Refine Search
Sort by
$950,000
3 Beds 3 Baths 24193957 MLS
Rarely does a MID-CENTURY MODERN home of this caliber become available. Privately nestled among mature trees in an extraordinary lakefront setting, this architecturally significant residence was thoughtfully designed to capture its natural surroundings, offering exceptional privacy, breathtaking views, and seamless indoor-outdoor living. Walls of glass, expansive sliders, and dramatic contemporary windows flood the home with natural light while framing the landscape from nearly every room. The spectacular Living Room, the centerpiece of the home, features soaring vaulted ceilings, a striking floor-to-ceiling brick wood-burning fireplace, and an office alcove ideal for remote work or creative pursuits. Flowing effortlessly from the Living Room, the Dining Room and Family Room create an expansive open-concept living space centered around a state-of-the-art custom kitchen equipped with premium La Cornue, Wolf, and Sub-Zero appliances. True to its mid-century design, each of the three bedrooms enjoys an en-suite bath and direct access to the private grounds, creating a unique connection to the surrounding landscape. This three-zone central air-conditioned home overlooks the beautifully landscaped saltwater gunite pool, recently resurfaced and updated with new mechanical systems, as well as professionally designed, park-like grounds. Fully owned solar panels provide excess electricity to offset winter months electric use to bare minimum.

20 Crestview Incl 24 Crestview Dr Drive, Woodbridge

$874,900
3 Beds 3 Baths 24201811 MLS
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 impressive space for everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while a private first-floor office provides an ideal work-from-home setting. Upstairs, the primary suite offers a peaceful retreat with a sitting area, dressing room, walk-in closet, and spa-inspired bath. Outdoors, enjoy your own private oasis featuring a heated saltwater gunite pool, waterfall, spa, pool house, expansive deck, and screened porch. Offering exceptional space, privacy, and resort-style amenities, this remarkable property is a wonderful place to call home.

15 Hemlock Hollow Rd, Woodbridge

$795,000
3 Beds 3 Baths 24182465 MLS
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 a cozy sitting area with fireplace, leading to a serene enclosed porch that overlooks the private in-ground lap pool (8x60) surrounded by lush gardens. The dramatic two-story wood beamed living room is accented by a loft that looks down over the space, adding architectural intrigue. Throughout the home, you'll find an array of alcoves, balconies, lofts, nooks, and crannies-each offering unique charm and functionality. Multiple fireplaces, custom built-in lighting, and intricate architectural details-including stained glass windows-make every corner of this home feel like a discovery. The versatile floorplan includes a private primary suite with steam shower and access to balcony. Adjacent office area leading to a loft with half bath and second stairway. A separate suite of additional bedrooms, each on its own level, sharing a bath and a fireplace in the sitting room. Numerous flexible spaces for bedrooms, offices, studios, or quiet retreats. The peaceful setting enjoys tranquil views over a pond surrounded by mature trees and gardens; offering a true sense of privacy and serenity.

8 Dillon Rd, Woodbridge

$735,000
3 Beds 3 Baths 24177143 MLS
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, fireplaces, sconce lighting, and hand-hewn wide-plank floors that glow and tell their story. A circular drive introduces level lawns, bordered by veritable verdure privacy and garden views. Inside, a front-to-back living room offers fireside warmth and wonderful flow, while the formal dining room, with its own wood fireplace, period wall paneling and 2 hutches, elevates candlelit dinners and holiday traditions. The kitchen, updated 10 years ago with maple cabinets, corian counters, and gas cooking, offers a sunny breakfast corner in which to enjoy slow mornings. A soaring family room adds modern scale with cathedral ceiling, exposed beams, walk-in closet, and 9-foot arched window. The latest addition main-level primary suite endows 2 walk-in closets, French doors to the yard, radiant heated floors, and a lavish skylit bathroom. A rustic, wood-paneled office completes the main level. A heated semi-finished rec room downstairs serves as a great fitness or hobby space and a detached 2-car garage and many updates, including mechanicals and an EV charger, round out the full package.

446 Amity Rd, Woodbridge

$630,000
3 Beds 2 Baths 24204112 MLS
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 with wood stove insert, creating a warm and welcoming space to gather and relax. Three bedrooms and two full baths provide a comfortable and versatile layout, while the charming front porch adds an extra touch of character. An attached two-car garage provides plenty of convenience, and the spacious property offers room to enjoy the outdoors in a peaceful setting. Ideally located in sought-after Woodbridge, this is a special home with charm, comfort and plenty to offer.

142 Ford Rd, Woodbridge

$629,900
3 Beds 2 Baths 24191904 MLS
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 overlooking the level backyard-perfect for outdoor entertaining and everyday enjoyment. The well-proportioned living room features a pretty casement bay window and a wood-burning fireplace and flows seamlessly into the formal dining room. French doors lead to a cozy family room with walls of windows showcasing picturesque views of the rear yard. The king-sized primary bedroom offers a walk-in closet, while two additional generously sized bedrooms share a remodeled full bath featuring double sinks, a tub, & a separate stall shower. A home office overlooking the front of the property, & a conveniently located laundry area and half bath just off the kitchen complete the main living area. The lower level includes a heated recreation room with a fireplace in addition to plenty of storage space & walkout access to the oversized two-car garage. Additional highlights include multi-zone heating & central air conditioning, an approximately 8-year-old roof, & HVAC systems replaced approx. 10-12 years ago. An exceptional opportunity awaits!

14 Rice Rd, Woodbridge

$599,900
3 Beds 3 Baths 24196535 MLS Regency At Woodbridge BLDG.
Experience the Regency at Woodbridge, this 55+ community. The Pierpont Modern Farmhouse: a beautifully designed two-story townhome that blends comfort, style, and ease of living. The main-level primary suite offers convenience and privacy, while upstairs you'll find two additional bedrooms and a versatile loft space, perfect for guests, a home office, or a cozy retreat. Reinvent your lifestyle without compromising on quality. The primary bath features a spacious six-foot seated walk-in shower, creating a spa-like experience at home. The open-concept great room flows seamlessly into the kitchen and dining area; ideal for entertaining or relaxing by the fireplace with a good book. This home is thoughtfully curated with designer-selected finishes, allowing you to move right in with ease. Enjoy quartz countertops, hardwood flooring throughout the first floor, and sleek stainless steel appliances that bring both function and style to your kitchen. The Regency offers a wide array of amenities including a clubhouse, pool, and fitness center. Perfectly positioned with scenic views of West Rock Ridge State Park, this home offers a peaceful backdrop to everyday living. Discover what it feels like to live where every day feels like a getaway. Conveniently located just minutes from New Haven, Yale University, shopping, dining, and major commuting routes.

27 Heritage Ln, Woodbridge

$579,000
3 Beds 2 Baths 24179371 MLS
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 the perfect space for both everyday living and entertaining. Brand-new hardwood flooring flows throughout the home, adding warmth and elegance to every room. Major mechanical updates provide peace of mind, including a new heating system, central air conditioning, hot water heater, and well pressure tank. The attached 2-car garage offers convenience and additional storage space. Ideally situated in a prime location close to shopping, dining, parks, and commuter routes, this home also benefits from access to a highly regarded school system. Combining modern updates, comfort, and an exceptional location, this turnkey ranch is one you won't want to miss.

19 Fawn Dr, Woodbridge

$574,900
3 Beds 3 Baths 24187646 MLS
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 stove. The kitchen is appointed with maple cabinetry, quartz countertops, and a wine refrigerator. The main level includes three bedrooms, including a primary suite with a full bath, plus an additional full bath. The lower level expands your living space with a welcoming family room, home office, laundry room, third full bath, and a versatile bonus room ready to fit your lifestyle. Step outside to an expansive deck overlooking peaceful wooded surroundings-the perfect setting for entertaining or simply unwinding. A private retreat benefiting from the Amity School System! Just minutes from Yale, downtown New Haven, shopping, and major commuter routes. Owner to leave the gas powered generator to keep things going in case of power outtage.

32 Hallsey Ln, Woodbridge

$565,000
3 Beds 4 Baths 24203193 MLS
Imagine coming home to the peacefulness of a quiet cul-de-sac, where the pace feels a little slower and everyday moments become something to savor. Ideally located with easy access to parkways, grocery stores, and charming local markets, this inviting home offers the comfort and ease of one-level living on a beautiful, level lot. Inside, the thoughtfully designed floor plan creates an effortless sense of connection. The eat-in kitchen opens naturally to the dining room and family room, making it easy to gather with family and friends, share a meal, or simply enjoy the rhythm of everyday life. Sliding doors invite you into a bright, window-filled Florida room-a special place to begin your morning with coffee, curl up with a good book, work on a puzzle, enjoy game night, or simply pause and take in the beauty of the backyard. Step outside and let the gentle sound of a small babbling pond create a sense of calm. The beautifully landscaped grounds offer a wonderful backdrop for gardening, outdoor recreation, entertaining, or quiet moments surrounded by nature. There is space here to garden, play, gather, or simply breathe. The living room welcomes you with a picture window overlooking the front yard, while the fireplace adds warmth and charm, creating a cozy setting for relaxing evenings. More than a house, this is a place to enjoy life's simple pleasures, peaceful mornings, gatherings with loved ones, quiet afternoons in the Florida room, and evenings by the fireplace.

10 Vernon Ct, Woodbridge

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.