Woodbridge Homes for Sale

Woodbridge Homes for Sale

Welcome to Woodbridge, Connecticut – a hidden gem nestled in the picturesque New Haven County. This charming town offers a perfect blend of suburban tranquility and easy access to urban amenities, making it an ideal place for families, professionals, and retirees alike. With its lush landscapes, friendly community, and rich history, Woodbridge is a place where you can truly feel at home.

Woodbridge is renowned for its excellent school system, which consistently ranks among the top in the state, ensuring that your children receive a quality education. The town is also home to a variety of parks and recreational facilities, including the scenic West Rock Ridge State Park, where residents enjoy hiking, biking, and picnicking amidst stunning natural beauty.

As you explore the real estate market in Woodbridge, you'll find a diverse selection of homes for sale that cater to various lifestyles and budgets. From charming colonial-style houses to modern contemporary designs, there is something for everyone. Many of these homes feature spacious yards, updated interiors, and proximity to local amenities, making them perfect for both relaxation and entertaining.

In addition to its beautiful homes, Woodbridge boasts a vibrant community with a variety of dining, shopping, and cultural experiences. Whether you’re looking to savor a meal at a local eatery or enjoy a weekend at one of the town’s many events, there’s always something happening in this lively community.

Discover the charm of Woodbridge, CT, and explore the homes for sale that await you in this idyllic town. Your dream home is just around the corner!

Newest Woodbridge Homes for Sale

22 Maple Vale Dr, Woodbridge
$699,975
3 Beds ⋅ 3 Baths ⋅ 24215338 MLS
Every so often, a home comes along that simply feels special from the moment you arrive. This charming home offers the perfect blend of warmth and generous space for everyday living and holidays! The beautiful remodeled eat-in kitchen features sliders to a Trex-style deck, with peaceful neighboring pond views for morning coffee or evening relaxation. A swinging butler's door and French doors lead to the dining room, where a lovely bay window frames the tranquil water view. The sunken living room is truly a showstopper, featuring soaring ceilings and a classic brick fireplace with a gas insert that ignites with the touch of a remote, for instant ambiance. The impressive 901-square-foot lower level offers flexible living space. Imagine a wonderful gathering room with room for a piano, pool table, and more! A full wall of cabinetry offers great storage and a mini fridge and wet bar for easy entertaining. A pendant light illuminates the perfect spot for poker, mahjong, or puzzles! Remodeled powder room and separate laundry room, too. French doors open to a beautiful, level backyard bordered by woods, for year round fun. Upstairs, the spacious primary suite features an updated bath with a step-in shower and convenient shower seat. Two additional bedrooms share a second full bath. With inviting spaces, peaceful pond views, room to entertain, and thoughtful updates throughout, this is more than a house-it's the place where holidays are celebrated, memories are made, and is truly HOM

22 Maple Vale Dr, Woodbridge

14 Tulip Tree Ln, Woodbridge
$989,900
5 Beds ⋅ 6 Baths ⋅ 24214337 MLS
A blend of classic English architecture & refined modern living, this Tudor offers beautifully appointed interiors, & a versatile floor plan designed for a variety of lifestyles. Its distinctive brick & stucco facade sets the stage for a home rich in character & thoughtful updates. The marble foyer leads to a stunning step-down L/R with hardwood floors, custom millwork, & expansive walls of windows that fill the space with natural light. The banquet-sized formal D/R impresses with H/W floors & opens to the inviting porch for a seamless connection between indoor & outdoor entertaining. At the heart of the home, the updated kitchen is both functional & inviting, showcasing cherry cabinets, granite counters, & premium appliances, The open eating area bridges the screened-in porch & the adjoining family room, a warm retreat with its stone fireplace & custom built-ins. You are sure to love the home's flexible floor plan, highlighted by a spacious 1st-floor primary suite that offers the luxury & convenience of single-level living without sacrificing the generous accommodations of a traditional 2-story. A richly paneled library with custom cherry built-ins makes a great home office, study, or quiet sanctuary, while the 1st-floor laundry room makes that chore a breeze! The 2nd floor offers 4 generously sized bedrooms, including two ensuite baths, and an additional full hall bath This configuration provides for everyone's needs.

14 Tulip Tree Ln, Woodbridge

33 Rock Hill Rd, Woodbridge
$895,000
3 Beds ⋅ 3 Baths ⋅ 24214064 MLS
Anything but ordinary, this one-owner contemporary is a 3,825sf architectural original, its cascading cedar rooflines & sculptural angles set against 1.93 curated acres on a quiet cul-de-sac. Inside, soaring knotty-pine ceilings, rich hardwoods & dramatic walls of glass create a remarkable dialogue between style, light & landscape. A fireside living room rises to an apex window, & the adjacent dining room, w/ wet bar, opens to a vaulted screened porch, one of several privileged perches for savoring autumn's splendor. In the sunlit kitchen, granite counters, a generous pantry, Sub-Zero fridge & 6-burner Viking range elevate everyday cooking. Sliders there lead to a cedar front deck, & a cozy den & laundry room complete the main level. The breathtaking great room addition pairs 12-foot ceilings, a fireplace & cherry built-ins w/ towering window views of the stone-walled gardens & bluestone patio. Upstairs, an airy study opens to an expansive sun deck & even adds a playful surprise loft hideaway. The primary suite enjoys a dedicated balcony, ample dressing closet & skylit bath w/ soaking tub. 2 additional bedrooms & a handsome office, w/ fireplace, complete the upper level. Exceptional craftsmanship throughout complements the premium amenities, such as 3 full baths, hydro-air heating, standby generator, circular drive & 2-car garage. Utterly individual in design & uncompromising in its appointments, this one of one home reflects an enduring commitment to quality at every turn

33 Rock Hill Rd, Woodbridge

7 Clearview Dr, Woodbridge
$549,000
3 Beds ⋅ 2 Baths ⋅ 24211142 MLS
Welcome to 7 Clearview Drive, a spacious ranch set on 2.14 incredible, level acres in Woodbridge. A recently paved circular driveway, cedar shake-style vinyl siding and stone accents make a great first impression. Inside, 2,294 square feet of single-level living starts with a living room featuring a large picture window overlooking the front lawn, open to the dining room. The eat-in kitchen offers plenty of cabinetry, a peninsula and main-level laundry, and flows into the family room with a fireplace and slider to the deck. Just off the kitchen, the enclosed sunroom is a bright space to enjoy all year round. The primary bedroom includes a walk-in closet and private bath, and two additional bedrooms share a full hall bath. Hardwood floors are under the carpeting, ready to be uncovered. Outside is where this property really shines. The deck looks out over a huge, level backyard framed by mature trees, with endless room to garden, entertain or simply spread out. The full basement offers abundant storage and room to expand, plus a 2-car garage. Additional storage: walk-up attic & shed below the sun room. A Generac whole-house standby generator adds peace of mind, along with central air. All in the Amity Regional School District, just minutes to Route 15, Yale, Yale New Haven Hospital and downtown New Haven. A well-cared-for home with great bones, ready for its next owner to make it their own. Home to be sold 'as-is'.

7 Clearview Dr, Woodbridge

27 Old Quarry Rd, Woodbridge
$979,000
5 Beds ⋅ 4 Baths ⋅ 24201588 MLS
Set on a quiet cul de sac in a desirable neighborhood, this distinctive 5 bedroom, 4 full bath home offers approximately 5,400 square feet of finished living space with an open layout and incredible flexibility. The main level features wide plank hardwood floors, architectural ceiling details and a dramatic living room centered around a floor to ceiling tiled fireplace. The dining room offers direct access to the deck, while the modern kitchen features sleek white cabinetry, granite countertops, stainless steel appliances, abundant storage and counter seating. Four bedrooms are located on the main level, including the primary suite with a private bath featuring a soaking tub, separate tiled shower and double vanity. A spiral staircase leads to an oversized walk in dressing room below. Three additional bedrooms, two full baths and a separate home office complete the main level. The finished walk out lower level offers a recreation area, family room, fifth bedroom, full bath, home gym, laundry room and storage, with excellent potential for an in law or private guest suite. Multiple decks, including a rooftop deck, and a walk out patio overlook the professionally landscaped, privately fenced backyard. A three car garage and whole house generator add everyday convenience. Offering exceptional space, privacy and versatility in a wonderful Woodbridge community, this home presents a rare opportunity with so much to offer.

27 Old Quarry Rd, Woodbridge

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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.

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