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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. F. 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. F. 7,100

18 Merry Meet Ctr, 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

$730,000

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

$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

$749,900

Step into a home where decades of memories have been made-and where the potential for its next chapter is truly exciting. Tucked away at 295 Reid St, this quintessential 3 bedroom, 2 bathroom Cape Cod is a hidden gem, offering classic charm, solid bones, & an incredible opportunity to create something uniquely your own. Lovingly cared for over the years, this home is functional & ready to enjoy from day one. The traditional interior provides a wonderful foundation for those looking to add their own personal style. With thoughtful updates & a little vision, this home has the potential to shine while offering the opportunity to build meaningful equity just minutes from Fairfield University in one of the town's most desirable locations. The main level features a comfortable, easy-flowing layout with a convenient bedroom & full bathroom. Upstairs, 2 additional spacious bedrooms showcase the timeless character & charm of a classic Cape. Need more space? The unfinished lower level opens the door to endless possibilities-a future recreation room, home gym, office, workshop, or creative studio. Then there's the location. Enjoy all that Fairfield has to offer while staying perfectly positioned for commuters, convenient access to the train station & major highways, getting to NYC, surrounding communities, & throughout the tri-state area is remarkably easy. Opportunities to find a well-loved home with this much potential in such a sought-after location don't come around often.

3 Beds ⋅ 2 Baths ⋅ 24212796 MLS

Step into a home where decades of memories have been made-and where the potential for its next chapter is truly exciting. Tucked away at 295 Reid St, this quintessential 3 bedroom, 2 bathroom Cape Cod is a hidden gem, offering classic charm, solid bones, & an incredible opportunity to create something uniquely your own. Lovingly cared for over the years, this home is functional & ready to enjoy from day one. The traditional interior provides a wonderful foundation for those looking to add their own personal style. With thoughtful updates & a little vision, this home has the potential to shine while offering the opportunity to build meaningful equity just minutes from Fairfield University in one of the town's most desirable locations. The main level features a comfortable, easy-flowing layout with a convenient bedroom & full bathroom. Upstairs, 2 additional spacious bedrooms showcase the timeless character & charm of a classic Cape. Need more space? The unfinished lower level opens the door to endless possibilities-a future recreation room, home gym, office, workshop, or creative studio. Then there's the location. Enjoy all that Fairfield has to offer while staying perfectly positioned for commuters, convenient access to the train station & major highways, getting to NYC, surrounding communities, & throughout the tri-state area is remarkably easy. Opportunities to find a well-loved home with this much potential in such a sought-after location don't come around often.

295 Reid St, Fairfield

$999,900

Welcome to 360 Westford Drive, nestled in the highly sought-after Village of Southport. Privately situated at the end of a quiet cul-de-sac, this charming 4/5-bedroom Colonial offers a wonderful combination of space, flexibility, and privacy. With just a little TLC, this home has unlimited potential. The inviting 1st floor features an open-concept floor plan centered around a large kitchen and spacious family room, creating an ideal setting for everyday living and entertaining. A formal dining room, full bathroom, main level bedroom and a versatile flex room complete the main level, offering endless possibilities for guest accommodations, an office, playroom, laundry, gym, or additional living space. Upstairs, you'll find 2 generously-sized bedrooms, along with a spacious primary bedroom featuring an enormous walk-in closet. An updated Jack-and-Jill bathroom provides convenient access for all 3 bedrooms. Outside, a large deck overlooks a level yard, offering a wonderful space for outdoor dining, entertaining, relaxing, and enjoying the peaceful scenery. Ideally situated for enjoying the best of Southport living, this home is conveniently located 1/2 mile from Metro-North train station and close to the Village Center, Pequot Library, Southport Harbor, and Southport Beach. Enjoy nearby shops, restaurants, cultural attractions, boating, beaches, and recreational opportunities, all while coming home to the privacy and tranquility this home has to offer.

4 Beds ⋅ 2 Baths ⋅ 24209334 MLS

Welcome to 360 Westford Drive, nestled in the highly sought-after Village of Southport. Privately situated at the end of a quiet cul-de-sac, this charming 4/5-bedroom Colonial offers a wonderful combination of space, flexibility, and privacy. With just a little TLC, this home has unlimited potential. The inviting 1st floor features an open-concept floor plan centered around a large kitchen and spacious family room, creating an ideal setting for everyday living and entertaining. A formal dining room, full bathroom, main level bedroom and a versatile flex room complete the main level, offering endless possibilities for guest accommodations, an office, playroom, laundry, gym, or additional living space. Upstairs, you'll find 2 generously-sized bedrooms, along with a spacious primary bedroom featuring an enormous walk-in closet. An updated Jack-and-Jill bathroom provides convenient access for all 3 bedrooms. Outside, a large deck overlooks a level yard, offering a wonderful space for outdoor dining, entertaining, relaxing, and enjoying the peaceful scenery. Ideally situated for enjoying the best of Southport living, this home is conveniently located 1/2 mile from Metro-North train station and close to the Village Center, Pequot Library, Southport Harbor, and Southport Beach. Enjoy nearby shops, restaurants, cultural attractions, boating, beaches, and recreational opportunities, all while coming home to the privacy and tranquility this home has to offer.

360 Westford Dr, Fairfield

$550,000

Wonderful opportunity in Coastal Fairfield. Solid 3 bedroom colonial with a beautiful in-ground pool, spacious yard and adjacent bonus studio. This home built for the developer, offers endless possibilities. Love it as it is or bring your ideas and reimagine the interiors with refinished hardwood floors, fresh paint and your personal updates. Enjoy the front-to-back living room with fireplace, dining room opening to the kitchen, and a three-season room leading to the deck, spacious backyard and refreshing in-ground pool. An adjacent bonus studio offers wonderful flexibility as a pool house, home office, gym, creative space or guest retreat. What's better than summer by the pool?! Enjoy the opportunity to renovate and customize rather than pay a premium for someone else's choices-all at a compelling entry point into Fairfield. Minutes to Fairfield's beaches, marina, golf, tennis, restaurants, shopping and vibrant arts scene. Home to two universities and just 50 miles from NYC, Fairfield offers an ideal combination of coastal living, community and convenience. * Investors take note, this C zone property should be suitable for a duplex construction*

3 Beds ⋅ 2 Baths ⋅ 24209143 MLS

Wonderful opportunity in Coastal Fairfield. Solid 3 bedroom colonial with a beautiful in-ground pool, spacious yard and adjacent bonus studio. This home built for the developer, offers endless possibilities. Love it as it is or bring your ideas and reimagine the interiors with refinished hardwood floors, fresh paint and your personal updates. Enjoy the front-to-back living room with fireplace, dining room opening to the kitchen, and a three-season room leading to the deck, spacious backyard and refreshing in-ground pool. An adjacent bonus studio offers wonderful flexibility as a pool house, home office, gym, creative space or guest retreat. What's better than summer by the pool?! Enjoy the opportunity to renovate and customize rather than pay a premium for someone else's choices-all at a compelling entry point into Fairfield. Minutes to Fairfield's beaches, marina, golf, tennis, restaurants, shopping and vibrant arts scene. Home to two universities and just 50 miles from NYC, Fairfield offers an ideal combination of coastal living, community and convenience. * Investors take note, this C zone property should be suitable for a duplex construction*

205 Castle Ave, Fairfield

$959,000

A Stratfield home which would make Goldilocks smile! This right sized home is not too small, not too big, not too old, not to new; a blank slate you can make your forever home. This 4 bedroom, 2.5 bath colonial on .54 ac. with attached 2 car garage has been happily enjoyed by 3 generations of family. Incredibly well maintained with many improvements made over the years. The main level features a sunny, L shaped living/dining room open to the kitchen. Glass doors in dining room provides access to a very spacious deck with tree top views; perfect for entertaining. A cozy family room with fireplace, a half bath with laundry area complete this level. The upper level includes 4 bedrooms and 2 baths including a primary suite, and numerous closets. The wonderfully usable, walk-out lower level with windows and 3 distinct spaces offers many options; playroom, gym, crafts space, wine storage, in-law or nanny suite. Plus there is additional storage in the basement, garage and attic. Professional landscaping includes specimen plantings, fruit trees and perennials. Tiered lower level yard offers myriad opportunities. Great location close to schools, Lincoln Park, firehouse, lake, golf, shopping, train, universities, beach and town center. Those in the know seek out this street as it's one of the most desirable in the area due to the neighbor's warmth ad friendliness! So come on down and join the fun at Parkapalooza, the Euclid Halloween event, church carnival or block party.

4 Beds ⋅ 3 Baths ⋅ 24212545 MLS

A Stratfield home which would make Goldilocks smile! This right sized home is not too small, not too big, not too old, not to new; a blank slate you can make your forever home. This 4 bedroom, 2.5 bath colonial on .54 ac. with attached 2 car garage has been happily enjoyed by 3 generations of family. Incredibly well maintained with many improvements made over the years. The main level features a sunny, L shaped living/dining room open to the kitchen. Glass doors in dining room provides access to a very spacious deck with tree top views; perfect for entertaining. A cozy family room with fireplace, a half bath with laundry area complete this level. The upper level includes 4 bedrooms and 2 baths including a primary suite, and numerous closets. The wonderfully usable, walk-out lower level with windows and 3 distinct spaces offers many options; playroom, gym, crafts space, wine storage, in-law or nanny suite. Plus there is additional storage in the basement, garage and attic. Professional landscaping includes specimen plantings, fruit trees and perennials. Tiered lower level yard offers myriad opportunities. Great location close to schools, Lincoln Park, firehouse, lake, golf, shopping, train, universities, beach and town center. Those in the know seek out this street as it's one of the most desirable in the area due to the neighbor's warmth ad friendliness! So come on down and join the fun at Parkapalooza, the Euclid Halloween event, church carnival or block party.

175 Fairmount Ter, Fairfield

$2,695,000

Approached by a winding drive at the end of a quiet cul-de-sac in Fairfield County's premier gated community, The Ridge, this distinguished Colonial Revival residence is privately sited atop a gentle knoll on two beautifully landscaped acres. Expansive lawns, mature plantings, and private terraces create a tranquil setting with exceptional privacy. Spanning Four levels and approximately 7,300 square feet the home is designed for both comfortable everyday living and grand scale entertaining. A spectacular Great Room with fireplace flows into the light filled Kitchen and dramatic 2 story Breakfast Room, with both spaces opening to the terrace for effortless indoor-outdoor living and al fresco dining. A grand 2 story Foyer, formal Dining Room, Mudroom and home Office complete the main level. Accessed by front and back stairs the second level offers a luxurious Primary Bedroom featuring a fireplace, spa-like Bath and walk in closet, three additional en-suite Bedrooms and a large Bonus/Play Room. A sizeable third floor Craft/Office/Multipurpose Room provides exceptional flexibility. The home's striking appeal continues in the finished walk out lower level with mirror walled Gym and impressive Party/Game Room with fireplace and fully equipped wet bar with wine cooler, ice maker and a double drawer under counter refrigerators. Ideally located along the Fairfield/Westport line, The Ridge offers a true Country Club lifestyle with Clubhouse, Pool, Tennis Courts and Playground.

4 Beds ⋅ 7 Baths ⋅ 24211002 MLS

Approached by a winding drive at the end of a quiet cul-de-sac in Fairfield County's premier gated community, The Ridge, this distinguished Colonial Revival residence is privately sited atop a gentle knoll on two beautifully landscaped acres. Expansive lawns, mature plantings, and private terraces create a tranquil setting with exceptional privacy. Spanning Four levels and approximately 7,300 square feet the home is designed for both comfortable everyday living and grand scale entertaining. A spectacular Great Room with fireplace flows into the light filled Kitchen and dramatic 2 story Breakfast Room, with both spaces opening to the terrace for effortless indoor-outdoor living and al fresco dining. A grand 2 story Foyer, formal Dining Room, Mudroom and home Office complete the main level. Accessed by front and back stairs the second level offers a luxurious Primary Bedroom featuring a fireplace, spa-like Bath and walk in closet, three additional en-suite Bedrooms and a large Bonus/Play Room. A sizeable third floor Craft/Office/Multipurpose Room provides exceptional flexibility. The home's striking appeal continues in the finished walk out lower level with mirror walled Gym and impressive Party/Game Room with fireplace and fully equipped wet bar with wine cooler, ice maker and a double drawer under counter refrigerators. Ideally located along the Fairfield/Westport line, The Ridge offers a true Country Club lifestyle with Clubhouse, Pool, Tennis Courts and Playground.

443 Brambley Hedge Cir, Fairfield

$4,950,000

Set on 1.25 acres in the heart of historic Southport Village, 195 Old South Road offers something increasingly rare: the character and presence of an 1829 Federal/Greek Revival residence with an unusually expansive yard. Private and surrounded by mature plantings, the 4,254-square-foot home offers four bedrooms, three full and two half baths across three floors. A gracious Front Hall, anchored by a sweeping curved staircase, opens easily to the home's principal rooms. The sun-filled, 30-foot Living Room features 9-foot ceilings and connects to the Dining Room through a passage framed by arched openings and a built-in wet bar. An expansive Family Room/Sunroom is accessible from the Living Room, Dining Room and Kitchen, creating an easy flow for everyday living and entertaining. Three wood-burning fireplaces add warmth and character. The generous Primary Suite features a gas fireplace, dressing room and private bath. A separate Guest Suite, two additional bedrooms and unfinished upper-level space offer flexibility. A substantial historic barn/garage accommodates two cars, with potential for three, and offers a full second floor. A large, level lawn provides remarkable privacy in close proximity to Southport Harbor, Southport Beach and Metro-North. A rare combination of acreage, architectural character and Village location. 195 Old South Road can be enjoyed immediately while offering its next owners the freedom to make the home distinctly their own over time.

4 Beds ⋅ 5 Baths ⋅ 24206984 MLS

Set on 1.25 acres in the heart of historic Southport Village, 195 Old South Road offers something increasingly rare: the character and presence of an 1829 Federal/Greek Revival residence with an unusually expansive yard. Private and surrounded by mature plantings, the 4,254-square-foot home offers four bedrooms, three full and two half baths across three floors. A gracious Front Hall, anchored by a sweeping curved staircase, opens easily to the home's principal rooms. The sun-filled, 30-foot Living Room features 9-foot ceilings and connects to the Dining Room through a passage framed by arched openings and a built-in wet bar. An expansive Family Room/Sunroom is accessible from the Living Room, Dining Room and Kitchen, creating an easy flow for everyday living and entertaining. Three wood-burning fireplaces add warmth and character. The generous Primary Suite features a gas fireplace, dressing room and private bath. A separate Guest Suite, two additional bedrooms and unfinished upper-level space offer flexibility. A substantial historic barn/garage accommodates two cars, with potential for three, and offers a full second floor. A large, level lawn provides remarkable privacy in close proximity to Southport Harbor, Southport Beach and Metro-North. A rare combination of acreage, architectural character and Village location. 195 Old South Road can be enjoyed immediately while offering its next owners the freedom to make the home distinctly their own over time.

195 Old South Rd, Fairfield

$5,975,000

For those who believe luxury should never feel predictable. This remarkable Southport estate is a masterful reinvention of new construction...where timeless architecture meets modern artistry, extraordinary craftsmanship, and effortless living. Every element feels intentional, from dramatic windows and beautifully scaled rooms to custom millwork, sophisticated lighting, advanced technology, and finishes chosen for beauty rather than trend. Walls of glass dissolve the boundary between indoors and out, revealing a private, beautifully landscaped setting with a breathtaking pool and cabana...a sanctuary that feels worlds away, yet is moments from everything. 8800 Sqft of unsurpassed quality offering an exceptional floor plan that must be experienced to be appreciated. Chef's will appreciate the exceptional Kitchen, the primary suite is an indulgent retreat, while exceptional entertaining spaces make the home equally suited to intimate evenings and unforgettable gatherings. A completely separate, perfectly renovated guest house with its own address, utilities & garage offers a rare luxury in itself...privacy & possibilities for guests, extended family, office, caretaker or rental income. And the location may be the ultimate luxury: the beauty and charm of Southport, award-winning Fairfield schools, beaches and amenities, and coveted Westport resident privileges including Compo Beach and Longshore. One extraordinary property. Two exceptional lifestyles. In a word...Perfection.

6 Beds ⋅ 8 Baths ⋅ 24209002 MLS

For those who believe luxury should never feel predictable. This remarkable Southport estate is a masterful reinvention of new construction...where timeless architecture meets modern artistry, extraordinary craftsmanship, and effortless living. Every element feels intentional, from dramatic windows and beautifully scaled rooms to custom millwork, sophisticated lighting, advanced technology, and finishes chosen for beauty rather than trend. Walls of glass dissolve the boundary between indoors and out, revealing a private, beautifully landscaped setting with a breathtaking pool and cabana...a sanctuary that feels worlds away, yet is moments from everything. 8800 Sqft of unsurpassed quality offering an exceptional floor plan that must be experienced to be appreciated. Chef's will appreciate the exceptional Kitchen, the primary suite is an indulgent retreat, while exceptional entertaining spaces make the home equally suited to intimate evenings and unforgettable gatherings. A completely separate, perfectly renovated guest house with its own address, utilities & garage offers a rare luxury in itself...privacy & possibilities for guests, extended family, office, caretaker or rental income. And the location may be the ultimate luxury: the beauty and charm of Southport, award-winning Fairfield schools, beaches and amenities, and coveted Westport resident privileges including Compo Beach and Longshore. One extraordinary property. Two exceptional lifestyles. In a word...Perfection.

590 Sturges Hwy, Fairfield

$1,199,000

A lifestyle you can truly enjoy at an unbeatable price for new construction in Fairfield's university area. Perfect blend of luxury, select finishes and custom cabinetry create a warm and inviting home. White oak flooring grounds you while natural light spills in through large windows. The kitchen blends seamlessly with the open floor plan, the large island is the main focal point which provides plenty of seating with glamorous waterfall-style quartz countertops. You can customize your dining nook or keep the dining area centered. Cozy up on a chilly night and relax by the fireplace. A modern half bath and mudroom area complete the main level. The primary suite is located on the 2nd floor and features a sophisticated luxurious shower, large soaking tub and wood-fluted double vanity. Walk in closet with custom features. The 2nd and 3rd bedrooms are in tandem with a full bathroom, private bath/shower and elegant double vanity. 3rd floor features private quarters with yet another full bath. Currently set up as an office, this space is versatile. A closet and storage room finish this level. Bonus finished space in Lower level THERE ARE NO HOA FEES HERE! Mere stone's throw from Holland Hill School. 5 miles of sandy shores. 1 mile to Fairfield University. Effortless access to community and culture in vibrant downtown Fairfield. Dining and shopping all within close proximity. Easy commute to NYC. Quality craftsmanship and low maintenance. Private fenced yard. City sewer & water.

4 Beds ⋅ 4 Baths ⋅ 24153694 MLS

A lifestyle you can truly enjoy at an unbeatable price for new construction in Fairfield's university area. Perfect blend of luxury, select finishes and custom cabinetry create a warm and inviting home. White oak flooring grounds you while natural light spills in through large windows. The kitchen blends seamlessly with the open floor plan, the large island is the main focal point which provides plenty of seating with glamorous waterfall-style quartz countertops. You can customize your dining nook or keep the dining area centered. Cozy up on a chilly night and relax by the fireplace. A modern half bath and mudroom area complete the main level. The primary suite is located on the 2nd floor and features a sophisticated luxurious shower, large soaking tub and wood-fluted double vanity. Walk in closet with custom features. The 2nd and 3rd bedrooms are in tandem with a full bathroom, private bath/shower and elegant double vanity. 3rd floor features private quarters with yet another full bath. Currently set up as an office, this space is versatile. A closet and storage room finish this level. Bonus finished space in Lower level THERE ARE NO HOA FEES HERE! Mere stone's throw from Holland Hill School. 5 miles of sandy shores. 1 mile to Fairfield University. Effortless access to community and culture in vibrant downtown Fairfield. Dining and shopping all within close proximity. Easy commute to NYC. Quality craftsmanship and low maintenance. Private fenced yard. City sewer & water.

28 Country Road Unit 28, Fairfield

$1,500,000

Welcome to The Enchantment, a magical 2.90-acre oasis in the heart of lower Greenfield Hill. Built in 1894, this charming antique farmhouse has been meticulously renovated and expanded to 2,064 square feet, blending historic character with modern comforts. Originally configured with four bedrooms, the home has been reimagined with an open, inviting floor plan and the flexibility to reintroduce a first-floor bedroom with en-suite bath. Gorgeous wood floors, exposed beams and natural wood trim lend warmth and rustic elegance throughout, while the beautifully renovated kitchen serves as the heart of the home. No detail was overlooked, with a new roof, Marvin windows, boiler, electrical, plumbing, kitchen and baths. Outside, meandering pathways weave through enchanting gardens designed by renowned botanist and floral designer Peter Stephens. Discover bubbling fountains, hidden garden vignettes and unexpected places to gather and retreat. An exceptional collection of outbuildings includes the original barn with vaulted ceilings and loft; an adjoining heated gathering studio with wood floors and new skylights; a picturesque three-stall barn with loft, cupola and attached poultry shed; a dedicated workshop barn; and a large storage shed. Each building has been thoughtfully improved, with new roofs throughout and additional updates as needed. The Enchantment is truly a world of its own-a rare combination of historic charm, modern comfort, extraordinary gardens and versatile spa

2 Beds ⋅ 2 Baths ⋅ 24210726 MLS

Welcome to The Enchantment, a magical 2.90-acre oasis in the heart of lower Greenfield Hill. Built in 1894, this charming antique farmhouse has been meticulously renovated and expanded to 2,064 square feet, blending historic character with modern comforts. Originally configured with four bedrooms, the home has been reimagined with an open, inviting floor plan and the flexibility to reintroduce a first-floor bedroom with en-suite bath. Gorgeous wood floors, exposed beams and natural wood trim lend warmth and rustic elegance throughout, while the beautifully renovated kitchen serves as the heart of the home. No detail was overlooked, with a new roof, Marvin windows, boiler, electrical, plumbing, kitchen and baths. Outside, meandering pathways weave through enchanting gardens designed by renowned botanist and floral designer Peter Stephens. Discover bubbling fountains, hidden garden vignettes and unexpected places to gather and retreat. An exceptional collection of outbuildings includes the original barn with vaulted ceilings and loft; an adjoining heated gathering studio with wood floors and new skylights; a picturesque three-stall barn with loft, cupola and attached poultry shed; a dedicated workshop barn; and a large storage shed. Each building has been thoughtfully improved, with new roofs throughout and additional updates as needed. The Enchantment is truly a world of its own-a rare combination of historic charm, modern comfort, extraordinary gardens and versatile spa

1321 Brookside Dr, Fairfield

$750,000

Welcome to 667 Melville Avenue, a charming Colonial situated in one of Fairfield's most convenient and desirable neighborhoods! Perfectly positioned near local shops, top-rated Fairfield schools, parks, golf courses and dining options. Commuters will love the easy access to I-95, the Merritt Parkway, and Metro-North train stations. Featuring a sun-filled, inviting layout that makes entertaining effortless and day-to-day living a breeze. Generously sized rooms offer a freshly painted canvas throughout and are designed for versatility-at every turn! The Primary suite offers an airy sanctuary and impressive closet space. Gorgeous updates in the Eat-In Kitchen include quartz counterops with gleaming tiled backsplash and a new stove with smart oven. Whether you need a dedicated Home Office, a cozy Den, or abundant space to host family and friends...this newly finished walk-out basement with wet bar has it all. Step outside to a lovely oversized deck on the main level...ideal for outdoor dining and weekend barbecues, or simply unwinding after a long day. The fenced and shady lawn is perfect for lounging and two stone-walled terraces are a gardener's dream! Combining classic Fairfield charm with fantastic convenience and unlimited potential, 667 Melville Ave in the sought after Stratfield neighborhood offers a wonderful blend of lifestyle, comfort, and location. Add your decor and settle in for the holidays!

3 Beds ⋅ 3 Baths ⋅ 24209771 MLS

Welcome to 667 Melville Avenue, a charming Colonial situated in one of Fairfield's most convenient and desirable neighborhoods! Perfectly positioned near local shops, top-rated Fairfield schools, parks, golf courses and dining options. Commuters will love the easy access to I-95, the Merritt Parkway, and Metro-North train stations. Featuring a sun-filled, inviting layout that makes entertaining effortless and day-to-day living a breeze. Generously sized rooms offer a freshly painted canvas throughout and are designed for versatility-at every turn! The Primary suite offers an airy sanctuary and impressive closet space. Gorgeous updates in the Eat-In Kitchen include quartz counterops with gleaming tiled backsplash and a new stove with smart oven. Whether you need a dedicated Home Office, a cozy Den, or abundant space to host family and friends...this newly finished walk-out basement with wet bar has it all. Step outside to a lovely oversized deck on the main level...ideal for outdoor dining and weekend barbecues, or simply unwinding after a long day. The fenced and shady lawn is perfect for lounging and two stone-walled terraces are a gardener's dream! Combining classic Fairfield charm with fantastic convenience and unlimited potential, 667 Melville Ave in the sought after Stratfield neighborhood offers a wonderful blend of lifestyle, comfort, and location. Add your decor and settle in for the holidays!

667 Melville Ave, Fairfield

$1,299,000

COMING SOON - Essentially a brand-new home in Fairfield's sought-after University area, reconstructed from the original foundation up and thoughtfully designed for modern living. This impressive 4-bedroom, 3.5-bath home offers a fresh, elevated feel throughout, beginning with 9ft ceiling open main level anchored by a beautifully designed Fabuwood kitchen, spacious living and dining areas, and a flexible main-floor bedroom or private office. Upstairs, the primary suite features a spa-inspired wet room, while the additional bedrooms are served by a spacious Jack-and-Jill bath and convenient second-floor laundry. The third floor adds a huge family room with its own full bath-ideal for guests, movie nights, a playroom or private retreat. A finished basement provides even more space for recreation, fitness or everyday living. Just minutes from Fairfield University, downtown Fairfield, Metro-North, beaches, shopping, dining and commuter routes. A welcoming covered front porch and rear deck extend the living space outdoors, while the home's thoughtful layout, generous room sizes and multiple living areas offer the flexibility today's buyers are looking for. From the main-level office/bedroom to the upper-level family room and finished lower level, there is space here to live, work, gather and unwind. A rare opportunity to own a nearly new home in one of Fairfield's most convenient neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 24211703 MLS

COMING SOON - Essentially a brand-new home in Fairfield's sought-after University area, reconstructed from the original foundation up and thoughtfully designed for modern living. This impressive 4-bedroom, 3.5-bath home offers a fresh, elevated feel throughout, beginning with 9ft ceiling open main level anchored by a beautifully designed Fabuwood kitchen, spacious living and dining areas, and a flexible main-floor bedroom or private office. Upstairs, the primary suite features a spa-inspired wet room, while the additional bedrooms are served by a spacious Jack-and-Jill bath and convenient second-floor laundry. The third floor adds a huge family room with its own full bath-ideal for guests, movie nights, a playroom or private retreat. A finished basement provides even more space for recreation, fitness or everyday living. Just minutes from Fairfield University, downtown Fairfield, Metro-North, beaches, shopping, dining and commuter routes. A welcoming covered front porch and rear deck extend the living space outdoors, while the home's thoughtful layout, generous room sizes and multiple living areas offer the flexibility today's buyers are looking for. From the main-level office/bedroom to the upper-level family room and finished lower level, there is space here to live, work, gather and unwind. A rare opportunity to own a nearly new home in one of Fairfield's most convenient neighborhoods.

270 Andrassy Ave, Fairfield

$1,875,000

This light-filled contemporary work of art is a unique find in an unmatched setting, pairing privacy and peacefulness with modern functionality and a convenient location. Set back 500 feet from Cross Highway, where Fairfield meets Westport, the long lighted driveway takes you past a serene pond, filled with turtle and frequented by egrets, a nature preserve to enjoy from the elevated deck while drinking morning coffee or watching the sunset. The 4,000 sq ft living space, set on 2.75 acres, offers a much larger canvas given over to 22 ft ceilings and large windows that bring the outside in. Extensively renovated over the past 2 years, the home is ready for your personal touches, with a long list of new bathrooms, new roof, a re-imagined front entrance with custom metal roof and stately steps to a bluestone platform and sitting walls of granite. The first floor primary suite boasts a large WIC with large spa bathroom, with sliders that open to a new bluestone patio, free form pool and tennis court. The round room is a private family room, with custom barn door, off the large open-plan living room. A beautiful spiral staircase takes you to the large round bedroom, ensuite, and over to the twin bedrooms and jack and jill bathroom. All new baths. New large tiger wood deck 10x22' leads from the twin rooms directly to the pool. A Chef's kitchen awaits up a few steps to the dining area and a deck off the kitchen with new trek flooring, turning the kitchen into an entertainment hub.

4 Beds ⋅ 5 Baths ⋅ 24211474 MLS

This light-filled contemporary work of art is a unique find in an unmatched setting, pairing privacy and peacefulness with modern functionality and a convenient location. Set back 500 feet from Cross Highway, where Fairfield meets Westport, the long lighted driveway takes you past a serene pond, filled with turtle and frequented by egrets, a nature preserve to enjoy from the elevated deck while drinking morning coffee or watching the sunset. The 4,000 sq ft living space, set on 2.75 acres, offers a much larger canvas given over to 22 ft ceilings and large windows that bring the outside in. Extensively renovated over the past 2 years, the home is ready for your personal touches, with a long list of new bathrooms, new roof, a re-imagined front entrance with custom metal roof and stately steps to a bluestone platform and sitting walls of granite. The first floor primary suite boasts a large WIC with large spa bathroom, with sliders that open to a new bluestone patio, free form pool and tennis court. The round room is a private family room, with custom barn door, off the large open-plan living room. A beautiful spiral staircase takes you to the large round bedroom, ensuite, and over to the twin bedrooms and jack and jill bathroom. All new baths. New large tiger wood deck 10x22' leads from the twin rooms directly to the pool. A Chef's kitchen awaits up a few steps to the dining area and a deck off the kitchen with new trek flooring, turning the kitchen into an entertainment hub.

2177 Cross Hwy, Fairfield