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$3,200,000
4 Beds ⋅ 4 Baths ⋅ 24194459 MLS
Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

17 Pine Ridge Rd, Woodbridge
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 24199489 MLS
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 sought-after amenities. Step inside to discover a breathtaking open-concept floor plan highlighted by soaring ceilings, abundant natural light, and impeccable craftsmanship throughout. The heart of the home is a spectacular gourmet chef's kitchen, featuring custom cabinetry, expansive center island, quartz countertops, and a premium suite of professional-grade appliances, including a Sub-Zero refrigerator, Wolf range, and built-in wine chiller. Designed for both everyday living and effortless entertaining, the kitchen flows beautifully into the spacious dining area and dramatic great room. Offering the ultimate in flexibility and comfort, the home features dual premier suites, each designed as a private retreat with spa-inspired baths, oversized walk-in closets, and luxurious finishes. Generously sized secondary bedrooms, thoughtfully designed living spaces, and high-end appointments throughout create an atmosphere of refined luxury. Enjoy seamless indoor-outdoor living with beautifully integrated entertaining spaces and a serene setting surrounded by the natural beauty of Woodbridg

22 Grouse Ln, Woodbridge
$1,599,500
4 Beds ⋅ 4 Baths ⋅ 24176955 MLS
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 options, ideal for multi-generational living or accommodating a variety of buyer needs. High-end finishes, generous room sizes, and quality craftsmanship throughout complete the vision for this exceptional home. Bring your ideas and make it your own - buyers will have the opportunity to customize finishes, layouts, and design elements, or work with the builder to create an entirely different style home to suit their preferences. Whether you envision a modern farmhouse, transitional, contemporary, or classic Colonial, the builder is able to accommodate a variety of plans and styles. An added bonus is the availability of two side-by-side lots, creating a rare opportunity for buyers looking to build near family members, extended family, or close friends while still enjoying the privacy of separate homes. Perfect for those seeking a family compound feel, multi-generational living nearby, or simply the convenience of having loved ones just next door in a premier Woodbridge location!

346 Rimmon Rd, Woodbridge
$1,395,000
5 Beds ⋅ 6 Baths ⋅ 24205605 MLS
COMING SOON - A truly unique modern retreat offering 5 bedrooms, 4 full baths and 2 half baths, surrounded by a peaceful, private natural setting. Step inside and prepare to be impressed by the stunning modern kitchen, beautifully designed bathrooms, and stylish wet bar - all thoughtfully finished with a sleek, contemporary feel. Expansive living spaces flow seamlessly to the oversized porch and private outdoor setting, creating the perfect blend of style, comfort and tranquility. Professional interior photos are coming soon - the inside is even more impressive than the first glimpse suggests. Stay tuned!

61 Ox Bow Ln, Woodbridge
$1,295,000
4 Beds ⋅ 5 Baths ⋅ 24155022 MLS
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.

461 Amity Rd, Woodbridge
$1,225,000
5 Beds ⋅ 5 Baths ⋅ 24204758 MLS
From its lamppost-lined circular drive to its commanding proportions, this luxury residence announces a lifestyle of both serenity & distinction. A soaring 2-story foyer introduces 9' ceilings & marble & parquet floors throughout rooms made for polished occasions & pleasure. Mornings glow in the south-facing breakfast room, while evenings unfold in the west-facing dining room; each thoughtfully oriented to capture its ideal light & both flowing from a kitchen where an island, premium appliances, beverage station, & pantry keep cooking, conversation, & company connected. Fireside rooms frame the main level: a stylish sunken living room & broad family room opening to a 2-tier Azek deck w/ Sunsetter awning & 1.78 private acres. The main-level primary is a serene suite w/ double-sized dressing closet, dual vanities, soaking tub, & marvelous marble steam shower. A dedicated office, laundry room, & secondary staircase complete the free-flowing function of the main level. Upstairs, 4 spacious bedrooms, each w/ a walk-in closet, share 2 full baths plus a balcony sitting area & huge finish-able bonus room over the garage. The refurbished 2,193sf walk-out lower level adds a kitchenette & full bath w/ steam shower; perfect for play or in-law suite potential. Many refined rewards such as a 3-car garage, 4-zone hydro-air, 400-amp underground service, sprinklers, & thoughtful updates bring substance to the scale & offer the freedom to gather generously, retreat peacefully, & live lavishly.

30 Grouse Ln, Woodbridge
$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
$1,150,000
4 Beds ⋅ 6 Baths ⋅ 24175398 MLS
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 oversized pivot door welcomes you into a two story glass block foyer with Thassos marble entryway opening up to a great room with wood burning fireplace and formal dining area. The European inspired kitchen design is complete with premium appliances, custom cabinetry, and expansive island ideal for entertaining. The entertainment room/den off the kitchen is complete with built in bar as well as cabinetry for storage and TV. The primary suite on the second floor gives one a spa inspired feeling with tranquil outdoor access to a private deck, marble bath and shower with commode upgrades and a built in California closet system. Two additional bedrooms on the second floor are connected by a sitting room area overlooking the living space below A fully finished lower level adds additional living and entertaining possibilities. Many upgrades and improvements including a new EPDM roof installed in 2025, an electric car charging system, new Sub Zero fridge, refinished living and dining room floor to name a few. See upgrade list. A rare architectural offering Close to Yale -A New York alternative

14 Grouse Ln, Woodbridge
$1,089,000
4 Beds ⋅ 4 Baths ⋅ 24161318 MLS
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, carport, and oversized deck overlooking your own in-ground pool, every detail has been designed to enhance your lifestyle-indoors and out. Step inside to discover 9 inviting rooms, including 4 spacious bedrooms (some with walk-in closets), and 3 full bathrooms. The main level boasts gleaming new hardwood floors, an updated kitchen, and two sun-soaked great rooms where natural light pours in and picture-perfect views stretch across the backyard oasis. Upstairs, cozy wall-to-wall carpeting makes the bedrooms feel warm and restful, while downstairs, the open flow is perfect for entertaining. Whether you're hosting a sunset dinner on the deck, enjoying morning coffee surrounded by fruit trees and gardens, or cooling off in the pool after a long day-this home makes every day feel like a vacation. features include a refreshing outdoor shower, a carport for extra parking or storage, and a sense of tranquil seclusion that's hard to find-yet just minutes from everything New Haven County has to offer. This is more than just a home-it's a story waiting to be lived. Welcome to your Woodbridge

11 Ariel Rd, Woodbridge
$1,080,000
5 Beds ⋅ 5 Baths ⋅ 24190146 MLS
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, hardwood floors, generous living spaces, and seamless indoor-outdoor flow make this home ideal for everyday living and entertaining. A welcoming foyer leads to the formal dining room and bright eat-in kitchen with southern exposure and a large picture window. The adjoining family room features a fireplace and sliding doors to the deck. The formal living room offers a second fireplace and French doors to a bluestone patio, while the dramatic great room showcases soaring two-story windows and additional French doors to the patio. A private library connects to a sunlit office with built-ins and access to the spacious primary suite with vaulted ceilings and a rebuilt shower. Laundry on both main and upper levels. Additional highlights include a fully fenced backyard, separate-entry suite with full bath ideal for guests or au pair, plus major improvements including new roof, new HVAC, conversion from oil to propane, fresh interior and exterior paint, and whole-house generator.

11 Highview Dr, Woodbridge
$1,050,000
5 Beds ⋅ 7 Baths ⋅ 24202502 MLS
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! Inside, quality craftsmanship shows throughout with rich hardwood floors, handsome crown moldings, and coffered ceilings. The main level features a spacious kitchen with granite countertops, island & a breakfast bar that opens right into an inviting family room. Anchored by a stone fireplace with wood stove, this central space boasts cathedral ceiling and a wall of windows that lets in abundant natural light with glass doors out to an expansive deck overlooking a level and serene back yard. A main-floor study is one of many work from home spaces. Living room with a fireplace is perfect for quiet relaxation. Sculptural columns frame the oversized dining room. Also features a main level private guest suite with a full bath. Dual staircases lead up to the second level, where the primary suite includes its own fireplace, 2 walk-in closets and a spa-like bath. There are 3 additional bedrooms each with an en-suite bath and walk in closets. The finished walk-up third floor offers flexible extra space perfect for a media/rec room, guest space or quiet study.

12 Carriage Hill Rd, Woodbridge

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