A once humble hunting lodge in the forests of Litchfield county became a blank canvas for the vision of an award-winning NYC designer and his partner. Over the decades the property was expanded into a one-of a kind residence of over 6300 sq/ft on 30+ acres. The designer brought his quarter century experience designing for Intercontinental Hotels to bear on this labor of love. The exterior is a mix of stone and wood and is surrounded by blue stone patios. All stone was quarried on site. The home was designed for entertaining and includes spacious formal rooms, a commercial grade kitchen and a dramatic entry. One wing of the home was dedicated to the office which includes high ceilings, multiple workspaces and lots of natural light. The primary bedroom suite takes up the entire second floor and offers a spacious bath, two walk-in closets, a sunroom and a lounge area. Thoughtful and impressive design aspects can be found in the leaded windows, leather surfaced coffered ceilings, unique fixtures and so much more. A stunning opportunity! Please click on the Matterport Virtual tour to fully experience the home.
Enter thru the tiled foyer with formal dining room to the right and very large living room to the left with doorway to deck. The living room provides access to the huge vaulted ceiling rec room with fireplace and sliders to deck. The large eat-in-kitchen can be accessed thru the living room as you pass the powder room. The kitchen counter features a peninsular, all stainless appliances and tiled floor and backsplash. There is a doorway to a second entrance to the dining room. The upper floor features the ensuite primary bedroom, 2 more bedrooms and full bath. The lower level has been finished with two sizable rooms suitable for office, den or whatever you imagine. All this on 2.65 acres of privacy with two car garage, central air, solar power, 600 square feet of walk up attic space and charm.
Welcome to our charming 2-bedroom, 1-bathroom apartment located in the picturesque town of Woodbury, CT. This lower unit in the Town and Country Complex features a cozy decorative fireplace, perfect for creating a warm and inviting atmosphere. Step outside onto your private patio and enjoy the fresh air. The apartment boasts new living room flooring, adding a touch of modern elegance to the space. Each unit includes 2 off-street parking spots for your convenience. Take a dip in the community pool on hot summer days or utilize the on-site laundry area for added convenience. Don't miss out on this wonderful opportunity to make this apartment home!
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
Welcome to 62 Whittlesey Road, a beautifully maintained Colonial just minutes from Woodbury Center. Set on 2.31 acres of private, level land, this 3,205 sq ft home boasts 4 bedrooms and 2.5 baths, with thoughtfully designed spaces perfect for everyday living and entertaining. The gourmet kitchen, equipped with Viking appliances and granite countertops, island and pantry flow seamlessly into the family room, featuring vaulted ceilings and an impressive stone fireplace. A formal dining room with a tray ceiling, a formal living room, and a first-floor office round out the main level. The upper level features a luxurious primary suite complete with a walk-in closet, double vanity, soaking tub, and separate shower. There are threee additional bedrooms including a spacious room with double closets and a loft, while a convenient second-floor laundry room completes the layout. Step outside to a Trex deck that overlooks the expansive backyard, ideal for entertaining friends and family while enjoying the beauty of nature. The full walkout basement provides endless possibilities for storage, hobbies, or future finishing, and a three-car attached garage rounds out this exceptional property. With its prime location, stunning features, and thoughtful design, this home is ready to welcome you!
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 cedar-lined closets and new interior doors throughout, enhancing both the aesthetic and functionality of the space. Cozy up by the working fireplace! A new rear slider opens to the scenic backdrop of woods and trails, perfect for morning jogs or leisurely evening walks. More good news: the association plans to install a new patio come spring, just in time for you to enjoy outdoor living at its best!
Welcome to South Brook, a small enclave of 21 single, detached homes in sought-after Woodbury, CT. This home is a charming Dutch colonial with a new wood roof, hardwood floors throughout, and a lovely patio and private back yard space. The first floor offers a formal dining room, eat-in kitchen with plenty of cabinets and storage space, and a step down to the family room with vaulted ceiling, built-in bookcases, and an inviting fireplace. The primary bedroom suite has walk-in closets and a full bath, including a jetted tub and stall shower. An office library completes the first floor. Second floor offers a second primary suite with full bath and exercise room. A wonderful den or secondary family room makes this the perfect space for guests. Partially finished basement with game room that includes the pool table! Plenty of additional space for storage. This association is pet-friendly and NOT age-restricted. HOA provides garbage, lawn and tree care, snow removal, fertilizing, and leaf blowing! This home is all set up with an electric fence around the perimeter of the yard. So much to love about this property.
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 bar, vaulted ceiling, full bath & two sets of sliding doors that open to the pool, spa & patio area, creating a perfect indoor-outdoor experience. The upper level boasts a primary suite with a spacious bath & walk-in closet along with two additional bedrooms connected by a Jack & Jill bath. This floor also includes a craft/yoga room & laundry room. On the 3rd floor, a private fourth bedroom with a full bath provides an ideal space for nanny quarters or guests. The lower level offers 715 square feet of flexible finished space, perfect for a workout area with room for a golf simulator & includes ample storage & access to the 3-car garage. Outside, the grounds are complete with a gunite pool, spa, fire pit, stone wall & a fenced area, creating a tranquil oasis for relaxation & entertainment-all just minutes from town!
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 storage. Beautiful secluded property and excellent location.
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 hold up to 7 cars easily with 3/ 9' garage doors and 1/12' door that has a car lift for that person who likes their toys!! Back patio with hot tub. Tesla solar panels with battery backup that are owned outright not a lease that acts as a generator if power goes out! This is a custom built home just waiting for a new owner.
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 brought the vision to life, completing this architectural masterpiece with exceptional attention to detail including all new mechanicals, plumbing, electric, well, septic, roof and more. Today, "The Castle" stands as a beacon of history and craftsmanship, featuring a grand dining room, a massive living room, and a chef's kitchen-perfect for entertaining guests or simply enjoying the beauty of the space. The wraparound balconies offer breathtaking views over the river ravine and treetops, while the stone walkways and tranquil surroundings provide a peaceful retreat from the world. Whether you're captivated by the historic intrigue, the timeless craftsmanship, or the unparalleled setting, this home offers a truly unique living experience. Step inside and make history your own.
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 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!
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 fireplace is currently just decorative but could be restored w/permits. There is room to comfortably seat 10 people in the dining room. The full basement has the potential to be finished; currently it's permitted as unconditioned storage. Efficient utility systems keep the total monthly budgeted bill at only $402! A private detached garage and designated parking are conveniently close by. Woods Way is a quiet lane where people enjoy walking. Scenic Radar Pond is the perfect place for fishing, canoeing, or for just sitting and watching the wildlife. Nature trails, playscapes, tennis courts, basketball, and picnic areas abound. Historic Woodbury is a strolling town known as the antiques capital of CT. Come visit beautiful Woodlake, minutes to Woodbury center and commuter routes, yet a world apart.
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, closets and extra storage. The finished walkout lower level provides versatile rooms for a myriad of uses: Game-room, Home Office, a guest bedroom. Notice the wet bar, full bath, closets and laundry. Woodbury was recently recognized as the "Best Small Town" in Connecticut by the Boston Globe and Readers Digest. Woodbury's vibrant community is known for its Antique shops, dining at farm to table restaurants, and part of CT's "wine trail". Explore local culture, or simply soak in Woodbury's small town charm. The access to I84 is easy: providing the balance of convenience and tranquility. Plan your visit soon and see what makes this property a unique Woodbury gem!
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
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.
Open House:
Saturday, 12/21 1:00-3:00PM
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 great room. Audiophiles will appreciate the integrated surround sound in the great room with easy access to the bar for a chilled beverage or glass of wine. The artist loft/den with its own lookout creates a creative space for inspiration or work from home convenience. Step outside to the expansive stone patios with built in grill and pizza oven, a private deck, all designed for seamless indoor-outdoor living. The wine cellar invites connoisseurs to indulge in their collection, while the whole house generator ensures uninterrupted comfort. This stunning award winning home is more than a residence; it's a statement of living art, offering a tranquil escape and the perfect blend of form, function, and efficiency. 90 from NYC and minutes from the shops and restaurants of historic Woodbury.
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.
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, allowing for leisurely walks and a connection to nature. Don't miss this opportunity to enjoy a harmonious blend of comfort and natural beauty in the heart of Woodbury! Schedule a viewing today!
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! Woodlake offers many amenities such as tennis courts, basketball court, a large pond where you can go fishing, canoeing, skating. The pool/ clubhouse is planned to be rebuilt next year. There are hiking trails throughout the area, children's playgrounds and a picnic area to enjoy with your friends and families!
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!
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 own private bath. The shop, also on the main level, can be utilized for business purposes again by an occupant or convert this space to a fabulous great room as it connects in two ways to the rest of the main level, open floor plan. On the second level, find two more bedrooms with full bath, finished walk up attic as rec room, or office space as well as a bonus room, currently used as a small kitchenette and laundry room, that can be converted to fit your needs. Property is located within a 1 hour and 30 minute drive from New York City. Lots to see and appreciate at this unique property in Connecticut's Most Charming town according to Reader's Digest Magazine.
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 exceptional privacy and tranquility for years to come. Upon entering, you'll be greeted by an open floor plan that seamlessly combines elegance and functionality. The inviting kitchen features granite countertops, a breakfast bar, and a new deck just off the kitchen-ideal for entertaining. The main level is adorned with rich hardwood floors, while the upper bedrooms are enhanced with stylish vinyl plank flooring. The grand living room boasts cathedral ceilings and expansive windows extending to the second floor, creating a dramatic and airy atmosphere. Two staircases provide stylish access to the upper level, where you can overlook the main living area below.
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 stories high, with arched (palladium) windows, fireplace and hardwood floors. This room is open to the elegant / warm traditional Kitchen. GE profile appliances, center island, abundant cabinetry and a pantry for extra storage. There is access to the three car attached garage. Great, when bringing in the groceries! Also, a slider that leads to the rear covered porch. Completing the main floor is a half bath and a den / computer/ library rm to the rear. The basement is unfinished, but a great storage area, high ceilings and awaits the new owners potential dreams. When we go upstairs , you get a view of the two story foyer and the impressive overhead view of the family room. There are 3 generous sized bedrooms and a primary bedroom with an ensuite
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!
The median home value in Woodbury, CT is $455,500. This is higher than the county median home value of $345,200. The national median home value is $338,100. The average price of homes sold in Woodbury, CT is $455,500. Approximately 71.07% of Woodbury homes are owned, compared to 20.04% rented, while 8.89% are vacant. Woodbury real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Woodbury real estate agent to arrange a tour today!
Woodbury, Connecticut has a population of 9,762. Woodbury is less family-centric than the surrounding county with 23.2% of the households containing married families with children. The county average for households married with children is 26.17%.
The median household income in Woodbury, Connecticut is $104,081. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Woodbury is 54.7 years.
The average high temperature in July is 84.1 degrees, with an average low temperature in January of 15.8 degrees. The average rainfall is approximately 49.3 inches per year, with 40.2 inches of snow per year.