University Real Estate

Welcome to the University neighborhood of Fairfield, Connecticut, a vibrant and inviting community where the charm of suburban living meets the energy of academic life. Nestled within the picturesque Fairfield County, this area is renowned for its proximity to renowned educational institutions, including the prestigious University of Bridgeport and Sacred Heart University, making it a hub for students, faculty, and families alike.

The University neighborhood boasts a rich tapestry of tree-lined streets, beautifully maintained parks, and a welcoming atmosphere that fosters a strong sense of community. Residents enjoy a variety of local amenities, from cozy cafes and eateries to boutique shops and grocery stores, all just a stone's throw away. The area is also well-connected to public transportation, providing easy access to nearby cities and the vibrant cultural scene of downtown Fairfield.

For outdoor enthusiasts, the neighborhood offers an abundance of recreational opportunities. With close proximity to scenic parks, walking trails, and the stunning shores of Long Island Sound, residents can immerse themselves in nature while enjoying activities such as hiking, biking, and beach outings.

Families will appreciate the highly-rated schools in the area, as well as the numerous community events and programs that cater to all ages. From farmers' markets to seasonal festivals, there’s always something happening in the University neighborhood.

Whether you’re a student seeking a lively environment, a professional looking for convenience, or a family desiring a nurturing community, the University neighborhood of Fairfield is a delightful place to call home. Discover the perfect blend of education, culture, and community in this charming corner of Connecticut!

Newest Listings in University

$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.

438 High St, Fairfield

$869,000

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

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 24205035 MLS

Step into a storybook setting of Fairfield's "CT Cotswolds." This 1931 custom-built Cape Colonial is a masterclass in timeless elegance, where old-world character seamlessly blends w/high-end modern comforts. From the moment you cross the flagstone-covered front porch & enter the foyer, the home's heritage shines through the graceful curved staircase & rich wide-board flooring. The main level is designed for both sophisticated entertaining & quiet relaxation. The impressive LR anchors the home w/its wood-burning FP & beamed ceilings, while the formal DR delights w/artisan details like classic corner cabinetry. For those seeking a quiet retreat, the sun-drenched den serves as the perfect library or bright home office. At the heart of the home, the gourmet chef's kitchen is a showstopper. Vaulted, beamed ceiling & expansive windows frame views of the lush grounds, while Viking appliances, granite countertops, & clever storage solutions cater to the most ambitious culinary pursuits. The 1st flr Primary suite is a sprawling sanctuary featuring b/i closets, bath w/dbl shower, & private sitting room for peaceful mornings. Upstairs, 3 add'l bright BRs & FBA. The fin LL is the ultimate destination for game days, complete w/wet bar, b/ins, 1/2 bath, office space. Outside, the property transforms into a private oasis. Exquisite perennial gardens wrap the home in color, providing a stunning backdrop for alfresco dining. It's more than just a house; it's a retreat that feels like HOME.

394 Wakeman Rd, Fairfield

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 24204891 MLS

Welcome to 50 University Dr, where character, craftsmanship, and comfort come together effortlessly. Tucked into one of the most coveted enclaves near Fairfield University, this colonial-style home was custom built from the foundation up in 2021 with refined finishes and carefully selected upgrades. Outside: cedar shake siding, Azek pergola and trim, Trex decking, oversized Nicolock patio, horseshoe driveway, Marvin windows and doors, and a full-house generator. The landscaped grounds include a "dog proof" fully fenced backyard. Inside, 8" white oak floors run throughout, with high ceilings, modern trim, neutral paint, and brass and aged brass hardware. The kitchen connects to the garage and sits between the family and dining rooms for effortless entertaining. A walk-in pantry doubles as "kitchen overflow" to hide clutter. It's finished with custom cabinetry, Bosch SS appliances, quartz counters, and a large island with hidden storage and seating for 3. The 1st floor also offers a formal living room with custom marble-surround gas fireplace, a full bath, and a bedroom that works as an office or guest room. Upstairs, the primary suite features a tray ceiling, large walk-in closet, and spa-like bath with heated tile floor, double vanity, and glass-door tiled shower with heated seat. 2 more bdrms have vaulted ceilings, ceiling fans, and closet systems, served by a 3rd full bath. Timeless character and lasting quality, ready from day one.

50 University Dr, Fairfield

$849,000

3 Beds ⋅ 2 Baths ⋅ 24203937 MLS

Tucked on a tree-lined side street in the desirable University neighborhood, this charming and spacious home is beautifully maintained and updated throughout! The inviting exterior features bluestone steps, stone accents, updated siding, garage doors and windows. Inside, hardwood floors flow throughout the main level with an open-concept layout ideal for everyday living and entertaining. The spacious living room features built-ins and a wood-burning fireplace with an insert that provides an additional heat source in winter. The dining room opens to the kitchen, featuring white shaker cabinetry, granite countertops, butcher block island, pantry, glass tile backsplash and access to the back deck and yard. A private office and updated powder room complete the main level. Upstairs are three generously sized bedrooms with large closets and an updated full bath. The finished lower level offers a family room, additional office or guest space with barn doors, built-in desk or dry bar area and laundry room with storage. An attached 2-car garage provides abundant space. Additional updates include the boiler, electrical panel, gutters, roof, interior doors and more! Ideally located in the heart of town, just 7 minutes to downtown and the train!

87 Oxbow Rd, Fairfield

$1,225,000

3 Beds ⋅ 3 Baths ⋅ 24203250 MLS

Walk to Town, Train, Fairfield U, University Area Location. 2/3 acre. Ample Living Space. Character. A stand out in its price range w/ NEW ROOF! Rarely does one find a quintessential center hall colonial w/ abundant architectural details, charm, condition & updates, all in the heart of Fairfield! Travel down the long private drive to the secluded garden & up the charming porch. Inside, the Formal Dining Room & Living Room each flow effortlessly to the Great Room & Kitchen. The LR impresses with original wide plank flooring, space, fireplace and french doors to the Great Room. There, walls of windows overlook a sunny & delightful view of the expansive rear property. Wainscot accents, sliders, dining area and red brick floor beneath it all complete the space. Columns lead to an open kitchen where the home's vintage flair truly comes to life. Solid wood cabinetry, copper sink, even a rotary dial wall phone! Beyond, the hall leads to a tasteful powder room w/ pocket door, laundry, pantry, and steps down to a traditional family room w/vaulted ceiling & beams. Here, cozy up to a second fireplace. More sliders lead to the rear brick patio, while additional entries allow access to the front garden and garage. Upstairs features a primary suite w/ modern bath, vaulted ceilings & beams, two guest bedrooms, one w/door to 2nd fl. deck, modern hall bath, and hardwood throughout. Roof '26, Washer/Dryer '26, Front Door '25, Deck '23, Furnace '21, Siding '17, MBTH '15, Addition '04.

130 Elm St, Fairfield

$359,000

2 Beds ⋅ 1 Baths ⋅ 24202318 MLS ⋅ Colonial Gardens BLDG.

Welcome to 245 Sunnyridge Ave #50, a beautifully updated 2-bedroom, 1-bath condo in Fairfield's desirable University neighborhood. The entire unit is thoughtfully updated, creating a move-in-ready space that reflects true pride of ownership. This approximately 900 sq. ft. home offers comfortable, low-maintenance living in a convenient Fairfield location. Enjoy the ease of condominium living while being close to shopping, dining, transportation, Fairfield University, and the many amenities Fairfield has to offer. Don't miss your opportunity to make this beautifully cared-for condo your new home.

245 Sunnyridge Ave Unit 50, Fairfield

$1,900,000

5 Beds ⋅ 6 Baths ⋅ 24199415 MLS

MOVE IN READY. Nestled on a rare one-acre lot, this stunning home offers 4,180 sq ft of above-grade living space. Situated in the highly desirable University area of Fairfield, it features 5 beds/5.5 baths. The heart of the home is a culinary masterpiece with GE Monogram appliances, shaker style cabinets, premium quartz countertops and a large kitchen island. The kitchen opens to a sunlit breakfast area, and to an open-concept dining and family room with a dry bar, gas fireplace and a spacious deck overlooking a secluded serene backyard. A coveted fully self-sufficient ground-floor suite for multi-generational living or guests is included with its own dedicated vented laundry, a rare premium offering! The primary suite serves as a private, spa-inspired sanctuary with cathedral ceilings, a sprawling floor-mounted custom walk-in closet and a luxurious bath with high end fittings. A private balcony off the bedroom offers an intimate retreat to unwind. Enjoy total privacy with a protected rear buffer ensuring no future development, professionally landscaped lawn and garden path-way and a custom built firepit. Amenities include a home office, walk-in pantry, two covered parking spaces & a two car attached garage. The home is close to beaches, schools and downtown. A commuters dream with close access to Metro North stations for a seamless commute to NYC. 1 year AllShield Home Protection incld. Original 1400 sq' built 1919-Complete renovation/New Construction 2026. Owner/Agent.

1964 N Benson Rd, Fairfield

$1,499,900

4 Beds ⋅ 4 Baths ⋅ 24199290 MLS

Exceptional opportunity to own what is essentially a brand-new home in Fairfield University area. Expanded with a full second-story addition and reconstructed from the original foundation up, this remarkable residence offers 3,290 square feet of beautifully finished living space with virtually every major component newly built. Designed for today's lifestyle, the open-concept floor plan features 4 bedrooms, 4 full baths, and flexible living space across three levels. The heart of the home is a stunning chef's kitchen with Thermador appliances, quartz countertops, abundant cabinetry, and a large island, opening to a dining room with coffered ceilings, and seamless flow into the living room, creating an ideal setting for both everyday living and entertaining. A first-floor bedroom and full bath provide flexibility for guests, a home office, or multigenerational living. The second floor features a spacious primary suite with a walk-in closet and beautifully appointed primary bath, along with two additional bedrooms, another full bath, and a conveniently located laundry room. The finished third floor offers a spacious office with glass French doors, valuable bonus space perfect for a playroom, media room, or guest retreat, along with a full bath. Beyond the attractive finishes, conveniently located near Fairfield's beaches, train stations, shopping, dining, parks, and top-rated schools, 694 Jennings Road offers a rare combination of modern design, turnkey living.

694 Jennings Rd, Fairfield

$1,549,000

5 Beds ⋅ 4 Baths ⋅ 24198508 MLS

Featured in Fairfield Magazine, this beautifully restored 1834 Cape Cod farmhouse blends nearly 200 years of history, character & modern luxury in the sought-after Osborn Hill School District. Thoughtfully expanded over 30 years by its owners, including an accomplished NYC designer, this 5BR home retains exposed beams, wide-plank floors, handcrafted millwork & multiple fireplaces. A welcoming front porch leads to a charming parlor w/FP & French doors, 1st-floor office w/built-ins, formal DR w/exposed barnwood & FP, plus a 1st-floor BR w/FP. The chef's kitchen features custom cabinetry, granite counters, oversized island, 6-burner range, wine fridge & premium appliances, opening to a sun-filled family room w/wood-paneled ceiling. 1.5 updated baths & a spacious laundry room complete the main level. Upstairs, the primary suite offers exposed beams, built-ins, WIC & spa bath w/heated floors, soaking tub, dual vanities & oversized shower, plus 2 BRs w/Juliet balconies. The attached barn is an entertainers dream w/soaring ceilings, bamboo floors, barnwood bar & stone gas FP, plus an ensuite guest BR, 2nd office & fitness/flex space. The oversized garage includes an art/craft studio w/cedar closet. Outside, the private landscaped yard invites garden parties & quiet evenings alike, w/stone patio, outdoor LR w/stone FP, dining area, bar, hot tub, outdoor shower & firepit. Minutes to downtown, beaches, Black Rock, Metro-North, shopping & dining. Very special, once-in-a-lifetime home!

2580 N Benson 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

$2,699,000

5 Beds ⋅ 6 Baths ⋅ 24195451 MLS

There's a certain kind of iconic home that settles over you the moment you step inside, because the craftsmanship was never meant to be temporary. Nine-foot ceilings in the living & dining rooms, 3 wood-burning fireplaces, solid proportions & large windows & glass doors that still frame the light the way they were designed to nearly a century ago. The kind of quiet authority that newer construction spends a fortune trying to approximate. The current owners understood the assignment. They preserved what mattered & refined the rest without ever losing the house's original voice. The original 1929 paneled den with a hidden wet bar. A family room built for actual gathering, complete with Sub-Zero, beverage fridge & kegerator. The gourmet kitchen opens directly onto an oversized patio so the line between inside & outside nearly disappears. 5/6 beds, 5.5 stunning baths, two staircases, a first-floor office, & a walk-out lower level with its own entrance & full bath give the house a flexibility that feels intentional. Outside, 1+ acres sit quietly behind stone walls - already equipped with a grilling station, a built-in fire pit, irrigation, & the soft structure of mature plantings, privacy & play space. You can walk to Fairfield's vibrant downtown, the Metro-North station to NYC, & schools. You border lovely Winton Park. Natural gas, city water, town sewer. Some homes you tour. This one stays with you. A spectacular house with a soul.

1123 Round Hill Rd, Fairfield

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