Woodbury CT Real Estate & Homes for Sale

This unique 1930s Colonial home blends vintage charm with modern upgrades, offering endless possibilities. The main floor features a bright primary bedroom with French doors, a chef's kitchen with dual gas ovens and a Subzero refrigerator, two full baths, and two separate laundry areas for added convenience. The private apartment, with its own kitchen, deck, and entrances, is perfect for guests or generating rental income. Upstairs, two bedrooms share a spacious bath with a soaking tub. The property also includes a new garage (2001)with oak floors, a breezeway with copper screens that connects to an office/rec room. There is also 17ft of storage space above the garage. New storm windows (2012), and a new roof (2024). This home is ideal for those who can think outside the box and recognize its potential for extended family living, a home-based business, or rental income. There is a sledding hill and a path to the pond to cross country ski or skate in the winter. A truly rare find with both character and opportunity.

Step back in time with this beautiful Colonial-style home, full of character and charm, nestled in the heart of Woodbury. Built in 1895, this 3-bedroom, 1.5 bathroom property boasts classic colonial architecture with modern updates that make it both timeless and functional. The home features original hardwood floors and large windows that invite plenty of natural light. This spacious living room if perfect for gatherings, while the formal dining room offers ample space for entertaining. The kitchen has been thoughtfully updated with sleek granite countertops and durable engineered wood floors, providing a modern touch while maintaining the home's vintage appeal. The eat-in kitchen area features vaulted ceilings that add to its airy, spacious feel. It also comes equipped with a movable island, making it an ideal space for both everyday meals and entertaining. Upstairs you will find 3 generously sized bedrooms and a full bathroom. The half-bath on the main floor adds extra convenience for guests. Outside, enjoy a lovely porch with views of the street, while the backyard offers a private oasis with space for outdoor activities or relaxation. The detached one-car garage offers room for your vehicle and a separate area that can be used for hobbies, a workshop, or extra storage. With plenty of space for tools, craft supplies, or small projects, this versatile space is perfect for anyone needing extra room beyond the home.

Beautifully updated and cared for Ranch style end unit condo located at the end of Tamarack Lane overlooking a peaceful wooded landscape. Open floor plan with dining area and a vaulted family room that features a newer wood stove fireplace insert with gorgeous custom mantle with sliders to an updated Trex deck. Ceramic tile and hardwood floors grace the main level of this freshly painted home. The warm wood kitchen with corian tops feature stainless steel appliances, under cabinet lighting, and an instant hot water tap at the sink. The master bedroom has an updated full bath with a tiled tub surround, a custom closet system and features a large double window with amazing natural light. The 2nd bedroom, also on the main level, has a new barn door style closet door. The main bath is nicely updated. The lower level is a walk out and has an additional carpeted finished space that can be used as a 3rd bedroom, a playroom or a comfy family room to hang out in and watch movies or your favorite sports team. There is additional storage space in the laundry room located downstairs as well as a 3rd room dedicated to space for a workbench/tools/patio furniture/storage etc. This property shows great and should sell quickly. It is close to everything you may need - shopping, award winning restaurants, adorable coffee shops, hiking trails - the surrounding towns also have so much to offer! Come check out Woodbury and see for yourself!

Beautiful townhouses in the wonderful Woodlake complex. This unit is wonderfully updated and impeccably maintained. The well appointed kitchen is light & bright with corian countertops & stainless appliances. The living room is warm & inviting featuring cozy pellet stove, accent beams and slider to a private deck. Laundry & a lovely half bath on the main floor as well. Upstairs there are two good sized bedrooms and 2 nicely updated full baths. The lower level is ready to finish and provides excellent storage. Newer windows, doors and heat pump (2018). Central AC. Detached garage. Enjoy the beautiful complex and lake. Close to many local attractions - restaurants, trails, etc. Not one to miss.

Welcome to 6 Easy St, a beautifully maintained home nestled in the heart of Woodbury, CT. This inviting 3-bedroom, 2-bathroom residence offers both comfort and convenience, perfect for those seeking a peaceful retreat with modern updates. The first-floor bedroom includes a thoughtfully designed accessible bathroom, ensuring ease of living for all. Upstairs, you'll find two additional bedrooms and a full bath, providing ample space for family or guests. The kitchen boasts modern appliances and an in-house laundry area, making everyday tasks effortless. Set on a picturesque lot, this home offers plenty of outdoor space to enjoy nature. A large barn in the back provides additional parking, storage, or even a workshop-ideal for hobbyists or car enthusiasts. Conveniently located with easy access to Woodbury's charming shops, dining, and major routes, this home is a rare find. With a little TLC, this home has incredible potential to be transformed into your dream space. Don't miss your opportunity to own this wonderful property-schedule a showing today!

Investors and Contractors take notice! This versatile office space located on close to 10 acres of rural Woodbury land is ripe with opportunity. The 1,920 sqft office can potentially be converted into a single family residential ranch overlooking the babbling Sprain Brook below. Across the brook, with road frontage and access off of Hoop Pole Hill Rd, lies the majority of the acreage with a dry, level, potential building lot. Convert office to residential, build across river and rent out office or use office and workshop yourself. There are 2, 7ft' garage doors leading to basement/workshop. The potential uses for this property are many!

Custom-built. This unique home is made for entertaining. 4000 ft.2 home with 3 bedroom suites each containing its own full bath. 5 Bathrooms. 3 Fireplaces. Chef's kitchen with granite counters, double ovens, bow window w/bench seat & walk out to deck. Formal dining room has tray ceiling. Great room with fireplace and full bar. Den/library has fireplace. Bright piano room/sunroom/office also walks out to deck. All 3 Fireplaces have fans for heat! Allergy free home has a comfort electronic system air cleaner built into furnace. Whole house has hardwood floors. All rooms CAT wired & wired for music. Professional wine cellar. Family room with fireplace and a half bath. French doors onto patio. Beautiful stone wall in back yard has 7 columns with granite tops, light fixtures, 3 Walpole woodworker gates. Heated 3 car garage with Epoxy covered flooring. Home in Superior condition! Surrounded by rolling views & privacy with free space behind your home and on both sides! Enjoy the hawks view surrounding you without having extra taxes! New roof to be installed in month of March. Subject to homeowner finding suitable housing.

Stunning Renovated Antique Home with Scenic Views & Luxurious Amenities, Discover the perfect blend of historic charm and modern luxury in this totally renovated antique home, and Barn set on 9.44 picturesque acres bordering 20 acres of Land Trust. This home offers 4 bedrooms, 3 full baths, and exquisite craftsmanship throughout. Step inside to find new wide plank floors, recessed lighting, skylights, and a wood-burning fireplace, creating a warm and inviting ambiance. The high-end Chef's Kitchen is a culinary dream, featuring granite countertops, Shaker-style cabinets, and top-of-the-line appliances. The Primary Bathroom boasts a large glass shower, with Waterworks hardware, adding a spa-like retreat to your daily routine. Outside, enjoy the beauty of open meadows, a rushing brook, and a breathtaking perennial garden designed by Pound Ridge Nurseries. Stone outcroppings, specimen trees, and charming stone walls enhance the landscape. A renovated in-ground Gunite pool offers the perfect spot for summer relaxation. Entertain in style in the spectacular barn, featuring a floor-to-ceiling stone fireplace, soaring windows, and a loft ideal for an office or study. A three-car garage with a loft for additional storage sits conveniently alongside the barn. This home and Barn have abundant storage throughout! This exceptional property is a rare find-offering privacy, natural beauty, and luxurious living in an unmatched setting. Schedule your private tour today!

Nestled in lovely Woodbury and in a gorgeous neighborhood, a spacious colonial that requires a little TLC to bring it back to life. A contractor's dream. No Access - Please do not disturb occupant or walk on the property. There are no previews allowed. Please do not disturb occupant. Drive by preview only. Please do not park in driveway nor walk the property. Seller has never occupied the property and information is provided to their best knowledge. Interior photos were taken prior to occupant moving in in addition to a few recent exterior photos. If occupant does not leave at closing, new owner will assume occupant & contents. New owner will be responsible for obtaining possession of the property upon closing. Agent has not been inside the house. Information taken from previous listing information and field card. Potential owner to do their own diligence.

Much of the work on this home has been done by the currant owner and it's gorgeous! Has completed much of downstairs including kitchen and living area but still a work in progress. Downstairs is all open with a loft upstairs. Great value and beautiful surroundings sits on half an acre. Worth a look ! There are no disclosures and will not go FHA

Discover the charm of this beautifully soon to be restored antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this soon to be renovated vintage gem is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home could be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. The exterior could be equally impressive, offering room an in-ground gunite pool, two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!

Welcome to this beautifully appointed Greek Revival home, nestled in the heart of Woodbury, the antique capital of Connecticut. This stunning property features 4 spacious bedrooms, including a convenient first floor bedroom and full bath which can be used as office space! The open concept design seamlessly connects the living and dining areas, highlighted by a cozy fireplace that sets the perfect ambiance for gatherings. Upstairs, you'll find three additional bedrooms, two of which boast en-suite baths for added privacy and convenience. Set on a sweet little lot, this home offers the ideal blend of tranquillity and accessibility. Enjoy the downtown scene with shops, restaurants, and antique treasures just a short stroll away. This is a rare opportunity to own a piece of history in a charming country community-don't miss out on making this enchanting property your own!

Come home to a unique 3082 sqft, one of a kind custom built Barn home all set on 5 secluded acres. Featuring an open floor plan, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck. The Living Room with fireplace is adjacent to a spacious Dining Room area & slider leading to large deck with access to side yard. At the end of the day enjoy the cozy Library with fireplace and built-ins. First floor also has an Office as well as a full Bathroom. As you ascend the stairs to the second floor you will marvel at the unique lighted brick archway. Second floor boasts of lovely Primary Bedroom Suite with brick fireplace & raised hearth, walk-in closets, Full Bath with tub, shower & vanities, and slider leading to balcony. Two other large Bedrooms with skylights, Full hallway Bathroom, and Laundry Room with utility sink. Lower level features an in-law/apartment, Storage Room & Mud Room with storage. This home has easy access to Woodbury's town center, shops, top restaurants, antiquing, and recreation with hiking trails & nearby lake. Enjoy all this property has to offer as well as the area!

This elegant Colonial in Carriage Hills features approximately 5700 sqft of living space, including a walk-out lower level suitable for an in-law suite. The main level has wood floors, formal living and dining rooms, an eat-in kitchen, bedroom, a full bath, and a family room with a fireplace leading to an oversized deck. Upstairs, there are three bedrooms, a full bath, and a primary suite with a spa-like bath and loft area. The lower level features three finished rooms and a full bath. The private backyard is surrounded by trees and dotted with perennial gardens. Woodbury is one of Connecticut's best small towns filled with charming shops, antiques, coffee shops and restaurants and it's only 90 minutes from NYC