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295 Reid St, Fairfield
$749,900
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

122 Marsh Dr, Fairfield
$799,999
3 Beds ⋅ 2 Baths ⋅ 24212314 MLS
Set in the heart of one of Fairfield's coveted neighborhoods, Marsh Drive is a sun-drenched and welcoming home with an unexpected oasis in the backyard. Sun pours in through the large windows in the living room, complemented by lightly stained hardwood floors and crown molding. The dining room is perfect for large holiday gatherings or intimate dinners and overlooks the gardens and in-ground pool through a bay window. White cabinets, tile floor, trendy backsplash, a beverage cooler, and stainless-steel appliances embellish the kitchen. Down the hall, you'll find a recently renovated full bathroom with a modern and fresh touch in the bathtub, tile floor and vanity. Three spacious bedrooms with plenty of closet space complete the main floor. The finished lower level provides a great opportunity to meet your needs-a family room, home office, gym, or rec room! Multi-functional with access to the two car garage and door to the backyard, this room is a great extension of the living space. A half bathroom is tucked in the corner, with the laundry space and mechanicals behind closet doors. Outside, the oasis begins! The in-ground pool is surrounded by a patio and gorgeous plantings, with pops of color throughout the year. The patio is large enough for multiple seating areas and lounge chairs. The sound of the water lapping, the feel of the sun peeking through mature trees, the sweet aroma of flowers, and the fenced-in yard will bring a sense of peace. Close to town, train & schools

122 Marsh Dr, Fairfield

28 Country Road Unit 28, Fairfield
$1,199,000
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

38 Reynolds Dr, Fairfield
$869,000
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

20 Glen Arden Dr S, Fairfield
$995,000
3 Beds ⋅ 3 Baths ⋅ 24208763 MLS
Slow mornings, lively gatherings and room to unwind-welcome to life at 20 Glen Arden Drive South. Set on nearly half an acre in Fairfield's University neighborhood, this 3-bedroom, 3-bath Colonial offers inviting spaces for every pace of the day. Gather around the kitchen island for coffee and conversation, host dinner in the dining room, then mix a favorite drink at the wet bar and settle in beside the fire. Two fireplaces bring warmth to evenings at home, while hardwood floors lend classic character throughout. Outside, the professionally landscaped grounds set the stage for everything from backyard games to leisurely afternoons. Serve dinner on the patio, linger with friends by the cabana or slip away to the balcony for a quiet moment. There's space here to entertain a crowd and enjoy a little solitude. Main-level laundry and a two-car garage keep daily routines easy, while nearby shopping, dining, beaches and parks put the best of Fairfield within easy reach. Thoughtful improvements include a new roof, exterior painting and carpentry completed in 2025, plus kitchen updates featuring an induction cooktop, center island with microwave, counters and pantry. Attic spray foam insulation, a newer water heater and refinished hardwoods further enhance this inviting home.

20 Glen Arden Dr S, Fairfield

78 Greenbriar Rd, Fairfield
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 24207389 MLS
Set in the desirable University area, this expanded ranch offers inviting spaces, beautiful architectural details and a backyard that feels like a private oasis. Custom craftsman touches incl crown molding and custom paneling create a warm sense of character throughout. The chef's kitchen, with generous island,is perfect for morning coffee, and casual meals.The dining room is ideally situated for inspired entertaining. The heart of the home is the stunning family room, where a soaring cathedral ceiling and fireplace create a comfortable place to gather. French doors open to an extraordinary outdoor retreat designed for long summer days and unforgettable evenings. Swim in the heated gunite pool, relax in the spa, enjoy dinner on the patio, and gather for drinks at the tiki bar. An outdoor shower and lush grounds complete this vacation-at-home setting.Upstairs, the thoughtfully added bonus space offers room to adapt as life changes; whether used as a home office,playroom, 4th bedroom, or creative studio. A finished space in the bsmt plus plenty of storage add to the home's functionality. The ease of ranch-style living with flexible additional space and exceptional indoor-outdoor entertaining, this is a home meant to be enjoyed in every season. All situated on a culdesac road just minutes from Fairfield Center dining, shopping, MetroNorth and 5 LI Sound beaches. Walk to Osborn Hill School.Easy NYC commute by highway, Merritt Parkway or train.

78 Greenbriar Rd, Fairfield

438 High St, Fairfield
$629,000
4 Beds ⋅ 2 Baths ⋅ 24196770 MLS
Traditional on the outside and surprisingly spacious on the inside, this University cape is freshly updated and is ready for its next owners. A sun-filled living room welcomes guests a it features a bay window and gleaming hardwood floors which extend throughout bedrooms on the main and upper levels. A total of four bedrooms ( two on the main level and two upper) feature potential dining and home office use. Refreshed kitchen with stainless steel appliances, subway backsplash, two full bathrooms are in move-in ready condition. A breezeway, mud room links the attached garage for all weather coverage. A full walk-out basement leads to a private patio and peaceful back yard. The generous sized lower level also includes a washer/dryer, extra refrigerator, workshop and space for a possible home gym and additional storage. Ideally located minutes from town, medical facilities, two train stations, schools, shopping, Merritt and I-95. Agent is related to owner.

438 High St, Fairfield

65 Cynthia Dr, Fairfield
$849,000
3 Beds ⋅ 2 Baths ⋅ 24205513 MLS
One of the best side street locations in Fairfield's University neighborhood! This updated single family home is so close to all town amenities: the train, center of town, highways and Black Rock Turnpike! Beyond location, this home has newly refinished hardwood flooring and fresh paint throughout offering bright living spaces, lots of storage and a gorgeous fully-fenced in backyard! Just off Mill Plain Rd, this home is on a dead-end side street with open space across the street, a perfect combo offering privacy within a neighborhood setting! Featuring 3 bedrooms, 1.5 bathrooms and many newer features for high efficiency living like new central air in 2025, updated furnace, 200 amp electric, windows, and an updated kitchen with pantry! The main floor has an open floor plan with a large living room, dining room, kitchen and family room. All 3 bedrooms are upstairs along with a full bathroom and large linen closet. The spacious bonus room is a walk-out featuring a half bathroom with laundry and full-size windows for lots of light. Other features include an attached 1 car garage and large deck and pea-stone patio overlooking the flat yard. This home is stunning with a great property, close to everything. What a charming place to call home!

65 Cynthia Dr, Fairfield

681 Jennings Rd, Fairfield
$649,000
3 Beds ⋅ 2 Baths ⋅ 24196297 MLS
Welcome to this beautiful home at 681 Jennings Rd, Fairfield, CT! This well-maintained property offers a flexible and functional layout with 3 bedrooms and 2 full bathrooms. The second floor features two spacious bedrooms, a full bathroom, and beautiful hardwood floors. The main level includes an additional bedroom, a bright living room and dining room with hardwood flooring, a beautifully remodeled kitchen, and a full bathroom for added convenience. A partial finished basement. Ideally close to shopping, restaurants, schools, parks, Fairfield's beautiful beaches, the train station, and major highways, this home offers both comfort and convenience. Whether you're looking for your first home, downsizing, or seeking a great investment opportunity, this property is ready for you to move in and enjoy.

681 Jennings Rd, Fairfield

1646 Jennings Rd, Fairfield
$1,070,000
4 Beds ⋅ 2 Baths ⋅ 24194385 MLS
Completely renovated 4-bedroom, 2-bath home in Fairfield's desirable University area, offering 1,814 sq. ft. of finished living space plus an 884 sq. ft. unfinished basement. This move-in-ready property features a new roof, new electrical and plumbing, fresh interior and exterior paint, new wide-plank flooring, recessed lighting, and a brand-new oversized deck. The open-concept kitchen showcases custom cabinetry, a waterfall island, quartz countertops, and new stainless-steel appliances. Additional highlights include a beautifully updated primary suite and bathrooms, a spacious backyard, and a 2-car attached garage. Conveniently located near Fairfield University, downtown Fairfield, Metro-North, beaches, parks, shopping, and dining. A beautifully upgraded home combining modern style, comfort, and convenience.One of the parties to the LLC has an active real estate license

1646 Jennings Rd, Fairfield

439 Stillson Rd, Fairfield
$625,000
3 Beds ⋅ 1 Baths ⋅ 24186541 MLS
SELLER OFFERING $12,000 TO BUYER @ CLOSING!! Ideally situated in a highly convenient location, this home offers easy access to shopping, dining, schools, parks, transportation and everyday essentials within easy reach. Enjoy the ideal balance of comfort and accessibility, with everything you need just moments from your front door. This home has an open floor plan that connects the kitchen to the dining area with an easy entrance from the back of the home. The main level also has a generous size living room and a bedroom with a full bath. Upstairs, you will find two beautifully appointed bedrooms that are filled with natural light, creating bright and inviting retreats to unwind at the end of the day. The spacious lower level offers exceptional flexibility for today's lifestyle. Featuring two separate finished rooms on opposite sides of this level providing the perfect opportunity to create distinct living spaces. One room can serve as a family room or media room for movie nights, while the other is ideal for a recreation room, music studio, gym or playroom. With ample room to spread out, this versatile lower level adapts easily to your needs. Step outside to a generous sized back yard and two car detached garage. With its spacious layout, flexible living areas and a location close to everything, you will be impressed with the value that 439 Stillson Road provides

439 Stillson Rd, Fairfield

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