Woodbridge, CT Homes for Sale with Acreage

Hidden Gem in Woodbridge - Where Nature, Comfort & Elegance Align Welcome to a private paradise tucked away on a peaceful, tree-lined road in sought-after Woodbridge. Set on 1.6 beautifully landscaped acres, this exceptional home is bursting with character, charm, and over $100,000 in thoughtful updates (see MLS documents for full list). From the long private driveway to the 2-car garage,

Judith Rush Dave Jones Realty, LLC

Welcome to this exquisite five bedroom, four and one-half bath colonial-style home, in a serene private setting. This home is sure to captivate you from the moment you enter the elegant foyer. The living room with a wood-burning fireplace and dining room provide open ample space for entertaining. A highlight of the main level is the inviting family room, complete with a cozy fireplace and

Dalia Coleman Coldwell Banker Realty

Ideal for multigenerational living or in-law suite potential, this luxury residence features a refurbished 2,193 square foot finished walk-out lower level with separate exterior access, kitchenette, full bath and steam shower-an exceptional space for extended family, guests, au pair quarters, recreation or a private home office. Above, a lamppost-lined circular drive introduces 1.78 private acres

Judy Cooper Coldwell Banker Realty

Nestled on a quiet cul de sac in Central Woodbridge is this charming raised ranch-style home w/ 5 bedrooms, 3 full bathrooms, & approximately 2800 sq ft of finished living space (including 1188 of living space in the finished walkout lower level). Sited on 1.6 acres, and bordering the Woodbridge Land Trust, this home offers both convenience & privacy. A circular driveway leads to the front entry

Ross Cotjanle Houlihan Lawrence WD

Charming New England Colonial! This home offers four bedrooms, one full bathroom, and plenty of classic character throughout, with room to potentially add an additional bathroom. Freshly painted in 2026, the home also features a newer roof, septic system, and oil tank. Relax on the screened porch or enjoy the beautiful patio, peaceful surroundings, and established gardens. Located among

Frank D'Ostilio Houlihan Lawrence WD

Welcome to 16 Burma Road! More than $250,000 in upgrades have been completed over the years, creating a beautifully updated home with high-end finishes and smart-home features throughout. At the heart of the home is a chef's kitchen featuring Viking appliances, a large center island, and plenty of cabinet space. Just off the kitchen, the bright and spacious family room offers vaulted wood

Frank D'Ostilio Houlihan Lawrence WD

Welcome to 48 Mulberry Road, a beautifully maintained 4 bedroom, 4 full bath ranch set on 1.42 acres in Woodbridge. This inviting home offers the ease of one level living with a spacious and comfortable layout, plus additional finished space in the lower level. Inside, the current owners have continued to thoughtfully improve and care for the home, adding finishing touches throughout while

Brian Davis Coldwell Banker Realty

History feels handsomely at home in the Fairchild House. This 1780 Cape-style sanctuary was relocated c.1930 onto a newly-sited foundation, deeper within the property, then extensively expanded twice in later years. Across 2,800sqft, with 2.5 bathrooms and 4 room options for the 3 bedrooms, the home layers the latest luxuries with late-Colonial craftsmanship such as original millwork mouldings,

Judy Cooper Coldwell Banker Realty

Charming and inviting, this beautifully maintained ranch is set on 1.5+ acres in desirable Woodbridge. The home offers a wonderful blend of classic charm and thoughtful updates, with hardwood floors and an inviting, comfortable feel throughout. The updated kitchen is a standout, featuring gorgeous cabinetry, quartz countertops and a beautiful backsplash. The living room offers a cozy fireplace

Heather Crabtree RE/MAX RISE

Welcome to 268 Newton Road in Woodbridge a stunning new construction 4-bedroom, 2.5-bath modern Colonial set on over 5 acres of beautiful land, offering privacy, space, and upscale design. Walk into a massive custom kitchen featuring an oversized island, wet bar, and coffee station & gas cook top. The open concept allows you to entertain guests in living room with a fireplace or dinning room

Robert Fischer Jr Houlihan Lawrence WD

Majestically set on 1.53 private acres, steps to the peaceful Elderslie Preserve is this stunning custom colonial. Over 4,600 square feet of living space on a quiet Woodbridge cul-de-sac the home thoughtfully pairs classic architectural details with a bright, welcoming layout, capturing peaceful seasonal nature views from almost every room. Enjoy the amazing benefits of fully owned solar panels!

Kate Esposito William Pitt Sotheby's Int'l

One of the Most Unique & Eclectic Homes in Connecticut! Originally built as a barn in 1750, this expansive and delightfully quirky home is truly one-of-a-kind. From the moment you step inside, you'll be captivated by its whimsical character; starting with the once fully functional cement mixer that has been creatively repurposed as a fireplace with pellet stove. Beyond this conversation piece is

Mark Fagan Emerald Glen Associates

461 Amity Road (Route63) directly across from North Pease Road. Off of Route 15 head north on Route 63, approximately a half mile from Racebrook Road on the right.

Jorge Zea Blue Lighthouse Realty, Inc

A stunning reimagining of a mid-century modern retreat, privately set on 2.87 peaceful wooded acres in the heart of Woodbridge. Thoughtfully renovated, this exceptional 5-bedroom, 4-full and 2-half-bath residence blends dramatic architecture, sophisticated finishes and a remarkable connection to nature. Soaring ceilings, skylights and expansive walls of glass flood the interiors with natural

Irene Cheung BHGRE Shore & Country

This extraordinary one of a kind home was designed by award-winning Yale architect, Peter Kosinski, reflecting Bauhaus inspired design of modernism, geometric shapes, tubular steel and glass. Tucked away on a cul-de-sac and thoughtfully positioned to embrace its wooded surroundings, this contemporary home is filled with natural light and serene landscaped views from nearly every room. A grand

Anne-Marie Pagli William Raveis Real Estate

Welcome to 15 Hemlock Hollow Road, a gracious 3-bedroom, 2.5-bath Colonial offering over 3,500 square feet of living space on more than 1.5 beautifully landscaped acres. A circular driveway and inviting covered front porch set the tone for this warm and distinctive home. The dramatic great room features soaring ceilings, oversized windows, a gas fireplace, wet bar, and game area, creating an

Tracy Vitelli RE/MAX Alliance

Set on 2.24 picturesque level acres at the end of a quiet cul-de-sac, this spacious 5-bedroom, 4.5-bath Colonial offers 5,428 sq ft of comfortable living in one of Woodbridge's most desirable neighborhoods. Located in the award-winning Woodbridge and Amity School Districts, just minutes from New Haven and Yale University, the property offers privacy and exceptional convenience. Sun-filled rooms,

Li-Er Fradella Coldwell Banker Realty

Welcome to this beautifully updated 3-bedroom, 2-bath ranch offering approximately 1,400 square feet of stylish, move-in-ready living space. Filled with natural light, this home features a thoughtfully designed layout and numerous recent upgrades throughout. The stunning new kitchen showcases modern cabinetry, new countertops, a custom backsplash, and all-new stainless steel appliances, creating

Christina Cantone Precision Realty LLC

Stunning new construction opportunity in the heart of Woodbridge! This thoughtfully designed 4,000 SF farmhouse-style Colonial offers the perfect blend of timeless architecture and modern living. Featuring an open-concept floor plan with spacious living and entertaining areas, this home is designed for today's lifestyle. The flexible layout includes both first-floor and second-floor primary suite

Michael Sirochman Coldwell Banker Realty

90-120 DAYS TO DELIVERY Experience luxury living at its finest in this stunning new construction Modern Colonial, thoughtfully designed with over 5,300 square feet of sophisticated living space in one of Woodbridge's most desirable neighborhoods. Situated on a picturesque cul-de-sac setting, this exceptional residence seamlessly blends timeless architecture with modern elegance and today's most

Bob Yostos Coldwell Banker Realty

Meticulously maintained by its original owner, this 3 bedroom 1.5 bath ranch style home is nestled on a beautiful, park-like lot on a quiet, tree-lined street. Ideally located close to public schools, walking trails, places of worship, major conveniences, with easy access to Route 15. The thoughtfully designed floor plan offers a spacious eat-in kitchen with direct access to a large deck

Regina Sauer Houlihan Lawrence WD

Tucked away on a quiet cul-de-sac in Woodbridge, this sprawling High Ranch is set on 1.56 private acres surrounded by nature. Filled with natural light from oversized windows and skylights, this home lives much larger than its square footage suggests. The open-concept living and dining area features a striking two-sided fireplace and flows into a sun-filled three-season room with a cozy wood

Christy Lindsay Coldwell Banker Realty

Great things come to those who wait. Lovingly maintained by its original owners, this well kept Colonial is ideally situated on a coveted cul-de-sac and offers curb appeal, generous living space, and thoughtful updates throughout. This immaculate 4-bedroom, 3-bath home lives comfortably like a ranch, featuring a first-floor bedroom and full bath-perfect for guests or a potential in-law

Kathy Anderson Coldwell Banker Realty

Experience the opportunity to build an exceptional new construction home by Olsen Built Homes, ideally located in Orange within the award-winning Amity school district. Offering approximately 4,642 square feet of finished living space, this thoughtfully designed five-bedroom, four-and-a-half-bath residence blends timeless architecture, quality craftsmanship, and a highly functional floor plan.

Tom Cavaliere Coldwell Banker Realty