Woodbury CT Real Estate & Homes for Sale

Beautiful & bright fully renovated townhome. Lovely small complex in ideal location close to everything in this charming town. Finished to perfection! The open first floor features a living room with front picture window and built-in shelving. Chic, all new high-quality kitchen with built-in breakfast nook, custom seating and cabinetry. Upgraded kitchen cabinets, soft grey quartz counters, stainless steel appliances. Sliders open to private rear patio. Sparkling fully renovated half bath with combination washer/dryer highly convenient on main kevel. 2 spacious upper level BRs with beautifully renovated bath. PBR with built ins. Sweet & sensational throughout! Credit check and references; 2 months security. No pets.

This wonderful home sits on a country road within walking distance to the town center. Enjoy the beautiful grounds with patios overlooking the large pond and your guests canoeing. The home has been completely redone with beautiful hardwood floors, gorgeous tile, an outstanding kitchen and two wonderful fireplaces. Woodbury has been featured in the New York Times, Reader's Digest and other publications as a wonderful place to live. Only minutes down the road is the library, public schools, parks, hiking trails, community center, community theater, shopping, drug store, coffee shops and reknown restaurants! Outdoor concerts in the summer and indoor concerts in the winter are terrific. The best is hiking the trail to a tower overlooking the town-what a treat! Located only 1/2 hr to the train station or 1 1/2 hrs by car to NYC.

Welcome to this beautiful Cape with over four acres of land nestled in the heart of Woodbury very private yet convenient to all shopping, parks, hiking trails, and antique shops. This home offers a serene and timeless escape. Main level has good size living room with woodburning fireplace. Kitchen has been updated with stainless steel appliances and granite counter tops. Gorgeous sunroom off the kitchen. There is a bedroom on main level and a full bath Mud room/laundry room complete main level. All hardwood flooring throughout the house. Second story has three bedrooms and one full bath. Plenty of build ins and closet space throughout this home. Full Basement offers plenty of storage space and potential for extra living space with a woodburning stove. Newer generator. There are four car garages and a barn on the property. Woodbury has been named "Most charming small town" by Readers Digest. Come and enjoy all award-winning restaurants and everything that Woodbury has to offer. Close to train stations 90 minutes to NYC.

Discover the perfect blend of affordability and luxury living at Woodbury. Nestled within the acclaimed Woodlake community boasting 400 units, this Country House style residence offers an inviting galley kitchen with a breakfast bar, a first-floor office space, and a combined dining and living area featuring hardwood floors and a cozy fireplace. Upstairs, two generously sized bedrooms and two full baths provide comfort and convenience. Entertain effortlessly in the semi-finished lower level and on the ground-level deck, offering ample space for gatherings. Enjoy the community amenities, including tennis courts and a picturesque pond, while benefiting from the prime location near I84, ideal for commuters. Experience the best of both worlds with a mere 7-minute drive to the bustling centers of Southbury and Woodbury. Welcome home to Woodbury"where comfort, convenience, and community converge.

Welcome to Woodlake! Unwind in 3-bedroom/2.5-bathroom condo that seamlessly blends modern living with natural wonders. Discover the joy of living beside walking trails and a serene pond perfect for leisurely canoe rides. All there is to do is move right in! This townhouse features brand new luxury vinyl flooring, fresh paint, newer kitchen appliances, a fantastic layout for gatherings and main-floor living, but when you need more room there are 2 spacious bedrooms and a full bathroom upstairs, a large finished basement with a walkout to a patio and and garden area. The town of Woodbury is wonderful. There are many quality restaurants, historical sites, antique stores, etc. A must see, it's even better in person!

Built to Last! A Blend of Historic Charm and Modern Living! This 1900's colonial gem offers 3 bedrooms, 2 full baths, and over 1900 sq ft of living space. Hardwood floors create a warm ambiance throughout. The open-concept kitchen features granite counters and a breakfast bar, perfect for casual dining. The living room, centered around a fireplace, adds sophistication to gatherings. With a detached 2-car garage, new well, whole house generator and a full basement, this home seamlessly combines historic allure with contemporary comfort that captures the essence of Woodbury's rich history. - schedule a viewing today!

Opportunity knocks! You will find this home is located in a desirable location in Woodbury, CT. Great opportunity to make it as you wish. Kitchen cabinets will be installed with appliances before the closing. Exterior painting is almost completed. . Please note there is a walk up attic which is floored and a 4th bedroom is located here. This Colonial home offers 4 bedrooms , 2 baths, loads of potential for you to make it shine! Wide board floors throughout most of the home make it add to the ch This home offers lots of oversized windows for light and bright rooms. You will enjoy all Woodbury has to offer , only minuets to walk to Main Street to enjoy walks , parades, and enjoy the many wonderful Antiques Shops to wander along the way. Lazy days at Hollow Park to enjoy concerts, enjoy the simpler way of life your looking to find right here! PLEASE NOTE THIS HOME HAS BEEN BASICALLY GUTTED AND AWAITING FOR SOMEONE TO SUPPLY LOVE AND CARE ! THERE IS NO POOL , SELLER HAD FILLED IN . THIS WILL NEED TO BE A CASH SALE ," AS IS" SELLER IS REQUESTING A FAST CLOSING. INSPECTIONS ARE FOR BUYERS OWN INFORMATION.

Custom colonial designed by architect Moisan located at the end of a cul-de-sac on a 57 acre lot. The home has nice views and is bordered by Hesseky Meadow Pond and the Flanders Nature Center. The home has a great floor plan, 3 fireplaces, high ceilings throughout and expansion possibilities for additional sq ft in the walk up attic and basement. The property does need some work and is being sold as is.

This remodeled contemporary is located in the pastoral Grassy Hill section of Woodbury. The property features a large yard and additional open meadow space, allowing for great country views to be enjoyed from the expansive deck. A recently renovated main level consists of an open floor plan, highlighted by the oversized stone fireplace. The sunken living room has hardwood floors and a large projector screen for relaxation time. The kitchen features vaulted ceilings, soapstone counters, a chic natural stone slate floor, and access to the back deck and grill. Beautiful views are to be had from the master bedroom with hardwood floors, walk in closet, and a completely remodeled master bathroom. The opposite end of the home consists of two bedrooms and an additional full bath. Downstairs is a large open room for additional living space, a third full bath, and a smaller room which could be used for an at home office setup. Just 5 minutes to Main Street in Woodbury, and under 2 hours to Manhattan. Available Jan 1- Oct 1 at $4,000 per month. Full Year at $4,500 per month.

Set in the foothills of beautiful, southern Litchfield County: #5 Clubhouse Drive is an immaculate, meticulously kept home. Settle in & enjoy the seasons. Beautiful sunsets w/great outdoor gathering spaces. There is a "difficult to find": first floor Bathroom and Bedroom: Or perhaps you would rather a home office, den or formal dining area. The slider opens out to a quiet oasis and private patio. The Kitchen is remodeled and there is an additional walkout to the patio w/easterly exposure. The Living RM provides access to deck w/westerly exposure; w/seasonal water views. Two spacious bedrooms & 2 full bathroom upstairs, with an abundance of closet and storage space. There is the convenience of a garage under and lots more storage. On-site Mgmt & after Hrs. security for peace of mind. The Monthly HOA: $425.77, covers roofing, decking, painting, exterior carpentry services, pest control, landcare, snow shoveling, etc. Woodlake Tax District: $940.40 per qtr. July, Oct., Jan & April. Check for Tax Deductions: WTD handles, sewer, water, Rds., Trash & snow removal, common lighting, etc. Annual Town Woodbury tax: $2630..00. Visit quintessential Woodbury...recently voted one of CT's best small Towns per the Boston Globe. Explore Antiques, Boutiques, Gift shops, Garden, Learning & Nature Centers, Hollow Park, Performing Arts, and a myriad of restaurants, many featuring farm to table cuisine; there is something for everyone. Traveling east or west - I84 is just a short distance away.

Welcome to this grand colonial home that sits on almost 2.5 acres of land! As you enter, you can walk into the den on your left which can be used as an office or playroom. The den connects to the family room where everyone can come together while at home. The family room has a beautiful fireplace and opens up to the spacious kitchen with stainless steel appliances. The sliders in the kitchen will take you to the huge backyard and private deck. From the kitchen you can head to the formal dining room. The main level also includes a laundry room and powder room. Upstairs, you'll find the primary bedroom suite which has a cute nook that is perfect for your reading area. There are two additional bedrooms and bathrooms. The lower level is partially finished with enough rooms where you can have an additional bedroom, workout room, game room, or whatever best suits your needs! You'll love the backyard area which has an enclosed deck and patio. There is a huge inground pool which also has a large enough deck for patio chairs and pool furniture. This home will need a little TLC but it is a great opportunity in Woodbury. Great location for commuters, just minutes from the highway! Schedule your showing and get moved in before Spring!

Undeveloped, residential land approved for a single family for sale at 490 Grassy Hill Rd! Has 1.5 acres of land & 129 ft of road frontage!

Retail and executive office space located on Main St. in Woodbury offers high visibility to local traffic & close access to I-84. Situated along a desirable, busy corridor of Route 6 this building is comprised of two units. The lower level is approximately a 1820 square feet, open space with two entries. This space is ideal for retail but has various uses. It is currently utilized as a retail antique shop. The upper level is comprised of office spaces that can be broken down to five rentable units. One office space (350 sq ft.) is leased to an insurance agent and it is alongside a vacant 580 square-foot bullpen area. These two offices share a bathroom on the second floor. The executive suite (1325 Sq. ft. total) has three offices and a large reception area. Professional office suites may offer those with growing practices to share this location. The breakdown of space in this section is as follows: 450 sq ft., reception area of the suite (includes a bathroom area for clients) Office 1 - 300 sq ft. (Bathroom with shower included) Office 2 - 285 sq ft. Office 3 - 180 sq ft. Storage room/Network Room - 110 Sq. Ft. Zoning for this building is Main Street Design District (MSD). The property is located in historic Woodbury. Contact Woodbury for building use approval.

Retail and executive office space located on Main St. in Woodbury offers high visibility to local traffic & close access to I-84. Situated along a desirable, busy corridor of Route 6 this building is comprised of two units. The lower level is approximately a 1820 square feet, open space with two entries. This space is ideal for retail but has various uses. It is currently utilized as a retail antique shop. The upper level is comprised of office spaces that can be broken down to five rentable units. One office space (350 sq ft.) is leased to an insurance agent and it is alongside a vacant 580 square-foot bullpen area. These two offices share a bathroom on the second floor. The executive suite (1325 Sq. ft. total) has three offices and a large reception area. Professional office suites may offer those with growing practices to share this location. The breakdown of space in this section is as follows: 450 sq ft., reception area of the suite (includes a bathroom area for clients) Office 1 - 300 sq ft. (Bathroom with shower included) Office 2 - 285 sq ft. Office 3 - 180 sq ft. Storage room/Network Room - 110 Sq. Ft. Each floor can be sold together or separately as this is a business condo arrangement. The space on the second floor may be transformed into residential space per the town, subject to approval. Zoning for this building is Main Street Design District (MSD). The property is located in historic Woodbury. See the town regulations.

This darling rental in the center of town has been completely refurbished. Beautiful hardwood floors. Eat in Kitchen. New entryway carpet, updated bath, new kitchen floor. This apartment is on two floors. Kitchen and large entryway foyer with W/D hook up(Dryer included in rental) is on first level. Bedroom, bath and living and office on second floor. Year lease only. No pets, non smokers only. Credit Check, security deposit, insurance, references required.

This home was built in three stages over the years with some unique history. In 1780 it was one of the first stage coach stops in Woodbury, followed by the mid section added on in the 1800's to become a boarding house. In the 1900's a third section was added with a deck for additional living space. This Home property is nicely situated in an country setting of Woodbury on 2.39 acres, has 5 Bedrooms. Currently the home is set up with family using it as a 4 efficiency apartment home ,but this home is being sold "as is " as a single family home. There are currently three kitchens and 5 bedrooms. Along side this home is a two bay with large inside work area commercial garage. It was once a Kubota tractor sale and repair shop for the area. It has office space and a bathroom. Both are in need of some repair but the possibilities for your needs with both a home and business are endless. Both are being sold "as is" and are a package deal with the commercial garage being on an added 4.75 acres for a total of 7.14 acres in a picturesque country setting in desirable town of Woodbury. Total price for both properties together $ 399,900.00 Other listing is 170607828

This commercial property nicely situated in Woodbury on 4.75 acres has a two bay garage with large inside work area. It was once a Kubota tractor sale and repair shop for the area. It has office space, parts inventory area, and a bathroom. It is in need of some repair but the possibilities for your needs are endless. It is being sold "As is" and is a PACKAGE DEAL with the adjacent home which has an added 2.39 acres for a total of 7.14 acres in a picturesque country setting. Total Price for both properties is $ 399,900.00. other listing is 170607834. MUST BE SOLD TOGHETHER.

This impeccably maintained Colonial home, nestled in a coveted section of Woodbury showcases three levels of living space. Begin with a grand two-story foyer graced w/ marble flooring. The 1st level has a well-appointed office with custom built-ins, bright and spacious LR & DR that spans from front to back, and an open kitchen w/ granite counters, S.S appliances, a built-in wine cooler, and a dining area w/ natural light from windows and skylights. Adjacent to the kitchen, a sunken family room features fresh hardwood floors and an efficient new pellet stove. Beyond the dining area lies a deck with distant views and abundant privacy. The 2nd level reveals 3 generously proportioned bedrooms, including a primary suite spanning three rooms. The suite boasts Trey ceilings, Hickory floors, dual walk-in closets, a cozy sitting room, and a custom en suite bathroom with W-in closet and laundry. The 2nd 3rd bedrooms provide ample closet space and share a well appointed full bath. Descending to the lower level, a space exuding warmth and natural light extends the living area by over 900 sq. Ft. 11-foot ceilings, hickory flooring, a marble bath & steam shower, kitchen area with granite countertops, a charming built-in seating nook, and a Murphy bed for guests, this floor is an inviting retreat. French doors give access to a bluestone patio, a plunge pool, and a meticulously manicured yard. Irrigation, Generator, and surround sound complete this home. 90 min to NYC and 30 min to train.

Opportunity knocks! 4.9 acres ! Three bedroom cape with main level in-law. Two car attached garage with storage above. Beautiful old barn, fruit trees and two ponds! Property is in an estate and being sold "AS IS-WHERE IS"

Introducing a new 3-unit luxury condo community in an important landmark building on Main Street. Unit A (the historic Marshall House) is a fabulous renovation of a 1753 building beautifully incorporating many modern elements. This reimagined townhome offers 3,134 sq. ft of living area with 3 bedrooms and 2.5 baths. An oversized stone fireplace once used for cooking welcomes you in the grand foyer. The modern and inviting country kitchen has a large quartz-covered island, stainless appliances, with great light through the many windows. Multiple eating areas include the breakfast bar, space for a table for 8 and a cozy breakfast nook perfectly sized for intimate dinner. The living room and formal dining room have antique beams and beautiful wide plank floors. Upstairs, the wood-paneled Primary Bedroom has a walk-in closet, secondary closet, and full bath. A staircase off the primary brings you to the spacious office with many bookcases. 2 additional bedrooms separated by a full bath and have ample closet space. There are 4 original fireplaces of which 2 are usable. Professionally landscaped with perennial gardens, trees and shrubs, Unit A includes 1 bay in the detached garage with storage above. The in-town location allows easy access by sidewalk and auto to parks, town amenities, shopping, fabulous restaurants. Only 10 minutes to Rte. 84 & 90 minutes to NYC.

Simply Paradise. A well maintained 2 bedroom condo in a rare sought after 24 unit complex, close to I-84 and shopping. This is a back unit which offers great privacy and stellar views through relatively new energy efficient double glass sliders overlooking a scenic view in which you can walk out to a private fenced stone terrace. In the winter time a lake and stream in the distance are visible. No road noise, quiet and hidden from the upper complex, with only 8 units in the total in this lower level. Renovated for energy efficiency with relatively new windows and doors, top of the line energy efficient Heil heat pump, new skylight, luxury vinyl flooring throughout the lower level, newer wood burning stove insert and garage filled with about two stacked cords of wood. Updated kitchen with high performance formica and customized overhead microwave and new stove. Ample storage, walk in closet with shelves off of upper bathroom. Relatively new lower bathroom. Outside the kitchen is a small pantry. One car garage with new electric door opener. The outside view from the condo offers the beauty that is Litchfield County located in CT's most charming small town in per CT magazine and the Boston Globe, complete with ample cardinals and hummingbirds regularly visiting the feeder among other wildlife.

This meticulously crafted reproduction Cape is a true gem in the heart of Litchfield County. Nestled on just over 2 acres of land, this property offers a serene and timeless escape. The home boasts wide board floors and plaster walls, providing an authentic vintage feel, combined with modern comforts. With all your daily essentials on the main floor, this home offers convenient and comfortable one-level living with over 3400 square feet.The open-concept living/dining areas are perfect for entertaining, with a cozy paneled wall fireplace for those New England winters.The well-appointed kitchen features modern appliances with an expansive wall of windows. A sunroom with radiant heat provides a retreat to read a book, relax with your morning coffee or work from home. The main level includes a spacious master suite, complete with a walk in closet and en-suite bathroom. Upstairs, you'll find 2 additional bedrooms each with character and a large sitting area in the main hall. An additional 500+- sq ft unfinished room would make a great home office. Step outside to the lush, low maintenance grounds. The backyard offers endless possibilities for gardening, outdoor activities, or simply enjoying the natural beauty. This home provides a serene retreat while being conveniently located near shops, award winning restaurants, antique shops as well as being close to train stations and 90 minutes to NYC. Don't miss out on what Readers Digest named Woodbury as the "Most charming small towns"

Unique Vintage Post and Barn home in the heart of Woodbury, the "Antique Capitol of CT"! 4 Bedroom and 3 full baths on 1.34+/- acres with a large detached barn/2 car garage. The house exudes charm with original touches throughout like hand-hewn wooden beams and wide plank floors that still show the 200-year-old carriage tracks. Use the pulleys to lower the staircase and climb to the top of the grain silo that has been converted into a sunny breakfast nook on top, and a hidden wine cellar on the bottom (fBookcase will open the secret door!).The main floor has an entertainer's kitchen with stainless steel appliances. It also has a casual dining room, large pantry, large living room, dining room, and main floor bedroom. Walk up to the top floor to find the main suite with a full bathroom including a jacuzzi tub. A 2nd bedroom with an en suite bath also has a charming built-in window seat.The walk-out basement has a large bedroom that can also be used as a playroom or theater space. The reading nook with built-in shelving and a cozy propane fireplace are just waiting to be filled with your books! The oversized 2-car garage features even more storage and room for a shop upstairs. Explore the nature of the 1.3-acre property that now includes footpaths, a fire pit, and a slide in the peacefully wooded side yard. Home was featured in the New York Times and Circa Houses' Instagram. New septic tank (2020), new well pump (2020), new hot water heater (2020) a recently redone roof.

Nature surrounds you out every window. This fabulous expanded contemporary cape is set in a private cul-de-sac location surrounded by Open Space. As you enter, you step into the main living space and it's soaring ceiling with a wall of windows. Imagine a 16' holiday tree in the corner. The room opens to the dining space and remodeled kitchen. Appliances include a 4 burner Wolf Range with griddle and grill, a Wolf wall oven, Sub-Zero refrigerator plus a under counter microwave. You are just a few steps out to the oversized deck for easy outdoor entertaining. There are two generous sized bedrooms and full bath on the main level. The upper level features the primary suite with a wall of deep closets and a spa like bath with a soaking tub, glass shower and beautiful tile. The 4th bedroom is currently used for an office with a wall of book shelves. The loft overlooks the main living area. Both levels boast beautiful hardwood floors. The family room is found on the lower level along with the laundry and mechanical room. It features a fireplace and built-ins. There is a 3 garage with plenty of room for extra storage. Did I mention the heated Gunite pool!A tranquil place to spend those hot summer days. No worries about power outages. Included is a 22kW whole house generator. Property is fully fenced and ready for your homecoming!

Historic Main Street Life! Simplify, pay your rent and do no maintenance chores! Walk to one of the fabulous restaurants for dinner, grocery shopping, bank, and library. Shop in the cute boutiques, local art or Antiques stores, everything you need is within side walking distance! Just remodeled - brand new modern kitchen and bath, new floors, fresh paint, ready for move in. Finishing touches are being done and cleaned up. First floor of a two-family home, off street parking.