Woodbury, CT Homes for Sale

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.

Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

Henrik K Kjaer Keller Williams Realty

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 RE/MAX RISE

QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #86 is a 3

Scott Volpe Coldwell Banker Realty

Welcome to Upper Grassy Hill Living!

Susan Corleto William Pitt Sotheby's Int'l

Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room

Tim Drakeley Drakeley Real Estate, Inc.

Beautiful Colonial set on a private 3+ acre lot in Curtiss Meadows, just off Main Street near the Woodbury-Southbury line. Offering 3,865 sq. ft. of finished living space on the main two levels, plus an additional 550 sq. ft. recreation room in the walkout lower level, this home provides plenty of room to live, work, and entertain. The first floor features a gourmet kitchen with granite

Joyce Drakeley Drakeley Real Estate, Inc.

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

Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

Stephen Mele Houlihan Lawrence

If you're looking for your own piece of heaven, this may be it. Hard to find and full of potential, this modest single-level home is set on a secluded 5+ acre parcel of gorgeous open meadow. Located on a private road near the Woodbury/Bethlehem line, the home offers three bedrooms, an eat-in kitchen, dining room, living room with fireplace, breezeway, and an attached two-car garage. With only a

Tim Drakeley Drakeley Real Estate, Inc.

Spring-Ahead & Welcome Home...to an upscale residence w/3 levels of quiet elegance. Enjoy the vacation at home..."Woodlake Life Style". Each room is thoughtfully purposed and decorated with a classy style. A spacious "open" concept kitchen includes "Corian" countertops. Cherry toned flooring adds a warm welcome to the first floor, as does the working fireplace. The 1st., floor powder room is

Terry Lee Adams Adams & Adams Real Estate

Light-filled upper-level unit featuring hardwood floors throughout, located near Woodbury Town Center. The living room offers a fireplace, vaulted ceilings, and sliders to a private deck overlooking park-like grounds. The kitchen opens to the dining area with bar seating and an open floor plan. Spacious bedrooms include large closets, and the full bath offers a tub/shower. Close to the in-ground

Deborah Snopkowski Coldwell Banker Realty

Discover this beautifully updated ranch-style home ideally situated on over an acre of level, private land. Offering 2292 square feet of comfortable one-level 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 and expansive living room with cathedral ceilings,

Joseph Conforti West View Properties, LLC

An updated condo w/modern overtones for you! Comfort and updated style greet you in this spacious, airy, end unit! 3 Spacious Bedrooms and 2.5 oversized bathrooms for your living enjoyment. The Condo has been tastefully renovated and professionally cleaned for your move-in-day! The Homestead floor plan provides a Galley Kitchen with a "great-room application". This is a lovely space to utilize as

Terry Lee Adams Adams & Adams Real Estate

Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

Dawn Hough Coldwell Banker Realty

Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional

Lisa Titcomb William Pitt Sotheby's Int'l

Privately situated within the complex, this beautifully updated home offers a rare blend of comfort and nature. It abuts hundreds of acres of protected forest, providing exceptional privacy along with the soothing sounds of songbirds, visits from hummingbirds, and abundant wildlife. Located in highly sought-after Woodbury, you'll enjoy access to renowned restaurants, Connecticut's scenic wine

Patricia Huegi Kiwi Homes

Welcome to the Historic town of Woodbury! Don't miss the opportunity to own this beautiful and well maintained home which offers a functional layout and abundant natural light. Features include spacious living areas, a well-appointed kitchen, comfortable bedrooms and a private outdoor space ideal for relaxing or entertaining. Conveniently located near schools, shopping, and major routes. A

Genesis Hernandez BHGRE Shore & Country

3 bedrooms on 2 levels in this spacious end-unit condo offering 2118 ft of comfort, style, and a peaceful setting. Although listed as a 2-bedroom, the expansive heated and cooled lower level features additional rooms, one currently used as a bedroom with a closet, a large family room, plus a storage room, and a laundry room! Many options for a home office or gym. On the main level, the updated

Jennifer Mayo William Raveis Real Estate

Rarely is a ranch style available at Woodbury Hill as there are only 7 in total, This one is almost self standing-neighbor's one car garage is adjacent to this two car garage. There is an additional 640 sq.ft. in the heated lower level with a laundry room, closets, half bath and a separate work area and all with sliders to the yard. The beamed living/dining room is cathedral in the living room

Joyce Drakeley Drakeley Real Estate, Inc.

Waiting for your personal touch! This Town In Country lower level unit features a Living Room/Dining Room combo with Fireplace and slider leading to your own private Patio, Fully applianced Kitchen, 2 spacious Bedrooms, and Full Bath. Unit freshly painted with new carpet. Convenient to complex's in-ground pool and laundry. Minutes to Woodbury's town center with its shopping, top restaurants, &

Ron Nettleton William Raveis Real Estate

Welcome to this beautifully maintained ranch-style condo nestled in the peaceful charm of Woodbury, CT. Officially listed as a 2-bedroom home, this property offers exceptional flexibility with a mostly finished lower level featuring a spacious third bedroom-perfect for guests, a home office, or additional living space. The main level boasts a generously sized living room centered around a cozy

Christopher Gueniat Northwest CT Realty

New price point! Come take a look at this lovely home! A perfect 1st or 2nd. home. Included: one car garage, plus one assigned parking space, a deck and patio for grilling. Notice the wooded privacy in the back. Inside a convenient kitchen, a breakfast nook (Or computer area etc.) There is a large living/dining room combo. The Fireplace is sealed shut for safety. However, w/permits, you can

Terry Lee Adams Adams & Adams Real Estate

Price Improvement for this 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

Betsy Rosa Berkshire Hathaway NE Prop.

QUAIL RUN On the cul de sac - 4 NEW HOMES ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #94 is a 3 BR,

Scott Volpe Coldwell Banker Realty

Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. This stately circa 1845 home blends historic character with comfortable living. Set along scenic Good Hill Road and surrounded by lush, established gardens, featuring a black bottom gunite pool, private terrace, welcoming

Christina Zainc BHGRE Gaetano Marra Homes

Beautifully updated 1st floor end unit with plenty of parking. Fantastic 2 bedroom with brand new bathroom, updated kitchen, large custom built-ins, wood burning fireplace, sliders that open to private patio and garden just steps from pool.HOA includes heat, water and basic cable. Plenty of storage in unit and private storage close by. Quiet complex conveniently located to shopping and minutes to

Gena Ruocco-Lockery GRL & Realtors, LLC

RECENTLY REFURBISHED and move-in-ready! Notice the tile entry. The Kitchen has new S.S. appliances. The Kitchen layout is "chef-friendly" w/plenty of cabinet storage. The first floor includes the convenience of laundry and a 1/2 Bath. Hardwood floors in the living room adds to the inviting ambiance. There is a fireplace: it can easily become working with the insert of a Pellet or Wood-burning

Terry Lee Adams Adams & Adams Real Estate

Experience the charm of this classic Cape Cod style property, featuring 3 bedrooms and 2 cozy fireplaces that invite warm gatherings on 1 acre of land perfect for outdoor enjoyment. This country eclectic home blends timeless architecture with modern comfort, offering a serene retreat that captures the essence of country living. Whether you're relaxing by the fire or exploring the great outdoors,

Jacqueline Voegeli Manzi Real Estate

Welcome to 9 Upper Commons, Woodbury - Tucked away in a quiet, well-maintained community surrounded by mature trees and walking trails, this inviting 2-bedroom townhouse offers three levels for a comfortable, functional lifestyle. The main level features a spacious open-concept floor plan, ideal for everyday living or entertaining. Sliding doors off the dining area leads to your private

Athan Zeno 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