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***Multiple offers received- Highest & Best Offers requested by 6/1 @ 5PM.***Perfectly situated on a peaceful cul-de-sac and set on beautifully manicured park-like grounds, this custom 3 bedroom, 2.5 bathroom Colonial/Cape offers 2,562 square feet of exceptional living space, complete with a 3-car garage, irrigation system, and whole-house generator. A grand foyer welcomes you into a thoughtfully designed interior featuring elegant finishes and timeless craftsmanship throughout.The main level boasts a formal dining room accented with custom detailed millwork, a living room with French doors leading to a charming front porch, and a stunning kitchen equipped with granite countertops, stainless steel appliances, double ovens, and a Sub-Zero refrigerator. A spacious family room with custom built-ins and a gas fireplace provides the perfect gathering space, while French doors open to a beautiful brick paver patio overlooking the expansive private backyard, ideal for entertaining and offering plenty of room for a future pool site. Completing the main level are a convenient mudroom and half bathroom. Upstairs, you will find three generously sized bedrooms, including a luxurious primary suite featuring vaulted ceilings, two walk-in cedar closets with custom built-ins and a gorgeous primary bathroom with a large glass enclosed steam shower, double sink vanity and oversized jacuzzi tub. A truly special property offering privacy, elegance, and exceptional indoor and outdoor living.

3 Beds ⋅ 3 Baths ⋅ 24178943 MLS

***Multiple offers received- Highest & Best Offers requested by 6/1 @ 5PM.***Perfectly situated on a peaceful cul-de-sac and set on beautifully manicured park-like grounds, this custom 3 bedroom, 2.5 bathroom Colonial/Cape offers 2,562 square feet of exceptional living space, complete with a 3-car garage, irrigation system, and whole-house generator. A grand foyer welcomes you into a thoughtfully designed interior featuring elegant finishes and timeless craftsmanship throughout.The main level boasts a formal dining room accented with custom detailed millwork, a living room with French doors leading to a charming front porch, and a stunning kitchen equipped with granite countertops, stainless steel appliances, double ovens, and a Sub-Zero refrigerator. A spacious family room with custom built-ins and a gas fireplace provides the perfect gathering space, while French doors open to a beautiful brick paver patio overlooking the expansive private backyard, ideal for entertaining and offering plenty of room for a future pool site. Completing the main level are a convenient mudroom and half bathroom. Upstairs, you will find three generously sized bedrooms, including a luxurious primary suite featuring vaulted ceilings, two walk-in cedar closets with custom built-ins and a gorgeous primary bathroom with a large glass enclosed steam shower, double sink vanity and oversized jacuzzi tub. A truly special property offering privacy, elegance, and exceptional indoor and outdoor living.

274 Valleyview Rd, Fairfield

$1,350,000

Stately Classic 1927 in Fairfield's sought after University section offering 6 Bedrooms, 4.5 baths, timeless architecture, and room for everyone. Built with quality old-world construction and gracious proportions rarely found today, this is not your typical "seen one, seen them all" staged home- but a property with genuine character, scale, and opportunity. A welcoming entrance foyer opens to an expansive living room with fireplace and adjoining den, formal dining room, private office, and first floor bedroom suite with full bath- ideal for, guests, extended family, or au pair living. The large eat-in kitchen with gas range flows into sun-filled sunroom overlooking the private backyard. Upstairs are 5 bedrooms and 3 full baths, including spacious primary suite with oversized walk-in closet, dressing area and private bath. Outside, a pergola-covered patio overlooks the grassy yard with tranquil stream that winds through the property. The rare double lot offers exceptional outdoor recreation space and privacy. Awning and Generator included. Heated Detached 4-car garage provides outstanding flexibility for a car enthusiast, studio, gym, workshop, home office or play space with additional storage above. A classic roaring Twenties gem awaiting its next chapter for someone who values space, craftsmanship, and the chance to create something extraordinary.

6 Beds ⋅ 5 Baths ⋅ 24176641 MLS

Stately Classic 1927 in Fairfield's sought after University section offering 6 Bedrooms, 4.5 baths, timeless architecture, and room for everyone. Built with quality old-world construction and gracious proportions rarely found today, this is not your typical "seen one, seen them all" staged home- but a property with genuine character, scale, and opportunity. A welcoming entrance foyer opens to an expansive living room with fireplace and adjoining den, formal dining room, private office, and first floor bedroom suite with full bath- ideal for, guests, extended family, or au pair living. The large eat-in kitchen with gas range flows into sun-filled sunroom overlooking the private backyard. Upstairs are 5 bedrooms and 3 full baths, including spacious primary suite with oversized walk-in closet, dressing area and private bath. Outside, a pergola-covered patio overlooks the grassy yard with tranquil stream that winds through the property. The rare double lot offers exceptional outdoor recreation space and privacy. Awning and Generator included. Heated Detached 4-car garage provides outstanding flexibility for a car enthusiast, studio, gym, workshop, home office or play space with additional storage above. A classic roaring Twenties gem awaiting its next chapter for someone who values space, craftsmanship, and the chance to create something extraordinary.

533 N Benson Rd, Fairfield

$1,350,000

The beach home that you have been waiting for has officially arrived. Perfectly located in one of Fairfield's most loved neighborhoods, this beautiful, move-in ready home at 896 Riverside Drive offers an easy lifestyle & is moments to the beach, marina & vibrant town center. Thoughtfully enhanced w/ recent upgrades including a new A/C system, new hot water heater, updated appliances, fresh interior paint & a newly fenced backyard all combine to create a maintenance free lifestyle. Designed for everyday living & festive entertaining, the sun-drenched open floor plan showcases abundant windows, 9 ft. ceilings & an effortless flow throughout the main level. The spacious eat-in kitchen is appointed w/ great counter space, pantry & opens seamlessly to the dining area & inviting family room, complete w/ a fireplace, built-ins & direct access to the outdoor deck for extending indoor living to the outdoors. A stylish half bath & attached garage access complete the 1st level. Upstairs, you will find 3 generously sized bedrooms, including a serene primary suite w/ a private en-suite bath & walk-in closet, along w/ a large laundry room offering exceptional convenience & storage. Step outside to your private, peaceful & fenced backyard that connects to quiet cul de sac featuring a deck & beautifully manicured yard, an ideal setting for enjoying coastal living. Ideally located w/in walking distance to the marina, beach, train, parks, schools & town. This is an ideal & carefree lifestyle.

3 Beds ⋅ 3 Baths ⋅ 24170687 MLS

The beach home that you have been waiting for has officially arrived. Perfectly located in one of Fairfield's most loved neighborhoods, this beautiful, move-in ready home at 896 Riverside Drive offers an easy lifestyle & is moments to the beach, marina & vibrant town center. Thoughtfully enhanced w/ recent upgrades including a new A/C system, new hot water heater, updated appliances, fresh interior paint & a newly fenced backyard all combine to create a maintenance free lifestyle. Designed for everyday living & festive entertaining, the sun-drenched open floor plan showcases abundant windows, 9 ft. ceilings & an effortless flow throughout the main level. The spacious eat-in kitchen is appointed w/ great counter space, pantry & opens seamlessly to the dining area & inviting family room, complete w/ a fireplace, built-ins & direct access to the outdoor deck for extending indoor living to the outdoors. A stylish half bath & attached garage access complete the 1st level. Upstairs, you will find 3 generously sized bedrooms, including a serene primary suite w/ a private en-suite bath & walk-in closet, along w/ a large laundry room offering exceptional convenience & storage. Step outside to your private, peaceful & fenced backyard that connects to quiet cul de sac featuring a deck & beautifully manicured yard, an ideal setting for enjoying coastal living. Ideally located w/in walking distance to the marina, beach, train, parks, schools & town. This is an ideal & carefree lifestyle.

896 Riverside Dr, Fairfield

$1,350,000

Nestled on a prime Southport street, just over a mile from the vibrant Fairfield downtown, Southport Harbor, and main train station to NYC, this mid-century modern contemporary ranch offers a harmonious blend of timeless design and modern convenience. As you step into the foyer, your gaze is drawn to the living room's striking wall of glass, framing jaw-dropping views of Long Island Sound. A rustic, floor-to-ceiling, stone fireplace anchors the space, which also leads to an expansive private deck, complete with a shade-providing awning, perfect for outdoor relaxation or entertaining against a backdrop of a quiet, landscaped yard. The dining room, bathed in natural light from a large bay window, sets the stage for memorable gatherings, while the updated eat-in kitchen boasts crisp white cabinetry, granite countertops, and an effortless flow into the dramatic family room. With its vaulted ceiling, dry bar, expansive picture window, and deck access, the family room is a showstopper designed for seamless entertaining. The private bedroom wing includes a serene, large primary suite w/ a picture window overlooking the landscaped backyard, two additional bedrooms, and a spacious full bath with a walk-in shower. The lower level offers even more versatility offering a walk-out play/rec room w/cozy fireplace, large windows, spacious office/guestroom, full bath, and a private entry.

4 Beds ⋅ 2 Baths ⋅ 24173368 MLS

Nestled on a prime Southport street, just over a mile from the vibrant Fairfield downtown, Southport Harbor, and main train station to NYC, this mid-century modern contemporary ranch offers a harmonious blend of timeless design and modern convenience. As you step into the foyer, your gaze is drawn to the living room's striking wall of glass, framing jaw-dropping views of Long Island Sound. A rustic, floor-to-ceiling, stone fireplace anchors the space, which also leads to an expansive private deck, complete with a shade-providing awning, perfect for outdoor relaxation or entertaining against a backdrop of a quiet, landscaped yard. The dining room, bathed in natural light from a large bay window, sets the stage for memorable gatherings, while the updated eat-in kitchen boasts crisp white cabinetry, granite countertops, and an effortless flow into the dramatic family room. With its vaulted ceiling, dry bar, expansive picture window, and deck access, the family room is a showstopper designed for seamless entertaining. The private bedroom wing includes a serene, large primary suite w/ a picture window overlooking the landscaped backyard, two additional bedrooms, and a spacious full bath with a walk-in shower. The lower level offers even more versatility offering a walk-out play/rec room w/cozy fireplace, large windows, spacious office/guestroom, full bath, and a private entry.

211 High Meadow Rd, Fairfield

$1,350,000

$90,000k Price Improvement - Making 419 Valley Road an amazing opportuity to own a gorgeous new 4 bedroom home on 1.3 acres for under $1.5M - something you simply cannot find elsewhere in Fairfield! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious bedrooms, three full bathrooms, two half bathrooms, and two dedicated home offices. The very spacious primary suite features walk in closets and a heated floor in the primary suite bathroom. An under the house garage adds an additional garage space, giving this home a three car garage. The home boasts a new roof, all new mechanicals, spray foam insulation, hardie back siding. All appropriate permits are with Town of Fairfield.

4 Beds ⋅ 5 Baths ⋅ 24131701 MLS

$90,000k Price Improvement - Making 419 Valley Road an amazing opportuity to own a gorgeous new 4 bedroom home on 1.3 acres for under $1.5M - something you simply cannot find elsewhere in Fairfield! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious bedrooms, three full bathrooms, two half bathrooms, and two dedicated home offices. The very spacious primary suite features walk in closets and a heated floor in the primary suite bathroom. An under the house garage adds an additional garage space, giving this home a three car garage. The home boasts a new roof, all new mechanicals, spray foam insulation, hardie back siding. All appropriate permits are with Town of Fairfield.

419 Valley Rd, Fairfield

$1,330,000

Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

4 Beds ⋅ 3 Baths ⋅ 24188915 MLS

Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

1061 Galloping Hill Rd, 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

$1,310,000

Rolling Hills Drive is the kind of street where homes feel settled into their surroundings, quiet and residential, with attractive homes lining the neighborhood and nature close at hand. Just moments from hiking trails, Lake Mohegan, and Smith Richardson Golf Course, it's a setting that offers both neighborhood connection and easy access to the outdoors. At 126, a classic Colonial sits gracefully on two private acres. The property evolves beautifully through the seasons: green lawns in summer, vibrant foliage in fall, and peaceful snow-covered grounds in winter, each bringing its own character to the setting. Inside, the home carries the same warmth and ease, with cozy, welcoming living spaces anchored by a bright, updated kitchen that naturally becomes the heart of the home. Four full baths add a level of comfort and convenience that makes daily life and hosting feel effortless. Outside, a bluestone front porch with river rock accents offers an inviting place to begin the day, while the backyard opens to broad lawn and a firepit gathering area tucked into the landscape. It's the kind of property where afternoons stretch into evenings, and where outdoor living becomes part of daily life. Inside and out, the home reflects the enduring appeal of a traditional Colonial: balanced, welcoming, and easy to live in. A property defined by space, natural surroundings, and the neighborhood character that makes Rolling Hills Drive one of Fairfield's most peaceful residential settings.

4 Beds ⋅ 4 Baths ⋅ 24158186 MLS

Rolling Hills Drive is the kind of street where homes feel settled into their surroundings, quiet and residential, with attractive homes lining the neighborhood and nature close at hand. Just moments from hiking trails, Lake Mohegan, and Smith Richardson Golf Course, it's a setting that offers both neighborhood connection and easy access to the outdoors. At 126, a classic Colonial sits gracefully on two private acres. The property evolves beautifully through the seasons: green lawns in summer, vibrant foliage in fall, and peaceful snow-covered grounds in winter, each bringing its own character to the setting. Inside, the home carries the same warmth and ease, with cozy, welcoming living spaces anchored by a bright, updated kitchen that naturally becomes the heart of the home. Four full baths add a level of comfort and convenience that makes daily life and hosting feel effortless. Outside, a bluestone front porch with river rock accents offers an inviting place to begin the day, while the backyard opens to broad lawn and a firepit gathering area tucked into the landscape. It's the kind of property where afternoons stretch into evenings, and where outdoor living becomes part of daily life. Inside and out, the home reflects the enduring appeal of a traditional Colonial: balanced, welcoming, and easy to live in. A property defined by space, natural surroundings, and the neighborhood character that makes Rolling Hills Drive one of Fairfield's most peaceful residential settings.

126 Rolling Hills Dr, Fairfield

$1,300,000

Nestled in the sought-after Lake Mohegan neighborhood of Fairfield, this lovingly maintained Colonial offers the perfect blend of curb appeal, classic design and modern comfort. Step inside to a welcoming foyer and find gleaming hardwood floors and a great layout ideal for both everyday living and entertaining.The kitchen features granite countertops, stainless steel appliances, and a breakfast bar opening to the inviting family room. Here, a gas fireplace is framed by built ins and a custom coffered ceiling with integrated lighting, creating a warm and sophisticated gathering space. Sliders lead directly to the fabulous 3 season porch with beautiful wood floors. A perfectly situated patio and hot tub is the relaxing retreat just steps away. The spacious front-to-back formal living room leads to the dining room; offering timeless elegance and flexibility for hosting. Upstairs, 4 well-proportioned bedrooms provide comfort and versatility, including a serene primary suite. Finished lower level with built ins provides great playspace and includes a separate office.Additional highlights include a 2-car garage equipped with EV charger and a slat wall system for optimal organization. Portable generator, natural gas, central air.All just an easy walk to Lake Mohegan beach, Splash Pad and Cascade trails and a quick drive to Fairfield beaches,and Fairfield Center shopping, dining, entertainment. This home combines location,lifestyle,and exceptional care in one outstanding package.

4 Beds ⋅ 3 Baths ⋅ 24186371 MLS

Nestled in the sought-after Lake Mohegan neighborhood of Fairfield, this lovingly maintained Colonial offers the perfect blend of curb appeal, classic design and modern comfort. Step inside to a welcoming foyer and find gleaming hardwood floors and a great layout ideal for both everyday living and entertaining.The kitchen features granite countertops, stainless steel appliances, and a breakfast bar opening to the inviting family room. Here, a gas fireplace is framed by built ins and a custom coffered ceiling with integrated lighting, creating a warm and sophisticated gathering space. Sliders lead directly to the fabulous 3 season porch with beautiful wood floors. A perfectly situated patio and hot tub is the relaxing retreat just steps away. The spacious front-to-back formal living room leads to the dining room; offering timeless elegance and flexibility for hosting. Upstairs, 4 well-proportioned bedrooms provide comfort and versatility, including a serene primary suite. Finished lower level with built ins provides great playspace and includes a separate office.Additional highlights include a 2-car garage equipped with EV charger and a slat wall system for optimal organization. Portable generator, natural gas, central air.All just an easy walk to Lake Mohegan beach, Splash Pad and Cascade trails and a quick drive to Fairfield beaches,and Fairfield Center shopping, dining, entertainment. This home combines location,lifestyle,and exceptional care in one outstanding package.

83 Lamplighter Ln, Fairfield

$1,300,000

HIGHEST & BEST DUE BY 1:00 ON 6/22. Nestled in one of Fairfield's most desirable beach/town neighborhoods, this beautifully renovated home offers the perfect blend of coastal charm & walkable convenience. Stroll to Fairfield's vibrant downtown (farmers markets, live music & many award winning restaurants), the Metro-North train station & local shops, or head the short distance towards L.I. Sound & discover several of Fairfield's stunning beaches. A welcoming foyer sets the tone for the warmth & character found throughout the home. The lovely, white kitchen complete with island, overlooks the professionally landscaped backyard & features a convenient butler's pantry, making entertaining effortless. The cozy family room provides an inviting space to relax with a book or movie, while the spacious dining room is ideal for hosting gatherings. A generous sized living room offers plenty of room for family & guests . Upstairs, you'll find a Primary Suite, 2 additional bedrooms & 2 beautifully updated full bathrooms. The private backyard is a true retreat, featuring mature landscaping, a Trex deck with a charming awning & an outdoor shower; perfect after a day at the beach! A detached, 1 car garage w additional storage & convenience. Additional highlights include central air conditioning & solar panels (20yr. lease thru @ 2040;@ $105/mo), offering both comfort & energy efficiency. This exceptional home combines an unbeatable location, thoughtful updates & timeless appeal.

3 Beds ⋅ 3 Baths ⋅ 24181768 MLS

HIGHEST & BEST DUE BY 1:00 ON 6/22. Nestled in one of Fairfield's most desirable beach/town neighborhoods, this beautifully renovated home offers the perfect blend of coastal charm & walkable convenience. Stroll to Fairfield's vibrant downtown (farmers markets, live music & many award winning restaurants), the Metro-North train station & local shops, or head the short distance towards L.I. Sound & discover several of Fairfield's stunning beaches. A welcoming foyer sets the tone for the warmth & character found throughout the home. The lovely, white kitchen complete with island, overlooks the professionally landscaped backyard & features a convenient butler's pantry, making entertaining effortless. The cozy family room provides an inviting space to relax with a book or movie, while the spacious dining room is ideal for hosting gatherings. A generous sized living room offers plenty of room for family & guests . Upstairs, you'll find a Primary Suite, 2 additional bedrooms & 2 beautifully updated full bathrooms. The private backyard is a true retreat, featuring mature landscaping, a Trex deck with a charming awning & an outdoor shower; perfect after a day at the beach! A detached, 1 car garage w additional storage & convenience. Additional highlights include central air conditioning & solar panels (20yr. lease thru @ 2040;@ $105/mo), offering both comfort & energy efficiency. This exceptional home combines an unbeatable location, thoughtful updates & timeless appeal.

38 James St, Fairfield

$1,300,000

Location, location, location! Welcome to this delightful contemporary located at the end of a quiet cul-de-sac in lovely Greenfield Hill. With 4 bedrooms, 2.5 baths and a floor plan offering numerous possibilities for today's living and work lifestyles, this home checks so many boxes. A gracious Living Rm with vaulted ceiling brings the outside in with a wall of windows along the back. Enjoy a lovely view of the trees and backyard as soon as you step in the entry. A formal Dining Rm with built-in buffet and a nice Screened Porch with bluestone floor, also open to the back. The large bright Kitchen has granite countertops, separate island with cooktop, an eat-in Breakfast area, walk-in pantry and new GE Cafe appliances added in the Fall of 2021. Upper level has a Primary Bedroom with a spacious walk-in closet. Prepared to be wowed with the fully updated en-suite bath with soaking tub and separate shower. Two additional bedrooms with a full Bath along with large hallway closets for storage complete the floor. Lower level has a Family Room with wood-burning fireplace and built-in bookshelves. Off this room is the 4th Bedroom, with an Office in back. The finished Basement below offers even more space for play and relaxation. Lovingly cared for by the same family for 25 years, other notable features include a full house generator plumbed to the gas line and a new furnace in October 2020. Ask agent for additional features - you don't want to miss seeing this one!

4 Beds ⋅ 3 Baths ⋅ 24168777 MLS

Location, location, location! Welcome to this delightful contemporary located at the end of a quiet cul-de-sac in lovely Greenfield Hill. With 4 bedrooms, 2.5 baths and a floor plan offering numerous possibilities for today's living and work lifestyles, this home checks so many boxes. A gracious Living Rm with vaulted ceiling brings the outside in with a wall of windows along the back. Enjoy a lovely view of the trees and backyard as soon as you step in the entry. A formal Dining Rm with built-in buffet and a nice Screened Porch with bluestone floor, also open to the back. The large bright Kitchen has granite countertops, separate island with cooktop, an eat-in Breakfast area, walk-in pantry and new GE Cafe appliances added in the Fall of 2021. Upper level has a Primary Bedroom with a spacious walk-in closet. Prepared to be wowed with the fully updated en-suite bath with soaking tub and separate shower. Two additional bedrooms with a full Bath along with large hallway closets for storage complete the floor. Lower level has a Family Room with wood-burning fireplace and built-in bookshelves. Off this room is the 4th Bedroom, with an Office in back. The finished Basement below offers even more space for play and relaxation. Lovingly cared for by the same family for 25 years, other notable features include a full house generator plumbed to the gas line and a new furnace in October 2020. Ask agent for additional features - you don't want to miss seeing this one!

112 Calico Ln, Fairfield

$1,300,000

Nestled in the heart of coveted Greenfield Hill, this beautiful classic New England Colonial blends timeless charm, modern comfort & exceptional privacy. Set on 3.5 picturesque acres, the property feels like a private retreat yet is just minutes from town, beaches & Fairfield's top-rated schools. Designed for everyday living & entertaining, the home offers over 4,000 sq ft of thoughtfully designed space with sun-filled rooms & hardwood floors. The heart of the home is a spacious eat-in kitchen with stainless steel appliances plus a built-in bar area flowing into the inviting living room with a fireplace & large windows overlooking the serene property, perfect for gathering with family & friends. A dramatic family room with vaulted ceilings, fireplace & sliding doors leads to a large deck for seamless indoor-outdoor living surrounded by nature. The light-filled primary suite is a true sanctuary with a walk-in closet, fireplace, a luxurious spa-like bath with Carrara marble, heated floors & a soaking tub. The finished 3rd floor offers a 4th bedroom & full bath/versatile bonus space (au pair suite, office, playroom). A walk-out lower level has flexible space for a playroom, office or gym, plus a nearby stone patio. Expansive grounds feature open lawn, gardens, full deer fencing, mature trees, a tranquil brook-perfect for relaxing or entertaining in a peaceful natural setting. This timeless, elegant Greenfield Hill home with exceptional space & privacy is a rare opportunity.

4 Beds ⋅ 4 Baths ⋅ 24161267 MLS

Nestled in the heart of coveted Greenfield Hill, this beautiful classic New England Colonial blends timeless charm, modern comfort & exceptional privacy. Set on 3.5 picturesque acres, the property feels like a private retreat yet is just minutes from town, beaches & Fairfield's top-rated schools. Designed for everyday living & entertaining, the home offers over 4,000 sq ft of thoughtfully designed space with sun-filled rooms & hardwood floors. The heart of the home is a spacious eat-in kitchen with stainless steel appliances plus a built-in bar area flowing into the inviting living room with a fireplace & large windows overlooking the serene property, perfect for gathering with family & friends. A dramatic family room with vaulted ceilings, fireplace & sliding doors leads to a large deck for seamless indoor-outdoor living surrounded by nature. The light-filled primary suite is a true sanctuary with a walk-in closet, fireplace, a luxurious spa-like bath with Carrara marble, heated floors & a soaking tub. The finished 3rd floor offers a 4th bedroom & full bath/versatile bonus space (au pair suite, office, playroom). A walk-out lower level has flexible space for a playroom, office or gym, plus a nearby stone patio. Expansive grounds feature open lawn, gardens, full deer fencing, mature trees, a tranquil brook-perfect for relaxing or entertaining in a peaceful natural setting. This timeless, elegant Greenfield Hill home with exceptional space & privacy is a rare opportunity.

3725 Redding Rd, 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

$1,275,000

This sweet home is located on a desirable, convenient street nestled between Southport and Greenfield Hill. Enjoy an open first floor with a chef's kitchen featuring premium stainless-steel appliances, a waterfall quartz countertop, and a spacious eat-in area. A separate den/flex space behind a half wall provides a perfect spot for work or play, distinct from the living area. The first floor also includes a large dining area, cozy seating, and a gas fireplace. Two access points lead to an expansive deck and patio, ideal for outdoor entertaining. Upstairs, there are four bedrooms (one without a closet, so the tax card lists it as a three-bed), all with hardwood floors. The primary bedroom boasts a vaulted ceiling, a large picture window, a walk-in closet with custom built-ins, and a spa-like bath with a whirlpool tub and separate shower. The other bedrooms share an updated full bath. The finished third level offers versatile space for a workout room or office. The lower level houses the laundry and ample storage. An unfinished area above the two-car garage could become an art studio or guest suite. The private, level yard includes an irrigation system and a peaceful brook behind the fence. Conveniently located near shopping, schools, and commuting routes. Great walking options including an arboretum steps away. New assessment/taxes not reflected until July 2026.

4 Beds ⋅ 3 Baths ⋅ 24167893 MLS

This sweet home is located on a desirable, convenient street nestled between Southport and Greenfield Hill. Enjoy an open first floor with a chef's kitchen featuring premium stainless-steel appliances, a waterfall quartz countertop, and a spacious eat-in area. A separate den/flex space behind a half wall provides a perfect spot for work or play, distinct from the living area. The first floor also includes a large dining area, cozy seating, and a gas fireplace. Two access points lead to an expansive deck and patio, ideal for outdoor entertaining. Upstairs, there are four bedrooms (one without a closet, so the tax card lists it as a three-bed), all with hardwood floors. The primary bedroom boasts a vaulted ceiling, a large picture window, a walk-in closet with custom built-ins, and a spa-like bath with a whirlpool tub and separate shower. The other bedrooms share an updated full bath. The finished third level offers versatile space for a workout room or office. The lower level houses the laundry and ample storage. An unfinished area above the two-car garage could become an art studio or guest suite. The private, level yard includes an irrigation system and a peaceful brook behind the fence. Conveniently located near shopping, schools, and commuting routes. Great walking options including an arboretum steps away. New assessment/taxes not reflected until July 2026.

1482 Bronson Rd, Fairfield

$1,275,000

Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette, and upgraded garage doors create standout curb appeal. Inside, enjoy a spacious and functional layout with room to grow, including a beautiful bonus room inside the Primary Suite. Step outside to a backyard oasis complete with two full-size decks, a hot tub, and impressive stonework, perfect for entertaining or relaxing. This property also boasts a flat, fenced-in backyard. A rare opportunity to own in one of Fairfield's most desirable neighborhoods-schedule your showing today before it's gone.

4 Beds ⋅ 4 Baths ⋅ 24160734 MLS

Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette, and upgraded garage doors create standout curb appeal. Inside, enjoy a spacious and functional layout with room to grow, including a beautiful bonus room inside the Primary Suite. Step outside to a backyard oasis complete with two full-size decks, a hot tub, and impressive stonework, perfect for entertaining or relaxing. This property also boasts a flat, fenced-in backyard. A rare opportunity to own in one of Fairfield's most desirable neighborhoods-schedule your showing today before it's gone.

22 Knollwood Dr, Fairfield

$1,250,000

Welcome home to this fully renovated Colonial in one of Fairfield's most desirable neighborhoods! Comprehensively updated with high-quality finishes throughout, this 3-bedroom, 2.5-bath home offers move-in ready living w/ nothing left to do but unpack. Brand-new open concept kitchen over looks dining room & features modern shaker-style cabinetry, quartz countertops, & all-new st/st appliances, flowing into a new pantry/mudroom/laundry area. Dining room has custom millwork. Formal living room flows into a great room w/vaulted ceilings w/dramatic wood burning fireplace featuring an absolute black granite surround & shiplap detail. Primary suite upstairs features luxurious en-suite bath w/dual vanity, herringbone tile & shiplap detail & WIC w/custom closet system. Two additional bedrooms & an oversized full bath w/dual vanity & tub/shower combo complete the upstairs. Massive finished lower level could be future gym/office/game room. Sliders from kitchen lead out to beautiful composite deck overlooking the private backyard. Refinished white oak hardwood floors thruout. Major systems have been completely updated for comfort and efficiency: two brand-new high-efficiency HVAC systems, heating system converted from old baseboard to modern hydro-air. New 200-amp electrical service, new siding, new energy-efficient Anderson windows & sliding door, composite decking, new front entry door, new custom garage door (to be installed mid July), new bluestone walkway & front porch.

3 Beds ⋅ 3 Baths ⋅ 24186574 MLS

Welcome home to this fully renovated Colonial in one of Fairfield's most desirable neighborhoods! Comprehensively updated with high-quality finishes throughout, this 3-bedroom, 2.5-bath home offers move-in ready living w/ nothing left to do but unpack. Brand-new open concept kitchen over looks dining room & features modern shaker-style cabinetry, quartz countertops, & all-new st/st appliances, flowing into a new pantry/mudroom/laundry area. Dining room has custom millwork. Formal living room flows into a great room w/vaulted ceilings w/dramatic wood burning fireplace featuring an absolute black granite surround & shiplap detail. Primary suite upstairs features luxurious en-suite bath w/dual vanity, herringbone tile & shiplap detail & WIC w/custom closet system. Two additional bedrooms & an oversized full bath w/dual vanity & tub/shower combo complete the upstairs. Massive finished lower level could be future gym/office/game room. Sliders from kitchen lead out to beautiful composite deck overlooking the private backyard. Refinished white oak hardwood floors thruout. Major systems have been completely updated for comfort and efficiency: two brand-new high-efficiency HVAC systems, heating system converted from old baseboard to modern hydro-air. New 200-amp electrical service, new siding, new energy-efficient Anderson windows & sliding door, composite decking, new front entry door, new custom garage door (to be installed mid July), new bluestone walkway & front porch.

41 Pepperbush Ln, Fairfield

$1,250,000

BASED ON STRONG INTEREST, PLEASE SUBMIT ALL OFFERS, HIGHEST & BEST, BY 5PM MONDAY MAY 18. Sitting pretty behind a charming fieldstone wall, in a sought after neighborhood, this long loved Garrison Colonial feels fresh and inviting! Recent updates include a brand new high efficiency boiler and hot water heater, new roof, new gravel driveway with Belgian Block, new Pella windows, new Bathrooms detailed with Turkish tile, interior paint in soft hues of grey, and gleaming hardwood floors throughout. The classic center hall leads to a sunny Living Room, and alternately to the Family Room, anchored by a cozy fireplace with raised hearth. The Eat in Kitchen opens to the Dining Room. The Den/Office, Laundry and Powder Room complete the main level. Upstairs, four generously scaled Bedrooms include a Primary en suite Bedroom and three other Bedrooms which share a hall Bathroom. Walk up Attic offers additional storage. Outside, the expansive deck and bluestone patio overlook an exceptionally private and flat 1.1 acre of lush lawn, specimen trees, and a distant shed that looks like a small vintage barn. Sited at the highest point of Galloping Hill, this rare panoramic vista elicits a feeling of pure serenity. Convenient to Fairfield's town center, with restaurants, shopping, library, train and beaches, this special slice of Greenfield Hill is a wonderful place to call home!

4 Beds ⋅ 3 Baths ⋅ 24173423 MLS

BASED ON STRONG INTEREST, PLEASE SUBMIT ALL OFFERS, HIGHEST & BEST, BY 5PM MONDAY MAY 18. Sitting pretty behind a charming fieldstone wall, in a sought after neighborhood, this long loved Garrison Colonial feels fresh and inviting! Recent updates include a brand new high efficiency boiler and hot water heater, new roof, new gravel driveway with Belgian Block, new Pella windows, new Bathrooms detailed with Turkish tile, interior paint in soft hues of grey, and gleaming hardwood floors throughout. The classic center hall leads to a sunny Living Room, and alternately to the Family Room, anchored by a cozy fireplace with raised hearth. The Eat in Kitchen opens to the Dining Room. The Den/Office, Laundry and Powder Room complete the main level. Upstairs, four generously scaled Bedrooms include a Primary en suite Bedroom and three other Bedrooms which share a hall Bathroom. Walk up Attic offers additional storage. Outside, the expansive deck and bluestone patio overlook an exceptionally private and flat 1.1 acre of lush lawn, specimen trees, and a distant shed that looks like a small vintage barn. Sited at the highest point of Galloping Hill, this rare panoramic vista elicits a feeling of pure serenity. Convenient to Fairfield's town center, with restaurants, shopping, library, train and beaches, this special slice of Greenfield Hill is a wonderful place to call home!

1090 Galloping Hill Rd, Fairfield

$1,250,000

Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a showpiece kitchen and a brand new outdoor patio perfect for entertaining. The kitchen delivers: custom cabinetry, ultra-luxury Pietra Cardosa stone countertops, glass subway tile backsplash, 36" Thermador range with professional hood, Bosch French door refrigerator, Thermador dishwasher, and an oversized butcher block island with seating for three. Hardwood floors and crown moldings run throughout, anchoring a front-to-back living room with wood-burning fireplace and a dining room with genuine elbow room. Upstairs: three bedrooms including a primary suite with walk-in closet and full bath with shower and Jacuzzi tub; the secondary bedrooms are spacious and feature custom built-ins. The partially finished lower level offers two separate spaces - ideal for a home office and hangout or playroom. The full walk-up attic is a blank canvas with real potential to add a fourth bedroom, bonus room, or whatever the next owner envisions. Other updates include: new central air, newer hot water heater, natural gas ready, oversized one-car garage, and a backyard that has to be seen to be appreciated.

3 Beds ⋅ 3 Baths ⋅ 24162036 MLS

Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a showpiece kitchen and a brand new outdoor patio perfect for entertaining. The kitchen delivers: custom cabinetry, ultra-luxury Pietra Cardosa stone countertops, glass subway tile backsplash, 36" Thermador range with professional hood, Bosch French door refrigerator, Thermador dishwasher, and an oversized butcher block island with seating for three. Hardwood floors and crown moldings run throughout, anchoring a front-to-back living room with wood-burning fireplace and a dining room with genuine elbow room. Upstairs: three bedrooms including a primary suite with walk-in closet and full bath with shower and Jacuzzi tub; the secondary bedrooms are spacious and feature custom built-ins. The partially finished lower level offers two separate spaces - ideal for a home office and hangout or playroom. The full walk-up attic is a blank canvas with real potential to add a fourth bedroom, bonus room, or whatever the next owner envisions. Other updates include: new central air, newer hot water heater, natural gas ready, oversized one-car garage, and a backyard that has to be seen to be appreciated.

88 Middlebrook Dr, Fairfield

$1,230,000

Welcome to this beautifully updated home in a prime Fairfield location-just minutes to top-rated schools, vibrant dining, shopping, cafes, Metro-North train and Fairfield's stunning beaches. Vintage character and thoughtful updates blend seamlessly in this meticulously maintained original farmhouse set back from the road & surrounded by professionally designed landscaping. Timeless details including original wide plank floors & reclaimed barnwood are complemented by modern improvements throughout. The inviting living room features a stone fireplace, while the updated Deane-designed kitchen offers custom cabinetry, limestone countertops, Viking range, Sub-Zero fridge & Miele dishwasher. The kitchen opens to a sun-filled family room overlooking the large private backyard. Two fully renovated bathrooms include a high-end first-floor bath with heated floors, Carrara marble and rainfall shower. Additional highlights include recessed lighting, walk-in closet, a home office & dressing room with laundry. The beautifully landscaped grounds showcase new plantings for a spectacular spring display, framed by cedar fencing. Ideally located: a short walk to Riverfield Elementary and close to town, train & beaches. This is a rare opportunity to own a piece of Fairfield's history with modern comfort.

3 Beds ⋅ 2 Baths ⋅ 24172322 MLS

Welcome to this beautifully updated home in a prime Fairfield location-just minutes to top-rated schools, vibrant dining, shopping, cafes, Metro-North train and Fairfield's stunning beaches. Vintage character and thoughtful updates blend seamlessly in this meticulously maintained original farmhouse set back from the road & surrounded by professionally designed landscaping. Timeless details including original wide plank floors & reclaimed barnwood are complemented by modern improvements throughout. The inviting living room features a stone fireplace, while the updated Deane-designed kitchen offers custom cabinetry, limestone countertops, Viking range, Sub-Zero fridge & Miele dishwasher. The kitchen opens to a sun-filled family room overlooking the large private backyard. Two fully renovated bathrooms include a high-end first-floor bath with heated floors, Carrara marble and rainfall shower. Additional highlights include recessed lighting, walk-in closet, a home office & dressing room with laundry. The beautifully landscaped grounds showcase new plantings for a spectacular spring display, framed by cedar fencing. Ideally located: a short walk to Riverfield Elementary and close to town, train & beaches. This is a rare opportunity to own a piece of Fairfield's history with modern comfort.

1373 Mill Plain Rd, Fairfield

$1,226,000

Note: Townhouse with elevator to all three floors!!! Welcome to a lovely townhouse community walkable to the train and to Southport Village. Bikeable to Southport Beach! Walk to Equinox. Incredible location. This is a wonderful opportunity for so many people. The rooms are so well proportioned. Entertaining or just everyday living, this home handles both with ease! The lower level family room can easily accomodate over flow company with the adjacent full bath. Don't miss out on this chance to "have it all"! SUBJECT TO OWNER FINDING SUITABLE HOUSING.

2 Beds ⋅ 4 Baths ⋅ 24170989 MLS ⋅ Pequot Landing BLDG.

Note: Townhouse with elevator to all three floors!!! Welcome to a lovely townhouse community walkable to the train and to Southport Village. Bikeable to Southport Beach! Walk to Equinox. Incredible location. This is a wonderful opportunity for so many people. The rooms are so well proportioned. Entertaining or just everyday living, this home handles both with ease! The lower level family room can easily accomodate over flow company with the adjacent full bath. Don't miss out on this chance to "have it all"! SUBJECT TO OWNER FINDING SUITABLE HOUSING.

70 Southport Pl, Fairfield

$1,225,000

Impeccably maintained and beautifully landscaped, this storybook home seamlessly blends the timeless charm and craftsmanship of a 1926 home with the updates that today's buyers expect. Set on a picturesque lot in one of Fairfield's most desirable in-town neighborhoods, the property is framed by lush lawns, colorful gardens, and thoughtfully curated landscaping that create exceptional curb appeal year-round. Inside this four bedroom, three full bath home, you'll notice the classic architectural details, abundant natural light, and inviting living spaces, while tasteful renovations provide modern comfort and functionality. Every detail has been carefully maintained, preserving the home's original charm. The private fully fenced in backyard offers a peaceful retreat with a spacious deck great for entertaining, dining al fresco, or enjoying evenings outdoors. Located just a short stroll from downtown Fairfield, you can enjoy easy access to amazing restaurants, boutique shopping, cafes, parks, and community events. The Fairfield train station is nearby, making commuting to New York City remarkably convenient. Fairfield's beaches, marina, top-rated schools, and recreational amenities are all just minutes away. Ludlowe Park Voluntary HOA $250 Annual for maintenance of common grounds.

4 Beds ⋅ 3 Baths ⋅ 24181002 MLS

Impeccably maintained and beautifully landscaped, this storybook home seamlessly blends the timeless charm and craftsmanship of a 1926 home with the updates that today's buyers expect. Set on a picturesque lot in one of Fairfield's most desirable in-town neighborhoods, the property is framed by lush lawns, colorful gardens, and thoughtfully curated landscaping that create exceptional curb appeal year-round. Inside this four bedroom, three full bath home, you'll notice the classic architectural details, abundant natural light, and inviting living spaces, while tasteful renovations provide modern comfort and functionality. Every detail has been carefully maintained, preserving the home's original charm. The private fully fenced in backyard offers a peaceful retreat with a spacious deck great for entertaining, dining al fresco, or enjoying evenings outdoors. Located just a short stroll from downtown Fairfield, you can enjoy easy access to amazing restaurants, boutique shopping, cafes, parks, and community events. The Fairfield train station is nearby, making commuting to New York City remarkably convenient. Fairfield's beaches, marina, top-rated schools, and recreational amenities are all just minutes away. Ludlowe Park Voluntary HOA $250 Annual for maintenance of common grounds.

164 Ludlowe Rd, Fairfield

$1,225,000

A beautiful end-unit townhouse awaits ideally located w/in a premier 25-residence community - Welcome to 936 South Pine Creek Road. Presenting the rare advantage of no common walls, this exceptional, sun-drenched home provides the privacy & feel of a standalone home while surrounded by the beauty of outdoor nature. Designed to maximize the connection between indoor & outdoor living & overlooking a tranquil private yard from your expansive wraparound deck - ideal for morning coffee, entertaining, sunbathing or simply enjoying the peaceful setting. Featuring 8 rooms each w/ its own unique character including 3 en-suite bedrooms, vaulted ceilings, custom built-ins, exposed beams, fireplace, oversized windows, detailed millwork & spanning 3 levels of living all combine to create a warm & inviting atmosphere throughout. Thoughtfully updated for comfort & low-maintenance living, recent improvements include a new furnace, air-conditioning system & compressor, 4 new damper motors, a UV air purification system, furnace humidifier, updated countertops, sink, faucet, oven, refrigerator & dishwasher. Exterior enhancements include new Azek posts, new front deck floorboards & annual deck staining, ensuring this home's outdoor spaces remain beautiful & well maintained. This unit is truly special with the largest wrap around deck, private back yard, 2 car garage & natural light. A quick walk to golf, tennis, ball fields, nature walks and Pine Creek beach. Townhouse living at its best!

3 Beds ⋅ 5 Baths ⋅ 24180329 MLS ⋅ Pine Ridge BLDG.

A beautiful end-unit townhouse awaits ideally located w/in a premier 25-residence community - Welcome to 936 South Pine Creek Road. Presenting the rare advantage of no common walls, this exceptional, sun-drenched home provides the privacy & feel of a standalone home while surrounded by the beauty of outdoor nature. Designed to maximize the connection between indoor & outdoor living & overlooking a tranquil private yard from your expansive wraparound deck - ideal for morning coffee, entertaining, sunbathing or simply enjoying the peaceful setting. Featuring 8 rooms each w/ its own unique character including 3 en-suite bedrooms, vaulted ceilings, custom built-ins, exposed beams, fireplace, oversized windows, detailed millwork & spanning 3 levels of living all combine to create a warm & inviting atmosphere throughout. Thoughtfully updated for comfort & low-maintenance living, recent improvements include a new furnace, air-conditioning system & compressor, 4 new damper motors, a UV air purification system, furnace humidifier, updated countertops, sink, faucet, oven, refrigerator & dishwasher. Exterior enhancements include new Azek posts, new front deck floorboards & annual deck staining, ensuring this home's outdoor spaces remain beautiful & well maintained. This unit is truly special with the largest wrap around deck, private back yard, 2 car garage & natural light. A quick walk to golf, tennis, ball fields, nature walks and Pine Creek beach. Townhouse living at its best!

936 S Pine Creek Rd, Fairfield

$1,220,000

Exceptional opportunity in one of Fairfield's most desirable locations! Situated on a rare and level .52-acre lot, 231 Veres Street offers endless potential for builders, contractors, or buyers looking to create their dream home from the ground up. The true value is in the land and premium location. Set on a quiet street surrounded by established homes and new construction, this property provides the perfect canvas for a custom residence with ample space for luxurious indoor and outdoor living. Flat, usable lots of this size in Fairfield are increasingly hard to find. Conveniently located close to beaches, downtown Fairfield, train stations, shopping, dining, parks, and top-rated schools, this property combines location, lifestyle, and investment potential. Bring your vision and capitalize on this exceptional Fairfield opportunity. Located in B zone. Sold As Is. No interior Access. Seller Prefers a Cash Offer.

2 Beds ⋅ 1 Baths ⋅ 24174085 MLS

Exceptional opportunity in one of Fairfield's most desirable locations! Situated on a rare and level .52-acre lot, 231 Veres Street offers endless potential for builders, contractors, or buyers looking to create their dream home from the ground up. The true value is in the land and premium location. Set on a quiet street surrounded by established homes and new construction, this property provides the perfect canvas for a custom residence with ample space for luxurious indoor and outdoor living. Flat, usable lots of this size in Fairfield are increasingly hard to find. Conveniently located close to beaches, downtown Fairfield, train stations, shopping, dining, parks, and top-rated schools, this property combines location, lifestyle, and investment potential. Bring your vision and capitalize on this exceptional Fairfield opportunity. Located in B zone. Sold As Is. No interior Access. Seller Prefers a Cash Offer.

231 Veres St, Fairfield

$1,217,000

BEST AND FINAL OFFERS DUE MONDAY 5/27 @ 5PM. Enjoy the best of Fairfield living at 126 Ann Street, ideally located in highly sought-after walkable beachside neighborhood. Just minutes to the train, downtown, and beaches, this charming 3-bedroom, 1 full and 1 half bath Colonial offers an exceptional walk-to-everything lifestyle in a prime commuter location. Built in 1948 and thoughtfully updated the home features 1,515 square feet of inviting living space filled with natural light. The spacious eat-in kitchen is equipped with granite countertops, a center island, and updated appliances, flowing seamlessly into the main living areas for everyday living and entertaining. A well-designed mudroom addition enhances functionality, while a rear deck and workshop provide additional space to relax, work, or create. The finished lower level adds approximately 190 square feet, ideal for a playroom, media space, or home office. The fully fenced yard offers privacy and room for outdoor enjoyment. Move-in ready and full of charm, this home presents a rare opportunity to live in a coveted Fairfield neighborhood with easy walkable access to beaches, town amenities, and the train.

3 Beds ⋅ 2 Baths ⋅ 24165918 MLS

BEST AND FINAL OFFERS DUE MONDAY 5/27 @ 5PM. Enjoy the best of Fairfield living at 126 Ann Street, ideally located in highly sought-after walkable beachside neighborhood. Just minutes to the train, downtown, and beaches, this charming 3-bedroom, 1 full and 1 half bath Colonial offers an exceptional walk-to-everything lifestyle in a prime commuter location. Built in 1948 and thoughtfully updated the home features 1,515 square feet of inviting living space filled with natural light. The spacious eat-in kitchen is equipped with granite countertops, a center island, and updated appliances, flowing seamlessly into the main living areas for everyday living and entertaining. A well-designed mudroom addition enhances functionality, while a rear deck and workshop provide additional space to relax, work, or create. The finished lower level adds approximately 190 square feet, ideal for a playroom, media space, or home office. The fully fenced yard offers privacy and room for outdoor enjoyment. Move-in ready and full of charm, this home presents a rare opportunity to live in a coveted Fairfield neighborhood with easy walkable access to beaches, town amenities, and the train.

126 Ann St, Fairfield

$1,207,000

*Due to strong interest, sellers kindly request best and final offer submission by 5pm Tuesday June 30th. No escalation clauses please* RARE opportunity for single-level living! The Meadows is one of Fairfield's most coveted communities and this spacious, updated 2BR/2BA Ranch provides comfortable, easy living at its best. Nestled within a serene nature preserve setting and surrounded by mature trees, landscaped plantings + marsh views, The Meadows offers a bucolic lifestyle, yet just minutes from all of Fairfield's vibrant amenities! Nearby recreational activities include golf, tennis, beach and walking trails - just moments away. Downtown Fairfield, bustling with shops/restaurants galore, is a mere 5-minute drive. This ranch home has lovely, neutral wall tones throughout, attractive wool berber carpeting and is sited in a desirable, quiet section of the community featuring peaceful backyard vistas. The spacious Foyer is bright w/attractive flooring and flows nicely to the cozy Library w/gas fireplace + built-ins. The formal Living + Dining Rooms are generously sized as is the renovated Kitchen w/stainless steel appliances, Quartz counters and pretty backsplash tile. Sliders access a private, bluestone patio. Primary BR Suite has large walk-in closet, backyard views and a nicely renovated Bath. A second BR, hall Bath, storage Attic, latch door Basement, Laundry/Mud Room and 1-car Garage complete this spacious 1965 SF home

2 Beds ⋅ 2 Baths ⋅ 24185628 MLS ⋅ The Meadows BLDG.

*Due to strong interest, sellers kindly request best and final offer submission by 5pm Tuesday June 30th. No escalation clauses please* RARE opportunity for single-level living! The Meadows is one of Fairfield's most coveted communities and this spacious, updated 2BR/2BA Ranch provides comfortable, easy living at its best. Nestled within a serene nature preserve setting and surrounded by mature trees, landscaped plantings + marsh views, The Meadows offers a bucolic lifestyle, yet just minutes from all of Fairfield's vibrant amenities! Nearby recreational activities include golf, tennis, beach and walking trails - just moments away. Downtown Fairfield, bustling with shops/restaurants galore, is a mere 5-minute drive. This ranch home has lovely, neutral wall tones throughout, attractive wool berber carpeting and is sited in a desirable, quiet section of the community featuring peaceful backyard vistas. The spacious Foyer is bright w/attractive flooring and flows nicely to the cozy Library w/gas fireplace + built-ins. The formal Living + Dining Rooms are generously sized as is the renovated Kitchen w/stainless steel appliances, Quartz counters and pretty backsplash tile. Sliders access a private, bluestone patio. Primary BR Suite has large walk-in closet, backyard views and a nicely renovated Bath. A second BR, hall Bath, storage Attic, latch door Basement, Laundry/Mud Room and 1-car Garage complete this spacious 1965 SF home

109 Field Point Dr Unit 109, Fairfield

$1,200,000

Wake up to gorgeous creek views, perennial gardens and the sounds of nature in this Nantucket-inspired 3-bedroom colonial. Filled with timeless charm and character throughout, this one is truly special. Relax by the wood-burning fireplace in the living room, framed by beautiful arched doorways. Read or work in the stunning library with custom wall-to-wall built-ins, a vaulted ceiling, and sliding doors leading to the private back deck. The dining room with built-ins provides an elegant space for entertaining. At the heart of the home, the kitchen opens to a comfortable sitting area with vaulted ceilings and windows positioned to enjoy the spectacular creek views while you sip your morning coffee. A powder room and attached garage complete the main level. The primary suite is a true sanctuary and is accessed by its own staircase and features vaulted ceilings, a balcony overlooking the marsh, and a spacious en-suite bath with a soaking tub and separate shower. Two additional bedrooms, accessed from the main staircase, share a full bath and are perfect for family or guests. This home offers the perfect blend of coastal living and every-day conveniences. Just one block to the shops and restaurants of Fairfield and Black Rock and a quick bike ride to Jenning's marina. Easy access to both I-95 and the train, each less than a mile away. Freshly painted inside and out, this coastal, storybook retreat is nestled in a quiet neighborhood and ready for its next chapter.

3 Beds ⋅ 3 Baths ⋅ 24185999 MLS

Wake up to gorgeous creek views, perennial gardens and the sounds of nature in this Nantucket-inspired 3-bedroom colonial. Filled with timeless charm and character throughout, this one is truly special. Relax by the wood-burning fireplace in the living room, framed by beautiful arched doorways. Read or work in the stunning library with custom wall-to-wall built-ins, a vaulted ceiling, and sliding doors leading to the private back deck. The dining room with built-ins provides an elegant space for entertaining. At the heart of the home, the kitchen opens to a comfortable sitting area with vaulted ceilings and windows positioned to enjoy the spectacular creek views while you sip your morning coffee. A powder room and attached garage complete the main level. The primary suite is a true sanctuary and is accessed by its own staircase and features vaulted ceilings, a balcony overlooking the marsh, and a spacious en-suite bath with a soaking tub and separate shower. Two additional bedrooms, accessed from the main staircase, share a full bath and are perfect for family or guests. This home offers the perfect blend of coastal living and every-day conveniences. Just one block to the shops and restaurants of Fairfield and Black Rock and a quick bike ride to Jenning's marina. Easy access to both I-95 and the train, each less than a mile away. Freshly painted inside and out, this coastal, storybook retreat is nestled in a quiet neighborhood and ready for its next chapter.

252 Shoreham Village Dr, Fairfield

$1,200,000

Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink, and wood-burning fireplace with custom mantle. Sliding French doors open to a large deck overlooking the private, fenced yard. The light-filled family room showcases vaulted ceilings and floor-to-ceiling built-ins, while the spacious dining room opens to both the kitchen and family room - perfect for hosting gatherings. A custom mudroom with built-ins provides excellent storage. The flexible layout includes an en-suite bedroom on the main level ideal for guests or in-laws, plus an additional bedroom and updated full bath. Upstairs, the primary suite features a wall of built-ins and a beautifully updated bath, as well as a 4th bedroom and laundry room. The lower level offers additional living space for a recreation room and gym plus a half bath, ample storage, and direct backyard access. A standout feature is the detached studio, currently used as a home office, with vaulted ceilings, natural wood interior, double French doors, and its own heating and cooling system. Ideally located just minutes from downtown, Metro-North train, beaches and parks, this is Fairfield living at its best!

4 Beds ⋅ 4 Baths ⋅ 24162856 MLS

Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink, and wood-burning fireplace with custom mantle. Sliding French doors open to a large deck overlooking the private, fenced yard. The light-filled family room showcases vaulted ceilings and floor-to-ceiling built-ins, while the spacious dining room opens to both the kitchen and family room - perfect for hosting gatherings. A custom mudroom with built-ins provides excellent storage. The flexible layout includes an en-suite bedroom on the main level ideal for guests or in-laws, plus an additional bedroom and updated full bath. Upstairs, the primary suite features a wall of built-ins and a beautifully updated bath, as well as a 4th bedroom and laundry room. The lower level offers additional living space for a recreation room and gym plus a half bath, ample storage, and direct backyard access. A standout feature is the detached studio, currently used as a home office, with vaulted ceilings, natural wood interior, double French doors, and its own heating and cooling system. Ideally located just minutes from downtown, Metro-North train, beaches and parks, this is Fairfield living at its best!

185 Windsor Rd, Fairfield

$1,199,000

Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer bathrooms, gorgeous chef's kitchen w/center island, quartz counters, Thermador appl's, walk-in pantry, mudroom w/deck access, large open great room, eating area, dining room with fireplace and gorgeous full bathroom. The second floor includes a stunning primary suite with a luxury bathroom, heated floor & sleek tile and walk-in closets, an additional large bedroom, full hall bathroom and laundry closet on large landing. The finished lower level offers additional sq.ft...playroom, yoga, etc. and conveniently located one car attached garage. Enjoy the expansive yard with room for a pool and large driveway. See attached list for special features/upgrades.

3 Beds ⋅ 3 Baths ⋅ 24166766 MLS

Turnkey, beautifully renovated & expanded...this home feels like NEW! This University home tucked away in one of the sweetest neighborhoods...so convenient to downtown, restaurants, train, beaches, shopping and walk to elementary, park, ballfield & pickleball. Featuring a flexible floor plan w/over 2,100 sq.ft. including 3 spacious bedrooms (main level option or office), 3 full designer bathrooms, gorgeous chef's kitchen w/center island, quartz counters, Thermador appl's, walk-in pantry, mudroom w/deck access, large open great room, eating area, dining room with fireplace and gorgeous full bathroom. The second floor includes a stunning primary suite with a luxury bathroom, heated floor & sleek tile and walk-in closets, an additional large bedroom, full hall bathroom and laundry closet on large landing. The finished lower level offers additional sq.ft...playroom, yoga, etc. and conveniently located one car attached garage. Enjoy the expansive yard with room for a pool and large driveway. See attached list for special features/upgrades.

27 Brookdale Rd, Fairfield

$1,190,000

Nestled in the heart of historic Southport, this beautifully updated Colonial blends timeless charm with chic modern sophistication. The 3-bedroom, 2.5-bath residence showcases a newly renovated primary suite and new bathroom with heated floors. The sun-filled kitchen, and thoughtfully updated bathrooms are all complemented by refinished hardwood floors and abundant natural light throughout. A covered porch with swing, sets the tone for relaxed coastal living, while the new wraparound deck overlooks a spacious, level, professionally landscaped backyard ideal for entertaining and outdoor enjoyment. Recent upgrades including a new roof and freshly painted exterior provide turnkey peace of mind. Perfectly positioned just moments from the train, Southport Village, Fairfield's beaches, and top-rated schools, this exceptional home offers the best of historic character and everyday convenience.

3 Beds ⋅ 3 Baths ⋅ 24160361 MLS

Nestled in the heart of historic Southport, this beautifully updated Colonial blends timeless charm with chic modern sophistication. The 3-bedroom, 2.5-bath residence showcases a newly renovated primary suite and new bathroom with heated floors. The sun-filled kitchen, and thoughtfully updated bathrooms are all complemented by refinished hardwood floors and abundant natural light throughout. A covered porch with swing, sets the tone for relaxed coastal living, while the new wraparound deck overlooks a spacious, level, professionally landscaped backyard ideal for entertaining and outdoor enjoyment. Recent upgrades including a new roof and freshly painted exterior provide turnkey peace of mind. Perfectly positioned just moments from the train, Southport Village, Fairfield's beaches, and top-rated schools, this exceptional home offers the best of historic character and everyday convenience.

26 Taylor Pl, Fairfield

$1,180,000

Rare lower Greenfield Hill opportunity at an accessible price point. Set on 2 private acres, 209 Merwins Lane offers charm, privacy and everyday livability in one of Fairfield's most sought after locations. Enjoy easy access to Greenfield Center, a quick drive to Westport and a convenient direct route to Fairfield Train Station, just 3.5 miles away. This classic center hall Cape is warm, inviting and easy to love. The main level features a living room with fireplace, traditional dining room, functional kitchen, an oversized rear family room that creates wonderful additional living space and a full bath. In addition, there is a flexible first floor room, currently used as additional living space and a home office, adds convenience for today's lifestyle while offering options for guests, work from home or future needs. Upstairs, two generously sized bedrooms share a full bath off the center hall. One bedroom was previously two bedroom rooms, offering added flexibility within the existing footprint if desired to convert back to three bedrooms. Perfect for downsizers, first time Greenfield Hill buyers or anyone seeking privacy, land and location, this home offers immediate appeal with meaningful long term potential. Move right in, enjoy the charm and explore future possibilities at your own pace in a beloved Fairfield neighborhood.

3 Beds ⋅ 2 Baths ⋅ 24154961 MLS

Rare lower Greenfield Hill opportunity at an accessible price point. Set on 2 private acres, 209 Merwins Lane offers charm, privacy and everyday livability in one of Fairfield's most sought after locations. Enjoy easy access to Greenfield Center, a quick drive to Westport and a convenient direct route to Fairfield Train Station, just 3.5 miles away. This classic center hall Cape is warm, inviting and easy to love. The main level features a living room with fireplace, traditional dining room, functional kitchen, an oversized rear family room that creates wonderful additional living space and a full bath. In addition, there is a flexible first floor room, currently used as additional living space and a home office, adds convenience for today's lifestyle while offering options for guests, work from home or future needs. Upstairs, two generously sized bedrooms share a full bath off the center hall. One bedroom was previously two bedroom rooms, offering added flexibility within the existing footprint if desired to convert back to three bedrooms. Perfect for downsizers, first time Greenfield Hill buyers or anyone seeking privacy, land and location, this home offers immediate appeal with meaningful long term potential. Move right in, enjoy the charm and explore future possibilities at your own pace in a beloved Fairfield neighborhood.

209 Merwins Ln, Fairfield

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