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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

$1,599,500
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

$1,089,000
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

$969,000
4 Beds 4 Baths 24203762 MLS
We're ready to downsize, so don't miss this beautiful & unique family home ("farmhouse in front w/ a party in back")! Stay dry & worry-free w/a new roof ('24), new energy-efficient heat pumps ('26), & a Generac standby generator fueled by a new 250-gal propane tank. Plenty of room to spread out: a large primary suite (his & hers walk-in closets), 3 add'l BRs, 2 sunrooms, & 3 flex rms perfect for a playroom, office, gym, or craft rm. A laundry rm & mult. linen closets sit conveniently near the bedrooms.W Extensively expanded/renovated '03-'05 & lovingly maintained since, this home feels fresh throughout w/all rms repainted in the last 5 yrs. The kitchen offers ample storage, a walk-in pantry, granite counters, cherry cabinets, a double wall oven, Viking gas range, new DW, & new fridge. Smart-home upgrades since '20 incl. an ADT alarm, Google Nest smoke/CO detectors, myQ garage openers, & Bryant thermostats controlling the 3 heat pumps - monitor it all from your phone! Enter through the 3-car garage into a large mudroom w/mult. closets. Add'l closets & built-ins abound, plus a walk-up attic w/full floor, a backyard shed, & unfinished bsmt. for even more storage. Outdoors doesn't disappoint: a large wrap-around deck offers amazing sunset views & wooded privacy, perfect for relaxing or entertaining. W/so many big-ticket items already done, just move in & enjoy for yrs to come!

168 Peck Hill Rd, Woodbridge

$949,000
4 Beds 4 Baths 24185993 MLS
Coveted central Woodbridge 4,500 SQ FT, custom designed Colonial. 4-bedroom (two primary suites), 3.5 bath located on a desirable, quiet, cul-de-sac, on a 1.65 acre lot across from a Land Trust. Not your average cookie-cutter, this home offers traditional charm, starting w/ a circular driveway behind brick pillared walls leading to an oversized garage, offering room for 2 SUVs and additional storage. Spacious rooms, HW flooring throughout, 5 fireplaces, beautiful millwork and coffered ceilings in several rooms, including the formal dining room. The library off the entryway offers custom built-ins, a fireplace, and French doors that can easily function as a home office. A sunken family room with a cozy fireplace, flanked by Palladium windows, and ~12 foot ceilings offers a large gathering space. A Bay window in the breakfast nook off the eat-in kitchen provides views of the outdoors and bluestone patio. A half bath & laundry room round out the first floor. The first primary suite features; 2 walk-in closets, a full bath w/ jacuzzi tub and glass double shower, and a sitting room w/ a fire place that can function as a nursery or den. The Second Primary Suite has its own full bath and fireplace. A 3rd full bathroom serves the other 2 large bedrooms. Convenient walk-up attic and full basement offer ample storage spaces and finishing potential. Central AC and new roof. One mile to award-winning Amity High School. Easy commute to New Haven & centrally located between NYC and Boston!

1 Crystal Ter, Woodbridge

$749,900
4 Beds 4 Baths 24201637 MLS
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 maintaining its warm and welcoming feel. A large picture window overlooking the backyard brings in abundant natural light and creates a wonderful connection between the indoor and outdoor spaces. The finished lower level provides additional flexibility for a family room, home office, recreation space, or guests. Outside, the property has been equally well cared for, with attractive landscaping, a welcoming walkway, and extensive clearing that has transformed the backyard into a large, open lawn while still maintaining the privacy of the surrounding trees. An attached garage, generous driveway, and peaceful setting complete this well cared for Woodbridge home.

48 Mulberry Rd, Woodbridge

$749,900
4 Beds 4 Baths 24177759 MLS
A rare opportunity for someone who appreciates history, craftsmanship, and the chance to bring an incredible home back to life. Set back from the road on 6 private, partially wooded acres, this custom-built 1912 home is filled with character and original architectural details that are hard to find today. With nearly 4,800 sq ft of living space, the home offers oversized rooms, 9 ft ceilings, hardwood floors, 2 stone fireplaces, a main staircase, and a secondary back staircase that add to the home's classic estate feel. The layout was clearly designed for large gatherings, with expansive formal rooms, a butler's pantry, a screened porch, and a sunroom. Upstairs, you'll find four generously sized bedrooms and two full baths. The 3rd floor, once used as an art studio, has a half bath and offers exciting potential for creative space or a private retreat. The space remains unfinished, with sheetrocked walls and unfinished flooring ready for its next chapter. This level is also the only area of the home currently equipped with central air conditioning. The home needs updating and restoration, but the setting, scale, and architectural character make it well worth the effort. Whether you're looking to create your forever home or searching for your next high-end restoration project, 95 Beecher Road is a rare chance to bring new life to a property with incredible history and presence.

95 Beecher Rd, 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

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