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The John Cramer House at 10 Weekeepeemee Road is listed on the National Register of Historic Places and is a wonderful example of Greek Revival architecture. Rich in period character, the home features beautiful chestnut plank flooring, nearly 9-foot ceilings, and an original fireplace with a beehive oven. The first floor offers a study, living room, dining room, granite-countered kitchen, and a charming breakfast room with wood stove and half bath. Upstairs are three bedrooms, a full bath with marble counter, and conveniently located laundry. A full walk-up attic leads to a large finished space with additional storage and closet space. An attached shed provides a potting area and stairs to a second-floor loft. Set on 3.09 acres, the property also includes a historic barn with a two-car garage, two horse stalls, and a full second floor. Open field and wooded areas create a peaceful country setting, with elevated views toward the town of Woodbury from the upper portion of the property. Across the road, enjoy seasonal views of the Weekeepeemee River, adding to the charm and character of this special historic property.

3 Beds ⋅ 2 Baths ⋅ 24207451 MLS

The John Cramer House at 10 Weekeepeemee Road is listed on the National Register of Historic Places and is a wonderful example of Greek Revival architecture. Rich in period character, the home features beautiful chestnut plank flooring, nearly 9-foot ceilings, and an original fireplace with a beehive oven. The first floor offers a study, living room, dining room, granite-countered kitchen, and a charming breakfast room with wood stove and half bath. Upstairs are three bedrooms, a full bath with marble counter, and conveniently located laundry. A full walk-up attic leads to a large finished space with additional storage and closet space. An attached shed provides a potting area and stairs to a second-floor loft. Set on 3.09 acres, the property also includes a historic barn with a two-car garage, two horse stalls, and a full second floor. Open field and wooded areas create a peaceful country setting, with elevated views toward the town of Woodbury from the upper portion of the property. Across the road, enjoy seasonal views of the Weekeepeemee River, adding to the charm and character of this special historic property.

10 Weekeepeemee Rd, Woodbury

$550,000

Charming Brick Ranch on 2+ Acres Nestled on more than two acres in a peaceful setting, this well-built brick ranch offers the perfect blend of privacy, comfort, and convenience, with easy access to shopping, dining, and everyday amenities. The home has been freshly painted, meticulously maintained, and reflects pride of ownership throughout. Inside, you'll find a spacious and inviting floor plan featuring hardwood flooring in the living room and all three bedrooms, adding warmth and character to the main living spaces. The kitchen and pantry are finished with durable vinyl flooring, providing easy care and everyday practicality. The generously sized kitchen features ample counter space, a pantry, a cozy eating area, and a gas fireplace, making it an ideal gathering place for family and friends. The living room is enhanced by built-in bookcases, while the bedrooms offer hardwood floors and built-in desks, combining charm with functionality. The primary bedroom includes a private full bath, creating a comfortable retreat. Additional highlights include a lower-level room, a workshop with walkout access, a tandem garage with room for vehicles and storage, and a fully insulated walk-up attic offering exciting possibilities for future expansion, hobbies, or additional storage. If you're looking for a solidly constructed home with acreage, character, and room to grow, this property presents a rare opportunity to enjoy country-style tranquility without sacrificing convenien

3 Beds ⋅ 2 Baths ⋅ 24206868 MLS

Charming Brick Ranch on 2+ Acres Nestled on more than two acres in a peaceful setting, this well-built brick ranch offers the perfect blend of privacy, comfort, and convenience, with easy access to shopping, dining, and everyday amenities. The home has been freshly painted, meticulously maintained, and reflects pride of ownership throughout. Inside, you'll find a spacious and inviting floor plan featuring hardwood flooring in the living room and all three bedrooms, adding warmth and character to the main living spaces. The kitchen and pantry are finished with durable vinyl flooring, providing easy care and everyday practicality. The generously sized kitchen features ample counter space, a pantry, a cozy eating area, and a gas fireplace, making it an ideal gathering place for family and friends. The living room is enhanced by built-in bookcases, while the bedrooms offer hardwood floors and built-in desks, combining charm with functionality. The primary bedroom includes a private full bath, creating a comfortable retreat. Additional highlights include a lower-level room, a workshop with walkout access, a tandem garage with room for vehicles and storage, and a fully insulated walk-up attic offering exciting possibilities for future expansion, hobbies, or additional storage. If you're looking for a solidly constructed home with acreage, character, and room to grow, this property presents a rare opportunity to enjoy country-style tranquility without sacrificing convenien

578 Old Sherman Hill Rd, Woodbury

$529,000

Looking for a convenient in town location? Built in 1940, this delightful vintage colonial is loaded with the charm of the 1940's. The front to back living room offers a fireplace, built ins as well as oak flooring. It also features a French door to the rear porch overlooking the spacious rear yard. Located adjacent to the kitchen, the formal dining room features a built-in china closet and oak flooring. A powder room and laundry area complete the main level. Upstairs, a front to back primary bedroom with oak flooring. There are two bedrooms and a full bath on this level. Need more room? The walk-up attic is floored provides the opportunity for future expansion. There is a rec room on the lower level for additional space.

3 Beds ⋅ 2 Baths ⋅ 24210084 MLS

Looking for a convenient in town location? Built in 1940, this delightful vintage colonial is loaded with the charm of the 1940's. The front to back living room offers a fireplace, built ins as well as oak flooring. It also features a French door to the rear porch overlooking the spacious rear yard. Located adjacent to the kitchen, the formal dining room features a built-in china closet and oak flooring. A powder room and laundry area complete the main level. Upstairs, a front to back primary bedroom with oak flooring. There are two bedrooms and a full bath on this level. Need more room? The walk-up attic is floored provides the opportunity for future expansion. There is a rec room on the lower level for additional space.

11 Judson Ave, Woodbury

$527,900

The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint inside. This end unit also offers an expanded deck with retractable awning and lovely backyard. Full, unfinished basement, convenient one car attached garage and abundant guest parking too. All this near Woodbury's downtown shops and restaurants!

2 Beds ⋅ 3 Baths ⋅ 24179262 MLS ⋅ Woodbury Hill BLDG.

The finest condo complex in one of Litchfield Counties most charming towns! Woodbury Hill is a lovely community of townhouse style homes in a very attractive setting and features a saltwater pool and tennis/pickleball courts. #17 has seen many upgrades over the past dozen years including new windows, renovated kitchen and baths, upgraded heat pump HVAC and water heater, as well as recent paint inside. This end unit also offers an expanded deck with retractable awning and lovely backyard. Full, unfinished basement, convenient one car attached garage and abundant guest parking too. All this near Woodbury's downtown shops and restaurants!

17 Woodbury Hill, Unit 17, Woodbury

$525,000

A Rare Piece of Central Valley History Awaits Your Vision For the first time in over 60 years, one of the most prominent landmark properties in Central Valley is officially hitting the market. Situated right in the heart of the Hamlet Business District at the bustling intersection of Route 32 and Smith Clove Road, this mixed-use property offers a blank canvas for an ambitious business owner or a savvy real estate investor looking to build long-term wealth. High-Traffic Commercial Space The main level boasts over 1,500 square feet of versatile commercial space divided into three large, open rooms. It is an ideal setup for a retail boutique, professional office, or food service business. The location guarantees unmatched, round-the-clock exposure with more than 12,000 vehicles passing by each day. The current first-floor occupant—a beloved, multi-generational local business—is ready to downsize, leaving this prime footprint ready for its next chapter. Residential Income Potential Upstairs, with its own completely private entrance, sits an oversized 2-to-3-bedroom apartment. While this upper unit needs some TLC, it represents a fantastic value-add opportunity. You can renovate it to command premium residential rent, or live right above your shop for the ultimate live-work lifestyle. Parking and Convenience Parking is never an issue here. The property features a private driveway leading to a detached 2-car garage—perfect for extra storage or inventory—plus dedicated parking for 4 vehicles. For clients and customers, there is also ample municipal parking directly across the street. Surrounded by established local businesses, restaurants, and daily services, this is more than just a piece of real estate; it is a rare opportunity to anchor your business or portfolio at the busiest intersection in town.

1056587 MLS

A Rare Piece of Central Valley History Awaits Your Vision For the first time in over 60 years, one of the most prominent landmark properties in Central Valley is officially hitting the market. Situated right in the heart of the Hamlet Business District at the bustling intersection of Route 32 and Smith Clove Road, this mixed-use property offers a blank canvas for an ambitious business owner or a savvy real estate investor looking to build long-term wealth. High-Traffic Commercial Space The main level boasts over 1,500 square feet of versatile commercial space divided into three large, open rooms. It is an ideal setup for a retail boutique, professional office, or food service business. The location guarantees unmatched, round-the-clock exposure with more than 12,000 vehicles passing by each day. The current first-floor occupant—a beloved, multi-generational local business—is ready to downsize, leaving this prime footprint ready for its next chapter. Residential Income Potential Upstairs, with its own completely private entrance, sits an oversized 2-to-3-bedroom apartment. While this upper unit needs some TLC, it represents a fantastic value-add opportunity. You can renovate it to command premium residential rent, or live right above your shop for the ultimate live-work lifestyle. Parking and Convenience Parking is never an issue here. The property features a private driveway leading to a detached 2-car garage—perfect for extra storage or inventory—plus dedicated parking for 4 vehicles. For clients and customers, there is also ample municipal parking directly across the street. Surrounded by established local businesses, restaurants, and daily services, this is more than just a piece of real estate; it is a rare opportunity to anchor your business or portfolio at the busiest intersection in town.

266 Route 32, Woodbury

$510,000

Welcome to beautiful Woodbury, CT! Beautiful 2 BR, 2 1/2 bath condo in sought after Woodbury Hill Condos. Park like grounds with only 78 condos, featuring a saltwater pool and a tennis/pickleball court. Well maintained condo features the main level with a Living room with vaulted ceiling and a wood-burning fireplace, dining room w/bow window, a half bath with granite vanity, an updated kitchen w/granite counters and an eating area. Sliders lead out to an oversized private deck with awning and a fantastic view! Primary BR on main level w/full updated bath w/marble vanity, walk-in closet, and an additional slider that leads out to the deck, complete with stairs down to back yard. Upper level features an interior balcony that overlooks the living room below, has a loft and a generous sized 2nd bedroom w/walk-in closet. Lots of closets space and walk in attic eve storage as well. This level also has a full bathroom with granite vanity. Lower level features a large family room with built-ins and walk out slider to the back yard, a separate play room and a large laundry room w/slop sink. Recent updates include, new LG French Door refrigerator (3/26), new hot water heater (2025), new water pump (2025). Exterior home and deck freshly painted June/July 2026. Don't miss seeing this one!

2 Beds ⋅ 3 Baths ⋅ 24188214 MLS ⋅ Woodbury Hill BLDG.

Welcome to beautiful Woodbury, CT! Beautiful 2 BR, 2 1/2 bath condo in sought after Woodbury Hill Condos. Park like grounds with only 78 condos, featuring a saltwater pool and a tennis/pickleball court. Well maintained condo features the main level with a Living room with vaulted ceiling and a wood-burning fireplace, dining room w/bow window, a half bath with granite vanity, an updated kitchen w/granite counters and an eating area. Sliders lead out to an oversized private deck with awning and a fantastic view! Primary BR on main level w/full updated bath w/marble vanity, walk-in closet, and an additional slider that leads out to the deck, complete with stairs down to back yard. Upper level features an interior balcony that overlooks the living room below, has a loft and a generous sized 2nd bedroom w/walk-in closet. Lots of closets space and walk in attic eve storage as well. This level also has a full bathroom with granite vanity. Lower level features a large family room with built-ins and walk out slider to the back yard, a separate play room and a large laundry room w/slop sink. Recent updates include, new LG French Door refrigerator (3/26), new hot water heater (2025), new water pump (2025). Exterior home and deck freshly painted June/July 2026. Don't miss seeing this one!

35 Woodbury Hill, Unit 35, Woodbury

$449,999

This move-in-ready, three-bedroom, two-bath ranch is located in Highland Mills within the Cornwall Central School District. The home offers approximately 1,408 square feet of main-level living space with a functional layout and inviting outdoor surroundings. A beautiful yard and surrounding woods create a peaceful setting for relaxing on the deck, gardening, or enjoying the outdoors. The full basement provides additional storage, while the one-car garage adds everyday convenience. Enjoy convenient access to shopping, dining, Hudson Valley hiking, and commuter routes to New York City. Eligible residents may also use Woodbury’s community pool and reservoir facilities for swimming, fishing, and other outdoor activities.

3 Beds ⋅ 3 Baths ⋅ 1063346 MLS

This move-in-ready, three-bedroom, two-bath ranch is located in Highland Mills within the Cornwall Central School District. The home offers approximately 1,408 square feet of main-level living space with a functional layout and inviting outdoor surroundings. A beautiful yard and surrounding woods create a peaceful setting for relaxing on the deck, gardening, or enjoying the outdoors. The full basement provides additional storage, while the one-car garage adds everyday convenience. Enjoy convenient access to shopping, dining, Hudson Valley hiking, and commuter routes to New York City. Eligible residents may also use Woodbury’s community pool and reservoir facilities for swimming, fishing, and other outdoor activities.

30 Elmwood Drive, Woodbury

$420,000

Welcome to 34 Pilgrim Trail, a home thoughtfully cared for and enjoyed for 25.5 years. This peaceful Woodbury property features granite kitchen countertops, a tiled backsplash, stainless-steel appliances, and a ceramic kitchen floor. Solid pine doors throughout the home add warmth and character. The upstairs bathroom has been beautifully updated, including the tub and a solid-rock vanity countertop. The upper bedroom/closet offers flexible use and can easily be converted back to a bedroom. Additional improvements include updated closet systems, a refreshed closet near the upstairs bathroom, and a roof installed in 2011. The home is generator-ready, with the generator located outside. Enjoy the tranquility of the property while remaining just minutes from Main Street, shopping, and New Morning Market. Nearby schools and everyday conveniences make this a wonderful place to call home.

4 Beds ⋅ 2 Baths ⋅ 24203216 MLS

Welcome to 34 Pilgrim Trail, a home thoughtfully cared for and enjoyed for 25.5 years. This peaceful Woodbury property features granite kitchen countertops, a tiled backsplash, stainless-steel appliances, and a ceramic kitchen floor. Solid pine doors throughout the home add warmth and character. The upstairs bathroom has been beautifully updated, including the tub and a solid-rock vanity countertop. The upper bedroom/closet offers flexible use and can easily be converted back to a bedroom. Additional improvements include updated closet systems, a refreshed closet near the upstairs bathroom, and a roof installed in 2011. The home is generator-ready, with the generator located outside. Enjoy the tranquility of the property while remaining just minutes from Main Street, shopping, and New Morning Market. Nearby schools and everyday conveniences make this a wonderful place to call home.

34 Pilgrim Trl, Woodbury

$400,000

Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their proposed use is allowed. Final sale is contingent on Probate Court approval.

24155988 MLS

Rare Main Street commercial property available in Woodbury, CT. The land and the building upon it are being sold in "as is, where is" condition. Neither the probate court system, the attorney, or the broker have any knowledge as to any deficiencies on the property or if they even exist Located in the OS 60 zone, interested parties should consult with the planning and zoning to verify their proposed use is allowed. Final sale is contingent on Probate Court approval.

1545 Main St N, Woodbury

$399,000

INVESTORS TAKE NOTICE!! A rare opportunity to bring your vision to life in beautiful Woodbury. 3BR, 2.5 bath Cape just over 2,000 square feet of comfortable living space with endless potential. This home includes hardwood floors throughout. A dedicated home office with custom built-in shelving. Large living room with pellet stove and a spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry. The property sits on 1.5 acres, complete with an in-ground pool and safety fence. Whether you're looking to restore its original charm or add your own personal touches, this home presents an excellent opportunity to build equity in one of Litchfield County's most sought-after communities. New windows, siding and gutters in 2024. The property is being sold "AS IS." PRICED TO SELL!!

3 Beds ⋅ 3 Baths ⋅ 24099709 MLS

INVESTORS TAKE NOTICE!! A rare opportunity to bring your vision to life in beautiful Woodbury. 3BR, 2.5 bath Cape just over 2,000 square feet of comfortable living space with endless potential. This home includes hardwood floors throughout. A dedicated home office with custom built-in shelving. Large living room with pellet stove and a spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry. The property sits on 1.5 acres, complete with an in-ground pool and safety fence. Whether you're looking to restore its original charm or add your own personal touches, this home presents an excellent opportunity to build equity in one of Litchfield County's most sought-after communities. New windows, siding and gutters in 2024. The property is being sold "AS IS." PRICED TO SELL!!

241 Hoop Pole Hill Rd, Woodbury

$395,000

Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic Calder Estate, the setting creates an extraordinary sense of quietude and absolute seclusion. The property features a magnificent all-season running stream with its own natural waterfall, dramatically enhancing the native wildlife and scenic beauty of the area. Enveloped by the timeless allure of Litchfield County, this land offers an ideal canvas for an architectural masterpiece, a private weekend retreat, or a magnificent legacy estate. Its pristine setting, open spaces, and dramatic yet intimate feel provide the perfect balance of country elegance and everyday livability. Peerless privacy, a coveted location, protected surroundings, and an immediate neighborhood of significant homes make this a compelling opportunity in one of Connecticut's most desirable country settings-just minutes from the refined charm of Roxbury and Washington, and approximately 90 minutes from NYC.

24187054 MLS

Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic Calder Estate, the setting creates an extraordinary sense of quietude and absolute seclusion. The property features a magnificent all-season running stream with its own natural waterfall, dramatically enhancing the native wildlife and scenic beauty of the area. Enveloped by the timeless allure of Litchfield County, this land offers an ideal canvas for an architectural masterpiece, a private weekend retreat, or a magnificent legacy estate. Its pristine setting, open spaces, and dramatic yet intimate feel provide the perfect balance of country elegance and everyday livability. Peerless privacy, a coveted location, protected surroundings, and an immediate neighborhood of significant homes make this a compelling opportunity in one of Connecticut's most desirable country settings-just minutes from the refined charm of Roxbury and Washington, and approximately 90 minutes from NYC.

133 Painter Hill Rd, Woodbury

$330,000

Welcome to 1108 Evergreen Court in Woodbury! This desirable end-unit condo offers added privacy and a great location next to the community pool. Enter through the foyer before heading upstairs to the main living area, where you’ll find a bright and inviting layout. The living room opens to a private deck, providing a great spot to relax and enjoy the outdoors. The galley-style kitchen offers convenient seating and opens to a separate dining area, perfect for everyday meals or entertaining. A detached garage with electric provides additional parking and storage, plus there is plenty of unassigned parking for residents and guests. Enjoy low-maintenance living with community amenities and convenient access to shopping, dining, recreation, and major roadways. With its end-unit location, deck, garage, ample parking, and proximity to the pool, 1108 Evergreen Court has plenty to offer!

2 Beds ⋅ 2 Baths ⋅ 1056467 MLS

Welcome to 1108 Evergreen Court in Woodbury! This desirable end-unit condo offers added privacy and a great location next to the community pool. Enter through the foyer before heading upstairs to the main living area, where you’ll find a bright and inviting layout. The living room opens to a private deck, providing a great spot to relax and enjoy the outdoors. The galley-style kitchen offers convenient seating and opens to a separate dining area, perfect for everyday meals or entertaining. A detached garage with electric provides additional parking and storage, plus there is plenty of unassigned parking for residents and guests. Enjoy low-maintenance living with community amenities and convenient access to shopping, dining, recreation, and major roadways. With its end-unit location, deck, garage, ample parking, and proximity to the pool, 1108 Evergreen Court has plenty to offer!

1108 Evergreen Court Unit #65, Woodbury

$299,000

PRETTY AND SO PRIVATE!! Enjoy nature right from your back door in this spacious, freshly painted 3-bedroom home! Imagine relaxing with a cup of coffee on your private deck. Kitchen is nicely updated with large pantry, stainless appliances, dining area and ceiling fan. The living room features a warming fireplace with Pellet Stove for an economical heat source. and the dining room boasts sliders that open to the rear deck. Upstairs, you'll find three comfortable bedrooms and two full baths, plus there's an extra room in the finished lower level, perfect for office, media room or workout room. You'll love all the amenities Woodlake has to offer, like walking trails, a pond for canoeing, picnic areas, and a playground. The town of Woodbury itself is fantastic, with a wine trail, excellent restaurants, and charming antique shops to explore. Plus, it's super convenient to the highway, shops, and schools. Woodlake is such a wonderful community.

3 Beds ⋅ 3 Baths ⋅ 24200604 MLS ⋅ Condos At Woodlake BLDG.

PRETTY AND SO PRIVATE!! Enjoy nature right from your back door in this spacious, freshly painted 3-bedroom home! Imagine relaxing with a cup of coffee on your private deck. Kitchen is nicely updated with large pantry, stainless appliances, dining area and ceiling fan. The living room features a warming fireplace with Pellet Stove for an economical heat source. and the dining room boasts sliders that open to the rear deck. Upstairs, you'll find three comfortable bedrooms and two full baths, plus there's an extra room in the finished lower level, perfect for office, media room or workout room. You'll love all the amenities Woodlake has to offer, like walking trails, a pond for canoeing, picnic areas, and a playground. The town of Woodbury itself is fantastic, with a wine trail, excellent restaurants, and charming antique shops to explore. Plus, it's super convenient to the highway, shops, and schools. Woodlake is such a wonderful community.

8 Woods Way Unit 8, Woodbury

$294,900

Welcome to 47 Woods Way! This beautifully renovated Woodlake townhouse is truly move-in ready, offering stylish updates and the convenience of a garage just steps from your front door. Step inside to discover a gorgeous new kitchen featuring crisp white Shaker cabinetry, gleaming quartz countertops, and stainless steel appliances. New RevWood by Mohawk flooring flows throughout the first floor, complemented by a charming shiplap-accented fireplace that creates a warm and inviting focal point in the living room. Upstairs, the spacious primary suite offers a beautifully renovated ensuite bathroom, creating a private retreat at the end of the day. Enjoy a brand-new tiled shower with niche, modern vanity and tasteful finishes. The guest bathroom has also been thoughtfully updated with new porcelain tile flooring, oak vanity, new lighting, and mirror. Plush new wall-to-wall carpeting throughout the second floor lends a cozy, fresh feel to the bedrooms. A brand new hot water heater, and a two year old HVAC system add comfort and peace of mind. The amenities continue with a garage featuring a new door opener, plus a full unfinished basement offering excellent storage and flexibility. A newer washer and dryer and a private sun deck off the living room round out the package. With its fresh renovations, thoughtful updates, and convenient location, 47 Woods Way offers the perfect blend of style, comfort, and easy living. Just unpack and enjoy!

2 Beds ⋅ 2 Baths ⋅ 24209304 MLS ⋅ Woodlake BLDG.

Welcome to 47 Woods Way! This beautifully renovated Woodlake townhouse is truly move-in ready, offering stylish updates and the convenience of a garage just steps from your front door. Step inside to discover a gorgeous new kitchen featuring crisp white Shaker cabinetry, gleaming quartz countertops, and stainless steel appliances. New RevWood by Mohawk flooring flows throughout the first floor, complemented by a charming shiplap-accented fireplace that creates a warm and inviting focal point in the living room. Upstairs, the spacious primary suite offers a beautifully renovated ensuite bathroom, creating a private retreat at the end of the day. Enjoy a brand-new tiled shower with niche, modern vanity and tasteful finishes. The guest bathroom has also been thoughtfully updated with new porcelain tile flooring, oak vanity, new lighting, and mirror. Plush new wall-to-wall carpeting throughout the second floor lends a cozy, fresh feel to the bedrooms. A brand new hot water heater, and a two year old HVAC system add comfort and peace of mind. The amenities continue with a garage featuring a new door opener, plus a full unfinished basement offering excellent storage and flexibility. A newer washer and dryer and a private sun deck off the living room round out the package. With its fresh renovations, thoughtful updates, and convenient location, 47 Woods Way offers the perfect blend of style, comfort, and easy living. Just unpack and enjoy!

47 Woods Way Unit 47, Woodbury

$290,000

Rare opportunity in desirable Woodbury Village! This charming three-level townhouse offers flexible living space, beautiful natural light, and a peaceful setting in the heart of Woodbury. The main level welcomes you with a spacious living room featuring a large bay window and abundant natural light. The adjoining eat-in kitchen offers generous pantry storage and sliders leading to a private deck overlooking a lovely wooded green space-the perfect spot for morning coffee or relaxing outdoors. A convenient half bath with laundry and additional storage completes this level. Upstairs, you'll find two generously sized bedrooms with ample closet space, including a walk-in closet, along with a full bath and additional linen storage. The finished walk-out lower level adds valuable bonus space and offers endless possibilities as a home office, recreation room, guest space, gym, or additional living area. Sliding doors open to a covered outdoor area and backyard space. The basement has also been waterproofed and features newer carpeting. Additional features include space for a private garden, three portable air-conditioning units (one with heat), a basement dehumidifier, and deck furniture included by the seller. Woodbury Village offers a tranquil setting with expansive green space, mature trees, walking areas, and a river running through the complex-all while being conveniently located just minutes from Woodbury's shops, restaurants, and everyday amenities.

2 Beds ⋅ 2 Baths ⋅ 24210496 MLS ⋅ Woodbury Village BLDG.

Rare opportunity in desirable Woodbury Village! This charming three-level townhouse offers flexible living space, beautiful natural light, and a peaceful setting in the heart of Woodbury. The main level welcomes you with a spacious living room featuring a large bay window and abundant natural light. The adjoining eat-in kitchen offers generous pantry storage and sliders leading to a private deck overlooking a lovely wooded green space-the perfect spot for morning coffee or relaxing outdoors. A convenient half bath with laundry and additional storage completes this level. Upstairs, you'll find two generously sized bedrooms with ample closet space, including a walk-in closet, along with a full bath and additional linen storage. The finished walk-out lower level adds valuable bonus space and offers endless possibilities as a home office, recreation room, guest space, gym, or additional living area. Sliding doors open to a covered outdoor area and backyard space. The basement has also been waterproofed and features newer carpeting. Additional features include space for a private garden, three portable air-conditioning units (one with heat), a basement dehumidifier, and deck furniture included by the seller. Woodbury Village offers a tranquil setting with expansive green space, mature trees, walking areas, and a river running through the complex-all while being conveniently located just minutes from Woodbury's shops, restaurants, and everyday amenities.

74 Washington Road Unit 40, Woodbury

$289,000

Woodlake has 7 Ranch Style Units with either a carport or garage; making #5 Alder Court is a rare-find-end unit! The walk from the parking area is level to an inviting Court-yard and onto this lovely ranch style home. You will notice the natural private surroundings. Once inside, beautiful wood floors greet you. Beautiful windows provide natural sunlight. The LR has a cathedral ceiling. The Fireplace, (one of two) has been sealed shut for safety. Woodlake will allow wood-burning or pellet stove inserts with permits. The Woodlake Office can assist with the paperwork. The galley kitchen has new granite tops. The Primary Bedroom is ensuite. There is ample storage and closets in both bedrooms. The Walk-out Lower Level is finished with newer vinyl flooring. There is a laundry room with set-sink. Included are two working washing machines, (The small washer was used for baby clothes) a dryer and set-sink.the ping-pong table can be yours if you wish! The quintessential Town of Woodbury was recently voted The Best small Town in CT by Readers Digest and the Boston Globe. It's an easy commute east or west to I84. There are two Town Greens, and restaurants to delight every palate. There are parks to enjoy, trails to hike, garden, performing arts and learning centers. Explore Boutiques, Antiques and visit the Woodbury portion of the CT Wine Trail! This is a beautiful time of Year at Woodlake and in Woodbury CT! Visit soon!

2 Beds ⋅ 2 Baths ⋅ 24205782 MLS ⋅ Woodlake BLDG.

Woodlake has 7 Ranch Style Units with either a carport or garage; making #5 Alder Court is a rare-find-end unit! The walk from the parking area is level to an inviting Court-yard and onto this lovely ranch style home. You will notice the natural private surroundings. Once inside, beautiful wood floors greet you. Beautiful windows provide natural sunlight. The LR has a cathedral ceiling. The Fireplace, (one of two) has been sealed shut for safety. Woodlake will allow wood-burning or pellet stove inserts with permits. The Woodlake Office can assist with the paperwork. The galley kitchen has new granite tops. The Primary Bedroom is ensuite. There is ample storage and closets in both bedrooms. The Walk-out Lower Level is finished with newer vinyl flooring. There is a laundry room with set-sink. Included are two working washing machines, (The small washer was used for baby clothes) a dryer and set-sink.the ping-pong table can be yours if you wish! The quintessential Town of Woodbury was recently voted The Best small Town in CT by Readers Digest and the Boston Globe. It's an easy commute east or west to I84. There are two Town Greens, and restaurants to delight every palate. There are parks to enjoy, trails to hike, garden, performing arts and learning centers. Explore Boutiques, Antiques and visit the Woodbury portion of the CT Wine Trail! This is a beautiful time of Year at Woodlake and in Woodbury CT! Visit soon!

5 Alder Ct Unit 84A, Woodbury

$289,000

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, level, potential building lot. Convert office to residential, build across river and rent out office or use office and workshop yourself. There are 2, 7ft' garage doors leading to basement/workshop. The potential uses for this property are many! Sold As-Is, Where-Is, Buyer to do all due diligence regarding potential uses, Cash or Hard Money Loan preferred, no Seller Financing.

2 Beds ⋅ 2 Baths ⋅ 24078648 MLS

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, level, potential building lot. Convert office to residential, build across river and rent out office or use office and workshop yourself. There are 2, 7ft' garage doors leading to basement/workshop. The potential uses for this property are many! Sold As-Is, Where-Is, Buyer to do all due diligence regarding potential uses, Cash or Hard Money Loan preferred, no Seller Financing.

439 Washington Rd, Woodbury

$289,000

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, level, potential building lot. Convert office to residential, build across river and rent out office or use office and workshop yourself. There are 2, 7ft' garage doors leading to basement/workshop. The potential uses for this property are many! Sold As-Is, Where-Is, Buyer to do all due diligence regarding potential uses, Cash or Hard Money Loan preferred, no Seller Financing.

2 Baths ⋅ 24078389 MLS

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, level, potential building lot. Convert office to residential, build across river and rent out office or use office and workshop yourself. There are 2, 7ft' garage doors leading to basement/workshop. The potential uses for this property are many! Sold As-Is, Where-Is, Buyer to do all due diligence regarding potential uses, Cash or Hard Money Loan preferred, no Seller Financing.

439 Washington Rd, Woodbury

$274,900

Welcome home to Woodlake! The Woodlake community provides non-motorized boating on the lake, hiking trails, basketball, tennis courts, and a playground area for the kids to name a few. This end unit is within a short walking distance of the lake, clubhouse and other complex amenities! Spacious and bright, this Congeniality II model offers an open floor plan, and two spacious bedrooms with 2.5 baths. Freshly painted, this unit's kitchen offers newer cabinets, appliances and fixtures. The expansive combination living and dining room features hardwood floors and ample space to host the upcoming holidays! Off the living room, step out onto the back deck to grill and enjoy seasonal views of the lake. The main level is finished off by an updated half bath. The upper level offers two generously sized bedrooms, including two full bathrooms. The primary-suite features laminate flooring, plenty of closet space, and stall shower. The second level full bath has newer vanity, granite countertops and custom built-in. Newer carpet lines the stairs down to the mostly finished basement. This space provides another option for livable space, or additional room for play or work including a private patio. Both sliders have been recently replaced. This well-maintained community provides a responsive, on-site property management company. Live in Woodbury for under 300k with no exterior maintenance demands! Woodlake is in close proximity of Woodbury and Southbury town centers!

2 Beds ⋅ 3 Baths ⋅ 24206920 MLS ⋅ Woodlake BLDG.

Welcome home to Woodlake! The Woodlake community provides non-motorized boating on the lake, hiking trails, basketball, tennis courts, and a playground area for the kids to name a few. This end unit is within a short walking distance of the lake, clubhouse and other complex amenities! Spacious and bright, this Congeniality II model offers an open floor plan, and two spacious bedrooms with 2.5 baths. Freshly painted, this unit's kitchen offers newer cabinets, appliances and fixtures. The expansive combination living and dining room features hardwood floors and ample space to host the upcoming holidays! Off the living room, step out onto the back deck to grill and enjoy seasonal views of the lake. The main level is finished off by an updated half bath. The upper level offers two generously sized bedrooms, including two full bathrooms. The primary-suite features laminate flooring, plenty of closet space, and stall shower. The second level full bath has newer vanity, granite countertops and custom built-in. Newer carpet lines the stairs down to the mostly finished basement. This space provides another option for livable space, or additional room for play or work including a private patio. Both sliders have been recently replaced. This well-maintained community provides a responsive, on-site property management company. Live in Woodbury for under 300k with no exterior maintenance demands! Woodlake is in close proximity of Woodbury and Southbury town centers!

3 Shagbark Ln Unit 3, Woodbury

$250,000

An exceptional opportunity to own 76.9 +/- acres in one of Woodbury's most desirable locations. This unique offering includes two contiguous parcels to be sold together, consisting of this 14.9-acre parcel and the adjoining 62-acre parcel (MLS #24192209). *The 14.9 is land-locked and can not be sold separate). Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, mountain laurel, stone walls, and open fields, creating endless possibilities for the next owner. Whether you're seeking a private country estate, equestrian property, family compound, recreational retreat, hunting property, or a prime development opportunity, this expansive acreage provides the flexibility to bring your vision to life. Surrounded by the natural beauty of Woodbury while offering convenient access to local amenities, this is a truly remarkable opportunity to invest in one of Litchfield County's most sought-after communities. A rare offering where privacy, scenic landscapes, and future potential come together.

24192651 MLS

An exceptional opportunity to own 76.9 +/- acres in one of Woodbury's most desirable locations. This unique offering includes two contiguous parcels to be sold together, consisting of this 14.9-acre parcel and the adjoining 62-acre parcel (MLS #24192209). *The 14.9 is land-locked and can not be sold separate). Featuring a charming 3-bedroom home, the property offers a rare combination of rolling meadows, mature woodlands, mountain laurel, stone walls, and open fields, creating endless possibilities for the next owner. Whether you're seeking a private country estate, equestrian property, family compound, recreational retreat, hunting property, or a prime development opportunity, this expansive acreage provides the flexibility to bring your vision to life. Surrounded by the natural beauty of Woodbury while offering convenient access to local amenities, this is a truly remarkable opportunity to invest in one of Litchfield County's most sought-after communities. A rare offering where privacy, scenic landscapes, and future potential come together.

Hoop Pole Hill, Woodbury

$209,900

Move right into this beautifully renovated upper end unit in Woodbury's desirable in-town Town & Country condominium complex. Tastefully updated throughout, this light-filled unit features an open floor plan with a completely renovated kitchen flowing into the living room with fireplace and built-ins. Updates include new windows, luxury vinyl plank flooring, interior doors, lighting, switches, outlets, and electrical finishes throughout. Ideally located toward the rear of the complex, the unit overlooks the pool and landscaped grounds, offering a peaceful setting with added privacy. One of the standout units in the complex, this turnkey property combines quality updates, an excellent location, and the convenience of being within walking distance to shops, restaurants, and everything historic Woodbury has to offer.

2 Beds ⋅ 1 Baths ⋅ 24206004 MLS ⋅ Town In Country BLDG.

Move right into this beautifully renovated upper end unit in Woodbury's desirable in-town Town & Country condominium complex. Tastefully updated throughout, this light-filled unit features an open floor plan with a completely renovated kitchen flowing into the living room with fireplace and built-ins. Updates include new windows, luxury vinyl plank flooring, interior doors, lighting, switches, outlets, and electrical finishes throughout. Ideally located toward the rear of the complex, the unit overlooks the pool and landscaped grounds, offering a peaceful setting with added privacy. One of the standout units in the complex, this turnkey property combines quality updates, an excellent location, and the convenience of being within walking distance to shops, restaurants, and everything historic Woodbury has to offer.

229 Bacon Pond Rd Unit 313, Woodbury

$199,900

Welcome to 229 Bacon Pond Rd Unit 312 - located in the Town In Country complex, this 2 bed/1 bath unit has been remodeled from top to bottom featuring a brand new kitchen, new flooring, and central air. Inside you'll find an open floor plan perfect for entertaining - the kitchen has been completely redesigned featuring new cabinets, quartz countertops, and stainless steel appliances. The modern flooring flows from the kitchen to the fireplace, offering a perfect place for family gatherings. Around the corner you'll find two bedrooms and 1 full bath - the bathroom has been updated and modernized featuring a brand new vanity and tiled shower. The slider door leads to a private patio which is just a short walk down to the in ground pool. Enjoy everything Woodbury has to offer - Rt. 6 is minutes away offering plenty of restaurants and shopping, with I84 just a short drive away. Whether you enjoy laying by the pool or hiking through a number of trails this is the perfect location for the discerning consumer.

2 Beds ⋅ 1 Baths ⋅ 24209657 MLS ⋅ Town In Country BLDG.

Welcome to 229 Bacon Pond Rd Unit 312 - located in the Town In Country complex, this 2 bed/1 bath unit has been remodeled from top to bottom featuring a brand new kitchen, new flooring, and central air. Inside you'll find an open floor plan perfect for entertaining - the kitchen has been completely redesigned featuring new cabinets, quartz countertops, and stainless steel appliances. The modern flooring flows from the kitchen to the fireplace, offering a perfect place for family gatherings. Around the corner you'll find two bedrooms and 1 full bath - the bathroom has been updated and modernized featuring a brand new vanity and tiled shower. The slider door leads to a private patio which is just a short walk down to the in ground pool. Enjoy everything Woodbury has to offer - Rt. 6 is minutes away offering plenty of restaurants and shopping, with I84 just a short drive away. Whether you enjoy laying by the pool or hiking through a number of trails this is the perfect location for the discerning consumer.

229 Bacon Pond Rd Unit 312, Woodbury

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