Woodbridge Real Estate

Woodbridge Real Estate

**Discover the Charm of Woodbridge, Connecticut**

Nestled in the picturesque New Haven County, Woodbridge, Connecticut, is a hidden gem that beautifully combines suburban tranquility with a vibrant community spirit. Known for its scenic landscapes and rich history, this charming town offers an idyllic setting for families, professionals, and retirees alike.

Woodbridge boasts a strong sense of community, where neighbors become friends and local businesses thrive. The town is characterized by its lush greenery, featuring sprawling parks and nature reserves that invite residents to explore the great outdoors. Whether you enjoy hiking along the scenic trails of the West Rock Ridge State Park or picnicking in the serene confines of the Woodbridge Town Green, there’s no shortage of ways to connect with nature.

Education is a cornerstone of Woodbridge’s appeal, with top-rated schools that prioritize academic excellence and foster a love for learning. Families are drawn to the area for its commitment to providing a nurturing environment for children, making it an ideal place to raise a family.

Culturally rich, Woodbridge offers a variety of community events throughout the year, from farmers' markets to seasonal festivals, ensuring there’s always something happening. The town’s proximity to New Haven provides residents with easy access to world-class dining, shopping, and entertainment options, while still enjoying the peaceful ambiance of suburban life.

With its blend of natural beauty, strong community ties, and excellent amenities, Woodbridge, CT, is not just a place to live; it’s a place to thrive. Come discover the warmth and charm of this remarkable town, where every day feels like home.

Newest Listings in Woodbridge

25 Acorn Hill Rd, Woodbridge
$549,999
3 Beds ⋅ 2 Baths ⋅ 24218026 MLS
Beautifully set on 1.62 acres framed by mature trees, this inviting 3 BR, 2F BA Ranch pairs classic charm with stylish interiors and effortless indoor-outdoor living. Rich hardwood floors, crown molding, and thoughtfully detailed millwork create a polished backdrop, while a large bay window fills the living room with natural light. A beautifully framed fireplace adds warmth and character to this welcoming gathering space. At the heart of the home, the bright kitchen showcases crisp white cabinetry, stainless steel appliances, a skylight, and an expansive island with seating-equally suited to casual mornings and entertaining. The adjoining dining room elevates every occasion with elegant lighting and decorative wall detailing. The finished lower level offers versatile space for recreation, fitness, or working from home. Sliding doors from the kitchen open to a covered deck overlooking the sweeping lawn and wooded surroundings, inviting you to linger over morning coffee or unwind at the end of the day. Discover a home where inviting style meets the beauty of a peaceful Woodbridge setting. Schedule your private showing today.

25 Acorn Hill Rd, Woodbridge
204 Amity Rd, Woodbridge
$449,000
24219304 MLS
Rare opportunity to acquire a 0.55-acre vacant commercial lot located in the heart of Woodbridge's commercial district. Situated in the GB-A Zone, this property offers a variety of permitted commercial uses, subject to applicable zoning regulations and approvals. Ideally positioned along highly traveled Amity Road (Route 63), which carries approximately 11,400-14,500 vehicles daily according to CTDOT traffic data, the property benefits from excellent visibility, an existing curb cut, and convenient access from both Amity Road and Selden Street. A prime opportunity for investors, developers, or businesses looking to establish a presence in a desirable commercial location.

204 Amity Rd, Woodbridge
6 Raymond Rd, Woodbridge
$425,000
3 Beds ⋅ 2 Baths ⋅ 24216862 MLS
Move-in ready, well-maintained, and affordable-a rare find in Woodbridge's highly regarded Amity school district! This charming 3-bedroom, 2-full-bath ranch features public water, public sewer, natural gas, and hardwood floors throughout the main level. Step inside to a bright and inviting living room that flows seamlessly into the dining area and updated kitchen, featuring beautiful wood cabinetry, stylish countertops, and stainless steel appliances. All three bedrooms enjoy desirable southern exposure, filling the rooms with abundant natural light throughout the day. BRAND-NEW ROOF (2026)! Thermopane windows throughout! A high-efficiency natural gas boiler provides heating and tankless hot water, with estimated annual gas costs of approximately $1,200 for heating and hot water combined! The heated basement offers flexible additional space-perfect for a family room, home office, gym, or recreation area. Two under-house garage spaces add everyday convenience and extra storage. Well-maintained over the years, with important improvements already completed and room for your own personal touches, this home is a wonderful opportunity to enjoy easy, single-level living in Woodbridge. Not in a flood zone!

6 Raymond Rd, Woodbridge
30 Mettler St, Woodbridge
$399,000
3 Beds ⋅ 2 Baths ⋅ 24216572 MLS
Welcome to 30 Mettler Street in Woodbridge! This charming Cape Cod-style home offers 3 bedrooms, 2 full bathrooms, and approximately 1,895 square feet of living space. Built in 1959, the home features a cozy fireplace, forced-air heating, and a partially finished basement offering additional flexibility for recreation, storage, or hobbies. This property presents an excellent opportunity for buyers seeking a home with character and the potential to make it their own. Enjoy the convenience of a residential setting in Woodbridge, with access to nearby schools, shopping, dining, and major commuting routes. Bring your vision and explore the possibilities this inviting property has to offer!

30 Mettler St, Woodbridge
9 Lawrence St, Woodbridge
$539,900
3 Beds ⋅ 3 Baths ⋅ 24215910 MLS
Stunning, remodeled and light-filled raised ranch just minutes from Downtown New Haven and Route 15! This home features an open floor plan with dramatic vaulted ceilings and a newly reimagined chef's kitchen, complete with quartz countertops, stainless steel appliances, and ample storage. Entertain effortlessly in the spacious living room with custom built-ins, or step out from the dining room onto your large covered, screened-in porch overlooking the yard. The main level offers 3 bedrooms and 2 full baths (including a primary en-suite). The lower level features a gracious family room with a cozy fireplace, a half bath, a dedicated laundry area, and an attached 2-car garage. Enjoy peace of mind with updated mechanicals, including a tankless water heater. Located on a quiet street close to all major conveniences, this turnkey home is a must-see!

9 Lawrence St, Woodbridge
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
175 Seymour Rd, Woodbridge
$425,000
6 Beds ⋅ 3 Baths ⋅ 24215228 MLS
BUILDERS, CONTRACTORS, INVESTORS, AND HORSE ENTHUSIASTS TAKE NOTICE! Rare opportunity to own one of Woodbridge's most unique and historic properties. Set on 8.32 picturesque acres surrounded by town-owned land, Blue Trails, and scenic Bladen's Brook, this former 1840s match factory and later cider mill offers endless possibilities. The historic structure, later converted to a residence, is a rare surviving example of 19th-century rural industry and the only property of its kind in Woodbridge. Accessed by a newer bridge, the property features tranquil natural surroundings ideal for horses, gardens, recreation, or future development. Approved plans are available to divide the property into two building lots and include a proposed new septic system. The existing home is being sold as-is and presents an excellent restoration, renovation, or 203(k) opportunity. A truly one-of-a-kind offering with exceptional potential. SOLD AS-IS!!! BUYERS DO YOUR DUE DILIGENCE TO CONFIRM PROPERTY DETAILS.

175 Seymour Rd, 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
10 Fox Hill Rd, Woodbridge
$1,289,900
3 Beds ⋅ 4 Baths ⋅ 24211444 MLS
Welcome to 10 Fox Hill Road! Set on gorgeous grounds with sweeping lawns, mature trees, and charming stone walls, this Woodbridge home offers a beautiful setting inside and out. Large windows bring natural light into the spacious living room and showcase the yard, while a stone fireplace, wood paneling, and parquet floors give the space warmth and character. The kitchen offers plenty of cabinetry, built-in appliances, a large island with seating, and a sunny dining area. Enjoy morning coffee or dinner with friends on the spacious screened porch overlooking the peaceful grounds. The yard provides plenty of room to garden, entertain, or simply relax and enjoy the scenery. Updates include a new roof and exterior painting in 2024, replacement air conditioning in 2023, and a dishwasher, washer, and dryer replaced in 2022. Close to Yale and downtown New Haven, and located in an award-winning school district, this home combines a lovely setting with everyday convenience.

10 Fox Hill Rd, Woodbridge
27 Manila Ave, Woodbridge
$549,000
6 Beds ⋅ 2 Baths ⋅ 24212262 MLS
Welcome to this lovely two-family home in a beautiful location! Both units offer just under 1,200 square feet of living space, each featuring 3 bedrooms, 1 full bathroom, and hardwood flooring throughout. Each unit has separate utilities, making this a great opportunity for both owner-occupants and investors. The property is serviced by city water, city sewer, and natural gas. Step out back and enjoy views of the neighboring ball field, adding to the open and inviting setting. Whether you're looking to live in one unit and rent the other or add a solid multi-family property to your portfolio, this one is worth a look. Come see it today!

27 Manila Ave, Woodbridge
18 Hillcrest Dr Unit 18, Woodbridge
$799,000
3 Beds ⋅ 3 Baths ⋅ 24210976 MLS ⋅ Regency At Woodbridge BLDG.
INSTANT EQUITY ~ Action priced to SELL! Chauncey Modern Farmhouse most recent sales between $885,000-$958,000. The Chauncey is the largest style townhome in this sold out, popular 55+ community. Spacious and immaculate, there is absolutely nothing to do here but move in. Literally! Possibly available FURNISHED means no furniture to move either! Cathedral, 9 foot ceilings and generous windows provide exceptional natural light. Fabulous open floor plan invites your company to make themselves at home. Beautiful finishes like wide-plank floors and matte black fixtures offer clean modern lines and an easy palette to make your own. Gourmet kitchen with gleaming quartz island, plentiful white cabinets and pantry is a cook's dream come true. Gorgeous Great Room with cathedral ceilings and sliders to peaceful paver patio. Main level Primary Suite boasts a tray ceiling, sumptuous bath with dual vanity and upgraded tile walk in shower with built in seat and niche. Bonus office with cathedral ceiling and solid French doors would also make a perfect mahjong room! Main level laundry and mudroom/drop zone keeps everyday living easy and organized. Attention to detail abounds. Even the garage floor sparkles with epoxy finish and an electric car charger is already installed for your convenience - perfect for snow birds. Head on upstairs to a fabulous open loft and two spacious bedrooms, separated for privacy by a full bath and huge walk in storage area. Welcome to the start of your new chapter

18 Hillcrest Dr Unit 18, 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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