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Welcome to 258 Bennett Street, a beautifully refreshed Fairfield home offering 4 bedrooms, 2 full bathrooms, and a versatile bonus room with direct backyard access. Recent improvements include new plumbing, new siding, a newer heating and cooling HVAC system, new flooring, a new kitchen, and updated bathrooms. Bright living and dining spaces, a first-floor full bath, semi-finished basement, garage, and private backyard add to the home's functionality. Located on a cul-de-sac and approximately an 11-minute walk to Owen Fish Park, with convenient access to North Stratfield School, shopping, dining, and transportation.

4 Beds ⋅ 2 Baths ⋅ 24214657 MLS

Welcome to 258 Bennett Street, a beautifully refreshed Fairfield home offering 4 bedrooms, 2 full bathrooms, and a versatile bonus room with direct backyard access. Recent improvements include new plumbing, new siding, a newer heating and cooling HVAC system, new flooring, a new kitchen, and updated bathrooms. Bright living and dining spaces, a first-floor full bath, semi-finished basement, garage, and private backyard add to the home's functionality. Located on a cul-de-sac and approximately an 11-minute walk to Owen Fish Park, with convenient access to North Stratfield School, shopping, dining, and transportation.

258 Bennett St, Fairfield

$585,000

Welcome to 72 Toll House Lane, a well-maintained home set on 0.87 acres in Fairfield's beloved North Stratfield neighborhood, a community where people put down roots. The main level offers 1,064 square feet of living space with three bedrooms, a full bath, a comfortable living room, and a kitchen, plus a four-season room overlooking the picturesque backyard. Hardwood floors lie beneath the carpeting throughout, ready to be uncovered and brought back to life. The partially finished lower level adds flexibility, with room for a rec space, storage, and laundry. Additional highlights include central air, a new oil tank, and an attached two-car garage. Enjoy the best of Fairfield living. Spend afternoons at nearby Dover Park and Playground, explore the trails at Lake Mohegan, or head to the shoreline for a day on Long Island Sound. Sacred Heart University and local schools are close by, the Merritt Parkway makes commuting easy, and downtown shopping, dining, and theater are just minutes away. Sold as-is.

3 Beds ⋅ 1 Baths ⋅ 24213701 MLS

Welcome to 72 Toll House Lane, a well-maintained home set on 0.87 acres in Fairfield's beloved North Stratfield neighborhood, a community where people put down roots. The main level offers 1,064 square feet of living space with three bedrooms, a full bath, a comfortable living room, and a kitchen, plus a four-season room overlooking the picturesque backyard. Hardwood floors lie beneath the carpeting throughout, ready to be uncovered and brought back to life. The partially finished lower level adds flexibility, with room for a rec space, storage, and laundry. Additional highlights include central air, a new oil tank, and an attached two-car garage. Enjoy the best of Fairfield living. Spend afternoons at nearby Dover Park and Playground, explore the trails at Lake Mohegan, or head to the shoreline for a day on Long Island Sound. Sacred Heart University and local schools are close by, the Merritt Parkway makes commuting easy, and downtown shopping, dining, and theater are just minutes away. Sold as-is.

72 Toll House Ln, Fairfield

$1,799,000

Historic 1834 farmhouse located in the heart of Southport Village. From the moment you walk through the door you will feel like you are home. Thoughtful renovation of its iconic Pequot Avenue location in 2016 earned the Southport Conservancy Recognition for Restoration. The foundation was completely rebuilt and the home was elevated to FEMA height regulations. All new plumbing and electrical systems were installed. The original wide plank floors, brick and beams were restored to create an inviting open concept. Professionally designed gardens provide beauty and privacy in the outdoor spaces. A rare opportunity to be just steps away from charming Village shops, Southport Harbor and Metro North. This home offers everything from beauty, convenience and warmth. Welcome Home. Listing agent is related to seller.

2 Beds ⋅ 3 Baths ⋅ 24213940 MLS

Historic 1834 farmhouse located in the heart of Southport Village. From the moment you walk through the door you will feel like you are home. Thoughtful renovation of its iconic Pequot Avenue location in 2016 earned the Southport Conservancy Recognition for Restoration. The foundation was completely rebuilt and the home was elevated to FEMA height regulations. All new plumbing and electrical systems were installed. The original wide plank floors, brick and beams were restored to create an inviting open concept. Professionally designed gardens provide beauty and privacy in the outdoor spaces. A rare opportunity to be just steps away from charming Village shops, Southport Harbor and Metro North. This home offers everything from beauty, convenience and warmth. Welcome Home. Listing agent is related to seller.

448 Pequot Ave, Fairfield

$729,000

Tucked into the desirable Stratfield Falls complex, this meticulously maintained 2 bedroom, 3 bath condo offers the flexibility and convenience that are hard to find. A main floor primary suite allows for easy everyday living, while the attached garage and main floor laundry add the practical features buyers are always looking for. The living room is the heart of the home, featuring vaulted ceilings, a gas fireplace, and a slider that opens to a private deck overlooking the backyard. Upstairs, you'll find a second bedroom, dedicated office, and full bath, providing space for guests, working from home, or everyday comfort. The finished walk out lower level adds even more versatility, making it ideal for a family room, gym, playroom, or hobby space plus a full bath. Major systems have been thoughtfully updated, including a 2022 furnace and water heater, 2021 central air, Telsa charger and a whole house generator, offering comfort and peace of mind. Fresh interior paint and refinished hardwood floors. Wide doorways throughout and a cement ramp to the front entrance enhance accessibility and ease of use. Conveniently located near the Merritt Parkway, train, shopping, dining, and golf, this special home is ready to welcome its next owners.

2 Beds ⋅ 3 Baths ⋅ 24215955 MLS ⋅ Stratfield Falls BLDG.

Tucked into the desirable Stratfield Falls complex, this meticulously maintained 2 bedroom, 3 bath condo offers the flexibility and convenience that are hard to find. A main floor primary suite allows for easy everyday living, while the attached garage and main floor laundry add the practical features buyers are always looking for. The living room is the heart of the home, featuring vaulted ceilings, a gas fireplace, and a slider that opens to a private deck overlooking the backyard. Upstairs, you'll find a second bedroom, dedicated office, and full bath, providing space for guests, working from home, or everyday comfort. The finished walk out lower level adds even more versatility, making it ideal for a family room, gym, playroom, or hobby space plus a full bath. Major systems have been thoughtfully updated, including a 2022 furnace and water heater, 2021 central air, Telsa charger and a whole house generator, offering comfort and peace of mind. Fresh interior paint and refinished hardwood floors. Wide doorways throughout and a cement ramp to the front entrance enhance accessibility and ease of use. Conveniently located near the Merritt Parkway, train, shopping, dining, and golf, this special home is ready to welcome its next owners.

20 Carrie Cir Unit 20, Fairfield

$1,050,000

Set on 0.24 acres in one of the most sought-after pockets of the University Area, this expanded cape/colonial is ready for its next owner. The backyard is one of the home's best features: sunny, private, and fully fenced, with plenty of room to play. Summer evenings are made for dinner on the deck, watching the sun go down. Inside, the home balances casual, open living with quieter formal spaces. The updated kitchen, with new cabinetry, quartz countertops, and stainless appliances, is the natural gathering spot. It opens to a flexible space that works as a den or a larger informal dining area. A sunny breakfast nook leads through French doors onto the deck. A family room with a wood-burning stove offers a cozy retreat on cooler nights, and a charming dining room also opens to the deck, making indoor-outdoor dining effortless. Upstairs are three bedrooms and two full baths. The primary suite steals the show, with soaring ceilings, a generous walk-in closet, and a bath with double vanities and a jetted soaking tub. A second oversized bedroom offers plenty of space, and the third bedroom is perfect as a home office or guest room. The lower level adds a partially finished space ready for a gym, playroom, or media room, plus an unfinished area for storage. Great location, flexible space, and room to grow. This is the one you've been waiting for.

3 Beds ⋅ 3 Baths ⋅ 24215209 MLS

Set on 0.24 acres in one of the most sought-after pockets of the University Area, this expanded cape/colonial is ready for its next owner. The backyard is one of the home's best features: sunny, private, and fully fenced, with plenty of room to play. Summer evenings are made for dinner on the deck, watching the sun go down. Inside, the home balances casual, open living with quieter formal spaces. The updated kitchen, with new cabinetry, quartz countertops, and stainless appliances, is the natural gathering spot. It opens to a flexible space that works as a den or a larger informal dining area. A sunny breakfast nook leads through French doors onto the deck. A family room with a wood-burning stove offers a cozy retreat on cooler nights, and a charming dining room also opens to the deck, making indoor-outdoor dining effortless. Upstairs are three bedrooms and two full baths. The primary suite steals the show, with soaring ceilings, a generous walk-in closet, and a bath with double vanities and a jetted soaking tub. A second oversized bedroom offers plenty of space, and the third bedroom is perfect as a home office or guest room. The lower level adds a partially finished space ready for a gym, playroom, or media room, plus an unfinished area for storage. Great location, flexible space, and room to grow. This is the one you've been waiting for.

125 University Dr, Fairfield

$699,000

Storybook charm meets modern living in this beautifully updated expanded Cape tucked along a peaceful tree-lined street in desirable Stratfield. Rich in character and timeless appeal, this inviting home blends classic architectural details with thoughtful updates, with the warmth of hardwood floors throughout. A welcoming Living Room features a handsome gas fireplace with traditional wood mantel, while the beautifully appointed Dining Room offers an elegant setting for entertaining and everyday dining. The updated Kitchen offers tastefully refinished cabinetry, granite countertops, stainless steel appliances, and a five-burner gas range. A versatile First Floor Bedroom with Ensuite Bath is equally suited as a home office or cozy den. Upstairs, a spacious front-to-back Primary Bedroom is an inviting retreat, while an additional bedroom delights with enchanting wallpaper and a restful ambience. A Full Bath with tub and shower completes this floor. Just beyond the kitchen, a lovely deck and patio create an idyllic outdoor sanctuary, framed by lush greenery, hydrangeas, and mature trees-perfect for morning coffee, summer entertaining, or peaceful evenings under the stars. A full basement offers playroom and work-from-home options, as well as abundant storage. Enjoy the sweet neighborhood pathway to Owen Fish Park and playground. Minutes to Downtown Fairfield, 5 beaches, Lake Mohegan trails, and Metro North. Walk to Stratfield School. New roof and fireplace insert. Home sweet hom

3 Beds ⋅ 2 Baths ⋅ 24214893 MLS

Storybook charm meets modern living in this beautifully updated expanded Cape tucked along a peaceful tree-lined street in desirable Stratfield. Rich in character and timeless appeal, this inviting home blends classic architectural details with thoughtful updates, with the warmth of hardwood floors throughout. A welcoming Living Room features a handsome gas fireplace with traditional wood mantel, while the beautifully appointed Dining Room offers an elegant setting for entertaining and everyday dining. The updated Kitchen offers tastefully refinished cabinetry, granite countertops, stainless steel appliances, and a five-burner gas range. A versatile First Floor Bedroom with Ensuite Bath is equally suited as a home office or cozy den. Upstairs, a spacious front-to-back Primary Bedroom is an inviting retreat, while an additional bedroom delights with enchanting wallpaper and a restful ambience. A Full Bath with tub and shower completes this floor. Just beyond the kitchen, a lovely deck and patio create an idyllic outdoor sanctuary, framed by lush greenery, hydrangeas, and mature trees-perfect for morning coffee, summer entertaining, or peaceful evenings under the stars. A full basement offers playroom and work-from-home options, as well as abundant storage. Enjoy the sweet neighborhood pathway to Owen Fish Park and playground. Minutes to Downtown Fairfield, 5 beaches, Lake Mohegan trails, and Metro North. Walk to Stratfield School. New roof and fireplace insert. Home sweet hom

1664 Melville Ave, Fairfield

$997,500

Welcome to your new home on Wheeler Park Place! Tucked away at the end of a peaceful and quiet cul-de-sac in the highly sought after North Stratfield neighborhood, this beautiful 4+ bedroom, 3 full bath colonial offers the perfect blend of comfort, space, privacy and potential. Meticulously maintained by its owners, this special home is nestled alongside Lake Mohegan offering seasonal lake views surrounded by spectacular, thoughtfully maintained landscaping that creates a truly picturesque setting. Step inside to discover an inviting, open concept living, dining and kitchen area with hardwood flooring throughout, creating a warm and welcoming space for everyday living and entertaining. Spacious bedroom, full bathroom and convenient laundry room ideal for guests or flexible living arrangements completes your main level. Your upper level features a huge bedroom with potential for additional bathroom along with a private primary suite featuring a custom walk in shower, dual vanities and generous walk in closet. An additional bedroom or home office offers flexibility to suit your needs, with access to a large walk-up attic full of possibilities for future expansion, storage or creative use. The partially finished walk out lower level adds even more versatility, featuring a separate entrance, direct access to the two car garage and exciting potential for an in-law setup or extended living space. All minutes to I-95, Rt 15 Merritt Parkway and Metro North train stations.

4 Beds ⋅ 3 Baths ⋅ 24214051 MLS

Welcome to your new home on Wheeler Park Place! Tucked away at the end of a peaceful and quiet cul-de-sac in the highly sought after North Stratfield neighborhood, this beautiful 4+ bedroom, 3 full bath colonial offers the perfect blend of comfort, space, privacy and potential. Meticulously maintained by its owners, this special home is nestled alongside Lake Mohegan offering seasonal lake views surrounded by spectacular, thoughtfully maintained landscaping that creates a truly picturesque setting. Step inside to discover an inviting, open concept living, dining and kitchen area with hardwood flooring throughout, creating a warm and welcoming space for everyday living and entertaining. Spacious bedroom, full bathroom and convenient laundry room ideal for guests or flexible living arrangements completes your main level. Your upper level features a huge bedroom with potential for additional bathroom along with a private primary suite featuring a custom walk in shower, dual vanities and generous walk in closet. An additional bedroom or home office offers flexibility to suit your needs, with access to a large walk-up attic full of possibilities for future expansion, storage or creative use. The partially finished walk out lower level adds even more versatility, featuring a separate entrance, direct access to the two car garage and exciting potential for an in-law setup or extended living space. All minutes to I-95, Rt 15 Merritt Parkway and Metro North train stations.

15 Wheeler Park Pl, Fairfield

$1,695,000

Cross a babbling brook to a European styled Greenfield Hill home set in magical 2 manicured acres. Charming home showing attention to detail. 3 Fpls, Blt-Ins, Scrn Porch, Crown Molding. Expansion for 4th bedroom possible

3 Beds ⋅ 3 Baths ⋅ 24199251 MLS

Cross a babbling brook to a European styled Greenfield Hill home set in magical 2 manicured acres. Charming home showing attention to detail. 3 Fpls, Blt-Ins, Scrn Porch, Crown Molding. Expansion for 4th bedroom possible

140 Labbance Ln, Fairfield

$1,599,000

Welcome to this gracious, 4-bedroom center hall Colonial, ideally situated on .61 acres in Fairfield's sought-after lower Greenfield Hill area. Offering 3,421 square feet of living space, plus an additional 600 finished square feet in the lower level, this sun-filled home combines classic details with a comfortable, open floor plan. 9-foot ceilings, 2 fireplaces, hardwood floors and custom millwork add character throughout. The spacious family room features a dramatic floor-to-ceiling stone fireplace and opens to the eat-in kitchen, complete with stainless steel appliances, double ovens and abundant cabinetry. An elegant dining room, living room with fireplace, powder room, and laundry room complete the main level. Upstairs, four generously sized bedrooms include a primary suite with a walk-in closet and an expansive full bath featuring a double vanity, Jacuzzi tub, and separate shower. Three additional bedrooms offer ample closet space and share a full bath with a tub/shower combination. The lower level features a 36 X 15 finished space perfect for a recreation room, playroom, office, media room or a combination of these! A large unfinished area offers abundant storage space. Outside, the fully fenced backyard with bluestone patio offers a private and peaceful setting bordering wooded, town-owned land. Complete with mudroom, attached 2-car garage, full house generator and security system, this move-in-ready home is centrally located to enjoy ALL that Fairfield has to offer!

4 Beds ⋅ 3 Baths ⋅ 24214100 MLS

Welcome to this gracious, 4-bedroom center hall Colonial, ideally situated on .61 acres in Fairfield's sought-after lower Greenfield Hill area. Offering 3,421 square feet of living space, plus an additional 600 finished square feet in the lower level, this sun-filled home combines classic details with a comfortable, open floor plan. 9-foot ceilings, 2 fireplaces, hardwood floors and custom millwork add character throughout. The spacious family room features a dramatic floor-to-ceiling stone fireplace and opens to the eat-in kitchen, complete with stainless steel appliances, double ovens and abundant cabinetry. An elegant dining room, living room with fireplace, powder room, and laundry room complete the main level. Upstairs, four generously sized bedrooms include a primary suite with a walk-in closet and an expansive full bath featuring a double vanity, Jacuzzi tub, and separate shower. Three additional bedrooms offer ample closet space and share a full bath with a tub/shower combination. The lower level features a 36 X 15 finished space perfect for a recreation room, playroom, office, media room or a combination of these! A large unfinished area offers abundant storage space. Outside, the fully fenced backyard with bluestone patio offers a private and peaceful setting bordering wooded, town-owned land. Complete with mudroom, attached 2-car garage, full house generator and security system, this move-in-ready home is centrally located to enjoy ALL that Fairfield has to offer!

88 Springer Rd, Fairfield

$1,185,000

Picturesque University Colonial, beautifully set in one of Fairfield's most sought-after neighborhoods! Welcome to 45 Dogwood Lane, a home filled w/ warmth, character & an ideal design for everyday living. Step inside & instantly feel at home! There is so much to love about this special property & home & so much the current homeowner will truly miss, from the welcoming neighborhood & its beloved block parties to the 2 wood burning fireplaces that bring warmth & coziness + the privacy & of the backyard & the list goes on! The main level features a sun-filled living room w/ hardwood floors & wood burning fireplace, flowing into a delightful sun porch, the perfect spot to relax. The dining room is ideal for hosting, while the eat-in kitchen offers Quartz countertops & stainless-steel appliances. The expansive family room is truly this home's gathering spot, featuring a 2nd wood burning fireplace, hardwood floors, custom built-ins & sliders leading to your private backyard & a expansive deck - perfect for outdoor dining, Summer gatherings & making memories in your new home. Upstairs 4 large bedrooms await, all featuring hardwood floors. The primary bedroom suite offers a walk-in closet & skylight, creating a nice retreat. Beyond its wonderful living spaces, this home offers the lifestyle buyers are looking for. Ideally located minutes from downtown Fairfield, top-rated schools, beautiful beaches, restaurants & shopping. 45 Dogwood Lane is a special place to call home!

4 Beds ⋅ 3 Baths ⋅ 24213952 MLS

Picturesque University Colonial, beautifully set in one of Fairfield's most sought-after neighborhoods! Welcome to 45 Dogwood Lane, a home filled w/ warmth, character & an ideal design for everyday living. Step inside & instantly feel at home! There is so much to love about this special property & home & so much the current homeowner will truly miss, from the welcoming neighborhood & its beloved block parties to the 2 wood burning fireplaces that bring warmth & coziness + the privacy & of the backyard & the list goes on! The main level features a sun-filled living room w/ hardwood floors & wood burning fireplace, flowing into a delightful sun porch, the perfect spot to relax. The dining room is ideal for hosting, while the eat-in kitchen offers Quartz countertops & stainless-steel appliances. The expansive family room is truly this home's gathering spot, featuring a 2nd wood burning fireplace, hardwood floors, custom built-ins & sliders leading to your private backyard & a expansive deck - perfect for outdoor dining, Summer gatherings & making memories in your new home. Upstairs 4 large bedrooms await, all featuring hardwood floors. The primary bedroom suite offers a walk-in closet & skylight, creating a nice retreat. Beyond its wonderful living spaces, this home offers the lifestyle buyers are looking for. Ideally located minutes from downtown Fairfield, top-rated schools, beautiful beaches, restaurants & shopping. 45 Dogwood Lane is a special place to call home!

45 Dogwood Ln, Fairfield

$739,900

Welcome to 35 High Lawn Road in Fairfield! This beautifully maintained, move-in-ready ranch offers comfortable one-level living, inviting outdoor spaces, and a wonderful setting for everyday enjoyment. Featuring 2 bedrooms, 2 full baths, central air with heat pump and a finished lower level providing additional versatile living space, this home is exceptionally clean and ready for its next owner. Step outside to enjoy the beautiful, level lot with a fenced-in backyard and inviting in-ground pool, perfect for relaxing, entertaining, and making the most of the warmer months. Additional amenities include central vacuum and an irrigation system. Ideally situated for convenience, with easy access to shopping, downtown Fairfield, Metro-North, I-95, and the Merritt Parkway. A wonderful opportunity to enjoy easy one-level living, a private outdoor retreat, and an excellent location. Come see all that this special home has to offer!

2 Beds ⋅ 2 Baths ⋅ 24214956 MLS

Welcome to 35 High Lawn Road in Fairfield! This beautifully maintained, move-in-ready ranch offers comfortable one-level living, inviting outdoor spaces, and a wonderful setting for everyday enjoyment. Featuring 2 bedrooms, 2 full baths, central air with heat pump and a finished lower level providing additional versatile living space, this home is exceptionally clean and ready for its next owner. Step outside to enjoy the beautiful, level lot with a fenced-in backyard and inviting in-ground pool, perfect for relaxing, entertaining, and making the most of the warmer months. Additional amenities include central vacuum and an irrigation system. Ideally situated for convenience, with easy access to shopping, downtown Fairfield, Metro-North, I-95, and the Merritt Parkway. A wonderful opportunity to enjoy easy one-level living, a private outdoor retreat, and an excellent location. Come see all that this special home has to offer!

35 Highlawn Rd, Fairfield

$2,300,000

Welcome to 18 Merry Meet Circle, an architecturally distinctive residence nestled within The Ridge, Fairfield's prestigious gated community. Ideally situated near the end of a quiet cul-de-sac in desirable Greenfield Hill, this exceptional home offers remarkable privacy, mature landscaping, and a resort-inspired lifestyle. Residents enjoy a 24-hr. staffed gatehouse, a private clubhouse, a heated Gunite swimming pool, lighted Har-Tru tennis courts, a skating pond, bridle & walking trails. A circular stone driveway welcomes you to a home showcasing distinctive architectural details, natural stone, rich wood accents, and exceptional craftsmanship. Beautifully designed living spaces include a spacious kitchen, separate dining room, and expansive living room with a magnificent stone fireplace. A custom stone-and-wood staircase adds a striking architectural focal point. The thoughtfully designed lower level is an entertainer's dream, featuring a private fitness retreat with gym and authentic sauna, bar area, theater room, butler's pantry, private office, and additional living space. Expansive glass walls and doors create an inviting atmosphere, additional rooms and staff quarters offer flexibility for a variety of needs. Recent improvements include a new roof, updated mechanical systems, new water heater, and whole-home dehumidification system. Residents of The Ridge enjoy a 24-hour staffed gatehouse, private clubhouse and recreation center, heated Gunite pool. Total Sq. Ft. 7,100

4 Beds ⋅ 8 Baths ⋅ 24214588 MLS

Welcome to 18 Merry Meet Circle, an architecturally distinctive residence nestled within The Ridge, Fairfield's prestigious gated community. Ideally situated near the end of a quiet cul-de-sac in desirable Greenfield Hill, this exceptional home offers remarkable privacy, mature landscaping, and a resort-inspired lifestyle. Residents enjoy a 24-hr. staffed gatehouse, a private clubhouse, a heated Gunite swimming pool, lighted Har-Tru tennis courts, a skating pond, bridle & walking trails. A circular stone driveway welcomes you to a home showcasing distinctive architectural details, natural stone, rich wood accents, and exceptional craftsmanship. Beautifully designed living spaces include a spacious kitchen, separate dining room, and expansive living room with a magnificent stone fireplace. A custom stone-and-wood staircase adds a striking architectural focal point. The thoughtfully designed lower level is an entertainer's dream, featuring a private fitness retreat with gym and authentic sauna, bar area, theater room, butler's pantry, private office, and additional living space. Expansive glass walls and doors create an inviting atmosphere, additional rooms and staff quarters offer flexibility for a variety of needs. Recent improvements include a new roof, updated mechanical systems, new water heater, and whole-home dehumidification system. Residents of The Ridge enjoy a 24-hour staffed gatehouse, private clubhouse and recreation center, heated Gunite pool. Total Sq. Ft. 7,100

18 Merry Meet Cir, Fairfield

$625,000

This stunning 3-bedroom, 2-bathroom home has undergone an extensive gut renovation, complete with new additions that enhance its overall appeal and functionality. Thoughtfully updated with modern living in mind, this home offers a fresh, inviting atmosphere and a wonderful blend of comfort, style, and convenience. Whether you're a first-time homebuyer, looking to downsize, or simply searching for a beautifully renovated property, this home presents an incredible opportunity.Don't miss your chance to explore everything this beautifully transformed home has to offer.

3 Beds ⋅ 2 Baths ⋅ 24213696 MLS

This stunning 3-bedroom, 2-bathroom home has undergone an extensive gut renovation, complete with new additions that enhance its overall appeal and functionality. Thoughtfully updated with modern living in mind, this home offers a fresh, inviting atmosphere and a wonderful blend of comfort, style, and convenience. Whether you're a first-time homebuyer, looking to downsize, or simply searching for a beautifully renovated property, this home presents an incredible opportunity.Don't miss your chance to explore everything this beautifully transformed home has to offer.

633 Black Rock Tpke, Fairfield

$899,000

Welcome to this charming Cape nestled on a desirable, well-established street in the sought-after University area. Full of warmth and character, this inviting home features beautiful hardwood floors throughout the main living level areas, an updated kitchen and a refreshed downstairs bathroom. The home offers 3 bedrooms with the upstairs rooms providing additional flexibility for bedrooms, a home office or a nursery. The finished lower level adds valuable living space with comfortable bonus rooms perfect for a family room, office, playroom, gym or guest space along with additional storage. Outside enjoy a nicely sized yard, a fully fenced backyard offers privacy and plenty of room for entertaining. It also offers a perfect blend of convenience and lifestyle. Enjoy easy access to both I-95 and the Merritt Parkway, as well as the Metro-North Train station. Fairfield's vibrant downtown and beautiful beaches make this an ideal location. Make this charming home the setting for your next Thanksgiving gathering and many wonderful memories to follow.

3 Beds ⋅ 2 Baths ⋅ 24212765 MLS

Welcome to this charming Cape nestled on a desirable, well-established street in the sought-after University area. Full of warmth and character, this inviting home features beautiful hardwood floors throughout the main living level areas, an updated kitchen and a refreshed downstairs bathroom. The home offers 3 bedrooms with the upstairs rooms providing additional flexibility for bedrooms, a home office or a nursery. The finished lower level adds valuable living space with comfortable bonus rooms perfect for a family room, office, playroom, gym or guest space along with additional storage. Outside enjoy a nicely sized yard, a fully fenced backyard offers privacy and plenty of room for entertaining. It also offers a perfect blend of convenience and lifestyle. Enjoy easy access to both I-95 and the Merritt Parkway, as well as the Metro-North Train station. Fairfield's vibrant downtown and beautiful beaches make this an ideal location. Make this charming home the setting for your next Thanksgiving gathering and many wonderful memories to follow.

9 Millspaugh Dr, Fairfield

$689,000

A beautifully maintained 3-bedroom, 2-full-bath ranch sits on a spacious corner lot in a quiet cul-de-sac in Fairfield's desirable Stratfield neighborhood. Set back from the road, this inviting home offers easy single-level living, a peaceful setting, and an exceptionally private backyard. A welcoming living room with a fireplace creates a warm gathering space, while the updated kitchen features stainless steel appliances and a versatile movable quartz island. Step onto the adjoining deck overlooking the secluded backyard-perfect for morning coffee, outdoor dining, or simply relaxing. Three comfortable bedrooms include a sun-filled corner primary suite with its own full bath, while California Closets provide thoughtfully designed storage. The finished lower level adds an additional 744 square feet of flexible living space, ideal for a family room, home office, recreation room, or fitness area. A separate laundry room with built-in storage and pantry space adds convenience and easy access to the oversized two-car garage. Additional features include central air conditioning, 200-amp electrical service, an attic fan, well-maintained mechanical systems, a brand-new oil tank, and an interior French drain system installed by Connecticut Basement Systems. Enjoy the tranquility of this quiet Stratfield neighborhood, just minutes from Fairfield's parks, lakes, trails, beaches, shopping, dining, and recreation.

3 Beds ⋅ 2 Baths ⋅ 24213968 MLS

A beautifully maintained 3-bedroom, 2-full-bath ranch sits on a spacious corner lot in a quiet cul-de-sac in Fairfield's desirable Stratfield neighborhood. Set back from the road, this inviting home offers easy single-level living, a peaceful setting, and an exceptionally private backyard. A welcoming living room with a fireplace creates a warm gathering space, while the updated kitchen features stainless steel appliances and a versatile movable quartz island. Step onto the adjoining deck overlooking the secluded backyard-perfect for morning coffee, outdoor dining, or simply relaxing. Three comfortable bedrooms include a sun-filled corner primary suite with its own full bath, while California Closets provide thoughtfully designed storage. The finished lower level adds an additional 744 square feet of flexible living space, ideal for a family room, home office, recreation room, or fitness area. A separate laundry room with built-in storage and pantry space adds convenience and easy access to the oversized two-car garage. Additional features include central air conditioning, 200-amp electrical service, an attic fan, well-maintained mechanical systems, a brand-new oil tank, and an interior French drain system installed by Connecticut Basement Systems. Enjoy the tranquility of this quiet Stratfield neighborhood, just minutes from Fairfield's parks, lakes, trails, beaches, shopping, dining, and recreation.

15 Greenleigh Rd, Fairfield

$6,500,000

Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

5 Beds ⋅ 9 Baths ⋅ 24213955 MLS

Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

541 Sasco Hill Rd, Fairfield

$1,200,000

Brand new construction townhouse, freshly painted and ready for its first owner! Beautifully designed with four levels of finished living space, this home offers hardwood floors, high ceilings, and oversized windows throughout. The main level opens to a formal living room and dining room, with a coat closet, half bath, and direct access to the one-car garage. At the back of the house, the family room features a gas fireplace with custom built-in bookcases and flows into the kitchen, complete with custom cabinetry, a center island, and brand new stainless steel appliances. A slider leads to the private, fenced backyard, perfect for relaxing or entertaining. Upstairs, the primary suite offers a custom walk-in closet and a bath with double sinks and a soaking tub, all with current, stylish finishes. Two additional bedrooms share a hall bath with double sinks, and a laundry room adds everyday convenience. The third floor holds a fourth bedroom with its own half bath. The lower level, with impressively high ceilings, provides a versatile bonus room for a home office, rec room, playroom, or guest space. Low-maintenance townhouse living makes it easy to lock up and travel with peace of mind. Quick access to I-95 and Fairfield Metro, with the beach just minutes away. An exceptional value in new construction. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ 24212109 MLS

Brand new construction townhouse, freshly painted and ready for its first owner! Beautifully designed with four levels of finished living space, this home offers hardwood floors, high ceilings, and oversized windows throughout. The main level opens to a formal living room and dining room, with a coat closet, half bath, and direct access to the one-car garage. At the back of the house, the family room features a gas fireplace with custom built-in bookcases and flows into the kitchen, complete with custom cabinetry, a center island, and brand new stainless steel appliances. A slider leads to the private, fenced backyard, perfect for relaxing or entertaining. Upstairs, the primary suite offers a custom walk-in closet and a bath with double sinks and a soaking tub, all with current, stylish finishes. Two additional bedrooms share a hall bath with double sinks, and a laundry room adds everyday convenience. The third floor holds a fourth bedroom with its own half bath. The lower level, with impressively high ceilings, provides a versatile bonus room for a home office, rec room, playroom, or guest space. Low-maintenance townhouse living makes it easy to lock up and travel with peace of mind. Quick access to I-95 and Fairfield Metro, with the beach just minutes away. An exceptional value in new construction. Schedule your private showing today!

69 Rakoczy Ave, Fairfield

$989,000

Welcome to this charming 1917 home in the heart of Fairfield's beloved Stratfield Village, where timeless architectural character, sun-filled living spaces and thoughtful updates blend beautifully. Step inside and discover a gracious front-to-back formal living room with FPL, hardwood floors, graceful archways, French doors and an inviting sense of warmth and character. The heart of the home is the welcoming kitchen, complete with custom cherry wood countertops, stainless steel appliances, a center island and a built-in desk, perfect for a homework station or everyday organization. A convenient breakfast bar and adjoining dining area flow seamlessly into the spacious family room, creating an ideal setting for both casual gatherings and entertaining. Step outside to enjoy the deck, charming flagstone patio and level yard, beautifully framed by a classic white picket fence - the perfect backdrop for outdoor entertaining, gardening or simply relaxing at home. Lovingly maintained by the same owners for the past 22 years, this home offers numerous improvements, including a new roof (2021), zoned heating system (2012), 200-amp electrical service, beautifully updated bathrooms and a fully fenced property. Enjoy the convenience of being within walking distance of Stratfield Elementary School, neighborhood parks with tennis courts, ball fields and local shops. Make Stratfield Village your new home offering a cherished sense of community with "Apple Pie" charm quoted by NYTimes

4 Beds ⋅ 3 Baths ⋅ 24214203 MLS

Welcome to this charming 1917 home in the heart of Fairfield's beloved Stratfield Village, where timeless architectural character, sun-filled living spaces and thoughtful updates blend beautifully. Step inside and discover a gracious front-to-back formal living room with FPL, hardwood floors, graceful archways, French doors and an inviting sense of warmth and character. The heart of the home is the welcoming kitchen, complete with custom cherry wood countertops, stainless steel appliances, a center island and a built-in desk, perfect for a homework station or everyday organization. A convenient breakfast bar and adjoining dining area flow seamlessly into the spacious family room, creating an ideal setting for both casual gatherings and entertaining. Step outside to enjoy the deck, charming flagstone patio and level yard, beautifully framed by a classic white picket fence - the perfect backdrop for outdoor entertaining, gardening or simply relaxing at home. Lovingly maintained by the same owners for the past 22 years, this home offers numerous improvements, including a new roof (2021), zoned heating system (2012), 200-amp electrical service, beautifully updated bathrooms and a fully fenced property. Enjoy the convenience of being within walking distance of Stratfield Elementary School, neighborhood parks with tennis courts, ball fields and local shops. Make Stratfield Village your new home offering a cherished sense of community with "Apple Pie" charm quoted by NYTimes

85 Newman Pl, Fairfield

$899,000

If you have dreamed of the four bedroom home with an updated kitchen, central air, two car garage and finished basement on a cul-de-sac then your dream is about to come true! Every day will feel like a "Holiday" with all the space and upgrades. There will be BBQs on the back deck and snuggles by the fireplace in the family room. The finished basement, complete with half bath makes a great kid hang out, or home office. Or both. The primary suite is spacious complete with a walk in closet. Take advantage of Fairfield schools and beaches. Easy access to the Merritt Parkway. Welcome home.

4 Beds ⋅ 4 Baths ⋅ 24214143 MLS

If you have dreamed of the four bedroom home with an updated kitchen, central air, two car garage and finished basement on a cul-de-sac then your dream is about to come true! Every day will feel like a "Holiday" with all the space and upgrades. There will be BBQs on the back deck and snuggles by the fireplace in the family room. The finished basement, complete with half bath makes a great kid hang out, or home office. Or both. The primary suite is spacious complete with a walk in closet. Take advantage of Fairfield schools and beaches. Easy access to the Merritt Parkway. Welcome home.

100 Holiday Rd, Fairfield

$2,479,000

Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

5 Beds ⋅ 6 Baths ⋅ 24213890 MLS

Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

98 Sasco Hill Ter, Fairfield

$1,749,000

Experience refined luxury in this custom new construction offering 3,264 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for entertaining. The heart of the home is the spectacular eat-in chef's kitchen boasting Thermador appliances, quartz countertops, white custom cabinetry, a white oak center island & an area for a charming breakfast nook. The kitchen flows seamlessly into the family room highlighted by a gas fireplace & sliders leading to a bluestone patio overlooking the private backyard & potential pool site. A mudroom and powder room complete the 1sr floor. The 2nd level offers four generously sized bedrooms, including a luxurious primary suite featuring a spa-like bathroom with a soaking tub, double-sink vanity & a glass enclosed shower. A secondary bedroom enjoys the convenience of a private en-suite bath, while the 3rd & 4th bedrooms share a Jack-and-Jill bathroom with a double vanity and tub/shower combination. A 2nd floor laundry room adds everyday convenience. Additional highlights include a walk-up third level offering the opportunity to create 850 additional sqft. of future finished living space, a lower level with 9 ft. ceilings providing storage or future finishing potential, and a two-car garage.

4 Beds ⋅ 4 Baths ⋅ 24213998 MLS

Experience refined luxury in this custom new construction offering 3,264 sqft. of thoughtfully designed living space, situated on a cul-de-sac just moments from downtown Fairfield, premier dining, boutique shopping & beautiful beaches. Step inside to discover exceptional millwork & upscale finishes. The main level features a spacious dining room complemented by a wet bar, perfect for entertaining. The heart of the home is the spectacular eat-in chef's kitchen boasting Thermador appliances, quartz countertops, white custom cabinetry, a white oak center island & an area for a charming breakfast nook. The kitchen flows seamlessly into the family room highlighted by a gas fireplace & sliders leading to a bluestone patio overlooking the private backyard & potential pool site. A mudroom and powder room complete the 1sr floor. The 2nd level offers four generously sized bedrooms, including a luxurious primary suite featuring a spa-like bathroom with a soaking tub, double-sink vanity & a glass enclosed shower. A secondary bedroom enjoys the convenience of a private en-suite bath, while the 3rd & 4th bedrooms share a Jack-and-Jill bathroom with a double vanity and tub/shower combination. A 2nd floor laundry room adds everyday convenience. Additional highlights include a walk-up third level offering the opportunity to create 850 additional sqft. of future finished living space, a lower level with 9 ft. ceilings providing storage or future finishing potential, and a two-car garage.

54 Timothy St, Fairfield

$795,000

Welcome to Sugar Plum Lane, a neighborhood road of just 9 homes in a convenient Fairfield location close to everything the town has to offer. This well-kept home sits on a beautiful, flat one-third-acre lot offering a level of usable outdoor space and privacy that can be hard to find in this price range. The expansive, level backyard is framed by mature arborvitae, creating a private setting with plenty of room to play, entertain, garden, or simply enjoy the outdoors. Gorgeous flower gardens add color throughout the property, while a bluestone patio and three season porch provide inviting spaces to relax and enjoy the backyard throughout much of the year. Abundant natural light fills three well-sized bedrooms and comfortable living spaces. The home also features an oversized one-car garage and a bonus room behind the garage offering flexible space for a home office, playroom, gym, or add'l storage. Recent improvements include fresh first-floor paint and blown-in ceiling insulation. Oil tanks are 12 years old, and there is plenty of add'l storage in the attic and crawl space. Approximately 2 miles to Fairfield Metro Station, 1.5 miles to Fairfield University, 3 miles to downtown Fairfield and Jennings Beach, with more restaurants and shopping within walking distance. With just one other sale on this road in the past 18 years, opportunities to live on Sugar Plum Lane don't come along very often. Come see what makes this little Fairfield neighborhood so special.

3 Beds ⋅ 2 Baths ⋅ 24213869 MLS

Welcome to Sugar Plum Lane, a neighborhood road of just 9 homes in a convenient Fairfield location close to everything the town has to offer. This well-kept home sits on a beautiful, flat one-third-acre lot offering a level of usable outdoor space and privacy that can be hard to find in this price range. The expansive, level backyard is framed by mature arborvitae, creating a private setting with plenty of room to play, entertain, garden, or simply enjoy the outdoors. Gorgeous flower gardens add color throughout the property, while a bluestone patio and three season porch provide inviting spaces to relax and enjoy the backyard throughout much of the year. Abundant natural light fills three well-sized bedrooms and comfortable living spaces. The home also features an oversized one-car garage and a bonus room behind the garage offering flexible space for a home office, playroom, gym, or add'l storage. Recent improvements include fresh first-floor paint and blown-in ceiling insulation. Oil tanks are 12 years old, and there is plenty of add'l storage in the attic and crawl space. Approximately 2 miles to Fairfield Metro Station, 1.5 miles to Fairfield University, 3 miles to downtown Fairfield and Jennings Beach, with more restaurants and shopping within walking distance. With just one other sale on this road in the past 18 years, opportunities to live on Sugar Plum Lane don't come along very often. Come see what makes this little Fairfield neighborhood so special.

75 Sugar Plum Ln, Fairfield

$1,225,000

A lifestyle so good, you will have to pinch yourself. Ideally situated at the end of a quiet cul-de-sac in the heart of Fairfield, this oversized .37-acre property offers a rare combination of in-town convenience, privacy & potential. Just minutes from downtown, shopping, beaches, golf, dining & train, you can enjoy effortless access to everything that makes Fairfield such a sought-after place to call home. This center hall Colonial offers a versatile floor plan with endless possibilities to personalize, expand & create your own space. The main level features hardwood floors, abundant windows filling the home with natural light, a first-floor bedroom & full bath, formal living & dining rooms, a kitchen & an amazing great room with cathedral ceilings overlooking the beautifully landscaped, fenced grounds with INGROUND POOL. Upstairs, 3 generously sized bedrooms & 2 full baths provide a comfortable living space with great flow. Additionally, the pull-down attic presents possibility for future expansion, including additional finished space or an area to create a new primary suite. The full, dry basement offers even more flexibility for future finished space & storage. Once outdoors, the fully fenced backyard is a private retreat, with professional landscaping framing the in-ground pool & plenty of additional front & side yard space to enjoy. Owner has plans for primary suite addition on 2nd floor over the existing Great Room. A perfect location walkable to town and beach.

4 Beds ⋅ 3 Baths ⋅ 24209843 MLS

A lifestyle so good, you will have to pinch yourself. Ideally situated at the end of a quiet cul-de-sac in the heart of Fairfield, this oversized .37-acre property offers a rare combination of in-town convenience, privacy & potential. Just minutes from downtown, shopping, beaches, golf, dining & train, you can enjoy effortless access to everything that makes Fairfield such a sought-after place to call home. This center hall Colonial offers a versatile floor plan with endless possibilities to personalize, expand & create your own space. The main level features hardwood floors, abundant windows filling the home with natural light, a first-floor bedroom & full bath, formal living & dining rooms, a kitchen & an amazing great room with cathedral ceilings overlooking the beautifully landscaped, fenced grounds with INGROUND POOL. Upstairs, 3 generously sized bedrooms & 2 full baths provide a comfortable living space with great flow. Additionally, the pull-down attic presents possibility for future expansion, including additional finished space or an area to create a new primary suite. The full, dry basement offers even more flexibility for future finished space & storage. Once outdoors, the fully fenced backyard is a private retreat, with professional landscaping framing the in-ground pool & plenty of additional front & side yard space to enjoy. Owner has plans for primary suite addition on 2nd floor over the existing Great Room. A perfect location walkable to town and beach.

126 Dwight St, Fairfield

$714,900

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

3 Beds ⋅ 2 Baths ⋅ 24213459 MLS

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

155 Moody Ave, Fairfield

$1,549,000

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

4 Beds ⋅ 3 Baths ⋅ 24212214 MLS

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

280 Brookbend Rd, Fairfield

$2,300,000

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

4 Beds ⋅ 4 Baths ⋅ 24213049 MLS

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

67 Craig Ct, Fairfield

$2,399,000

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

4 Beds ⋅ 4 Baths ⋅ 24212223 MLS

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

72 Old Barn Rd, Fairfield

$724,900

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

3 Beds ⋅ 3 Baths ⋅ 24213010 MLS

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

113 Old Stratfield Rd, Fairfield

$865,000

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

4 Beds ⋅ 2 Baths ⋅ 24212800 MLS

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

38 Milandale Rd, Fairfield

$2,695,000

Introducing The Enclave, an exclusive new collection of eight luxury townhomes ideally situated along Old Post Road in the heart of Southport Village. Set within four intimate manor-style buildings, each housing just two residences, these four-level homes combine timeless coastal architecture with sophisticated modern living. Thoughtfully designed for both everyday living and entertaining, each residence features expansive open-concept living spaces, a private elevator servicing all four levels, chef-inspired kitchen, gas fireplace, two-car attached garage and exceptional private outdoor spaces, including a covered porch, rear deck and private fourth-floor roof terrace. A gated entrance provides an added sense of privacy and exclusivity. The Enclave offers a rare combination of privacy and village convenience, adjacent to Southport Park and just moments from Southport Village, Metro-North, the harbor, shops and dining. Currently under construction, with pre-construction opportunities now available.

3 Beds ⋅ 4 Baths ⋅ 24186935 MLS ⋅ The Enclave BLDG.

Introducing The Enclave, an exclusive new collection of eight luxury townhomes ideally situated along Old Post Road in the heart of Southport Village. Set within four intimate manor-style buildings, each housing just two residences, these four-level homes combine timeless coastal architecture with sophisticated modern living. Thoughtfully designed for both everyday living and entertaining, each residence features expansive open-concept living spaces, a private elevator servicing all four levels, chef-inspired kitchen, gas fireplace, two-car attached garage and exceptional private outdoor spaces, including a covered porch, rear deck and private fourth-floor roof terrace. A gated entrance provides an added sense of privacy and exclusivity. The Enclave offers a rare combination of privacy and village convenience, adjacent to Southport Park and just moments from Southport Village, Metro-North, the harbor, shops and dining. Currently under construction, with pre-construction opportunities now available.

204 Old Post Rd Unit 1, Fairfield

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