Woodbury Real Estate

Recently Sold Listings in Woodbury, CT

Welcome to your dedicated resource for viewing Sold listings in Woodbury, CT. As local Woodbury, 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 Woodbury, CT below, or if you are looking to sell a home in Woodbury, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Woodbury, CT

$1,050,000
4 Beds 3 Baths 24087630 MLS
A stunning 4-bedroom, 2.5-bathroom colonial nestled on a private 2-acre lot, set back along a winding newly decorative stone driveway in an estate-like setting. This beautifully designed home boasts an open floor plan with high ceilings-9+ feet in most rooms and soaring to 10.5 feet in the living room-refined finishes, and luxurious upgrades throughout. The gourmet kitchen features granite countertops, an oversized island, a full pantry, and top-of-the-line appliances, seamlessly flowing into the expansive great room and out to a brick paver patio-perfect for entertaining. The formal dining room is generously sized with two sets of French doors, while a 6+ foot double French door leads to the backyard oasis with a 6-person hot tub and professionally manicured landscaping that offers beauty with minimal upkeep. Upstairs, the private primary suite includes a spa-like bathroom with dual stone vanities, a jetted tub, a glass shower, and an enormous walk-in closet. Three additional bedrooms with ample closet space, a full bath, and a dedicated laundry room complete the upper level. The fourth bedroom can serve as a recreation room and has a separate entrance from the lower level. Additional highlights include a home office, refinished hardwood floors, newly painted interiors, a new fireplace, new driveway, and 3-car garage. This home offers privacy, convenience, and modern comfort just minutes from Hollow Park, New Morning market, and Main Street restaurants!

17 Transylvania Rd, Woodbury

$975,000
5 Beds 3 Baths 24115189 MLS
Private 3-Acre Retreat! Tucked away on a peaceful and private 3-acre lot, this beautifully maintained 5-bedroom, 3-bath home offers the perfect blend of luxury, space, and functionality-with over 3,450 sq ft of living space designed for comfort and entertaining.The main level features a flexible layout with either a first-floor primary suite and office or two spacious bedrooms, offering options for multigenerational living or working from home. The heart of the home is a generously sized kitchen with a sunny eat-in area, center sitting island, and easy access to a formal dining room-ideal for hosting gatherings and family meals.The open floor plan flows effortlessly into the vaulted living room with fireplace, creating a warm, inviting space perfect for everyday living. A large laundry room and attached garage add to the home's convenience. Upstairs, you'll find additional bedrooms, a dedicated home office, and a playroom-providing space for everyone to work, relax, and play.Step outside to your own private resort-style retreat, complete with a sparkling in-ground pool, fully equipped outdoor kitchen, and lower-level pool dressing area. Whether you're entertaining or simply unwinding, the outdoor space is a true showstopper.Enjoy year-round comfort with high-efficiency baseboard heating and central air conditioning. Finished with beautiful moldings, hardwood floors throughout, and set in a serene nature-filled setting just minutes to town-this home truly has it all.

364 Hoop Pole Hill Rd, Woodbury

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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.