Woodbridge Real Estate

5 Bedroom Homes for Sale in Woodbridge, CT

Welcome to your dedicated resource for 5 bedroom homes for sale in Woodbridge, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Woodbridge, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Woodbridge, CT

11 Highview Dr, Woodbridge
$950,000
5 Beds ⋅ 5 Baths ⋅ 24190146 MLS
SIGNIFICANT PRICE IMPROVEMENT! Exceptional value at $950,000! 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. Addt'l 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. Extensive list of improvements available upon request.

11 Highview Dr, Woodbridge

28 Nettleton Dr, Woodbridge
$829,000
5 Beds ⋅ 4 Baths ⋅ 24204467 MLS
Welcome to this unique Mid-Century Modern style gem, offering 5 BR's, 3.5 BA's on a cul de sac with a seamless connection between inspired indoor living & the beauty of the surrounding natural landscape. Nestled on a private wooded lot, this exceptional home is a true retreat, featuring walls of glass & captivating views. The home's distinctive architectural details brings the outdoors in, including wood beams, a dramatic indoor tree & brick planters. The open concept living & dining areas create a setting for everyday living & entertaining while showcasing the home's connection to its peaceful surroundings. The upper level features a primary BR w/an ensuite bath & walk-in closet. 3 additional BR's & full hall BA complete this floor. The open loft on the top level is an inspiring space, perfect for relaxing w/a book, working, or simply enjoying the tranquil views. The walk-out lower level offers many possibilities for recreation, media or a fitness space. An additional BR & full BA on this level is ideal for multi-generational living, guests, au pair or office. Step outside to enjoy 3 patios for outdoor entertaining & relaxation, including an inviting in-ground heated pool. A storage shed & automatic generator add even more convenience. An ideal location for Amity A+ schools, Yale University & Yale Hospital. Don't miss this opportunity to own a Mid-Century Modern style retreat where distinctive architecture & natural beauty come together in perfect harmony.

28 Nettleton Dr, Woodbridge

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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.

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