Woodbridge Real Estate

Recently Sold Listings in Woodbridge, CT

Welcome to your dedicated resource for viewing Sold listings in Woodbridge, CT. As local Woodbridge, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Woodbridge, CT below, or if you are looking to sell a home in Woodbridge, CT contact a local agent to discuss the possibilities.

< Back to all Homes for Sale in Woodbridge, CT

Be the First to Know About New Woodbridge Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Woodbridge Real Estate Map Search

Search by Lifestyle
  Advanced Search   Market Reports   Home Value   Connect

All Recently Sold in Woodbridge, CT

$2,623,000
4 Beds ⋅ 8 Baths ⋅ 170625597 MLS
Escape to the privacy of this 7.65-acre Stoddard Hill Estate, a haven for enjoying breathtaking views of the Woodbridge countryside and Long Island Sound. Built in 2008 by the Garceau Brothers, this architect (Johnathan Isleb) designed home exudes quiet elegance. The foyer boasts a floating staircase, skylight, and a guest powder room. With 9ft. ceilings throughout, the living room features cathedral ceilings, a fireplace, and skylights. The expansive dining room is perfect for family gatherings, while the kitchen offers maple cabinets, Subzero appliances, two dishwashers, and a breakfast area leading to the pool. A 1st floor office or ensuite is ideal for guests. Upstairs, the primary suite offers stunning views, walk-in closet, dressing area, and a study/office. Two additional bedrooms with walk-in closets and ensuite baths and an additional study complete the upper level. Lower level, flooded with natural light, includes a spa room, home theater, climbing wall, workout room, and a spacious wine cellar. Pool is surrounded by extensive blue stone patios for entertaining. Whole house generator. Gated rear entrance provides quick access to downtown New Haven, Yale University, and Yale New Haven Hospital, just 5 miles away. Conveniently located near Rt 15, only 66 miles from NYC and 120 miles from Boston, offering easy access to airports and entertainment. Possibly 2 lots can be subdivided off the property, (buyer to do their own due diligence). Award-winning school system!!!

16 Cleft Rock Rd, Woodbridge
$1,865,000
5 Beds ⋅ 8 Baths ⋅ 24109527 MLS
This is the one you've been waiting for! Prime Central Woodbridge Location. Nestled on a quiet cul-de-sac in central Woodbridge's premier neighborhood, and only 15 minutes to downtown New Haven, you will find 9 Tallwood Road. This spectacular property, a meticulously maintained and beautifully updated home, offers the perfect blend of luxury and comfort. Everything has been done for you to the highest standards. This large, gracious, and inviting colonial offers formal living and dining rooms, and a family room, all with fireplaces. Also on the first floor is a beautiful sunroom with full bath which would make a perfect in-law suite, guest room, or additional living space. The heart of the home is the chef's kitchen, completely renovated in 2021 with top-of-the-line appliances and designer finishes. Custom built-ins and thoughtful upgrades are found throughout, creating elegant and functional living spaces with generous room sizes and an ideal flow for both everyday living and entertaining. Step outside to the private backyard oasis, featuring a heated, self-cleaning Gunite pool with a waterfall and spa, a cozy fire pit, and lush landscaping for year-round enjoyment. You will also find a spacious pool house, an outdoor shower, a tire swing and even a not to be believed tree house! Lounge seating and multiple outdoor dining areas, with in-line connectivity for a propane gas grill, provide all the comforts for outdoor living. New roof 2025.

9 Tallwood Rd, Woodbridge
$1,675,000
7 Beds ⋅ 10 Baths ⋅ 24009336 MLS
Nestled on 4.95 private acres, this 7-bed, 7-full bath and 3-half bath estate spans 8,300 Sq. Ft. of luxury living. The main level features a grand foyer with soaring ceilings, spacious living room, formal dining room, three fireplaces and a state-of-the-art kitchen equipped with top-of-the-line appliances. The primary suite is a true retreat, featuring dual bathrooms and walk-in closets. Seven generously sized bedrooms complete the second and third level ensuring comfort and privacy for all. The finished lower level is an entertainer's paradise with a home theater, game room, and fitness room. Outside, indulge in the heated pool, spa, and meticulously landscaped grounds with covered porch and patio perfect for alfresco dining. Adjacent to conservation land and tranquil trails, this residence offers both seclusion and convenience. Located in the prestigious Amity School District, with easy access to Yale and downtown New Haven.

128 N Racebrook Rd, Woodbridge
Start Your Search

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.