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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

$825,000

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

$499,000

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

$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 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, 3 additional en-suite Bedrooms and a large Bonus/Play Room. A sizeable third floor Craft/Office/Multipurpose Room provides exceptional flexibility including possible 5th Br. The home's striking appeal continues in the finished walk out lower level with mirror walled Gym and impressive Media & Game Room with fpl and fully equipped Bar with wine cooler, ice maker and double drawer beverage 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 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, 3 additional en-suite Bedrooms and a large Bonus/Play Room. A sizeable third floor Craft/Office/Multipurpose Room provides exceptional flexibility including possible 5th Br. The home's striking appeal continues in the finished walk out lower level with mirror walled Gym and impressive Media & Game Room with fpl and fully equipped Bar with wine cooler, ice maker and double drawer beverage 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

$1,399,000

Nestled on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, this timeless Colonial combines the feel of new construction with exceptional character & craftsmanship. Completed in late 2022, this nearly 3,400 SF, 4-bed, 2.5-bath home is filled with natural light & elevated by custom millwork, shiplap, steel railings & thoughtful architectural details. The open first floor features 9' ceilings and a gourmet kitchen w/ custom cabinetry, quartz countertops and high-end appliances, flowing seamlessly to the family room anchored by a gas fireplace. Sliding French doors open to an AZEK deck and manicured, level lawn, creating an ideal setting for indoor/outdoor entertaining & everyday living. A generous dining room, w/ custom built accent wall, is perfect for holidays or casual gatherings, while the spacious, thoughtfully designed mudroom connects directly to the attached 2-car garage. Upstairs, the impressive Primary Suite features 2 walk-in closets, including a custom dressing closet, and spa-like bath w/ soaking tub & glass shower. 3 add'l bedrooms, all w/ walk-in closets, plus a 4-piece hall bath & dedicated laundry complete the 2nd floor. The beautifully finished lower level offers a private home office and flexible recreation/bonus room. An incredibly convenient location ideal for commuters. Walkable to Fairfield Metro, Whole Foods, Jennings Beach, shops and restaurants. Incredible storage, functionality, efficiency and design detail sets this home apart.

4 Beds ⋅ 3 Baths ⋅ 24212212 MLS

Nestled on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, this timeless Colonial combines the feel of new construction with exceptional character & craftsmanship. Completed in late 2022, this nearly 3,400 SF, 4-bed, 2.5-bath home is filled with natural light & elevated by custom millwork, shiplap, steel railings & thoughtful architectural details. The open first floor features 9' ceilings and a gourmet kitchen w/ custom cabinetry, quartz countertops and high-end appliances, flowing seamlessly to the family room anchored by a gas fireplace. Sliding French doors open to an AZEK deck and manicured, level lawn, creating an ideal setting for indoor/outdoor entertaining & everyday living. A generous dining room, w/ custom built accent wall, is perfect for holidays or casual gatherings, while the spacious, thoughtfully designed mudroom connects directly to the attached 2-car garage. Upstairs, the impressive Primary Suite features 2 walk-in closets, including a custom dressing closet, and spa-like bath w/ soaking tub & glass shower. 3 add'l bedrooms, all w/ walk-in closets, plus a 4-piece hall bath & dedicated laundry complete the 2nd floor. The beautifully finished lower level offers a private home office and flexible recreation/bonus room. An incredibly convenient location ideal for commuters. Walkable to Fairfield Metro, Whole Foods, Jennings Beach, shops and restaurants. Incredible storage, functionality, efficiency and design detail sets this home apart.

41 Reynolds Dr, 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

$725,000

667 Melville Avenue is a well-priced opportunity for today's busy households. Located in the convenient, desirable neighborhood of Stratfield, this sunny Colonial offers a versatile floorplan that ensures effortless entertaining and a breezy daily lifestyle. With spacious rooms, hardwood floors and a neutral pallet, the Living Room with gas fireplace flows seamlessly into the Dining Room with sliders that open to an expansive deck. Gorgeous updates in the Eat-In Kitchen with pantry include quartz countertops, a gleaming porcelain tile backsplash and new GE range with Smart oven. Upstairs, the Primary Bedroom ensuite offers an airy sanctuary with cathedral ceiling & two walk-in closets. Two more good-sized Bedrooms & another Full Bath complete the upper level. The huge, newly updated Basement with wet bar and lower patio walk-out offers a flexible Family Room and/or WFH Office. Enjoy easy indoor/outdoor living on both levels, ideal for dining or simply unwinding after a long day. The fenced, shady lawn has areas for play and two stone-walled terraces are a gardener's dream! Attached two-car garage walks groceries right in to the Kitchen. Enjoy living near parks, golf courses, popular shopping, gyms & dining options. Short walk to schools! Commuters will love easy access to two Fairfield train stations, I-95 & the Merritt Pkwy. Enjoy classic charm, convenience & unlimited potential. Bring your decor ideas and settle in to this move-in-ready home in time for the holidays!

3 Beds ⋅ 3 Baths ⋅ 24209771 MLS

667 Melville Avenue is a well-priced opportunity for today's busy households. Located in the convenient, desirable neighborhood of Stratfield, this sunny Colonial offers a versatile floorplan that ensures effortless entertaining and a breezy daily lifestyle. With spacious rooms, hardwood floors and a neutral pallet, the Living Room with gas fireplace flows seamlessly into the Dining Room with sliders that open to an expansive deck. Gorgeous updates in the Eat-In Kitchen with pantry include quartz countertops, a gleaming porcelain tile backsplash and new GE range with Smart oven. Upstairs, the Primary Bedroom ensuite offers an airy sanctuary with cathedral ceiling & two walk-in closets. Two more good-sized Bedrooms & another Full Bath complete the upper level. The huge, newly updated Basement with wet bar and lower patio walk-out offers a flexible Family Room and/or WFH Office. Enjoy easy indoor/outdoor living on both levels, ideal for dining or simply unwinding after a long day. The fenced, shady lawn has areas for play and two stone-walled terraces are a gardener's dream! Attached two-car garage walks groceries right in to the Kitchen. Enjoy living near parks, golf courses, popular shopping, gyms & dining options. Short walk to schools! Commuters will love easy access to two Fairfield train stations, I-95 & the Merritt Pkwy. Enjoy classic charm, convenience & unlimited potential. Bring your decor ideas and settle in to this move-in-ready home in time for the holidays!

667 Melville Ave, Fairfield

$1,459,000

Welcome home to 241 Hemlock Hills Road South, a New England charmer nestled on a quiet cul-de-sac and set on a peaceful, private 2+ acre lot. Move-in-ready and filled with warmth, this spacious home offers 10 generously sized rooms across three levels of living. Natural light fills each room through numerous windows, framing beautiful views of the surrounding mature landscaping and surroundings. Standout features include four wood-burning fireplaces, hardwood flooring throughout, custom built-ins, and a thoughtfully designed floor plan that provides a great flow for entertaining as well as everyday living. The second level features four bedrooms, including the spacious primary suite, creating a convenient and comfortable bedroom layout. Step outside to the oversized deck and enjoy the tranquility of this expansive property, where beautiful wild life, mature plantings, and visiting birds create a truly peaceful setting. And while the property feels wonderfully private and tucked away, it is remarkably convenient-just moments from the elementary school, parks, Audubon Society, town center, and shopping. Life feels a little easier here. Enjoy the space, privacy, features, and natural beauty of this special home while creating lasting memories for years to come.

4 Beds ⋅ 3 Baths ⋅ 24211408 MLS

Welcome home to 241 Hemlock Hills Road South, a New England charmer nestled on a quiet cul-de-sac and set on a peaceful, private 2+ acre lot. Move-in-ready and filled with warmth, this spacious home offers 10 generously sized rooms across three levels of living. Natural light fills each room through numerous windows, framing beautiful views of the surrounding mature landscaping and surroundings. Standout features include four wood-burning fireplaces, hardwood flooring throughout, custom built-ins, and a thoughtfully designed floor plan that provides a great flow for entertaining as well as everyday living. The second level features four bedrooms, including the spacious primary suite, creating a convenient and comfortable bedroom layout. Step outside to the oversized deck and enjoy the tranquility of this expansive property, where beautiful wild life, mature plantings, and visiting birds create a truly peaceful setting. And while the property feels wonderfully private and tucked away, it is remarkably convenient-just moments from the elementary school, parks, Audubon Society, town center, and shopping. Life feels a little easier here. Enjoy the space, privacy, features, and natural beauty of this special home while creating lasting memories for years to come.

241 Hemlock Hills Rd S, 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

$1,180,000

Welcome to this inviting move in ready three-bedroom home in a desirable Fairfield Southport, where comfortable living, thoughtful updates, and everyday convenience meet together. Set in a peaceful residential neighborhood, this home offers a wonderful balance of privacy and accessibility to both Fairfield's and Westport shopping, dining, parks. Fairfield's vibrant town amenities beaches, and train station all within easy reach. Step inside to bright, welcoming living spaces designed for both everyday life and entertaining. The open kitchen serves as the heart of the home, featuring granite countertops and a seamless connection to the adjoining living and dining areas. The open layout creates an easy flow for gatherings while allowing natural light to move throughout the main living spaces. Three comfortable bedrooms provide flexibility for family and guests. Radiant heat in both family room and sunroom. The finished basement adds valuable additional living space with playroom, home office, sunroom or media area-offering plenty of room to suitable lifestyle. Enjoy the outdoor patio with peaceful surroundings, providing a wonderful setting for dining, gardening, play, or simply relaxing. The combination of a comfortable interior, flexible finished lower level, and convenient Fairfield location makes this home a great opportunity for those looking to enjoy all that the Southport community has to offer.

3 Beds ⋅ 2 Baths ⋅ 24211192 MLS

Welcome to this inviting move in ready three-bedroom home in a desirable Fairfield Southport, where comfortable living, thoughtful updates, and everyday convenience meet together. Set in a peaceful residential neighborhood, this home offers a wonderful balance of privacy and accessibility to both Fairfield's and Westport shopping, dining, parks. Fairfield's vibrant town amenities beaches, and train station all within easy reach. Step inside to bright, welcoming living spaces designed for both everyday life and entertaining. The open kitchen serves as the heart of the home, featuring granite countertops and a seamless connection to the adjoining living and dining areas. The open layout creates an easy flow for gatherings while allowing natural light to move throughout the main living spaces. Three comfortable bedrooms provide flexibility for family and guests. Radiant heat in both family room and sunroom. The finished basement adds valuable additional living space with playroom, home office, sunroom or media area-offering plenty of room to suitable lifestyle. Enjoy the outdoor patio with peaceful surroundings, providing a wonderful setting for dining, gardening, play, or simply relaxing. The combination of a comfortable interior, flexible finished lower level, and convenient Fairfield location makes this home a great opportunity for those looking to enjoy all that the Southport community has to offer.

228 Woodrow Ave, Fairfield

$549,900

Attention Investors, Contractors & Flippers! Excellent opportunity in a desirable and sought-after area! This 3-bedroom, 3-bath home with a detached 2-car garage is already halfway through the renovation process, giving the next owner a great head start. Much of the heavy work has already been completed, including all demolition, new electrical wiring, and most of the new plumbing. Now it's ready for someone with vision to step in, complete the renovation, and bring this property back to liThe seller originally intended to finish the project but became involved in a larger renovation project and simply does not have the time to complete this one. A great opportunity for an investor, contractor, or flipper looking to take over a project where much of the initial work is already behind you. Finish it to your specifications and unlock the property's full potential. Bring your contractor, your ideas, and your finishing touches - the hard part has already been started!

3 Beds ⋅ 2 Baths ⋅ 24211102 MLS

Attention Investors, Contractors & Flippers! Excellent opportunity in a desirable and sought-after area! This 3-bedroom, 3-bath home with a detached 2-car garage is already halfway through the renovation process, giving the next owner a great head start. Much of the heavy work has already been completed, including all demolition, new electrical wiring, and most of the new plumbing. Now it's ready for someone with vision to step in, complete the renovation, and bring this property back to liThe seller originally intended to finish the project but became involved in a larger renovation project and simply does not have the time to complete this one. A great opportunity for an investor, contractor, or flipper looking to take over a project where much of the initial work is already behind you. Finish it to your specifications and unlock the property's full potential. Bring your contractor, your ideas, and your finishing touches - the hard part has already been started!

33 Melville Ave, Fairfield

$2,199,999

Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms, 5 full and 2 half baths. This offers flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

6 Beds ⋅ 7 Baths ⋅ 24211148 MLS

Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms, 5 full and 2 half baths. This offers flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

$1,795,000

Vacation living, every day of the year. This move-in ready 4-bedroom home sits on a quiet street in Fairfield's coveted beach area, right on a tidal creek with its own private dock. 73 Old Dam offers the best of both worlds: the magic of waterside living, with Fairfield Beach standing as a natural barrier against the open Sound. Water views throughout, and the upper-level primary suite faces the creek and opens onto a private deck. Sun-filled rooms flow easily for entertaining, and a detached garage adds storage and flexibility. The perfect setting to entertain guests and family inside and out with elevated decks, a larger than expected yard, and a waterside deck to enjoy the sunset. Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

4 Beds ⋅ 3 Baths ⋅ 24210949 MLS

Vacation living, every day of the year. This move-in ready 4-bedroom home sits on a quiet street in Fairfield's coveted beach area, right on a tidal creek with its own private dock. 73 Old Dam offers the best of both worlds: the magic of waterside living, with Fairfield Beach standing as a natural barrier against the open Sound. Water views throughout, and the upper-level primary suite faces the creek and opens onto a private deck. Sun-filled rooms flow easily for entertaining, and a detached garage adds storage and flexibility. The perfect setting to entertain guests and family inside and out with elevated decks, a larger than expected yard, and a waterside deck to enjoy the sunset. Directly across the creek is a private association dock at 1702 Fairfield Beach Rd and gated path to access with beach access at 1701 Fairfield Beach Rd. Explore the neighborhood's open space and walking trails, including paths leading to Pine Creek beach. Walk to amenities including beaches, par-3 golf course, and tennis facilities, providing a perfect blend of outdoor recreation and relaxation in a beautiful coastal setting. Minutes to vibrant Fairfield town center as well as scenic Southport village & harbor. Waterfront community 50 miles from NYC offering coastal charm, historic preservation, wonderful dining, shopping & arts.

73 Old Dam Rd, Fairfield

$845,000

From the moment you pull into the cul-de-sac at 38 Reynolds Drive, this charming colonial greets you with a genuine sense of home. It is a picture perfect setting where light filled spaces and an effortless room to room flow immediately make you want to stay a while. A welcoming front living room provides an inviting initial space for relaxed conversation. At the heart of the residence is an expansive family room featuring soaring vaulted ceilings, a wood burning fireplace, custom built ins, and walls of windows that bring in incredible natural light. French doors open to a wraparound deck and a private, fenced yard framed by mature landscaping. The kitchen serves as a central highlight, crafted with custom cabinetry, sleek granite surfaces, under cabinet lighting, and stainless steel appliances. Adjacent to the kitchen is a versatile formal dining space, currently outfitted as a dedicated home office, offering the flexibility to suit your lifestyle needs. Upstairs, the primary bedroom offers a newly renovated en-suite bath featuring a gorgeous tiled shower with glass doors and stylish new tile flooring. Completing the upper level are 2 well appointed bedrooms and a shared full bath. A full walk up attic for storage and offers potential to finish space as your needs evolve. Every detail has been curated for comfort, plus a prime location just minutes from local parks, top rated schools, shopping and the train, perfectly pairing peaceful serenity with Fairfield convenience.

3 Beds ⋅ 3 Baths ⋅ 24210126 MLS

From the moment you pull into the cul-de-sac at 38 Reynolds Drive, this charming colonial greets you with a genuine sense of home. It is a picture perfect setting where light filled spaces and an effortless room to room flow immediately make you want to stay a while. A welcoming front living room provides an inviting initial space for relaxed conversation. At the heart of the residence is an expansive family room featuring soaring vaulted ceilings, a wood burning fireplace, custom built ins, and walls of windows that bring in incredible natural light. French doors open to a wraparound deck and a private, fenced yard framed by mature landscaping. The kitchen serves as a central highlight, crafted with custom cabinetry, sleek granite surfaces, under cabinet lighting, and stainless steel appliances. Adjacent to the kitchen is a versatile formal dining space, currently outfitted as a dedicated home office, offering the flexibility to suit your lifestyle needs. Upstairs, the primary bedroom offers a newly renovated en-suite bath featuring a gorgeous tiled shower with glass doors and stylish new tile flooring. Completing the upper level are 2 well appointed bedrooms and a shared full bath. A full walk up attic for storage and offers potential to finish space as your needs evolve. Every detail has been curated for comfort, plus a prime location just minutes from local parks, top rated schools, shopping and the train, perfectly pairing peaceful serenity with Fairfield convenience.

38 Reynolds Dr, Fairfield

$879,000

This beautifully updated Cape Cod home offers 3 bedrooms and 3 full updated baths. The home features central air conditioning, newer windows and doors, and hardwood floors throughout. The renovated eat-in kitchen with center island has stainless-steel appliances and provides great space for everyday meals, while the formal dining room offers additional space for special gatherings. The walk-out finished basement includes a convenient washer and dryer and also provides versatile additional living space. Outside, enjoy the spacious, level yard. Walking distance to the elementary school. Home warranty to the buyer for one year included.

3 Beds ⋅ 3 Baths ⋅ 24210782 MLS

This beautifully updated Cape Cod home offers 3 bedrooms and 3 full updated baths. The home features central air conditioning, newer windows and doors, and hardwood floors throughout. The renovated eat-in kitchen with center island has stainless-steel appliances and provides great space for everyday meals, while the formal dining room offers additional space for special gatherings. The walk-out finished basement includes a convenient washer and dryer and also provides versatile additional living space. Outside, enjoy the spacious, level yard. Walking distance to the elementary school. Home warranty to the buyer for one year included.

71 Country Rd, Fairfield

$929,000

Nestled in Fairfield's coveted, walkable Stratfield neighborhood, complete with sidewalks, this turnkey home seamlessly blends timeless architectural character with extensive modern updates. Storybook worthy house and grounds feature a charming front porch, a private backyard with newer bluestone patio, perennial gardens and stone wall, plus a sourwood tree that turns a beautiful pink in late autumn. Spanning four finished levels, the home offers 4 spacious bedrooms and 2.5 recently updated baths, one with radiant heat flooring. The main level showcases beautiful woodwork, built-ins, moldings and hardwood floors, along with a front-to-back family room with gas fireplace for cozy gatherings, elegant dining room with charming butler's pantry and inviting kitchen with breakfast area, abundant cabinetry and granite island. The private Primary Suite includes its own bath. A finished third floor with walk-in closet provides flexible space for an office, guests or playroom, while the finished lower level with new closets suits a gym or media. Outside, new fencing creates a private oasis surrounding the bluestone patio and perennial gardens. Recent improvements include new roofs on the home and detached garage, high-efficiency boiler with tankless hot water, garage door and floor, appliances, fencing and flooring. Minutes to shopping, restaurants, Lincoln Park playground and more, 36 Brooklawn Parkway is a true turnkey jewel. Nothing to do, but move in and decorate for the holidays!

4 Beds ⋅ 3 Baths ⋅ 24201679 MLS

Nestled in Fairfield's coveted, walkable Stratfield neighborhood, complete with sidewalks, this turnkey home seamlessly blends timeless architectural character with extensive modern updates. Storybook worthy house and grounds feature a charming front porch, a private backyard with newer bluestone patio, perennial gardens and stone wall, plus a sourwood tree that turns a beautiful pink in late autumn. Spanning four finished levels, the home offers 4 spacious bedrooms and 2.5 recently updated baths, one with radiant heat flooring. The main level showcases beautiful woodwork, built-ins, moldings and hardwood floors, along with a front-to-back family room with gas fireplace for cozy gatherings, elegant dining room with charming butler's pantry and inviting kitchen with breakfast area, abundant cabinetry and granite island. The private Primary Suite includes its own bath. A finished third floor with walk-in closet provides flexible space for an office, guests or playroom, while the finished lower level with new closets suits a gym or media. Outside, new fencing creates a private oasis surrounding the bluestone patio and perennial gardens. Recent improvements include new roofs on the home and detached garage, high-efficiency boiler with tankless hot water, garage door and floor, appliances, fencing and flooring. Minutes to shopping, restaurants, Lincoln Park playground and more, 36 Brooklawn Parkway is a true turnkey jewel. Nothing to do, but move in and decorate for the holidays!

36 Brooklawn Pkwy, Fairfield

$1,195,000

This is a truly must-see home! A modernized Mid-Century Contemporary residence with a peaceful babbling brook view, offering 3 bedrooms and 3 full bathrooms in a condition that feels as close to new construction as possible. The home features all-new hardwood floors, 9-foot ceilings, and dramatic floor-to-ceiling windows that fill the space with natural light. A striking stone fireplace anchors the living room, while the main level also includes a convenient laundry/mudroom and a bright breakfast room. Outdoor living is elevated with two spacious decks and a patio overlooking the serene setting. The lower-level family room offers an additional fireplace, creating a warm and inviting retreat. Practical upgrades include a new driveway, new split-system air conditioning throughout, a new roof, 200-amp electrical service, and two sheds for extra storage. The primary suite features a walk-in closet with custom built-ins. Adding even more versatility, the attached upper-level space above the two-car garage provides an additional 625 square feet bringing the total to 2794 sq ft. with a full kitchen, full bath, and in-unit washer/dryer-for a possible au pair, office, or in-law suite. Owner/Agent.

3 Beds ⋅ 3 Baths ⋅ 24210173 MLS

This is a truly must-see home! A modernized Mid-Century Contemporary residence with a peaceful babbling brook view, offering 3 bedrooms and 3 full bathrooms in a condition that feels as close to new construction as possible. The home features all-new hardwood floors, 9-foot ceilings, and dramatic floor-to-ceiling windows that fill the space with natural light. A striking stone fireplace anchors the living room, while the main level also includes a convenient laundry/mudroom and a bright breakfast room. Outdoor living is elevated with two spacious decks and a patio overlooking the serene setting. The lower-level family room offers an additional fireplace, creating a warm and inviting retreat. Practical upgrades include a new driveway, new split-system air conditioning throughout, a new roof, 200-amp electrical service, and two sheds for extra storage. The primary suite features a walk-in closet with custom built-ins. Adding even more versatility, the attached upper-level space above the two-car garage provides an additional 625 square feet bringing the total to 2794 sq ft. with a full kitchen, full bath, and in-unit washer/dryer-for a possible au pair, office, or in-law suite. Owner/Agent.

128 Linley Dr, Fairfield

$750,000

Welcome to this sunny and spacious colonial located in the heart of Fairfield! This totally renovated house is everything you would wish for to call it home. Newer kitchen with quartz countertop and appliances, newer bathrooms, newer hardwood floors on main level, newer carpet on second level, newer siding, newer roof, newer central air/ HVAC unit, and so much more to list. 5 bedrooms with an additional small room that can be used as a guest room, office, or play den. The spacious family room has a slider door that leads to a generous sized deck that overlooks the yard and is ready for you to host your family and friends gathering for a BBQ! BONUS walk out partially finished basement that can be transformed into a gym, mancave, or au pair/guest/in-law suite. The options are endless! Conveniently located just minutes to Black Rock Turnpike and other major roadways which makes it easy to access shopping, dining, commuting, Fairfield public schools, Fairfield parks and beaches, and all that Fairfield has to offer! Come see for yourself! One of the agents is the owner of the property.

5 Beds ⋅ 2 Baths ⋅ 24204383 MLS

Welcome to this sunny and spacious colonial located in the heart of Fairfield! This totally renovated house is everything you would wish for to call it home. Newer kitchen with quartz countertop and appliances, newer bathrooms, newer hardwood floors on main level, newer carpet on second level, newer siding, newer roof, newer central air/ HVAC unit, and so much more to list. 5 bedrooms with an additional small room that can be used as a guest room, office, or play den. The spacious family room has a slider door that leads to a generous sized deck that overlooks the yard and is ready for you to host your family and friends gathering for a BBQ! BONUS walk out partially finished basement that can be transformed into a gym, mancave, or au pair/guest/in-law suite. The options are endless! Conveniently located just minutes to Black Rock Turnpike and other major roadways which makes it easy to access shopping, dining, commuting, Fairfield public schools, Fairfield parks and beaches, and all that Fairfield has to offer! Come see for yourself! One of the agents is the owner of the property.

127 Jennings Rd, Fairfield

$599,900

Welcome to 71 School Street! This charming two bedroom cape is nestled in a desirable Fairfield neighborhood. This inviting home offers classic Cape character and is a pleasure to show! The main level features a remodeled eat in kitchen with stainless steel appliances, a welcoming living room with plantation shutters, formal dining room and/or could be a third bedroom, and a remodeled full bath. There are two appointed bedrooms on the second floor. There is a two car attached garage with ample storage, and a level fenced in backyard with a firepit for all of your outdoor entertainment. Gleaming hardwood floors throughout, newer 30 year architectural roof, and fully paid off solar panels for maximum energy efficiency. Located close to Fairfield beaches, shopping, restaurants, train station, and downtown, this home combines the appeal of a classic Cape with the convenience of an established Fairfield location. A wonderful opportunity for buyers looking for charm, location, and the opportunity to create a home of their own! Put this home on your short list of homes to see!

2 Beds ⋅ 1 Baths ⋅ 24209129 MLS

Welcome to 71 School Street! This charming two bedroom cape is nestled in a desirable Fairfield neighborhood. This inviting home offers classic Cape character and is a pleasure to show! The main level features a remodeled eat in kitchen with stainless steel appliances, a welcoming living room with plantation shutters, formal dining room and/or could be a third bedroom, and a remodeled full bath. There are two appointed bedrooms on the second floor. There is a two car attached garage with ample storage, and a level fenced in backyard with a firepit for all of your outdoor entertainment. Gleaming hardwood floors throughout, newer 30 year architectural roof, and fully paid off solar panels for maximum energy efficiency. Located close to Fairfield beaches, shopping, restaurants, train station, and downtown, this home combines the appeal of a classic Cape with the convenience of an established Fairfield location. A wonderful opportunity for buyers looking for charm, location, and the opportunity to create a home of their own! Put this home on your short list of homes to see!

71 School St, Fairfield

$974,000

Welcome to an exceptional Fairfield home where thoughtful updates, beautiful spaces & an incredible lifestyle come together. This stunning, turnkey ranch offers 4 bedrooms, 2.5 baths, hardwood floors, abundant natural light & an ideal location minutes from beaches, shopping, dining, train, & major commuter routes. The showstopping second-floor primary suite is a private retreat featuring skylights, spacious sitting area, gorgeous full bath with double vanity, glass-enclosed shower, dressing area, & massive closets. The main level features 3 generously sized bedrooms, 1.5 baths, formal dining room, family room + an impressive eat-in kitchen with granite countertops and SS appliances. A beautiful year-round sunroom overlooks the spectacular fully fenced level backyard & opens directly to the deck. With garden area + plenty of space for entertaining, relaxing, pets, and play, this backyard is truly special. Recent improvements include a new roof, new kitchen appliances + a brand-new two-zone heat pump system for efficient heating & cooling. Solar panels offer substantial monthly savings. The enormous unfinished basement provides exceptional storage & tremendous potential for whatever your lifestyle requires. 2 car garage adds even more convenience. Set in a wonderful Fairfield neighborhood with top-rated schools and easy access to Ward High School, this is a rare opportunity to enjoy a beautifully updated home where the major work has already been done. Simply move in and enjoy!

4 Beds ⋅ 3 Baths ⋅ 24207316 MLS

Welcome to an exceptional Fairfield home where thoughtful updates, beautiful spaces & an incredible lifestyle come together. This stunning, turnkey ranch offers 4 bedrooms, 2.5 baths, hardwood floors, abundant natural light & an ideal location minutes from beaches, shopping, dining, train, & major commuter routes. The showstopping second-floor primary suite is a private retreat featuring skylights, spacious sitting area, gorgeous full bath with double vanity, glass-enclosed shower, dressing area, & massive closets. The main level features 3 generously sized bedrooms, 1.5 baths, formal dining room, family room + an impressive eat-in kitchen with granite countertops and SS appliances. A beautiful year-round sunroom overlooks the spectacular fully fenced level backyard & opens directly to the deck. With garden area + plenty of space for entertaining, relaxing, pets, and play, this backyard is truly special. Recent improvements include a new roof, new kitchen appliances + a brand-new two-zone heat pump system for efficient heating & cooling. Solar panels offer substantial monthly savings. The enormous unfinished basement provides exceptional storage & tremendous potential for whatever your lifestyle requires. 2 car garage adds even more convenience. Set in a wonderful Fairfield neighborhood with top-rated schools and easy access to Ward High School, this is a rare opportunity to enjoy a beautifully updated home where the major work has already been done. Simply move in and enjoy!

211 Old Farm Rd, Fairfield

$1,049,000

Step into this charming expanded Cape, ideally located on a quiet cul-de-sac in the heart of the coveted South Pine Creek beach area. Filled with warmth and character, this inviting four-bedroom, two-bath home is move-in ready while offering wonderful potential to expand in the future. Set on a flat .22-acre parcel, the property provides a fantastic opportunity in one of Fairfield's most desirable coastal neighborhoods. Inside, an open living and dining space creates an easy, comfortable flow, with sliders offering views and direct access to the backyard. The bright white kitchen features an eat-in area and convenient mudroom space. A first-floor bedroom and full bath provide flexibility for guests, a home office, or main-level living. Upstairs, the spacious primary bedroom offers generous closet space and is joined by two additional bedrooms and a beautifully renovated full bath. The finished lower level provides additional flexible living space, ideal for a playroom, home office, gym, media room, or bonus room. Enjoy the best of the Fairfield beach lifestyle with the beach, town, restaurants, shops, and train all within easy reach. A charming, happy home in a truly fantastic location!

4 Beds ⋅ 2 Baths ⋅ 24205924 MLS

Step into this charming expanded Cape, ideally located on a quiet cul-de-sac in the heart of the coveted South Pine Creek beach area. Filled with warmth and character, this inviting four-bedroom, two-bath home is move-in ready while offering wonderful potential to expand in the future. Set on a flat .22-acre parcel, the property provides a fantastic opportunity in one of Fairfield's most desirable coastal neighborhoods. Inside, an open living and dining space creates an easy, comfortable flow, with sliders offering views and direct access to the backyard. The bright white kitchen features an eat-in area and convenient mudroom space. A first-floor bedroom and full bath provide flexibility for guests, a home office, or main-level living. Upstairs, the spacious primary bedroom offers generous closet space and is joined by two additional bedrooms and a beautifully renovated full bath. The finished lower level provides additional flexible living space, ideal for a playroom, home office, gym, media room, or bonus room. Enjoy the best of the Fairfield beach lifestyle with the beach, town, restaurants, shops, and train all within easy reach. A charming, happy home in a truly fantastic location!

97 Gorham Rd, Fairfield

$1,150,000

11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fence framing the front of the property. Best of all is the location: tucked away on a peaceful street while still within an easy walk of town, the train, and beaches. Move-in ready and ideally situated, 11 Oldfield Drive is a wonderful opportunity to enjoy the best of Fairfield living.

4 Beds ⋅ 2 Baths ⋅ 24209127 MLS

11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fence framing the front of the property. Best of all is the location: tucked away on a peaceful street while still within an easy walk of town, the train, and beaches. Move-in ready and ideally situated, 11 Oldfield Drive is a wonderful opportunity to enjoy the best of Fairfield living.

11 Oldfield Dr, Fairfield

$6,499,000

A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

4 Beds ⋅ 5 Baths ⋅ 24207566 MLS

A rare and extraordinary Long Island Sound waterfront estate, offering over half an acre and nearly 100 feet of direct beach frontage across two parcels (1845 & 1859 Ffld Bch Rd). Set along one of Fairfield's most coveted stretches of shoreline, this exceptional property presents a unique opportunity to create a private coastal compound with an abundance of space, water access, and privacy. The expansive 0.55-acre property features a gracious main residence with an airy second floor offering three bedrooms and a bonus room, along with an additional 748 sq ft on the third floor, creating the potential for sweeping Long Island Sound views. The main residence is complemented by a private in-ground pool and a separate two-car garage. Across the property, a creekside boathouse offers an extraordinary additional dimension, featuring a finished studio apartment, a second two-car garage, and a private dock with creek access. A beautifully manicured, fenced-in grassy lot provides an exceptional sense of privacy and offers generous space for outdoor entertaining, recreation, or exploring future possibilities. With its combination of expansive grounds, direct beach frontage, private dock, pool, two separate two-car garages, and versatile additional living space, this is an exceptionally rare waterfront offering. Buyer to perform their own due diligence with the Town of Fairfield regarding all building, renovation, zoning, and waterfront development possibilities.

1859 Fairfield Beach Rd, Fairfield

$1,395,000

NEW PRICE. An exceptional opportunity to own this impeccably maintained, beautifully designed home just moments from town and the beach. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium on .25 acres lot. The homes share no walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

3 Beds ⋅ 4 Baths ⋅ 24209087 MLS

NEW PRICE. An exceptional opportunity to own this impeccably maintained, beautifully designed home just moments from town and the beach. Better than new. Built in 2018 and enhanced with over $175K in recent custom upgrades, this 3-4 bedroom sophisticated three-story residence offers a level of finish, customization and outdoor living rarely found in new construction. Designer interiors feature elevated materials throughout, including a beautifully appointed chef's kitchen and thoughtful custom details. The third-floor flex space offers exceptional versatility for a home office, gym plus guest space or fourth bedroom, with a full bath and additional storage. Outside, lush professionally designed gardens create a private setting with a generous entertaining patio and custom built gas firepit, all backing to beautiful open marshland and nearby walking trails. Ideally located walk/bike to beach and vibrant town center, this impeccable move right-in home combines the look and quality of new construction with the individuality of a custom-built residence. Part of an intimate two-unit condominium on .25 acres lot. The homes share no walls and are connected only by their garages, giving this residence the privacy and feel of a single-family home. No HOA fees. Owners of the two units only share the cost of master insurance policies and certain maintenance expenses.

891 Oldfield Rd, Fairfield

$765,000

***HIGHEST & BEST DUE WEDNESDAY 9/20 AT NOON *** Fully updated and move-in ready, this home sits on a quiet, low-traffic street just minutes from both I-95 and the Merritt Parkway, an ideal setup for commuters who still want a peaceful neighborhood setting. You're right down the street from local schools and just minutes from area shopping. Freshly painted throughout, the home features refinished hardwood floors across the main level, a bright living area, and an eat-in kitchen with a newer sliding door leading out to the deck. Three bedrooms sit on the upper level, including a primary suite with its own private full bath. Downstairs, the finished lower level offers brand-new flooring and a versatile extra room that works perfectly as a home office, home gym, extra storage space, or even a 4th bedroom. Major mechanical updates include a new air handler, condenser, and a backup generator. The absolute highlight of the property is the incredible backyard. Completely flat, fully fenced, and wide open, it offers an exceptionally rare amount of usable space for play, pets, and outdoor entertaining right off the deck.

3 Beds ⋅ 3 Baths ⋅ 24208476 MLS

***HIGHEST & BEST DUE WEDNESDAY 9/20 AT NOON *** Fully updated and move-in ready, this home sits on a quiet, low-traffic street just minutes from both I-95 and the Merritt Parkway, an ideal setup for commuters who still want a peaceful neighborhood setting. You're right down the street from local schools and just minutes from area shopping. Freshly painted throughout, the home features refinished hardwood floors across the main level, a bright living area, and an eat-in kitchen with a newer sliding door leading out to the deck. Three bedrooms sit on the upper level, including a primary suite with its own private full bath. Downstairs, the finished lower level offers brand-new flooring and a versatile extra room that works perfectly as a home office, home gym, extra storage space, or even a 4th bedroom. Major mechanical updates include a new air handler, condenser, and a backup generator. The absolute highlight of the property is the incredible backyard. Completely flat, fully fenced, and wide open, it offers an exceptionally rare amount of usable space for play, pets, and outdoor entertaining right off the deck.

181 Miro St, Fairfield

$2,195,000

Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

5 Beds ⋅ 5 Baths ⋅ 24208162 MLS

Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

2493 Redding Rd, Fairfield

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