Refine Search
Sort by
195 Rock Major Rd, Fairfield
$900,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24215095 MLS
Tucked along one of the University Area's peaceful, tree-lined streets, 195 Rock Major Road presents a rare opportunity to call one of Fairfield's most coveted neighborhoods home. Properties offering this combination of location, generous land, and character seldom come to market, making this three-bedroom ranch an exciting find. Set on over half an acre, the home offers privacy, space, and possibility. An expansive kitchen with ample room to cook, gather, and entertain opens directly onto a south-facing deck. Oak hardwood floors, timeless built-ins, and wood-burning fireplaces bring warmth and character, setting the scene for leisurely mornings, shared meals, fireside evenings, and cherished moments with family and friends. Outdoors, the generous grounds invite a spirited game of catch, gardening, or simply savoring the tranquility of the surrounding landscape. An attached two car garage adds to the ease of living. With its enduring charm, versatile living spaces, and the exceptional potential to make it your own, this special Fairfield property offers a compelling opportunity for you to create a truly memorable home for years to come.

195 Rock Major Rd, Fairfield

125 University Dr, Fairfield
$1,050,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215209 MLS
Set on 0.24 acres in one of the most sought-after pockets of the University Area, this expanded cape/colonial is ready for its next owner. The backyard is one of the home's best features: sunny, private, and fully fenced, with plenty of room to play. Summer evenings are made for dinner on the deck, watching the sun go down. Inside, the home balances casual, open living with quieter formal spaces. The updated kitchen, with new cabinetry, quartz countertops, and stainless appliances, is the natural gathering spot. It opens to a flexible space that works as a den or a larger informal dining area. A sunny breakfast nook leads through French doors onto the deck. A family room with a wood-burning stove offers a cozy retreat on cooler nights, and a charming dining room also opens to the deck, making indoor-outdoor dining effortless. Upstairs are three bedrooms and two full baths. The primary suite steals the show, with soaring ceilings, a generous walk-in closet, and a bath with double vanities and a jetted soaking tub. A second oversized bedroom offers plenty of space, and the third bedroom is perfect as a home office or guest room. The lower level adds a partially finished space ready for a gym, playroom, or media room, plus an unfinished area for storage. Great location, flexible space, and room to grow. This is the one you've been waiting for.

125 University Dr, Fairfield

45 Dogwood Ln, Fairfield
$1,185,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213952 MLS
Picturesque University Colonial, beautifully set in one of Fairfield's most sought-after neighborhoods! Welcome to 45 Dogwood Lane, a home filled w/ warmth, character & an ideal design for everyday living. Step inside & instantly feel at home! There is so much to love about this special property & home & so much the current homeowner will truly miss, from the welcoming neighborhood & its beloved block parties to the 2 wood burning fireplaces that bring warmth & coziness + the privacy & of the backyard & the list goes on! The main level features a sun-filled living room w/ hardwood floors & wood burning fireplace, flowing into a delightful sun porch, the perfect spot to relax. The dining room is ideal for hosting, while the eat-in kitchen offers Quartz countertops & stainless-steel appliances. The expansive family room is truly this home's gathering spot, featuring a 2nd wood burning fireplace, hardwood floors, custom built-ins & sliders leading to your private backyard & a expansive deck - perfect for outdoor dining, Summer gatherings & making memories in your new home. Upstairs 4 large bedrooms await, all featuring hardwood floors. The primary bedroom suite offers a walk-in closet & skylight, creating a nice retreat. Beyond its wonderful living spaces, this home offers the lifestyle buyers are looking for. Ideally located minutes from downtown Fairfield, top-rated schools, beautiful beaches, restaurants & shopping. 45 Dogwood Lane is a special place to call home!

45 Dogwood Ln, Fairfield

35 Highlawn Rd, Fairfield
$739,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24214956 MLS
Welcome to 35 High Lawn Road in Fairfield! This beautifully maintained, move-in-ready ranch offers comfortable one-level living, inviting outdoor spaces, and a wonderful setting for everyday enjoyment. Featuring 2 bedrooms, 2 full baths, central air with heat pump and a finished lower level providing additional versatile living space, this home is exceptionally clean and ready for its next owner. Step outside to enjoy the beautiful, level lot with a fenced-in backyard and inviting in-ground pool, perfect for relaxing, entertaining, and making the most of the warmer months. Additional amenities include central vacuum and an irrigation system. Ideally situated for convenience, with easy access to shopping, downtown Fairfield, Metro-North, I-95, and the Merritt Parkway. A wonderful opportunity to enjoy easy one-level living, a private outdoor retreat, and an excellent location. Come see all that this special home has to offer!

35 Highlawn Rd, Fairfield

9 Millspaugh Dr, Fairfield
$899,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212765 MLS
Welcome to this charming Cape nestled on a desirable, well-established street in the sought-after University area. Full of warmth and character, this inviting home features beautiful hardwood floors throughout the main living level areas, an updated kitchen and a refreshed downstairs bathroom. The home offers 3 bedrooms with the upstairs rooms providing additional flexibility for bedrooms, a home office or a nursery. The finished lower level adds valuable living space with comfortable bonus rooms perfect for a family room, office, playroom, gym or guest space along with additional storage. Outside enjoy a nicely sized yard, a fully fenced backyard offers privacy and plenty of room for entertaining. It also offers a perfect blend of convenience and lifestyle. Enjoy easy access to both I-95 and the Merritt Parkway, as well as the Metro-North Train station. Fairfield's vibrant downtown and beautiful beaches make this an ideal location. Make this charming home the setting for your next Thanksgiving gathering and many wonderful memories to follow.

9 Millspaugh Dr, Fairfield

38 Milandale Rd, Fairfield
$865,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212800 MLS
Set on a tranquil street in a convenient Fairfield location, this Colonial offers a versatile floor plan with plenty of room to live, relax, and entertain. Situated on a level quarter acre property within walking distance of the elementary school, the home features generous indoor and outdoor living spaces, freshly painted interiors, and beautifully refinished hardwood floors. The inviting living room features a classic brick fireplace framed by rich mahogany trim, adding warmth and character. At the back of the home, a sun drenched family room welcomes an abundance of natural light, with sliding doors opening to a wraparound deck overlooking the expansive, level backyard. The main level also features three bedrooms and a full bath, offering flexibility for guests, a home office, or everyday living. Upstairs, a spacious bonus room provides additional living space, while the primary suite features cathedral ceilings, a generous walk-in closet, and a private bath with a stall shower. A two-car garage adds everyday convenience and additional storage. Just five minutes from Metro North and Fairfield's vibrant downtown, with shopping, restaurants, parks, and schools nearby, this home offers an appealing combination of convenience, comfortable living spaces, and a flexible layout to accommodate a variety of lifestyles.

38 Milandale Rd, Fairfield

295 Reid St, Fairfield
$749,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

28 Country Road Unit 28, Fairfield
$1,199,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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
$845,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$899,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$599,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!