living with 2-3 bedrooms, 3 full baths, and 1 half bath, ideally situated in the quiet rear of the complex. Major recent upgrades include a brand-new kitchen, new HVAC system, new Trex deck, fresh interior paint, and new stainless steel appliances, making this truly a turnkey home. A welcoming entry with coat closet leads to the bright eat-in kitchen, perfect for everyday living and entertaining. The expansive living room features walls of windows, a fireplace, custom built-ins, and a conveniently located half bath. Upstairs, the spacious primary suite offers a large walk-in closet, while the second en-suite bedroom also includes a walk-in closet with built-ins. The finished walk-out lower level adds incredible flexibility with a full bath, oversized storage/laundry room, and sliders leading to the private trex deck-the perfect place to barbecue, relax, and enjoy beautiful sunset views. Conveniently located near schools, parks, shopping, restaurants, and transportation, this exceptional home offers the perfect blend of space, style, and modern updates.

2 Beds ⋅ 4 Baths ⋅ 24196334 MLS ⋅ Maple Wood BLDG.

Welcome to 1463 Black Rock Turnpike! Move right into this beautifully updated townhouse offering three levels of spacious living with 2-3 bedrooms, 3 full baths, and 1 half bath, ideally situated in the quiet rear of the complex. Major recent upgrades include a brand-new kitchen, new HVAC system, new Trex deck, fresh interior paint, and new stainless steel appliances, making this truly a turnkey home. A welcoming entry with coat closet leads to the bright eat-in kitchen, perfect for everyday living and entertaining. The expansive living room features walls of windows, a fireplace, custom built-ins, and a conveniently located half bath. Upstairs, the spacious primary suite offers a large walk-in closet, while the second en-suite bedroom also includes a walk-in closet with built-ins. The finished walk-out lower level adds incredible flexibility with a full bath, oversized storage/laundry room, and sliders leading to the private trex deck-the perfect place to barbecue, relax, and enjoy beautiful sunset views. Conveniently located near schools, parks, shopping, restaurants, and transportation, this exceptional home offers the perfect blend of space, style, and modern updates.

1463 Black Rock Tpke Unit 17, Fairfield

$900,000

Move-in ready and better than ever, this beautifully updated colonial blends preserved vintage character with modern comforts. Bright and light-filled throughout, it's built for easy, stylish living. Inside, a spacious family room centers on a cozy gas fireplace-perfect for quiet evenings or entertaining. The kitchen shines with stainless steel appliances, crisp white subway tile, Corian countertops, and shaker-style cabinets. Just off the kitchen, the dining room handles everything from intimate dinners to bigger gatherings. Upstairs, generously sized bedrooms feature hardwood floors and custom blackout blinds. The finished third floor adds roughly 300 square feet of flexible space-ideal as a home office, guest suite, game room, or studio.Out back, professional landscaping creates a private outdoor oasis. Additional upgrades include a fully repaved driveway, a fully upgraded electrical system, and an installed Tesla charger. Other notable features include: full basement waterproofing system, irrigation, smart thermostats, and an updated HVAC system.

3 Beds ⋅ 2 Baths ⋅ 24181084 MLS

Move-in ready and better than ever, this beautifully updated colonial blends preserved vintage character with modern comforts. Bright and light-filled throughout, it's built for easy, stylish living. Inside, a spacious family room centers on a cozy gas fireplace-perfect for quiet evenings or entertaining. The kitchen shines with stainless steel appliances, crisp white subway tile, Corian countertops, and shaker-style cabinets. Just off the kitchen, the dining room handles everything from intimate dinners to bigger gatherings. Upstairs, generously sized bedrooms feature hardwood floors and custom blackout blinds. The finished third floor adds roughly 300 square feet of flexible space-ideal as a home office, guest suite, game room, or studio.Out back, professional landscaping creates a private outdoor oasis. Additional upgrades include a fully repaved driveway, a fully upgraded electrical system, and an installed Tesla charger. Other notable features include: full basement waterproofing system, irrigation, smart thermostats, and an updated HVAC system.

180 Rockland Rd, Fairfield

$3,150,000

Ideally located in one of Fairfield's most desirable beach neighborhoods, this beautiful custom-built FEMA compliant home combines premium construction and efficiency with high-end finishes throughout. Unique features include 2x6 framing, steel beam support, energy efficient foam insulation, dual HVAC and tankless hot water systems, a gorgeous custom kitchen with Thermador appliances and honed granite countertops, an incredible home theater system, a 3-floor elevator, a spacious bonus room with views of Long Island Sound, an oversized garage with a gym or if you prefer, space for a 3rd car; and to top it all off, a saltwater swim spa overlooking a lush, professionally landscaped yard. Just steps to deeded beach access, and minutes to the playground, tennis and bocce courts, Fairfield's vibrant town center and Metro North train station. This stunning home isn't going to last - schedule your showing before it's gone.

4 Beds ⋅ 4 Baths ⋅ 24196292 MLS

Ideally located in one of Fairfield's most desirable beach neighborhoods, this beautiful custom-built FEMA compliant home combines premium construction and efficiency with high-end finishes throughout. Unique features include 2x6 framing, steel beam support, energy efficient foam insulation, dual HVAC and tankless hot water systems, a gorgeous custom kitchen with Thermador appliances and honed granite countertops, an incredible home theater system, a 3-floor elevator, a spacious bonus room with views of Long Island Sound, an oversized garage with a gym or if you prefer, space for a 3rd car; and to top it all off, a saltwater swim spa overlooking a lush, professionally landscaped yard. Just steps to deeded beach access, and minutes to the playground, tennis and bocce courts, Fairfield's vibrant town center and Metro North train station. This stunning home isn't going to last - schedule your showing before it's gone.

679 Rowland Rd, Fairfield

$400,000

Affordable opportunities like this are hard to find in Fairfield. This well-maintained two-bedroom condo offers the perfect combination of comfort, convenience, and value in a highly desirable location. The updated kitchen serves as the heart of the home, while central air and a spacious private deck provide comfort and additional living space throughout the seasons. An oversized garage offers exceptional storage and parking, a rare feature in this price range. Set within an intimate, pet-friendly complex of just eight units, this home offers low-maintenance living with affordable common charges and no rental restrictions, making it an excellent option for both owner-occupants and investors. Enjoy easy access to Fairfield's vibrant downtown, Fairfield Metro Station, beaches, shopping, restaurants, parks, and I-95, putting everything you need just minutes away. Lovingly cared for by its current owner, this home is ready to welcome its next owner. Opportunities to purchase a two-bedroom condo with these features at this price point don't come along often.

2 Beds ⋅ 1 Baths ⋅ 24193433 MLS ⋅ Poster Arms BLDG.

Affordable opportunities like this are hard to find in Fairfield. This well-maintained two-bedroom condo offers the perfect combination of comfort, convenience, and value in a highly desirable location. The updated kitchen serves as the heart of the home, while central air and a spacious private deck provide comfort and additional living space throughout the seasons. An oversized garage offers exceptional storage and parking, a rare feature in this price range. Set within an intimate, pet-friendly complex of just eight units, this home offers low-maintenance living with affordable common charges and no rental restrictions, making it an excellent option for both owner-occupants and investors. Enjoy easy access to Fairfield's vibrant downtown, Fairfield Metro Station, beaches, shopping, restaurants, parks, and I-95, putting everything you need just minutes away. Lovingly cared for by its current owner, this home is ready to welcome its next owner. Opportunities to purchase a two-bedroom condo with these features at this price point don't come along often.

60 Overlook Ave Unit 60, Fairfield

$940,000

Welcome home to this charming and beautifully maintained 3-bedroom, 2-full-bath ranch offering the perfect blend of comfort, convenience, and lifestyle. Ideally situated just moments from the beach, downtown, and the train, this home puts everything you love right at your fingertips. Step inside to discover a warm and inviting floor plan designed for easy everyday living. The spacious living area features a cozy fireplace, creating the perfect gathering space for cooler evenings and holiday celebrations. The well-appointed layout offers comfortable bedrooms, two full baths, and a move-in-ready interior that allows you to settle in and start enjoying your new home immediately. Outside, the property truly shines. The expansive backyard is an entertainer's dream, offering plenty of room for summer barbecues, outdoor dining, lawn games, and gatherings with family and friends. Whether you're hosting a crowd or simply relaxing after a day at the beach, this outdoor space provides the perfect setting. Enjoy the best of every season-from sunny beach days and strolls downtown to cozy nights by the fire. With its exceptional location, turnkey condition, and fantastic indoor and outdoor living spaces, this is a home you won't want to miss. The lifestyle you've been waiting for starts here.

3 Beds ⋅ 2 Baths ⋅ 24180595 MLS

Welcome home to this charming and beautifully maintained 3-bedroom, 2-full-bath ranch offering the perfect blend of comfort, convenience, and lifestyle. Ideally situated just moments from the beach, downtown, and the train, this home puts everything you love right at your fingertips. Step inside to discover a warm and inviting floor plan designed for easy everyday living. The spacious living area features a cozy fireplace, creating the perfect gathering space for cooler evenings and holiday celebrations. The well-appointed layout offers comfortable bedrooms, two full baths, and a move-in-ready interior that allows you to settle in and start enjoying your new home immediately. Outside, the property truly shines. The expansive backyard is an entertainer's dream, offering plenty of room for summer barbecues, outdoor dining, lawn games, and gatherings with family and friends. Whether you're hosting a crowd or simply relaxing after a day at the beach, this outdoor space provides the perfect setting. Enjoy the best of every season-from sunny beach days and strolls downtown to cozy nights by the fire. With its exceptional location, turnkey condition, and fantastic indoor and outdoor living spaces, this is a home you won't want to miss. The lifestyle you've been waiting for starts here.

18 Hurd St, Fairfield

$1,400,000

A John Brackert built home on a very sought after cul-de-sac in lower Greenfield Hill. A true neighborhood of yesteryear, where youth can ride bikes in the street, you walk to the Greenfield Hill Corner Market for your hot coffee and breakfast sandwich, and the families gather on the weekdays at the bus stop for an old fashion chat and send off. 240 North Cedar has been in the owners happy and loving hands for 61 years. Lots of life, laughter, milestones, and gatherings have filled her walls and yard. Many friends, family, grandkids, and neighbors have shared times and yummy homemade meals and ice teas under her roof. Her charm and character are felt and seen. (Just look at her custom finials on either side of her front door). Her stories are real and well lived. Her laughter and joy loud. Yes, she needs some work, yes certain edges are worn, but this home, on this street, in this neighborhood, make her a home run. She is ready for her story to become your story.

4 Beds ⋅ 3 Baths ⋅ 24176616 MLS

A John Brackert built home on a very sought after cul-de-sac in lower Greenfield Hill. A true neighborhood of yesteryear, where youth can ride bikes in the street, you walk to the Greenfield Hill Corner Market for your hot coffee and breakfast sandwich, and the families gather on the weekdays at the bus stop for an old fashion chat and send off. 240 North Cedar has been in the owners happy and loving hands for 61 years. Lots of life, laughter, milestones, and gatherings have filled her walls and yard. Many friends, family, grandkids, and neighbors have shared times and yummy homemade meals and ice teas under her roof. Her charm and character are felt and seen. (Just look at her custom finials on either side of her front door). Her stories are real and well lived. Her laughter and joy loud. Yes, she needs some work, yes certain edges are worn, but this home, on this street, in this neighborhood, make her a home run. She is ready for her story to become your story.

240 N Cedar Rd, Fairfield

$1,600,000

Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with wood burning fireplace & a large eat in kitchen featuring a center island with breakfast bar & sliders leading to a spacious Trex deck overlooking the private backyard with beautiful sunset views. A huge versatile bonus room on the main level offers endless possibilities for a playroom, media room, guest space or additional living area. Upstairs, the primary suite features a walk in closet & private bath, while four additional bedrooms include on ensuite. The walk out lower level includes finished space currently used as a home gym, offering flexibility for future buyers to use however best fits their lifestyle, along with access to a 3 car garage. Additional highlights include a convenient second front entrance leading to a mudroom & and ideal location just moments to Lake Mohegan trails, Highwood Park, schools, shopping, dining & commuter routes.

5 Beds ⋅ 5 Baths ⋅ 24177817 MLS

Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with wood burning fireplace & a large eat in kitchen featuring a center island with breakfast bar & sliders leading to a spacious Trex deck overlooking the private backyard with beautiful sunset views. A huge versatile bonus room on the main level offers endless possibilities for a playroom, media room, guest space or additional living area. Upstairs, the primary suite features a walk in closet & private bath, while four additional bedrooms include on ensuite. The walk out lower level includes finished space currently used as a home gym, offering flexibility for future buyers to use however best fits their lifestyle, along with access to a 3 car garage. Additional highlights include a convenient second front entrance leading to a mudroom & and ideal location just moments to Lake Mohegan trails, Highwood Park, schools, shopping, dining & commuter routes.

282 Glen Ridge Rd, Fairfield

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