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5633 Park Ave, Fairfield
$675,000
2 Beds ⋅ 2 Baths ⋅ 24175534 MLS
Welcome to this charming 2-bedroom, 2-bath ranch nestled privately back from the road on a beautifully manicured lot in sought-after Fairfield. From the moment you arrive, the exceptional curb appeal and lush landscaping set the tone for what awaits inside. The spacious, oversized living room offers the perfect gathering space, while the stunning sunroom bathes the home in natural light - an ideal spot for morning coffee or relaxing any time of day. The formal dining room flows seamlessly into the kitchen, which features modern finishes and an eat-in area. Step outside to enjoy the lovely patio area, perfect for al fresco dining and entertaining. The generously sized, oversized garage provides abundant storage and parking well beyond what most comparable homes offer. Set back from the road for added privacy and tranquility, this home enjoys a wonderfully convenient location with easy access to major commuter routes, shopping, dining, and all that Fairfield has to offer. Whether you're a first-time buyer or looking to downsize without compromise, this move-in ready ranch checks every box.

5633 Park Ave, Fairfield

66 Gate Stone Ln, Fairfield
$2,256,600
4 Beds ⋅ 7 Baths ⋅ 24169966 MLS
Welcome to 66 Gate Stone Lane, a quintessential Connecticut estate in the heart of historic Greenfield Hill. A gated entrance introduces this private 3.8-acre property, ideally positioned at the end of a quiet cul-de-sac among other distinguished homes. A gracious stone path leads to a double-height foyer, setting the tone for the home's refined architectural details and thoughtfully updated interiors. The formal living room features a fireplace, custom built-ins, and French doors opening to an outdoor dining area. A wood-paneled library with parquet floors offers serene views of the garden pond, while the elegant dining room flows seamlessly into a warm and inviting family room with fireplace and direct access to the patio. The home has been extensively and thoughtfully renovated throughout, including a completely redesigned chef's kitchen featuring custom cabinetry, high-end finishes, and the addition of a striking fireplace-creating a true heart-of-the-home gathering space. New hardwood floors run throughout, complemented by updated powder rooms and a state-of-the-art water filtration system. Upstairs, the expansive primary suite has been fully reimagined, offering a luxurious bedroom retreat with built-ins and window seat, along with a spa-caliber bath finished to the highest standard. Three additional guest bedrooms and a versatile additional room with Palladian windows-ideal for office or play-complete the second level.

66 Gate Stone Ln, Fairfield

245 Unquowa Rd Unit 27, Fairfield
$617,000
2 Beds ⋅ 1 Baths ⋅ 24166555 MLS ⋅ Mosswood BLDG.
Welcome to this beautifully updated first-floor residence in the sought-after Mosswood Condominiums. Set within a manicured, park-like setting, the property offers a sense of calm and charm just moments from the heart of town. Ideally located, you can enjoy an easy walk to the train, restaurants, shops, and schools, with beaches, parks, open space, the library, and I-95 all just minutes away. Inside, the home features a bright, updated kitchen with stainless steel appliances and a renovated full bath. Elegant details, including crown-molding, refined trim work, and new doors add a polished touch throughout. Gorgeous hardwood flooring and porcelain tile bring warmth and durability, creating a space that feels both comfortable and well-crafted. The home offers convenient, flexible access with keyless entry through your private patio or via the courtyard front entrance-perfect for both everyday living and welcoming guests.

245 Unquowa Rd Unit 27, Fairfield

823 Oldfield Rd, Fairfield
$1,150,000
3 Beds ⋅ 1 Baths ⋅ 24177027 MLS
Wonderful opportunity in Fairfield's desirable Sasco/Pine Creek Beach neighborhood. This beautifully updated home offers a flexible layout with a first-floor bedroom & bath, expansive backyard, and stunning marsh views. The inviting living room features a fireplace and custom built-ins, while the renovated kitchen opens seamlessly to a sunny family room with direct access to the outdoor living space. The gorgeous backyard includes a spacious patio, built-in grill, thoughtfully curated perennial gardens, and peaceful march views. Recent improvements include new windows, updated lighting, select new appliances, freshly painted exterior, and more. Incredible location with vibrant Fairfield town center, Metro North train, beaches, marina, golf, tennis all within a mile! Enjoy all that Fairfield has to offer - shopping, amazing dining, arts, 2 Universities and the charm of a coastal New England community just 50 miles from NYC.

823 Oldfield Rd, Fairfield

47 Lewis Dr, Fairfield
$500,000
2 Beds ⋅ 2 Baths ⋅ 24171267 MLS
ESTATE SALE, AS IS! Excellent Opportunity to live in a friendly & sweet neighborhood in Fairfield CT! This Split Level home has been owned by the same family since 1971. There is good space but needs an overhaul. *Builders please note home is in A Zone* Bring your creative mind & get ready to make 47 Lewis Drive your new residence. Spacious Enclosed 4 Seasons Porch off Living Room, also accessed from Kitchen, offers additional 192 Square Feet to main level. Upper Level has Full Bath & 2 Bedrooms. Lower Level, additional 480 Square Feet, boasts 2 additional Bedrooms and Half Bath with Laundry Area. 2 Car Garage is accessed in Lower Level. The home's .26 acre property is a delight. Easy access to I-95, Town Trains, Downtown, Beaches, Merritt Parkway and Shopping and Dining.

47 Lewis Dr, Fairfield

160 Fairfield Woods Rd Unit 20, Fairfield
$485,000
2 Beds ⋅ 2 Baths ⋅ 24161643 MLS ⋅ Strathmoor BLDG.
Unique opportunity! These beautiful, coveted condo units in the desirable Stratfield neighborhood of Fairfield almost never come on the market. Why? They are in an awesome location, have very few steps, and have stunning design characteristics, including an interior courtyard (for this unit only, not a common area) bringing light and nature in, a hexagonal living room with fireplace and walls of windows, plus a 2car attached garage with tons of storage. Another appealing feature is it's an end unit: no one is above, below or to one side of this home. Shared amenities include a large, nicely manicured quad, with walkways, fountain and gardens, as well as an in-ground pool for summertime enjoyment. The common charges include many amenities, as well as necessary items, which help keep your costs down: gas for heat, A/C, and cooking, water, sewer, trash, grounds maintenance and pool maintenance! In addition, the purchase and maintenance of windows, HVAC, roof and hot water heater are all the responsibility of the HOA and, thus included in your common charges. Location benefits include convenience to Rte 15, I-95 and Metro North train stations. Public transportation is available and a golf course is close by. You can walk to Owen Fish Park's playground and public tennis courts, or to restaurants, shopping and bank. If you haven't considered condo living in the past, come see this unit! It will change your mind!

160 Fairfield Woods Rd Unit 20, Fairfield

302 High St, Fairfield
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 24153906 MLS
This timeless 2016 Colonial blends classic architecture with upscale modern finishes. Designed for comfortable everyday living, the open-concept interior features custom millwork, shiplap accents, elegant crown molding and hardwood floors. The chef's kitchen serves as the heart of the home, boasting marble countertops, stainless steel appliances, a five-burner gas range, and a spacious center island with seating for four. The main floor flows seamlessly into the adjoining dining room and family room with a cozy gas fireplace. The convenient central vacuum system adds effortless practicality throughout the home. Upstairs, the primary suite offers a refined retreat with a walk-in closet and spa-inspired bath. There are three additional spacious bedrooms, a full bath, and laundry room. The finished lower level provides versatile living space with a media room with stylish bar, play area, full bath, and storage. A walk-up unfinished attic could be used for storage, or potentially a home office or recreation room. Outside, enjoy a beautifully landscaped yard with a patio and pergola, perfect for relaxing or entertaining. 302 High Street is ideally situated near Gould Manor Park, Metro-North train stations, the town's beaches, shopping, and fine dining. A home not to be missed!

302 High St, Fairfield

1373 Mill Plain Rd, Fairfield
$1,230,000
3 Beds ⋅ 2 Baths ⋅ 24172322 MLS
Welcome to this beautifully updated home in a prime Fairfield location-just minutes to top-rated schools, vibrant dining, shopping, cafes, Metro-North train and Fairfield's stunning beaches. Vintage character and thoughtful updates blend seamlessly in this meticulously maintained original farmhouse set back from the road & surrounded by professionally designed landscaping. Timeless details including original wide plank floors & reclaimed barnwood are complemented by modern improvements throughout. The inviting living room features a stone fireplace, while the updated Deane-designed kitchen offers custom cabinetry, limestone countertops, Viking range, Sub-Zero fridge & Miele dishwasher. The kitchen opens to a sun-filled family room overlooking the large private backyard. Two fully renovated bathrooms include a high-end first-floor bath with heated floors, Carrara marble and rainfall shower. Additional highlights include recessed lighting, walk-in closet, a home office & dressing room with laundry. The beautifully landscaped grounds showcase new plantings for a spectacular spring display, framed by cedar fencing. Ideally located: a short walk to Riverfield Elementary and close to town, train & beaches. This is a rare opportunity to own a piece of Fairfield's history with modern comfort.

1373 Mill Plain Rd, Fairfield

126 Ann St, Fairfield
$1,217,000
3 Beds ⋅ 2 Baths ⋅ 24165918 MLS
BEST AND FINAL OFFERS DUE MONDAY 5/27 @ 5PM. Enjoy the best of Fairfield living at 126 Ann Street, ideally located in highly sought-after walkable beachside neighborhood. Just minutes to the train, downtown, and beaches, this charming 3-bedroom, 1 full and 1 half bath Colonial offers an exceptional walk-to-everything lifestyle in a prime commuter location. Built in 1948 and thoughtfully updated the home features 1,515 square feet of inviting living space filled with natural light. The spacious eat-in kitchen is equipped with granite countertops, a center island, and updated appliances, flowing seamlessly into the main living areas for everyday living and entertaining. A well-designed mudroom addition enhances functionality, while a rear deck and workshop provide additional space to relax, work, or create. The finished lower level adds approximately 190 square feet, ideal for a playroom, media space, or home office. The fully fenced yard offers privacy and room for outdoor enjoyment. Move-in ready and full of charm, this home presents a rare opportunity to live in a coveted Fairfield neighborhood with easy walkable access to beaches, town amenities, and the train.

126 Ann St, Fairfield

112 Calico Ln, Fairfield
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 24168777 MLS
Location, location, location! Welcome to this delightful contemporary located at the end of a quiet cul-de-sac in lovely Greenfield Hill. With 4 bedrooms, 2.5 baths and a floor plan offering numerous possibilities for today's living and work lifestyles, this home checks so many boxes. A gracious Living Rm with vaulted ceiling brings the outside in with a wall of windows along the back. Enjoy a lovely view of the trees and backyard as soon as you step in the entry. A formal Dining Rm with built-in buffet and a nice Screened Porch with bluestone floor, also open to the back. The large bright Kitchen has granite countertops, separate island with cooktop, an eat-in Breakfast area, walk-in pantry and new GE Cafe appliances added in the Fall of 2021. Upper level has a Primary Bedroom with a spacious walk-in closet. Prepared to be wowed with the fully updated en-suite bath with soaking tub and separate shower. Two additional bedrooms with a full Bath along with large hallway closets for storage complete the floor. Lower level has a Family Room with wood-burning fireplace and built-in bookshelves. Off this room is the 4th Bedroom, with an Office in back. The finished Basement below offers even more space for play and relaxation. Lovingly cared for by the same family for 25 years, other notable features include a full house generator plumbed to the gas line and a new furnace in October 2020. Ask agent for additional features - you don't want to miss seeing this one!

112 Calico Ln, Fairfield

155 Fairmount Ter, Fairfield
$805,000
3 Beds ⋅ 2 Baths ⋅ 24159734 MLS
Welcome to this charming ranch-style home nestled on a highly desirable, storybook block. Offering 3 spacious bedrooms and 2 full bathrooms, this home blends comfort and style with modern updates throughout. Enjoy a beautifully refreshed kitchen and renovated baths, complemented by stunning wood floors that add warmth and character to every room. Perfect for everyday living and entertaining, the layout provides both functionality and flow. Step outside and take advantage of the unbeatable location-just a short walk to the nearby park, ideal for relaxing strolls, outdoor activities, and enjoying the neighborhood charm. A rare opportunity to own a move-in ready home in a truly special setting-don't miss it!

155 Fairmount Ter, Fairfield

185 Windsor Rd, Fairfield
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24162856 MLS
Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink, and wood-burning fireplace with custom mantle. Sliding French doors open to a large deck overlooking the private, fenced yard. The light-filled family room showcases vaulted ceilings and floor-to-ceiling built-ins, while the spacious dining room opens to both the kitchen and family room - perfect for hosting gatherings. A custom mudroom with built-ins provides excellent storage. The flexible layout includes an en-suite bedroom on the main level ideal for guests or in-laws, plus an additional bedroom and updated full bath. Upstairs, the primary suite features a wall of built-ins and a beautifully updated bath, as well as a 4th bedroom and laundry room. The lower level offers additional living space for a recreation room and gym plus a half bath, ample storage, and direct backyard access. A standout feature is the detached studio, currently used as a home office, with vaulted ceilings, natural wood interior, double French doors, and its own heating and cooling system. Ideally located just minutes from downtown, Metro-North train, beaches and parks, this is Fairfield living at its best!

185 Windsor Rd, Fairfield

70 Meadow Ridge Rd, Fairfield
$2,730,000
6 Beds ⋅ 6 Baths ⋅ 24156627 MLS
Nestled on a picturesque cul-de-sac street in the heart of Southport, 70 Meadow Ridge Rd offers the perfect blend of classic charm and modern convenience. This custom home boasts 6 bedrooms and 5, Bathrooms providing ample space for comfortable living and entertaining. Step inside to discover sun-drenched living spaces featuring gleaming hardwood floors, a cozy fireplace, and an open-concept layout that seamlessly connects the kitchen, dining, and living areas. The chef's kitchen is a dream come true, complete with high-end appliances, quartz countertops, and a spacious island perfect for casual meals or hosting gatherings. The primary suite on both the first and second floors each featuring a spa-like ensuite bathroom and generous closet space. Outside, the meticulously landscaped yard offers a private oasis with a patio, spectacular gunite pool with hot tub, ideal for summer barbecues or quiet mornings with coffee. Located in one of Southport's most desirable neighborhoods, this home is just minutes from the vibrant downtown area, with its charming boutiques, award-winning restaurants, beaches and scenic harbor. Commuters will appreciate the proximity to Metro-North and major highways, while beach lovers will adore being so close to the shores of Long Island Sound. Whether you're looking for a forever home or a weekend retreat, 70 Meadow Ridge Rd delivers the lifestyle you've been dreaming of. Don't miss the opportunity to make it yours!

70 Meadow Ridge Rd, Fairfield

276 Flintlock Rd, Fairfield
$2,505,000
4 Beds ⋅ 5 Baths ⋅ 24172901 MLS
Stunning in Southport! Nestled in a sought-after enclave of quiet streets and cul-de-sacs, lined with blooming Dogwood trees, this beautifully renovated 4 bed, 4.5 bath Colonial is ready to be enjoyed! The dream kitchen boasts a massive island, top of the line appliances, and a large sunny eating area with sliders to the deck! The open kitchen flows to the airy family room, living room and sunroom for gathering and play. Sunny formal dining room, dedicated office with deck access, a powder room, and the smartly designed mudroom round out the gracious first floor. Upstairs, the oversized primary suite features a cathedral ceiling, walk-in closets, and fully renovated cathedral ceiling spa ensuite, with double vanities and soaking tub. Three additional light-filled bedrooms upstairs, one with ensuite, and two share the hall bath. The gorgeous walk out LL has a spacious rec room, gym area, full bath, and ample storage. The fully private back deck is ready for grilling and enjoying the large backyard. Immaculately renovated kitchen and baths, refinished floors and paint, new indoor & outdoor lighting and more. Near Southport and Fairfield shopping, dining, beaches and town amenities!

276 Flintlock Rd, Fairfield

685 Knapps Hwy, Fairfield
$680,000
4 Beds ⋅ 3 Baths ⋅ 24167535 MLS
This historic Fairfield home, originally built in 1917 when the streets were still dirt roads, has been lovingly passed down through generations for over a century. Situated on a prominent corner lot (0.27 acres), it has long stood as a local landmark in this charming coastal town. A complete renovation in 1978 thoughtfully blended its timeless character with modern updates that have been enhanced over the years. Offering approximately 2,550 square feet of living space, this 4-bedroom, 2.5-bath residence features an in-ground pool and a separate studio apartment (additional 450 square feet) in the basement with its own private entrance. While the home is being sold "as-is" and will require some updating, it presents an exceptional opportunity to move in and renovate over time. Set on a spacious lot zoned B, the property may also offer the potential to build a duplex, adding significant long-term value. With its rare combination of history, size, location, and development potential, this is a truly unique offering in Fairfield. Bring your vision and make this special property your own. Click the virtual tour link to view the property.

685 Knapps Hwy, Fairfield

1822 Stratfield Rd, Fairfield
$750,000
4 Beds ⋅ 3 Baths ⋅ 24160869 MLS
Welcome Home! This charming Stratfield colonial is a well kept 4-bedroom, 2.5-bathroom home, perfectly situated in a neighborhood that's close to parks, shopping, schools and highways. It's the ideal mix of everyday comfort and plenty of room to entertain. As you enter, you'll be greeted by the spacious family room, complete with a cozy fireplace, an open kitchen, and a lovely breakfast nook. The first floor also has a formal living room and dining room, which is perfect for get-togethers and entertaining. Upstairs, the main bedroom has a walk-in closet and a full bath, giving you a comfy and private place to relax. The second floor also has three generously sized bedrooms, each with plenty of storage/closet space. Head outside to the big deck and enjoy the level, fenced-in quarter-acre yard. This outdoor paradise is great for summer barbecues, weekend gardening, or just relaxing after a long day.

1822 Stratfield Rd, Fairfield

1335 Black Rock Tpke, Fairfield
$680,000
4 Beds ⋅ 2 Baths ⋅ 24162332 MLS
Best Buy in Fairfield - Fully Available. Nicely Remodeled Spacious 4 Bedrooms & 2 Full bath Home on a convenient location - Close to shopping, Restaurant, Highways and New Train Station. A beautifully designed 4-bedroom, 2 Full bathroom home offering nearly 2500 square feet of living space. This home has a Private beautifully landscaped Back yard. Inside, you'll find a light-filled layout designed for modern living. Sun-drenched rooms, especially the expansive family room with Dining area bathed in natural light throughout the day, creating a warm and inviting atmosphere. This stunning family room offers flexible living options and can easily serve as an in-law suite if desired. First Floor also has a spacious Living Room, beautifully designed Kitchen with custom Cabinets, Stainless Steel appliances, Quartz Countertops with massive Central Island, Dining area, 2 Bedrooms and a full bathroom. 2nd Floor has 2 nice size bedrooms and a very spacious updated bathroom with skylight. A large Finished lower level offers more potential, ideal for a home office, gym, playroom, or media center. Cose to I95, New Train Station, Merritt Parkway, Shopping and Dining!

1335 Black Rock Tpke, Fairfield

165 Hemlock Hills Rd S, Fairfield
$2,335,000
5 Beds ⋅ 4 Baths ⋅ 24159832 MLS
Enchanting countrystyle retreat offering the warmth of a welcoming neighborhood with the luxury of natural privacy, nestled amid professionally landscaped gardens and mature trees. Designed for gracious living and effortless entertaining, 165 Hemlock Hills S blends refined upgrades with modern comfort throughout. Featuring two primary suites, five bedrooms, and four beautifully renovated baths, the home centers around a stunning NuKitchens renovation with custom Plain & Fancy cabinetry, SubZero column refrigerator and freezer, quartz countertops, island and banquette seating, plus new laundry room. Enlarged doorways invite sunlight and frame serene pool and garden views, creating a seamless indoor/outdoor connection. Multiple living spaces support every lifestyle moment: a fireside living room, dramatic dining room, family room with stone fireplace, sunroom wrapped in windows, and a media room with beverage bar. New trim, lighting, and elevated decor add quiet sophistication throughout. Basement playroom offers flexible space. Outside, the resort-inspired backyard is a private escape, with newer Trex deck and fences, poolside patio, fire pit for evenings into late fall, winding gravel paths, and lush seasonal landscaping. Well water available for pool; home has city water. Newer driveway, roof, furnace, water purification system. Peaceful, private, and beautifully connected-just five minutes to Trader Joe's and highway access. A home for how you live today.

165 Hemlock Hills Rd S, Fairfield

121 Katona Dr Unit #34, 4A2, Fairfield
$418,000
2 Beds ⋅ 1 Baths ⋅ 24176490 MLS ⋅ Belvoir BLDG.
Completely updated and remodeled in 2019, this immaculate and spacious first-floor unit offers effortless living with a bright, open floor plan and tasteful modern finishes throughout. The beautifully remodeled kitchen flows seamlessly into the inviting living and dining areas, while the renovated bath, hardwood floors throughout, and in-unit washer and dryer add both comfort and convenience. Wall air conditioning units in the living area and both bedrooms ensure seasonal comfort. Ideally located within walking distance to shopping, restaurants, and public transportation, and just minutes to the Town Center, I-95, the Merritt Parkway, and train stations, this well-maintained complex combines convenience with value. Residents enjoy a peaceful courtyard setting, low common charges that include heat and hot water, and additional basement storage. A truly move-in ready home offering easy, low-maintenance living in a prime location.

121 Katona Dr Unit #34, 4A2, Fairfield

324 Jennie Ln, Fairfield
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 24173223 MLS
Curb appeal abounds in this picture-perfect Colonial, newly clad in white cedar and set in a coveted neighborhood of upscale homes and walkable, picturesque streets. Ideally located in the western portion of Greenfield Hill, just minutes from the village center, seasonal farmers market, shopping, dining, train, and major roads. Inside, hardwood floors, central air, many rooms freshly painted and two wood-burning fireplaces create a comfortable and inviting atmosphere. The first floor offers both formal and casual living spaces, plus a spacious screened-in porch for relaxing with three-season enjoyment (not in the SQ FT of home). The well-appointed kitchen flows seamlessly into a bright family room with vaulted ceilings and a casual dining area. A mudroom off the garage provides a practical everyday entry. Upstairs, the primary suite features an updated full bath and a generous walk-in closet. Three additional bedrooms share a hall bath, with access to a walk-up attic for extra storage. A full basement and charming red shed add even more storage options. The backyard is a private oasis, complete with a heated in-ground gunite pool and professionally designed landscaping. With nearby home sales averaging over $1.97M in the past year, this property represents exceptional value. Don't miss this opportunity! See agent remarks. Highest/Best by Monday May 18 at 3PM

324 Jennie Ln, Fairfield

90 Toilsome Hill Rd, Fairfield
$745,000
4 Beds ⋅ 2 Baths ⋅ 24164856 MLS
Highest & best by Tuesday, April 14 at 12 noon. Don't miss this fabulous opportunity to own this charming Stratfield Village Colonial, offering over 2,000 square feet of inviting living space and timeless character. From the moment you arrive, the home's curb appeal sets a warm and welcoming tone, complemented by classic details like glass doorknobs and beautiful hardwood floors throughout. Step inside to a gracious foyer that opens into a spacious living room featuring a cozy wood-burning fireplace-perfect for relaxing or entertaining. The main level flows seamlessly into a formal dining room, family room, and kitchen with private deck over-looking the backyard providing flexible space to suit your lifestyle. Upstairs, you'll find a primary bedroom with a full bathroom, along with two generously sized bedrooms. The third floor offers a fourth bedroom, ideal for guests, a home office, or creative space. Outside, enjoy a fenced-in and tree lined backyard surrounded by mature landscaping on a .17-acre lot-perfect for outdoor gatherings, gardening, or simply unwinding. Located in a sought-after neighborhood known for its tree-lined streets and friendly community, this home is ideal for walking and biking. Conveniently close to Stratfield Village, local shops, parks, schools, train stations, I-95, the Merritt Parkway, and downtown Fairfield, with beaches just a short drive away. Don't miss the chance to personalize this classic colonial-your dream home awaits!

90 Toilsome Hill Rd, Fairfield

3725 Redding Rd, Fairfield
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 24161267 MLS
Nestled in the heart of coveted Greenfield Hill, this beautiful classic New England Colonial blends timeless charm, modern comfort & exceptional privacy. Set on 3.5 picturesque acres, the property feels like a private retreat yet is just minutes from town, beaches & Fairfield's top-rated schools. Designed for everyday living & entertaining, the home offers over 4,000 sq ft of thoughtfully designed space with sun-filled rooms & hardwood floors. The heart of the home is a spacious eat-in kitchen with stainless steel appliances plus a built-in bar area flowing into the inviting living room with a fireplace & large windows overlooking the serene property, perfect for gathering with family & friends. A dramatic family room with vaulted ceilings, fireplace & sliding doors leads to a large deck for seamless indoor-outdoor living surrounded by nature. The light-filled primary suite is a true sanctuary with a walk-in closet, fireplace, a luxurious spa-like bath with Carrara marble, heated floors & a soaking tub. The finished 3rd floor offers a 4th bedroom & full bath/versatile bonus space (au pair suite, office, playroom). A walk-out lower level has flexible space for a playroom, office or gym, plus a nearby stone patio. Expansive grounds feature open lawn, gardens, full deer fencing, mature trees, a tranquil brook-perfect for relaxing or entertaining in a peaceful natural setting. This timeless, elegant Greenfield Hill home with exceptional space & privacy is a rare opportunity.

3725 Redding Rd, Fairfield

96 Toll House Ln, Fairfield
$755,000
3 Beds ⋅ 2 Baths ⋅ 24161529 MLS
THANKS TO AN INCREDIBLE RESPONSE, THE SELLER'S ARE REQUESTING HIGHEST & BEST OFFERS BY 5PM SUNDAY 3/29. Welcome to 96 Toll House Lane, set on well over an acre in one of Fairfield's most beloved neighborhoods-where people move in and stay. At the heart of it all is Dover Park, offering a true sense of community with its playground, ball field, and open green space. Inside, the home offers easy, everyday living with an open flow between the living room and eat-in kitchen-ideal for both daily life and entertaining. The main level features three spacious bedrooms, ample closet space, and an updated hall bath. The finished lower level adds incredible flexibility, perfect for a home office, playroom, or media space, complete with a full bath for guests. You'll also find generous storage, along with updated mechanicals including a newer furnace, hot water heater, and conversion to natural gas. Step outside to a large deck overlooking the Mill River, creating a peaceful backdrop for outdoor dining, relaxing, or even casting a fly rod. A detached storage barn provides excellent additional storage for bikes, gear, and lawn equipment. A rare opportunity to enjoy space, flexibility, and a true neighborhood feel.

96 Toll House Ln, Fairfield

706 Judd St, Fairfield
$1,738,000
5 Beds ⋅ 6 Baths ⋅ 24158696 MLS
Opportunity knocks! Don't miss this fabulous NEW construction home in Fairfield's highly desirable University area, built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with beautiful patio and newly fully fenced yard offers 4,100 sqft+ of designer living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light, white oak hardwood floors, exquisite details and luxurious finishes throughout. The gourmet eat-in kitchen features premium stainless steel appliances, abundant storage, and an oversized island perfect for entertaining, flowing seamlessly into the spacious family room with a striking gas fireplace. A versatile living room, office, or dedicated dining area, awaits your personal touches. The finished lower level w/ exterior access & additional bathroom provide flexible space for today's modern lifestyle. The second level offers four spacious ensuite bedrooms, including a luxurious primary suite with soaring ceilings, striking gas fireplace, spa-like bath, and two custom walk-in closets, along with a convenient laundry room. The finished third floor provides a fifth bedroom with full bath, or additional flexible space ideal for a media room/office. Exceptional design and value ideally located in WALKABLE distance to Elementary school, restaurants, shopping, as well as convenient proximity to Fairfield's beloved beaches, Metro stations to NYC, Lake Mohegan, schools & more!

706 Judd St, Fairfield

1470 Stratfield Rd, Fairfield
$826,000
3 Beds ⋅ 3 Baths ⋅ 24152708 MLS
Adorable and truly turnkey, this beautifully updated home offers much more space than it appears with a clean, open, and very spacious floor plan designed for today's lifestyle. Ideally located directly across from Owen Fish Park, the setting is perfect for enjoying the outdoors while still offering convenient access to the Merritt Parkway. You are also just north of Stratfield Center with everyday amenities. Inside, you will love the brand new kitchen with trendy, current finishes and new appliances, opening to bright, comfortable living spaces that flow beautifully for everyday living and entertaining. The living room features a working fireplace, and hardwood floors run throughout the first floor. The main level includes a large vaulted ceiling primary suite with a stunning new primary bathroom and walk in closet, plus another flexible main level room that can serve as a bedroom, office, or family room. The renovated half bath adds another fresh update on the main level. Upstairs are two oversized bedrooms and a full hall bath with tub. A one car garage currently used as a gym adds great flexibility, and there is plenty of opportunity to add additional living space in the lower level. With 2.5 updated baths, up to 4 bedrooms, a partially fenced backyard, and move in ready condition throughout, this home is the total package. Stylish, spacious, and in a super convenient location, just unpack and enjoy.

1470 Stratfield Rd, Fairfield

164 Wakeman Rd, Fairfield
$1,499,000
5 Beds ⋅ 4 Baths ⋅ 24152868 MLS
Nestled in Fairfield's highly sought-after University neighborhood, this exceptional home beautifully blends timeless vintage charm with a warm, modern aesthetic. Set on a private, arborvitae-lined property, the outdoor space features a stone patio and gas fire rock seating area. Inside, the inviting layout offers effortless flow and abundant natural light. The living room, anchored by a wood-burning fireplace and French doors to the patio, opens seamlessly to the dining room and sunny kitchen. The custom kitchen connects to a family room with soaring 10-foot ceilings & roaring stone fireplace. Spacious primary bedroom with vaulted ceilings, beams, bath with glass shower, soaking tub & walk-in closet is a lovely oasis. Guest room with ensuite bath & walk-in closet plus 2 additional bedrooms complete the 2nd level. 3rd level bonus area offers flexible space with 5th bedroom. The finished lower level provides versatility and extra living space. Additional amenities include, study, mudroom, 2 laundry rooms, irrigation system, 2 car garage and much more. Ideally located just minutes from vibrant Fairfield town center and train (1 mi), Beach (1.3 mi), Marina (1.1 mi), Tennis & golf. Waterfront community offering historic charm, dining, shopping, arts & 2 universities, just 50 miles from NYC.

164 Wakeman Rd, Fairfield

279 Spruce St, Fairfield
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 24155163 MLS
An Exceptional Southport Opportunity ~ Now complete and ready for immediate occupancy, this distinguished Southport residence has been meticulously renovated by Southport Construction LLC, delivering the level of craftsmanship, finish, and execution expected at the highest end of the market. The home presents as a refined, new-construction-quality offering within an established coastal setting. The interiors are designed with a restrained, timeless sensibility. A bespoke kitchen anchors the home, featuring custom cabinetry, full-height quartz surfaces, and a thoughtfully selected suite of Bosch appliances, including a 36" gas range, counter-depth French door refrigerator, integrated dishwasher, and concealed hood-balancing elegance with everyday function. Bathrooms are curated as serene, spa-inspired spaces with custom quartz vanities, elevated fixtures, and refined finishes. The primary suite offers a private retreat, defined by proportion, natural light, and subtle architectural detail. Beyond the finishes, the home has been comprehensively rebuilt with modern mechanical systems, energy-efficient construction, and high-performance materials-offering the comfort and peace of mind typically associated with new construction. Ideally located near the village, harbor, beaches, and Metro-North, this is a rare opportunity to secure a fully renovated, design-driven home by a trusted local builder-ready to be enjoyed immediately.

279 Spruce St, Fairfield

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