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896 Riverside Dr, Fairfield
$1,350,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24170687 MLS
The beach home that you have been waiting for has officially arrived. Perfectly located in one of Fairfield's most loved neighborhoods, this beautiful, move-in ready home at 896 Riverside Drive offers an easy lifestyle & is moments to the beach, marina & vibrant town center. Thoughtfully enhanced w/ recent upgrades including a new A/C system, new hot water heater, updated appliances, fresh interior paint & a newly fenced backyard all combine to create a maintenance free lifestyle. Designed for everyday living & festive entertaining, the sun-drenched open floor plan showcases abundant windows, 9 ft. ceilings & an effortless flow throughout the main level. The spacious eat-in kitchen is appointed w/ great counter space, pantry & opens seamlessly to the dining area & inviting family room, complete w/ a fireplace, built-ins & direct access to the outdoor deck for extending indoor living to the outdoors. A stylish half bath & attached garage access complete the 1st level. Upstairs, you will find 3 generously sized bedrooms, including a serene primary suite w/ a private en-suite bath & walk-in closet, along w/ a large laundry room offering exceptional convenience & storage. Step outside to your private, peaceful & fenced backyard that connects to quiet cul de sac featuring a deck & beautifully manicured yard, an ideal setting for enjoying coastal living. Ideally located w/in walking distance to the marina, beach, train, parks, schools & town. This is an ideal & carefree lifestyle.

896 Riverside Dr, Fairfield

211 High Meadow Rd, Fairfield
$1,350,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24173368 MLS
Nestled on a prime Southport street, just over a mile from the vibrant Fairfield downtown, Southport Harbor, and main train station to NYC, this mid-century modern contemporary ranch offers a harmonious blend of timeless design and modern convenience. As you step into the foyer, your gaze is drawn to the living room's striking wall of glass, framing jaw-dropping views of Long Island Sound. A rustic, floor-to-ceiling, stone fireplace anchors the space, which also leads to an expansive private deck, complete with a shade-providing awning, perfect for outdoor relaxation or entertaining against a backdrop of a quiet, landscaped yard. The dining room, bathed in natural light from a large bay window, sets the stage for memorable gatherings, while the updated eat-in kitchen boasts crisp white cabinetry, granite countertops, and an effortless flow into the dramatic family room. With its vaulted ceiling, dry bar, expansive picture window, and deck access, the family room is a showstopper designed for seamless entertaining. The private bedroom wing includes a serene, large primary suite w/ a picture window overlooking the landscaped backyard, two additional bedrooms, and a spacious full bath with a walk-in shower. The lower level offers even more versatility offering a walk-out play/rec room w/cozy fireplace, large windows, spacious office/guestroom, full bath, and a private entry.

211 High Meadow Rd, Fairfield

49 South St, Fairfield
$1,350,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24154448 MLS
Rare opportunity in sought-after Sasco Hill/South Pine Creek neighborhood. Perfectly nestled between town & beach. Absolutely charming home set on expansive level property in hard to find non-flood zone beach area. Meticulously maintained, updated and well-loved home. Living Room with wood burning fireplace, updated kitchen with granite & stainless steel appliances, office/den & full finished lower level. Additional features include 2 car garage, generator transfer switch and much more. Here's your opportunity! Less than a mile to Sasco & Pine Creek beaches, train, golf, tennis, scenic Southport harbor & vibrant Fairfield town center. No flood insurance required. Home zoned for up to 4100sf. Don't miss this special home!

49 South St, Fairfield

419 Valley Rd, Fairfield
$1,350,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24131701 MLS
$90,000k Price Improvement - Making 419 Valley Road an amazing opportuity to own a gorgeous new 4 bedroom home on 1.3 acres for under $1.5M - something you simply cannot find elsewhere in Fairfield! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious bedrooms, three full bathrooms, two half bathrooms, and two dedicated home offices. The very spacious primary suite features walk in closets and a heated floor in the primary suite bathroom. An under the house garage adds an additional garage space, giving this home a three car garage. The home boasts a new roof, all new mechanicals, spray foam insulation, hardie back siding. All appropriate permits are with Town of Fairfield.

419 Valley Rd, Fairfield

327 Lucille St, Fairfield
$1,333,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24127397 MLS
Few things are more inviting than a front porch, and 327 Lucille St delivers that and more in terms of curb appeal, which this home has in spades. This Colonial pairs classic architectural beauty with almost 5,000 sq ft across 4 levels, offering 4 bedrooms, an office, 4.5 baths, 2 car garage, and a fenced-in .46 acre yard. Inside, the foyer is flanked by the dining and living rooms, both with hardwood floors and custom millwork. The eat-in kitchen boasts granite counters, double ovens, SS appliances, an island, breakfast nook, and clear views into the sun-lit family room. A half bath and an en-suite guest room/office completes the first floor. Upstairs, the primary bedroom features a vaulted ceiling, walk-in closet, and a spacious, spa-inspired bathroom. A 2nd en-suite bedroom, 2 additional bedrooms with a jack-and-jill bathroom, and the laundry room completes the second floor. The finished 600 sq ft third floor bonus room offers endless possibilities, while the partially finished LL offers plenty of room for a gym, game room or workshop. The backyard is an entertainer's dream, perfect for dining al fresco while enjoying the peaceful privacy. This neighborhood is known for its wide, tree-lined streets, welcoming community & unbeatable location! Walk to the elementary school, park & library, explore Lake Mohegan & Black Rock Tpke, or enjoy the beaches or downtown, all minutes away. 327 Lucille St is a statement of refined living, where convenience and timeless design collide.

327 Lucille St, Fairfield

1061 Galloping Hill Rd, Fairfield
$1,330,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24188915 MLS
Set on a level, professionally landscaped acre in lower Greenfield Hill, this four bedroom Colonial carries the kind of care that shows with a freshly painted exterior (2024), Marvin Infinity windows, and a new roof and gutters (2025). The heavy lifting is done. What remains is the pleasure of moving in and loving life on Galloping Hill Road. The interior layout flows well, creating spaces for both intimate gatherings and larger family functions. The living room is bathed in light, anchored by an expansive wall of windows, and when the evenings turn cool, the family room awaits with a wood-burning fireplace. Look out on the flat private yard and garden area from the screened-in porch. The second level extends form and function with the primary suite offering a steam shower and quietly practical laundry chute. Three more beds with a shared bath complete the second level. Central air, irrigation, and thoughtful updates throughout create a home with classic character that still feels effortlessly current. A commuter's dream and a recreational paradise, this home is situated just 2.5 miles from Metro-North and 55 miles to Midtown Manhattan. Enjoy the ultimate coastal lifestyle with resident access to 5 local town beaches and Post Road shops and restaurants just 2.5 miles away. For nature lovers, Lake Mohegan's hiking trails and fresh water beach are also a quick 2.5 miles. Live here and love life.

1061 Galloping Hill Rd, Fairfield

313 Old Post Rd, Fairfield
$1,325,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24193635 MLS
Welcome to 313 Old Post Road, a timeless Fairfield residence blending classic charm with an unbeatable location in one of the town's most desirable coastal neighborhoods. This beautifully maintained home offers inviting living spaces, abundant natural light, and the perfect balance of comfort and convenience. Recent improvements include updated AC units in 2023, new wiring in the detached heated garage, adding comfort, functionality, and peace of mind. Enjoy the charm of Fairfield traditions by watching the annual Memorial Day Parade right from your front steps. Ideally situated within walking distance to Fairfield's vibrant downtown, the train station for an easy NYC commute, and the nearby marina for boating and waterfront enjoyment, this home delivers the quintessential Fairfield lifestyle. Enjoy close proximity to beaches, shopping, dining, and parks, making this an exceptional opportunity to experience all Fairfield has to offer. Approximate distances include just 0.7 miles to Fairfield Train Station, 0.5 miles to South Benson Marina, and 1.5 miles to Fairfield Beach.

313 Old Post Rd, Fairfield

1165 Stillson Rd, Fairfield
$1,325,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24131434 MLS
Nestled quietly behind classic New England stone walls and ornamental Hemlock trees, this charming colonial home is just a short distance from Fairfield University, yet it gives you complete privacy once you enter. It is surrounded by a beautifully landscaped half-acre, featuring carefully curated gardens, rock walls, and perennial plantings. Inside, you will find a warm atmosphere that beautifully combines charm with modern elegance and functionality. A welcoming center hall leads to a formal living room that features a wood-burning fireplace. French doors open into a family room, which is surrounded by custom built-ins and flows seamlessly into a fully updated kitchen. The kitchen includes Carrera marble countertops, a breakfast bar, and stainless steel appliances. The breakfast nook overlooks a tranquil backyard and provides easy access to several patios for outdoor dining and relaxation. A formal dining room, laundry room, and powder room complete the main level. The second level features four bedrooms and two full baths, including a primary bedroom with a full bathroom & walk-in closet. A partially finished lower level adds 556 sf of living space. If you want land for a future pool or to give your family space to run and play, this property offers that opportunity. This beautiful home has been well-maintained and is now ready for a new owner to cherish it as much as previous ones have. Come visit us on the quiet end of Stillson Rd, and discover this move-in ready home.

1165 Stillson Rd, Fairfield

164 Farist Rd, Fairfield
$1,315,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24155366 MLS
Timeless 1896 Colonial Farmhouse with Renovated Barn in the heart of Fairfield. Step into the charm of a bygone era with the comforts of modern living in this beautiful, preserved Vintage home, thoughtfully expanded and updated. Rich in character, the home features soaring ceilings, original beams and vaulted ceilings, 2 staircases, one elegantly curved, gleaming hardwood floors, wide plank floors, and distinctive architectural details throughout. A substantial 2000 addition enhances both functionality and flow while maintaining the homes historic integrity. Enjoy cozy evenings by either of the two fireplaces, one gas in primary suite and wood in the Family Room providing warmth and ambiance year-round. The fully renovated barn (2010) adds sq footage with 2 lofts and large windows... Truly a showpiece, offering exceptional versatility. Ideal as a party barn, artist's studio, workshop, or multi-vehicle storage, plus a possible ADU. Outdoors, a covered mahogany deck overlooks a private, fenced yard-perfect for entertaining or peaceful relaxation. French doors exiting office area to a stone patio for enjoying the sun and dining outside. Partially finished lower level, with unique wine cellar area waiting for finishing touches. Located just minutes from Fairfield's beaches, town center, train, shopping and dining, this property offers both convenience and character. A rare opportunity to own a piece of Fairfield's history, thoughtfully updated for today's lifestyle.

164 Farist Rd, Fairfield

121 Howard St, Fairfield
$1,315,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24128612 MLS
Discover Your Dream Beach and Town Life! Step into this beautifully updated home, where every detail reflects exceptional taste. The inviting Family Room features a vaulted ceiling, a cozy gas fireplace with elegant built-ins, and seamless access to a stunning chef's kitchen. A French door to the renovated deck extends the option for entertaining. Completing the 1st floor is a spacious dining & living room, a clever drop zone from the garage for convenience and a half bath. The second floor boasts a spacious primary bedroom with a vaulted ceiling, a new walk-in closet, and a refreshed full bath, along with two additional generous bedrooms and a modernized hall bath. The laundry is conveniently located upstairs. Freshly painted interiors, refinished hardwood floors, new millwork, and updated light fixtures enhance the home's charm. Enjoy updated landscaping, a fully fenced yard with a custom fire pit area, and newer HVAC systems, roof, and composite decking on the front porch and back deck. Located among million-dollar homes, this property is just minutes from the beach, town, train, and award winning schools. Embrace a vibrant lifestyle in this exceptional home!

121 Howard St, Fairfield

126 Rolling Hills Dr, Fairfield
$1,310,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24158186 MLS
Rolling Hills Drive is the kind of street where homes feel settled into their surroundings, quiet and residential, with attractive homes lining the neighborhood and nature close at hand. Just moments from hiking trails, Lake Mohegan, and Smith Richardson Golf Course, it's a setting that offers both neighborhood connection and easy access to the outdoors. At 126, a classic Colonial sits gracefully on two private acres. The property evolves beautifully through the seasons: green lawns in summer, vibrant foliage in fall, and peaceful snow-covered grounds in winter, each bringing its own character to the setting. Inside, the home carries the same warmth and ease, with cozy, welcoming living spaces anchored by a bright, updated kitchen that naturally becomes the heart of the home. Four full baths add a level of comfort and convenience that makes daily life and hosting feel effortless. Outside, a bluestone front porch with river rock accents offers an inviting place to begin the day, while the backyard opens to broad lawn and a firepit gathering area tucked into the landscape. It's the kind of property where afternoons stretch into evenings, and where outdoor living becomes part of daily life. Inside and out, the home reflects the enduring appeal of a traditional Colonial: balanced, welcoming, and easy to live in. A property defined by space, natural surroundings, and the neighborhood character that makes Rolling Hills Drive one of Fairfield's most peaceful residential settings.

126 Rolling Hills Dr, Fairfield

281 Wood House Rd, Fairfield
$1,310,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24150329 MLS
Located at 281 Wood House Rd in Fairfield, CT, this beautifully updated home seamlessly blends modern comfort with timeless charm. Offering four spacious bedrooms, including a primary en-suite with a walk-in closet, it provides plenty of flexibility for family, guests, or a home office. The bright and inviting living spaces include a sunlit living room and a cozy family room conveniently situated off the kitchen. The kitchen is a chef's delight, featuring new hardwood floors, a tasteful new backsplash, updated island countertops, and brand-new appliances-refrigerator, dishwasher, washer, and dryer. Hosting is effortless with a generously sized dining room adjacent to the kitchen. The finished basement offers incredible versatility-ideal as a home office, gym, playroom, or extra storage. Step outside to a large, newly fenced backyard, perfect for barbecues, playtime, or relaxing evenings. A two-car garage completes this exceptional property. Situated in a highly desirable Fairfield neighborhood on a quiet dead-end road, this home delivers the perfect blend of style, comfort, and functionality-ready to meet your every need!

281 Wood House Rd, Fairfield

117 Forest Ave Unit 117, Fairfield
$1,309,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24152182 MLS
Built in 2019 and ideally located in the heart of the Fairfield Beach area, this modern duplex townhouse offers the perfect blend of style, space, and everyday convenience. Nestled on a quiet cul-de-sac, this move-in-ready home is walkable to the beach, shops, restaurants, and Metro-North train - a truly unbeatable location. Offering three finished levels of living space, this light-filled home features 9-foot ceilings, hardwood floors throughout, recessed lighting, and fresh paint from top to bottom. The open-concept main level is designed for both comfortable daily living and entertaining, featuring a bright living room with a gas fireplace that flows into the dining area and custom kitchen. The kitchen boasts shaker-style cabinetry, quartzite countertops, a large center island, stainless steel appliances, and stylish tile backsplash. A mudroom and powder room complete the first floor. The second level offers four generously sized bedrooms, including a luxurious primary suite with an oversized walk-in closet and spa-like bath, plus a second full bathroom conveniently located between the remaining bedrooms. The finished third floor, complete with a full bathroom, is ideal as a family room, home office, or guest suite. As the rear unit, this townhouse also enjoys a large, fully fenced, private backyard - perfect for relaxing or hosting friends and family. This turnkey home offers low-maintenance living in one of Fairfield's most desirable coastal neighborhoods!

117 Forest Ave Unit 117, Fairfield

947 Galloping Hill Rd, Fairfield
$1,305,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24133099 MLS
Welcome to 947 Galloping Hill Road. This true mid-century modern home was designed by the important architect Victor Civkin in 1967. This well thought out ranch has 4 bedrooms and 3 1/2 baths and is perfectly situated on a flat, private acre. Step inside the large foyer that has curved walls and a skylight. The living room is spacious with a rounded wall of floor to ceiling windows which flood the space with light. This room overlooks the professionally landscaped yard. The kitchen has white cabinets, stainless steel appliances, Subzero, granite counters, wood floor and a slider to the deck. The dining room has beautiful built-ins and a wood floor. There is also a curved wall of windows. The primary bedroom has a wall of closets, a full bath and has many windows. The other 3 bedrooms are spacious, with one having its own ensuite. The family room has a large statement-making wood burning stone fireplace and a vaulted ceiling with beams. There is a slider that connects to the screened-in porch which wraps around the house. This porch is a perfect place to entertain or enjoy quiet relaxation. The lower level is partially finished with a playroom. This home has a full house generator. The property is located in a desirable area of Fairfield. It is convenient to highways, shopping , 2 Universities, 5 beaches and Metro-North. It is a very special property and balances family functionality with modern elements! Enjoy all that Fairfield has to offer!

947 Galloping Hill Rd, Fairfield

83 Lamplighter Ln, Fairfield
$1,300,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24186371 MLS
Nestled in the sought-after Lake Mohegan neighborhood of Fairfield, this lovingly maintained Colonial offers the perfect blend of curb appeal, classic design and modern comfort. Step inside to a welcoming foyer and find gleaming hardwood floors and a great layout ideal for both everyday living and entertaining.The kitchen features granite countertops, stainless steel appliances, and a breakfast bar opening to the inviting family room. Here, a gas fireplace is framed by built ins and a custom coffered ceiling with integrated lighting, creating a warm and sophisticated gathering space. Sliders lead directly to the fabulous 3 season porch with beautiful wood floors. A perfectly situated patio and hot tub is the relaxing retreat just steps away. The spacious front-to-back formal living room leads to the dining room; offering timeless elegance and flexibility for hosting. Upstairs, 4 well-proportioned bedrooms provide comfort and versatility, including a serene primary suite. Finished lower level with built ins provides great playspace and includes a separate office.Additional highlights include a 2-car garage equipped with EV charger and a slat wall system for optimal organization. Portable generator, natural gas, central air.All just an easy walk to Lake Mohegan beach, Splash Pad and Cascade trails and a quick drive to Fairfield beaches,and Fairfield Center shopping, dining, entertainment. This home combines location,lifestyle,and exceptional care in one outstanding package.

83 Lamplighter Ln, Fairfield

38 James St, Fairfield
$1,300,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24181768 MLS
HIGHEST & BEST DUE BY 1:00 ON 6/22. Nestled in one of Fairfield's most desirable beach/town neighborhoods, this beautifully renovated home offers the perfect blend of coastal charm & walkable convenience. Stroll to Fairfield's vibrant downtown (farmers markets, live music & many award winning restaurants), the Metro-North train station & local shops, or head the short distance towards L.I. Sound & discover several of Fairfield's stunning beaches. A welcoming foyer sets the tone for the warmth & character found throughout the home. The lovely, white kitchen complete with island, overlooks the professionally landscaped backyard & features a convenient butler's pantry, making entertaining effortless. The cozy family room provides an inviting space to relax with a book or movie, while the spacious dining room is ideal for hosting gatherings. A generous sized living room offers plenty of room for family & guests . Upstairs, you'll find a Primary Suite, 2 additional bedrooms & 2 beautifully updated full bathrooms. The private backyard is a true retreat, featuring mature landscaping, a Trex deck with a charming awning & an outdoor shower; perfect after a day at the beach! A detached, 1 car garage w additional storage & convenience. Additional highlights include central air conditioning & solar panels (20yr. lease thru @ 2040;@ $105/mo), offering both comfort & energy efficiency. This exceptional home combines an unbeatable location, thoughtful updates & timeless appeal.

38 James St, Fairfield

112 Calico Ln, Fairfield
$1,300,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 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

3725 Redding Rd, Fairfield
$1,300,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 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

121 Alden St, Fairfield
$1,300,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24147982 MLS
PLEASE SUBMIT HIGHEST AND BEST BY SUNDAY EVENING, 1/18. Picture perfect Cape Cod home in the heart of the beach area, move in ready and beautifully updated. Welcome home to 121 Alden Street. This stylish residence shows like a dream offering 7 rooms, including 3 bedrooms (two upstairs and a hard to find main level bedroom) and 2 full baths. The homeowner has made significant home improvements, including a freshly painted interior, new deck, new patio, new lighting, two renovated bathrooms, refinished hardwood floors, new custom built-ins, new interior doors and hardware, outfitted all closets and custom shiplap. The open floor plan is ideal for today's lifestyle, while newer windows, updated mechanicals and newer central air provide comfort and low maintenance living. An oversized attached two-car garage (rarely found in this area) along with a large unfinished lower level with great storage, adds exceptional value. Step outside to a covered deck leading to a patio and a beautiful fenced-in yard perfect for relaxing or entertaining. This amazing location and home is between the beach and downtown, is just one block from the ballpark and playground and offers a quick walk to town, schools, train, beaches, restaurants, and shopping. A truly desirable location offering the best of beach and in-town living.

121 Alden St, Fairfield

133 Green Acre Ln, Fairfield
$1,285,000
5 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24129762 MLS
Welcome to 133 Green Acre Lane - a picture-perfect Colonial in the Prime University Area. This sun-drenched, 5 bedroom, 3 levels of living Colonial is ideally set on a .35-acre landscaped lot. Once inside, you will feel the warmth of this inviting home. The main level features 9 ft ceilings & hardwood floors. The spacious family room hosts built-ins & a fireplace-perfect for cozy Winter evenings w/ the sound of crackling wood burning.The dining room is ideal for guests & holidays while the sunny eat-in kitchen is truly the home owners favorite place filled w/ great memories of countless games around the table. The sliders from the kitchen open to the patio & private, peaceful backyard - perfect for outdoor dining & relaxing. A rare 1st floor bedroom (currently used as a home office) & a full bath offer great flexibility, the ultimate place for guests, in-laws or working from home. Upstairs, 4 generously sized bedrooms w/ large closets & hardwood floors await. The primary suite features a walk-in closet & full bath; a peaceful retreat. The newly finished lower level provides great additional living space & can be used as a playroom, gym, media room or 2nd office-plus abundant storage. This neighborhood is special w/ the best block parties, Halloween parades & festive parties. Located in a desirable neighborhood in the University area & minutes from downtown, top-rated schools, beaches, restaurants & shopping. Make this your own special home just in time for the New Year!

133 Green Acre Ln, Fairfield

45 Pheasant Ln, Fairfield
$1,275,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24186045 MLS
Welcome to this beautifully updated Center Hall Colonial in Fairfield's sought-after University area. This meticulous 4-bedroom, 2.5-bath home offers exceptional living space, privacy, and direct access to the Springer Glen open space, with seasonal views of the Mill River. The home offers a spacious living room with hardwood floors and a large picture window, which flows into the dining room area and the well-appointed kitchen with custom Omega wood cabinetry, granite countertops, coffee bar and a center island. Just off the kitchen, a cozy den with built-ins, provides the perfect spot to relax by the fireplace. A bright sunroom/family room offers shiplap and is enjoyed year-round. A half bath with a laundry closet completes the main level. Upstairs, you'll find 4 generously sized bedrooms, all with hardwood flooring and ample closet space. The spacious primary suite features a walk-in closet and an en-suite bath with a walk-in shower and heated towel rack. A second full bath serves the remaining bedrooms. The finished lower level provides additional living space, ideal for a rec room, or gym, along with unfinished storage space. Outdoor living space includes a deck, patio, and lightly wooded backyard offering a peaceful and private setting. Situated on a quiet cul-de-sac street with direct access to hiking trails, this special property blends natural beauty with everyday convenience, ideally located between the Merritt and I-95 and close to all town amenities.

45 Pheasant Ln, Fairfield

1482 Bronson Rd, Fairfield
$1,275,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24167893 MLS
This sweet home is located on a desirable, convenient street nestled between Southport and Greenfield Hill. Enjoy an open first floor with a chef's kitchen featuring premium stainless-steel appliances, a waterfall quartz countertop, and a spacious eat-in area. A separate den/flex space behind a half wall provides a perfect spot for work or play, distinct from the living area. The first floor also includes a large dining area, cozy seating, and a gas fireplace. Two access points lead to an expansive deck and patio, ideal for outdoor entertaining. Upstairs, there are four bedrooms (one without a closet, so the tax card lists it as a three-bed), all with hardwood floors. The primary bedroom boasts a vaulted ceiling, a large picture window, a walk-in closet with custom built-ins, and a spa-like bath with a whirlpool tub and separate shower. The other bedrooms share an updated full bath. The finished third level offers versatile space for a workout room or office. The lower level houses the laundry and ample storage. An unfinished area above the two-car garage could become an art studio or guest suite. The private, level yard includes an irrigation system and a peaceful brook behind the fence. Conveniently located near shopping, schools, and commuting routes. Great walking options including an arboretum steps away. New assessment/taxes not reflected until July 2026.

1482 Bronson Rd, Fairfield

22 Knollwood Dr, Fairfield
$1,275,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24160734 MLS
Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette, and upgraded garage doors create standout curb appeal. Inside, enjoy a spacious and functional layout with room to grow, including a beautiful bonus room inside the Primary Suite. Step outside to a backyard oasis complete with two full-size decks, a hot tub, and impressive stonework, perfect for entertaining or relaxing. This property also boasts a flat, fenced-in backyard. A rare opportunity to own in one of Fairfield's most desirable neighborhoods-schedule your showing today before it's gone.

22 Knollwood Dr, Fairfield

12 Sugar Plum Ln, Fairfield
$1,275,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24143719 MLS
Coming Soon! This stunning 4-bedroom, 4-full-bath Contemporary Modern Colonial-style home has been fully rebuilt from the foundation up and offers the perfect blend of modern luxury and thoughtful design. The bright open-concept main level features a designer kitchen equipped with Thermador appliances, quartz countertops, and an oversized island that flows seamlessly into the spacious and inviting living space-ideal for everyday living and entertaining. The upper level continues to impress with a luxurious primary suite boasting a spa-inspired bath and walk-in dressing room, along with additional well-appointed bedrooms that include both an ensuite and a Jack-and-Jill bath. A convenient second-floor laundry room adds to the home's exceptional livability. Rebuilt with high-quality materials throughout, the home offers all-new systems, windows, roofing, siding, kitchen, baths, flooring, and interior finishes-delivering a truly move-in-ready experience. Located in a desirable Fairfield neighborhood close to top-rated schools, beaches, parks, shopping, and major commuter routes.

12 Sugar Plum Ln, Fairfield

109 Buckboard Ln, Fairfield
$1,255,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24133849 MLS
Welcome to 109 Buckboard Lane, a Magazine worthy renovated high ranch at the end of a serene Fairfield, CT. cul de sac in Greenfield Hill. Tucked at the back of a private back lot, this completely reimagined raised ranch isn't just renovated, it's transformed. Step inside and prepare to fall in love with a kitchen that redefines luxury at this price point. Drop dead gorgeous cabinet design and Thermador everything. The highest quality appliances, the oversized built-in refrigerator, wall oven, dual refrigerator drawers, and the most luxurious feature? The cooktop elements are built into the stone island countertop. The induction heating system is triggered when you place your pan on the stone! This isn't just where you cook, it's where you live. The magic continues outdoors on your expansive two-story entertainment area, an entertainer's dream with dedicated seating and TV area set below the deck so rain or shine, the covered lower level lounge keeps the party going while you relax in style. Downstairs, discover a warm family room anchored by the fireplace. Showcase built-ins perfect for displaying your treasures and a large private in-law suite with full bath and it's own private entrance. Ideal for an au pair, son or daughter home from college or an aging parent. There is also an attached 2-car garage. 109 Buckboard isn't just a home, it's where you belong.

109 Buckboard Ln, Fairfield

1135 Mill Hill Rd, Fairfield
$1,250,500
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24119493 MLS
The Sherwood Farmhouse set in Southport's Mill Hill area, Circa 1720, is tucked away on a picturesque .48-acre lot in an enchanting country setting. This beautifully preserved and thoughtfully updated historic treasure blends 18th-century charm with modern comforts. Original features such as wide plank floors, hand-hewn beams, custom cupboards, and three working fireplaces speak to the home's rich heritage. Recent updates include a stunning new full bath, a stylish half bath, new wood shingle roof 2024, and a newly built barn with a three-car garage and spacious loft-ideal for a studio, office, or guest suite. Dimensions for the loft above the garage are 31 X 24'. The barn was built by the owner from 200 year old trees on the property. A rare and truly special offering in a truly exceptional Southport location. Close to trains, Southport and Fairfield Centers, schools, beaches, Pequot Library, restaurants and so much more! A hidden gem!

1135 Mill Hill Rd, Fairfield

41 Pepperbush Ln, Fairfield
$1,250,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24186574 MLS
Welcome home to this fully renovated Colonial in one of Fairfield's most desirable neighborhoods! Comprehensively updated with high-quality finishes throughout, this 3-bedroom, 2.5-bath home offers move-in ready living w/ nothing left to do but unpack. Brand-new open concept kitchen over looks dining room & features modern shaker-style cabinetry, quartz countertops, & all-new st/st appliances, flowing into a new pantry/mudroom/laundry area. Dining room has custom millwork. Formal living room flows into a great room w/vaulted ceilings w/dramatic wood burning fireplace featuring an absolute black granite surround & shiplap detail. Primary suite upstairs features luxurious en-suite bath w/dual vanity, herringbone tile & shiplap detail & WIC w/custom closet system. Two additional bedrooms & an oversized full bath w/dual vanity & tub/shower combo complete the upstairs. Massive finished lower level could be future gym/office/game room. Sliders from kitchen lead out to beautiful composite deck overlooking the private backyard. Refinished white oak hardwood floors thruout. Major systems have been completely updated for comfort and efficiency: two brand-new high-efficiency HVAC systems, heating system converted from old baseboard to modern hydro-air. New 200-amp electrical service, new siding, new energy-efficient Anderson windows & sliding door, composite decking, new front entry door, new custom garage door (to be installed mid July), new bluestone walkway & front porch.

41 Pepperbush Ln, Fairfield

1090 Galloping Hill Rd, Fairfield
$1,250,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24173423 MLS
BASED ON STRONG INTEREST, PLEASE SUBMIT ALL OFFERS, HIGHEST & BEST, BY 5PM MONDAY MAY 18. Sitting pretty behind a charming fieldstone wall, in a sought after neighborhood, this long loved Garrison Colonial feels fresh and inviting! Recent updates include a brand new high efficiency boiler and hot water heater, new roof, new gravel driveway with Belgian Block, new Pella windows, new Bathrooms detailed with Turkish tile, interior paint in soft hues of grey, and gleaming hardwood floors throughout. The classic center hall leads to a sunny Living Room, and alternately to the Family Room, anchored by a cozy fireplace with raised hearth. The Eat in Kitchen opens to the Dining Room. The Den/Office, Laundry and Powder Room complete the main level. Upstairs, four generously scaled Bedrooms include a Primary en suite Bedroom and three other Bedrooms which share a hall Bathroom. Walk up Attic offers additional storage. Outside, the expansive deck and bluestone patio overlook an exceptionally private and flat 1.1 acre of lush lawn, specimen trees, and a distant shed that looks like a small vintage barn. Sited at the highest point of Galloping Hill, this rare panoramic vista elicits a feeling of pure serenity. Convenient to Fairfield's town center, with restaurants, shopping, library, train and beaches, this special slice of Greenfield Hill is a wonderful place to call home!

1090 Galloping Hill Rd, Fairfield

88 Middlebrook Dr, Fairfield
$1,250,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24162036 MLS
Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a showpiece kitchen and a brand new outdoor patio perfect for entertaining. The kitchen delivers: custom cabinetry, ultra-luxury Pietra Cardosa stone countertops, glass subway tile backsplash, 36" Thermador range with professional hood, Bosch French door refrigerator, Thermador dishwasher, and an oversized butcher block island with seating for three. Hardwood floors and crown moldings run throughout, anchoring a front-to-back living room with wood-burning fireplace and a dining room with genuine elbow room. Upstairs: three bedrooms including a primary suite with walk-in closet and full bath with shower and Jacuzzi tub; the secondary bedrooms are spacious and feature custom built-ins. The partially finished lower level offers two separate spaces - ideal for a home office and hangout or playroom. The full walk-up attic is a blank canvas with real potential to add a fourth bedroom, bonus room, or whatever the next owner envisions. Other updates include: new central air, newer hot water heater, natural gas ready, oversized one-car garage, and a backyard that has to be seen to be appreciated.

88 Middlebrook Dr, Fairfield

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