Woodbury, CT homes for sale & real estate

Woodbury, CT Homes for Sale

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

Woodbury, CT Homes for Sale

The home you've been waiting for! THREE-BEDROOM END UNIT overlooking a charming courtyard with raised planters. The fully renovated kitchen, boasting a large cheerful dining area, is highlighted by new Kingswood Shaker cabinetry with lots of drawers. Counters are gorgeous, high-end John Boos Butcher Block, easy care. Newer stainless-steel appliances include an LG electric range, LG VENTED microwave/exhaust fan, Samsung refrigerator and Kenmore Elite dishwasher. Commercial-grade laminate flooring is throughout the first floor. Good natural light and a well-designed floor plan maximize living space. The sizeable square living room lives larger than a traditional rectangular style. The firepla

Woodbury, CT Homes for Sale

Discover the charm and modern comforts of this beautifully updated condo! Perfect for anyone looking to settle down near nature while maintaining quick access to local amenities, this two-bedroom, two and a half-bathroom gem offers both style and convenience. Step inside to find a recently updated galley kitchen featuring new quartz countertops, a farmhouse sink, a stylish tile backsplash, and a tile floor. The living spaces flow effortlessly, adorned with crown molding, wood beams, and recessed lighting, creating a warm, inviting atmosphere. Bathrooms have been tastefully remodeled, including a stone soaking tub, providing a spa-like escape from the busy world. Enjoy the added luxury of ce

Woodbury, CT Homes for Sale

Tucked away on a sought-after cul-de-sac, this open-layout home is crafted for exceptional entertaining. The light-filled, two-story foyer is framed by two sets of French doors: one opening to an office & the other leading to a living room that flows seamlessly into the dining room-an ideal setup for holiday gatherings. The custom kitchen, equipped with granite countertops, a center island, gas cooktop, walk-in pantry & dining area, overlooks the pool & patio. Adjacent to the kitchen is a sitting room & spacious family room featuring a fireplace & built-in bookcase. A generous 20x35 recreation room further enhances the home's entertainment options with a custom

Woodbury, CT Homes for Sale

OWNER OCCUPANT BUYERS RECEIVE PRIORITY CONSIDERATION AND MAY PURCHASE THIS PROPERTY IMMEDIATELY BY SUBMITTING NAR STANDARD AS-IS/ WHERE-IS CONTRACT. REO PROPERTY BEING SOLD SUBJECT TO "FIRST LOOK" PERIOD IN COOPERATION WITH HUD HVLS PROGRAM. ELIGIBLE NON-PROFITS AND GOVERNMENT ENTITIES MAY SUBMIT "NOTICE OF INTEREST" FOR DUE DILIGENCE REQUEST AND "NOTICE OF INTENT TO PURCHASE" PRIOR TO SALES CONTRACT. SEE ADDITIONAL ADDENDUM ATTACHED. This charming ranch is located in a great area - atop of upper grassy on the Roxbury border. This brick Ranch offers a great layout with 4 bedrooms, 2 baths and tons of space. Walk out lower level. Detached 1 car garage with stor

Woodbury, CT Homes for Sale

Country Cape with expansion possibilities. This stylish home features four bedrooms including the main level primary suite, formal living and dining rooms, family room and a huge unfinished basement with a walkout. The upper level has three bedrooms, one bath and semi finished room above the garage. The 300 sqft screened porch can be converted to living space if needed. Located about 5 miles outside the town center, this home gives you the peace and quiet of country living.

Woodbury, CT Homes for Sale

Do not miss this beautiful home set back on a private 4.15-acre lot. Main level features a total open floor plan with vaulted ceilings and half bath. Kitchen features Kucht stainless steel appliances, Quartz countertops, with an oversized walk-in pantry. Extra Large dining, kitchen, family room area with built in sound system perfect for entertaining. Upper level adds 2 large bedrooms along with a laundry room and two full bathrooms. Additional to the 2 bedrooms is the Massive Primary suite with fireplace and sitting area, 2 large walk-in closets and a gorgeous full bath with extra-large shower with dual heads. On top of all that a gigantic 1940 square foot 4 bay garage dual deep that can h

Woodbury, CT Homes for Sale

If you've ever dreamed of calling a castle your home, this remarkable 5,000-square-foot stone house is the answer. Known fondly by locals as "The Castle, " this property has a fascinating history, with roots tracing back to the 1800s. Originally a stagecoach stop, it stands near a brook that was once a favored path of the legendary Leatherman. In the 1970s, a visionary known as "Cadillac Joe" began expanding the home into a grand stone castle, meticulously crafting every stone by hand. Though his work was left incomplete due to his advancing age, the foundation he laid became the start of a stunning transformation. Enter Mario, whose dedication and years of hard work bro

Woodbury, CT Homes for Sale

Quassuk Heights Garden one bedroom w hardwood floors , 2nd floor condo, ready for updating. HOA includes heat and hot water. No pets, no smoking. Storage unit in basement. Laundry room in first building on right w coin operated machines. Condo fees will increase $135/month as of Jan 1. Also special assessment of $50/month for electric through Dec 2025

Woodbury, CT Homes for Sale

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 will 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 is equally impressive, offering room an in-ground gu

Woodbury, CT Homes for Sale

You just found your perfect 1849 +/- sq. ' (Above and below grade living space) Woodbury Residence. .. Perfectly timed to be "Home for the Holidays". Each room carefully intended making this condo a "must-have" home. A beautifully updated residence offering comfort and style. .. .Just schedule your "move-in-day"! The color scheme is neutral and inviting, providing welcome warmth from the moment you step inside. The first floor greets you w/ engineered hardwood flooring, a remodeled kitchen, 1/2 bath, dining and living room. There are sliders to your private deck. The westerly sunset views are breathtaking! Upstairs two spacious bedrooms, 2 refurbished bathrooms

Woodbury, CT Homes for Sale

Experience the epitome of architectural artistry with this contemporary home, a serene sanctuary that celebrates the fusion of nature and modern design. Perched on 3.4 acres and hidden amongst the trees, this property presents framed views of nature and mossy stone outcroppings. High-end appliances including Gaggenau and JennAir in the kitchen and hi-tech amenities throughout cater to a lifestyle of modern convenience. The primary suite exemplifies contemporary luxury with a pair of wall hung sinks, stall shower, separate w/ c and a full swath of built-in closets. The upper bedroom provides an ensuite full bath and private entrance, while the lower bedroom shares its full bath with the grea

Woodbury, CT Homes for Sale

Great Colonial in a nice neighborhood, needs updating. Proof of funds or Pre- Approval with all offers. No changes to P & S / addendum to be signed within 48hrs of acceptance. .Buyer and/or agent to verify property information.

Woodbury, CT Homes for Sale

PRICE REDUCTION: Discover your serene retreat in this well-cared-for end unit, featuring numerous upgrades throughout. As you enter the community, be greeted by the tranquil lake, enhancing the peaceful ambiance of your new home. Many updates have been done including a modern kitchen with stainless steel appliances, updated bathrooms including a brand new shower enclosure in the guest bath. Two bedrooms and two bathrooms make this a great space for those that work from home and those with an active lifestyle. Step onto your private deck, where you can begin the day with your morning coffee or enjoy evening relaxation. This condo is surrounded by scenic trails that wind through the complex,

Woodbury, CT Homes for Sale

Welcome home to this stunning maintained 3 story condo in the desired Woodlake community! This home features 2 bedrooms, 3 full baths and 1 half bath with an abundance of natural light due to an open floor plan. Suited with stainless steel appliances, brand new flooring, new paint and an option to have a pellet, or wood stove burning insert! The lower level offers a private entrance, full bathroom, kitchenette and separately zoned heating with the potential to be an in-law apartment. This unit is one of the few that has an extended main level deck that has plenty of entertaining space. The washer and dryer are conveniently located on the upper level which makes for easy laundry days! Woodla

Woodbury, CT Homes for Sale

Envision your perfect escape at the Francis Hall House-an elegant and unique 1836 brick home in late Federal style, nestled on approximately 3 acres. This lovingly maintained property boasts a flexible and comfortable floor plan with 3 to 4 bedrooms and multiple fireplaces. Ideal for working from home, hosting guests, or entertaining, it offers inviting indoor and outdoor spaces. Located in historic Hotchkissville, you'll enjoy convenient access to I-84, Woodbury Center, and Washington, while still being a short drive from New York. The Francis Hall House beckons you with promises of comfort and relaxation. Don't miss your chance to make it your home!

Woodbury, CT Homes for Sale

Own a piece of history! Enjoy life in historic Hotchkissville of Woodbury in this 1836 Greek Revival home. Just one mile from Woodbury's town center, step back in time while being in close proximity to all major conveniences. Currently functioning as a two family property, this unique home can be easily converted to a four bedroom, three bath, 2500sf single family. Experience the old world charms of exposed beams and wide-board flooring, in this 19th Century structure that was once home to one of Woodbury's most prominent textile families! The main level of the home features one bedroom, galley kitchen, a full bath, and living and dining room options. There is also a loft bedroom with its o

Woodbury, CT Homes for Sale

Nestled at the intersection of Route 72 and Route 167 in Woodbury, this exceptional home is the perfect blend of modern amenities and unparalleled convenience. Located in close proximity to both the Center of Woodbury and the Southbury Green you'll be moments away from a diverse selection of shops and restaurants. Enjoy the close by natural beauty of Wood Lake, local parks, walking trails, and make the most of the nearby Southbury Dog Park. With easy access to exits 13, 14, and 15 off of I-84, as well as route 8, commuting will never be easier. This property is directly next to the entrance of Janie Pierce Park and backs up to over 30 acres of serene land conservation, guaranteeing exceptio

Woodbury, CT Homes for Sale

What a marvelous house situated in the northern reaches of one of CT's most quaint towns. This stylish contemporary colonial has so much appeal! As you approach the house, you are greeted with its private setting, wonderful landscaping and variety flowers that will bloom throughout the seasons. There is an entryway porch as well as a covered rear porch, great for entertaining or launching the afternoons away. The two story entry foyer is so inviting. To the right is a generous formal dining room with trey ceiling, easily seats 8. To the left is an office. Nice privacy in this space for those who work from home! As you move through the hallway; you come to a majestic open family room. Two st

Woodbury, CT Homes for Sale

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

Woodbury, CT Homes for Sale

But I thought you said it was built in 2006. You could have fooled me that this home wasn't new. Even the basement smells of new concrete. We're presenting this home to you as a "Let's just move in home. " If you have a family that needs room, you got it here. With five bedrooms and ample baths you will never need a hotel for family and friends. On 3.15 acres this home has room for a pool amidst the beautifully landscaped yard. Whether it be work or play, the flexible floor plan allows for your own creative living. The location is quite nice as you have access to surrounding towns and a quiet country road to walk your dog and even you. The western exposure brings in beautiful skie

Woodbury, CT Homes for Sale

Incredible opportunity at an affordable price! Discover the perfect blend of residential comfort and professional-grade amenities in this exceptional property located in the charming town of Woodbury, nestled in the scenic Litchfield County. This unique offering is ideal for car enthusiasts, hobbyists, or entrepreneurs seeking a versatile space that can serve as both a tranquil home and an innovative workshop. The property features a spacious garage and workshop area, each with impressive 17-foot ceilings and overhead garage doors. The workshop is equipped with a radiant heating system, ensuring a cozy and productive environment during the colder months. With zoning that supports owner-occu

Woodbury, CT Homes for Sale

Nestled on a professionally landscaped ~2-acre lot in the serene Owl Ridge neighborhood of Woodbury, this newly updated 4-bed, 5-bath Colonial home features a harmonious blend of comfort, space and sophistication. As you step inside, the grand staircase sets a tone of elegance that resonates throughout the home. The heart of the home is the newly renovated kitchen, a culinary dream with refinished hardwood floors, natural quartzite countertops and new state-of-the-art appliances that will inspire your inner chef. The open concept design seamlessly connects the kitchen to the expansive family room, where a cozy fireplace and cathedral ceilings invites you to relax and unwind. Entertain in st

Woodbury, CT Homes for Sale

ATTENTION SAVVY BUYERS! 2 PROPERTIES FOR THE PRICE OF ONE INCLUDING 1 ACRE SEPERATE LAND IN WOODBURY!! Beautifully updated and move in ready 3 Bed ranch style home with one-level living on a private country setting nestled on a picturesque lot. A Living room w/ working fireplace and woodstove. Modern and spacious E-I-Kitchen with stainless steel appliances. Laminate floors throughout. Laundry area with washer & dryer. Additional 450 sq. ft. basement for storage. 0.99 acre land also comes with this property located @ 115 Transylvania Rd. Motivated seller. A sprawling, single level home in Connecticut's "most charming" town located a short drive from the town center. This home

Woodbury, CT Homes for Sale

Inspiration Model at Woodlake beautifully renovated from top to bottom. Three bedrooms, 2 renovated full baths, one half bath, fireplace, 5' white oak wood floors, Bosch 800 series appliances, new heat pump system, new ductwork, two bonus rooms in lower level, charging device, garage, pond view, two patios and a deck. Complex offers walking trails, tennis courts and playground. Community pool going under renovation. Short distance to main street Woodbury with great restaurants, coffee and retail shops. Only 90 minutes to NYC.

Woodbury, CT Homes for Sale

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

Woodbury, CT Homes for Sale

residential or business use. live in large apartment operate your business, large barn 42x100 many possibilities. health and wellness has been the use since built in 1970.

Woodbury, CT Homes for Sale

Welcome to this charming Colonial home, originally built in the 1930s, offering a perfect blend of vintage character and modern upgrades. This unique property features a primary bedroom on the main floor, with glass French doors that flood the space with natural light. The upgraded kitchen is a chef's delight, boasting 2 gas ovens and a subzero refrigerator. With two full baths and two separate laundry areas on the main floor, convenience is key. The home includes a private apartment, ideal for guests or rental income, featuring its own kitchen, private deck, and two separate entrances for added privacy. Upper level with sprawling bath with soaking tub joins two bedrooms. A new garage, buil

Woodbury, CT Homes for Sale

Gorgeous furnished townhome, this comfortable unit in Woodlake community have a luxury living. Great opportunity of investment. This home has an inviting Kitchen with breakfast bar, plentiful closets, an office space at first floor, a combined dining and living area featuring Hardwood floors and a cozy fireplace. A large slider goes out to the spacious deck. Upstairs come with two generously sized bedrooms and two full bathrooms providing comfort and convenience. The Lower level has a semi finished basement with tons storage space as well a full laundry room. Welcome home to Woodlake where comfort, convenience and community converge.

Woodbury, CT Homes for Sale

This elegant Colonial is located in desirable Carriage Hills. You won't lack for space and storage with approximately 5700 sqft including the full walk out lower level suitable for an in-law. Beautiful wood floors greet you as your enter into the two story foyer. Formal living and dining rooms, eat-in kitchen, bedroom, full bath and a great big family room with a fireplace, all on the main level, plus a room off the family room with doors to the oversized deck. The upper level features three spacious bedrooms, full bath and a huge primary suite with a spa like bath and loft space. The lower level has three finished rooms and a full bath. The property is surrounded by trees and dotted with p

Woodbury, CT Homes for Sale

A long winding drive leads you to Four winds Farm. Perched on the hill, this remarkable equestrian property is on 33.98 acres and offers a two-story 8 stall stable, 14 paddocks with aisle ways, 120' x 200' riding ring with Atwood Equestrian Surface (re-surfaced 3 years ago), 7 run-in sheds, 20' x 20' tractor barn and trail. The contemporary house is 4,057 sq ft, 11 room with 4 bedrooms and 4.1 baths. Updates throughout, cathedral ceilings, tall windows, multiple sliders, spacious deck. There is central air, a security system, central vac, generator, and 4-bay heated garage. The spectacular grounds include the inground gunite saltwater pool, spacious composite deck, mature professional lands

Woodbury, CT Homes for Sale

Sweet 1836 Italianate style home, located in the historic Hotchkissville section of Woodbury, sits on a granite foundation. Historic home #255. Many period details remain. Wide board flooring, Juliet balconies, French doors, ironworks and a 1872 Barn/Garage which was used as a showroom for a local antique dealer. This three level home sits on a small parcel and boasts the beauty and charm of yesteryear. From the top, you will find three bedrooms and one full bath with a central air system. On the main(street) level is the entrance hall, drawing room, den and library. The lowest level features a modest kitchen, dining room(currently used as a bedroom) and sunny breakfast room. There is a wor

Woodbury, CT Homes for Sale

Ca 1760, the Hezekiah Thompson house is a warm and welcoming Dutch Colonial located on picturesque Main St in Woodbury. Perfect fusion of period details and recent updates create a graceful, elegant and livable historic home. The house offers 10 nicely sized rooms and is 2,800 sq ft with 4 bedrooms and 2.5 baths. Throughout the home you will find wide board wood floors, built-ins, paneled walls and oodles of charm and sophistication. On over an acre of land, the private grounds are flawless with a lush level lawn, perennial gardens, boxwood garden, shade trees, garden shed, two story barn perfect for workshop and two sitting areas to enjoy. A few steps outside your front door is access to t

Woodbury, CT Homes for Sale

Nestled in the heart of a charming sweet New England town, this exquisite antique home sits majestically on a large, meticulously cleared lot, perfect for outdoor hobbies and enjoying the serene surroundings. Steeped in history and character, the residence seamlessly blends traditional charm with modern comforts. The updated kitchen is a culinary delight, featuring sleek quartz countertops, stainless steel appliances, and ample cabinet space. With three full baths, convenience meets luxury throughout the home. The expansive primary bedroom is a retreat unto itself, boasting a spacious walk-in closet and a private full bath, offering tranquility and comfort at day's end. A standout feature o

Woodbury, CT Homes for Sale

This recently fully renovated Antique has a combination of historic charm & modern amenities, which creates a truly exceptional living space. The potential for a pool adds an extra touch of luxury, while the delightful & well-maintained two-story barn in ready condition, presents exciting opportunities for conversion, whether for a guest house, pool house, or a private office on the 2nd floor office. Set within a private, park-like setting with picturesque features like a picket fence, stone walls, and professional landscaping, this home offers you a serene escape. The wide board floors and built-ins throughout add character and warmth, while the large foyer with a cedar closet