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$1,199,000
4 Beds 3 Baths 24202765 MLS
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 while never having to leave the kitchen. The main level includes a half bathroom, and a dedicated office perfect for today's flexible lifestyle needs. Upstairs, 9-foot ceilings, oversized windows, and hardwood floors enhance the home's spacious feel. The primary suite includes vaulted ceiling, custom woodwork, a luxurious en-suite bath complete with a spacious 6x5 walk-in shower, his & hers vanity & a walk in custom closets. Two additional generously sized bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Additional highlights include a 3-car garage with attached mudroom, 5he covered front and back porches create the perfect setting for relaxing or hosting guests. Approved for a pool! Located in a highly desirable area with a sought-after school district, this home offers the ideal balance of privacy and community. Just a short distance to Yale, downtown New Haven.

268 Newton Rd, Woodbridge

$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

$629,000
5 Beds 3 Baths 24200234 MLS
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 which, upon entering, steps up to the main living level which features hardwood floors in all rooms (with the exception of the tile floor in the kitchen). The open layout of the main living level flows easily from the large living room w/ a fireplace, to the dining room with a sliding door to the new TREX deck, to the attractive eat-in kitchen with maple cabinetry, corian countertops, stainless steel dishwasher & refrigerator, an electric cooktop, microwave, & a wall oven. The main living level also features the primary bedroom (w/ its own private full bathroom), two additional bedrooms, & a full (hallway) bathroom. The lower level (walkout) living space features two bedrooms, a full bathroom & a large family room w/ a fireplace. The lower level family room also walks out to a gardening/hobby room. The home features hot air heat (using heating oil), central air conditioning, an electric water heater, a 2 car garage, a septic system, well water, and fenced-in backyard. Fantastic access to YALE, UNH, SCSU, RT 63, and RT 15.

14 Watrous Ln, 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

$574,900
4 Beds 3 Baths 24199688 MLS
Beautifully maintained Cape offering a rare and exciting opportunity for both owner-occupants seeking supplemental income and investors alike. This versatile property features a legal accessory apartment situated above the immaculate heated two-car attached garage, providing excellent potential for rental income or comfortable accommodations for extended family members. The main home offers 3 to 4 bedrooms and 2 full baths, with a thoughtfully designed layout that blends comfort and functionality. The first floor features a spacious eat-in kitchen that opens seamlessly to a large living room, creating an inviting space for everyday living and entertaining. Two bedrooms, a full bath, and a bright sunroom/breezeway complete the main level, with direct access to the heated attached garage. Upstairs, you'll find a private primary bedroom, a den that can serve as a home office or additional living space, and a second full bath. The legal accessory unit boasts its own private exterior entrance, separate gas heat, and separate electrical service. Inside, you'll find an eat-in kitchen, living room, bedroom, and full bath, offering privacy and independence for tenants or family members. Conveniently located with easy access to Route 15, public transportation, Yale University, downtown New Haven, shopping, dining, and other local amenities, this exceptional property combines flexibility, income potential, and an unbeatable location. Also listed as a single family..See MLS Listing 24199

6 Mettler St, Woodbridge

$574,900
4 Beds 3 Baths 24199636 MLS
Beautifully maintained Cape offering a rare and exciting opportunity for both owner-occupants seeking supplemental income and investors alike. This versatile property features a legal accessory apartment situated above the immaculate heated two-car attached garage, providing excellent potential for rental income or comfortable accommodations for extended family members. The main home offers 3 to 4 bedrooms and 2 full baths, with a thoughtfully designed layout that blends comfort and functionality. The first floor features a spacious eat-in kitchen that opens seamlessly to a large living room, creating an inviting space for everyday living and entertaining. Two bedrooms, a full bath, and a bright sunroom/breezeway complete the main level, with direct access to the heated attached garage. Upstairs, you'll find a private primary bedroom, a den that can serve as a home office or additional living space, and a second full bath. The legal accessory unit boasts its own private exterior entrance, separate gas heat, and separate electrical service. Inside, you'll find an eat-in kitchen, living room, bedroom, and full bath, offering privacy and independence for tenants or family members. Conveniently located with easy access to Route 15, public transportation, Yale University, downtown New Haven, shopping, dining, and other local amenities, this exceptional property combines flexibility, income potential, and an unbeatable location.

6 Mettler St, 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

$529,900
2 Beds 3 Baths 24202139 MLS
Welcome to 10 West Street, a beautifully maintained raised ranch offering generous living space, and a private setting in one of Woodbridge's most desirable communities. Filled with natural light, the main level features soaring vaulted ceilings, hardwood floors, and an open-concept layout designed for both everyday living and entertaining. The spacious living room flows into the dining area and well-appointed kitchen, complete with abundant cabinetry, expansive countertops, stainless steel appliances, and a large center island with seating. Oversized windows overlook the peaceful backyard, creating a bright and inviting atmosphere. The primary suite offers a comfortable retreat with ample closet space and an en-suite bath. The additional bedrooms provide flexibility for family, guests, or a home office accompanied by a hallway full bathroom. The finished lower level with half bathroom dramatically expands the home's living space with an oversized recreation room perfect for a media room, playroom, fitness area, or home office, with direct access to the laundry room & attached two-car garage. Outside, enjoy a spacious backyard, offering privacy for outdoor entertaining, recreation, or gardening. Located just minutes from Yale University, Downtown New Haven, Route 15, Route 8, shopping, restaurants, hiking trails, and parks. 2026 Improvements: Water Heater & Expansion Tank, 240 Volt EV Charging Hookup, Boiler Control Board & Condensate Pump.

10 West St, Woodbridge

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