University Homes with Osborn Hill Elementary school

Welcome to the vibrant University neighborhood in Fairfield, Connecticut, where charming homes and a thriving community come together to create the perfect setting for families and individuals alike. Nestled in the heart of Fairfield County, this area is renowned for its picturesque landscapes, friendly atmosphere, and convenient access to local amenities.

One of the standout features of the University neighborhood is its proximity to Osborn Hill Elementary School, a highly regarded institution that offers an exceptional learning environment for young minds. Families residing in this area appreciate the ease of access to quality education, making it an ideal place to raise children. The school’s commitment to academic excellence and community involvement fosters a strong sense of belonging among residents.

The homes in the University neighborhood boast a delightful mix of architectural styles, from charming single-family residences to modern townhouses. Many properties feature spacious yards, perfect for outdoor activities and family gatherings. With tree-lined streets and a welcoming vibe, it’s easy to see why so many are drawn to this community.

Beyond the homes, residents enjoy an array of nearby parks, recreational facilities, and shopping options, ensuring that everything you need is just a stone's throw away. The University neighborhood is also conveniently located near major highways and public transportation, making commuting a breeze.

Whether you're looking to settle down or invest in a vibrant community, the University neighborhood in Fairfield, CT, offers an ideal blend of comfort, convenience, and camaraderie. Come discover the charm of this delightful area and find your perfect home today!

Newest University Homes with Osborn Hill Elementary school

$869,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$1,900,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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

$1,549,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$1,070,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194385 MLS

Completely renovated 4-bedroom, 2-bath home in Fairfield's University area. 1,814 sq ft of finished living space plus an 884 sq ft unfinished basement. Open-concept kitchen with custom cabinetry, waterfall island, quartz counters, and new stainless steel appliances. Updated primary suite and bathrooms, wide-plank flooring, and recessed lighting throughout. Oversized deck, spacious backyard, and 2-car attached garage. Close to Fairfield University, downtown, Metro-North, beaches, and shopping. Move-in ready in a desirable neighborhood.

1646 Jennings Rd, Fairfield

$625,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$2,199,999

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24160360 MLS

Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

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