Woodbury, CT Homes for Sale

Open Meadow Farm, a beautifully maintained property offering a blend of rural charm and modern conveniences. Set on 9.88 picturesque acres, this property features three fenced fields, ideal for horses or other livestock and a two-story barn equipped with four stalls, a tack room, gravel storage area and a gleaming concrete main floor. Recent updates include a paved driveway with turnaround, back

Sindy Butkus Klemm Real Estate Inc

Come with a vision! This home is ready for someone to make it their own. Several key updates have already been completed, including a new roof (2018), furnace (2022), hot water heater (2023) and water holding tank (22-23). (The front patio was done in 2021). A convenient half bath has been added to the first floor, and the primary bedroom now features a full ensuite bath with jetted tub. The

Donna J. Matula William Raveis Real Estate

Gracious townhome just completely reborn! Excellent quality renovations throughout! Bright and open living flow. Great for entertaining. The sun-splashed living room is cheerful. The broad picture window views the lovely landscape and lawn. The new high-end kitchen boasts soft-close doors with very ample cabinet and counter space. There is a convenient first floor laundry. Dining area views

Joel Matson Coldwell Banker Realty

Beautiful end unit at Woodlake Community in Woodbury! Kitchen with stainless steel appliances and granite countertops plus tile floors. Hardwood floors on first level in Dining and living area with sliders to a deck overlooking the wooded back area and lake. This unit features upgraded 2 full plus 1 half bathrooms plus 2 bedrooms with plenty of closets. Laundry closet with shelving is on the

Lynn Platania William Raveis Real Estate

Step into History with Modern Comfort Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms

Stacey Matthews W. Raveis Lifestyles Realty

Nestled in one of Woodbury's most desirable areas, this nearly 9-acre property offers a rare opportunity for visionaries, developers, or those looking to create their own private retreat. The house and barn are in need of significant renovation - or start fresh and build your dream home surrounded by rolling hills, a meandering stream, mature trees, and the serene charm that defines Litchfield

Laura Rose RE/MAX RISE

This beautiful meticulous cape built in 2001 looks brand new with 5 bedrooms-the master is on the first floor with master bath-and 4 bedrooms on the second floor. All the rooms have hardwood floors and the large eat-in kitchen was just remodeled. Enjoy the oversized front porch securely hidden from the road as well as the back deck overlooking the large, level grounds with plenty of privacy. This

Joyce Drakeley Drakeley Real Estate, Inc.

Charm and modern comfort come together in this beautifully renovated 3BR, 2BA home set on nearly an acre along a quiet country road in Woodbury. The inviting main level features a cozy living room with a fireplace, a spacious first-floor bedroom, and a full bath-perfect for guests or one-level living. A newly updated kitchen opens to the dining area and leads directly to a brand-new deck

Meg George Higgins Group Bedford Square

Take another look! Seller Contingency removed! Welcome Home to your new dream home! This beautiful, peaceful, calm upscale residence, offers 3 Levels of quiet elegance. Move in & enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. The kitchen spacious "open" concept, with Corian countertops. Cherry toned flooring adds a warm

Terry Lee Adams Adams & Adams Real Estate

Charming Country Retreat- A perfect alternative to Condo Living! Nestled on a serene 3 acre lot with picturesque stream, this property offers the tranquility of country living while maintaining easy access to nearby amenities. One level living- enjoy the convenience of the primary bedroom with spacious walk-in closet on the same level as the open floor plan kitchen/dining/livingroom. The lower

Betsy Rosa Berkshire Hathaway NE Prop.

Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

Heather Crabtree Coldwell Banker Realty

Nestled on approximately 5.38 acres of lush, mature landscaping, this captivating house offers an abundance of space and tranquility. The property features four bedrooms and three bathrooms, spanning approximately 3,064 square feet of thoughtfully designed living space. The expansive, spacious lot is complemented by a serene outdoor space, boasting a paved patio, a spacious deck, and a sprawling,

Laureen Kennedy Coldwell Banker Realty

Low Taxes & Low HOA . Unique opportunity! This spacious end-unit condo offers 2118 ft of comfort, style, and a peaceful setting. Inside, the updated kitchen shines, complimented by gleaming hardwood floors upstairs and newer laminate flooring on the lower level. The end-unit location provides a serene view of the trees, giving the home a tranquil backdrop. Enjoy the outdoors from your deck ( with

Jennifer Mayo William Raveis Real Estate

Welcome to this well-positioned hidden gem, perfectly situated in one of the area's most desirable neighborhoods. This 3 bedroom 1 1/2 bath home features hardwood floors throughout, and one-floor living. Boasting a strategic location close to top-rated schools, shopping centers, fine dining options, and recreational facilities, this home offers unbeatable convenience and high demand from future

Karen Dibble-flaherty Keller Williams Realty

Wonderful Ca 1840's Colonial on 3 acres with wrap around porch. In the heart of Woodbury, this lovely antique is just a short stroll to Main St, parks and town amenities. Charming period details throughout the home include built-ins and beautiful wide board wood floors. The current owners have lovingly cared for the home with many updates including exterior painting, updating garage doors to

Maria Taylor Klemm Real Estate Inc

Welcome to a piece of New England history-an 1835 Farmhouse lovingly updated for today's living while preserving all its timeless charm. Set on 4.7 acres with a sun-kissed field framed by quiet woodlands, this property offers the perfect balance of country serenity and in-town convenience. From here, you can stroll into the heart of Woodbury, known for its storybook charm, delightful restaurants,

Heather Crabtree Coldwell Banker Realty

If you are looking for peace and tranquility, you will find it here in this expansive cape. Located on a quiet country road, it provides the privacy and tranquility as well as great spaces for a variety of lifestyles. For preparing great meals, this oversized kitchen is just the place. Enjoy friends and family as you prepare & dine. Spill over into the 25' x 22' family room with custom

Donna Bannon BHGRE Gaetano Marra Homes

Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land, backing onto a tranquil nature preserve in the heart of Woodbury. Offering 2292 square feet of comfortable living space, this 3-bedroom, 1.5 bath home combines timeless character with modern upgrades-perfect for those seeking space, tranquility, and convenience. Inside, you'll find a bright

Joseph Conforti BHGRE Gaetano Marra Homes

Welcome to a rare find in scenic Woodbury, CT! A spacious and adaptable 6-bedroom, 3 full bathroom home perfectly suited for multigenerational living. Nestled on over 2 private, park-like acres with a peaceful pond, this property offers a unique combination of comfort, functionality, and natural beauty. Thoughtfully designed for flexible living, the home features separate living quarters,

Shawna Mucherino Coldwell Banker Realty

Tucked away in absolute privacy, yet centrally located, this exceptional estate offers 6,300+ square feet of refined living space that seamlessly blends country sophistication modern luxuries. Crafted w/warmth & character throughout, the home boasts wide board hardwood floors, coffered ceilings, French doors, exposed beams, & built-ins. With 13 thoughtfully designed rooms, the home features 6

April Furey Keller Williams Realty Prtnrs.

Built in 1900 as a barn and converted to a home in 1990, the architecture fuses countryside charm and mid-century design - two contrasting genres married to create an interesting and unique experience. The home is entered via an offset entry that opens into an all-seasons sunken sunroom overlooking the expansive backyard. You flow directly into the eat-in kitchen, which is outfitted with maple

Michael Caporizzo William Pitt Sotheby's Int'l

Investors take note! 54 Mountain Road, Woodbury, CT This home is truly a diamond in the rough. Much of the renovation work has already been completed, leaving the perfect opportunity for a new owner to add their finishing touches and make it shine. Set in the heart of Woodbury-a town known for its charm, affluence, and historic character-this property offers a rare chance to buy into a community

Gayle Forster Century 21 AllPoints Realty

Lovely well maintained colonial just minutes to town. The dramatic double height entry invites you into the main living area which opens to the stunning luxury kitchen and sunny breakfast nook. The living room boasts a stone fireplace flanked by a picture window for enjoying sunset views. The main floor is completed by an addl den/media room and a formal dining room. Upstairs the primary suite

Stacey Matthews W. Raveis Lifestyles Realty

NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the

Sindy Butkus Klemm Real Estate Inc

Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10

Jeff Colt Showcase Realty, Inc.

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,

Matthew Amatruda Drakeley Real Estate, Inc.

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

Beatriz Conroy William Raveis Real Estate

Discover refined country living in this remarkable Woodbury estate set on 33.98 private acres in sought-after Litchfield County. The 4,517 sq ft residence features 4 bedrooms, 4.1 baths, and bright, open interiors designed to capture serene views of distant hills. A spacious deck overlooks the sparkling saltwater gunite pool, creating an ideal setting for relaxation or entertaining. Equestrians

Maria Taylor Klemm Real Estate Inc

Come home to a unique 3082 sqft, one of a kind custom built Post and Beam home all set on 5 secluded acres. Featuring an open floor plan, beamed ceilings, wide oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck and Babbling Brook. The Living Room with fireplace is adjacent to a spacious

Ron Nettleton William Raveis Real Estate