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$600,000

Welcome to your North Woodbury bucolic retreat! Escape from it all, nestled along the banks of the Weekeepeemee River with southern views and sunsets falling over the open fields, Heron fishing only yards from your Adirondack chair and Eagles perched on the nearby trees. Yes, this is Home. This 1780 Colonial has been well cared for, for many decades. The first floor offers a large updated kitchen with BRAND NEW appliances, formal dining room, living/entertaining room, study, parlor, and water closet. Four fireplaces are located on this level. Both a front and rear staircase will take you to the second level, five rooms in total, four currently being used as bedrooms and one as an office. There are two full bathrooms on the second level. A detached two-car garage with potting/storage room also has an additional finished and heated 720 square feet above. Situated 5 minutes to Woodbury Center, 10 mins to Washington Center, and 15 to Southbury/I-84.

4 Beds ⋅ 3 Baths ⋅ 24088739 MLS

Welcome to your North Woodbury bucolic retreat! Escape from it all, nestled along the banks of the Weekeepeemee River with southern views and sunsets falling over the open fields, Heron fishing only yards from your Adirondack chair and Eagles perched on the nearby trees. Yes, this is Home. This 1780 Colonial has been well cared for, for many decades. The first floor offers a large updated kitchen with BRAND NEW appliances, formal dining room, living/entertaining room, study, parlor, and water closet. Four fireplaces are located on this level. Both a front and rear staircase will take you to the second level, five rooms in total, four currently being used as bedrooms and one as an office. There are two full bathrooms on the second level. A detached two-car garage with potting/storage room also has an additional finished and heated 720 square feet above. Situated 5 minutes to Woodbury Center, 10 mins to Washington Center, and 15 to Southbury/I-84.

329 Weekeepeemee Rd, Woodbury

$600,000

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.

4 Beds ⋅ 3 Baths ⋅ 170592750 MLS

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.

29 Curtiss Rd, Woodbury

$600,000

Wonderful, spacious 3 bedroom 2.5 bath ranch on an open, level 1.3 acre lot. Sited on a quiet street that is still convenient to town, the home sits well back from the road and also offers a large private backyard. From the foyer one is greeted by an L shaped living and dining area with lots of large windows and an abundance of natural light. The eat-in kitchen features wood cabinets, plenty of counter space and stairs to the basement and backyard. The primary bedroom suite includes his/hers closets and a full bath. Across the hall are two more bedrooms and another full bath. Nearby is the den which has a fireplace and slider to the backyard. The 2 car garage is extra long offering storage for additional vehicles or equipment. The basement is unfinished but does have a convenient half bath. The stone patio off the rear of the home is gorgeous!

3 Beds ⋅ 3 Baths ⋅ 24126586 MLS

Wonderful, spacious 3 bedroom 2.5 bath ranch on an open, level 1.3 acre lot. Sited on a quiet street that is still convenient to town, the home sits well back from the road and also offers a large private backyard. From the foyer one is greeted by an L shaped living and dining area with lots of large windows and an abundance of natural light. The eat-in kitchen features wood cabinets, plenty of counter space and stairs to the basement and backyard. The primary bedroom suite includes his/hers closets and a full bath. Across the hall are two more bedrooms and another full bath. Nearby is the den which has a fireplace and slider to the backyard. The 2 car garage is extra long offering storage for additional vehicles or equipment. The basement is unfinished but does have a convenient half bath. The stone patio off the rear of the home is gorgeous!

36 Heritage Dr, Woodbury

$595,000

Welcome to this charming, single level ranch style home in idyllic Woodbury, one of Litchfield County's most desirable towns. With a wrap-around pea stone driveway and a long front porch, you get the best of Woodbury's rural qualities while also being close to convenient amenities. This property has an additional driveway that wraps around the side of the house to an oversized 2 car under-house garage, along with a storage shed and more closed-in storage under the large deck. The main level boasts just over 2,000sqft of true single level ranch living! Downstairs, you'll find an additional 700sqft of light, open, basement living space with a walkout sliding glass door to large private stone patio. This basement has the potential for an In-Law adaptation. There is a Washer and Dryer on both levels. With hardwood floors throughout, the main level is bright, clean, spacious, and functional. From the formal living room and dining room off of the entrance through the kitchen into the cozy family room with a gas fireplace, this custom ranch was designed with practicality and convenience alike! The large primary bedroom contains a standard sized closet, an additional walk-in closet, and an en-suite full bathroom. Come take a look and discover the charm of this home for yourself! This property is subject to Probate Approval and is sold in "As-Is" condition.

3 Beds ⋅ 2 Baths ⋅ 24129575 MLS

Welcome to this charming, single level ranch style home in idyllic Woodbury, one of Litchfield County's most desirable towns. With a wrap-around pea stone driveway and a long front porch, you get the best of Woodbury's rural qualities while also being close to convenient amenities. This property has an additional driveway that wraps around the side of the house to an oversized 2 car under-house garage, along with a storage shed and more closed-in storage under the large deck. The main level boasts just over 2,000sqft of true single level ranch living! Downstairs, you'll find an additional 700sqft of light, open, basement living space with a walkout sliding glass door to large private stone patio. This basement has the potential for an In-Law adaptation. There is a Washer and Dryer on both levels. With hardwood floors throughout, the main level is bright, clean, spacious, and functional. From the formal living room and dining room off of the entrance through the kitchen into the cozy family room with a gas fireplace, this custom ranch was designed with practicality and convenience alike! The large primary bedroom contains a standard sized closet, an additional walk-in closet, and an en-suite full bathroom. Come take a look and discover the charm of this home for yourself! This property is subject to Probate Approval and is sold in "As-Is" condition.

90 Railtree Hill Rd, Woodbury

$595,000

Charming Dutch/Gambrel Colonial Retreat Just Outside of Town. Discover this private 4-bedroom Dutch/Gambrel Colonial retreat, nestled just outside of town and surrounded by nature. The heart of the home features an open kitchen and family room, perfect for dining and entertaining, which seamlessly connects to a covered cedar patio with skylights-ideal for enjoying three-season al fresco dining. Cozy up on chilly winter nights by the wood stove insert fireplace, which also serves as an efficient heating source for the home. The formal dining area boasts a large bow window and custom-built china cabinets, providing both elegance and ample storage. A dedicated study/office off the main entry features its own masonry fireplace with wood stove, perfect for remote work or quiet reading. The first floor also includes a spacious and light-filled formal living room, as well as a convenient powder room.Upstairs, the generous primary suite offers pocket doors leading to the en suite bath, complete with plenty of closet space, a beautifully tiled glass-door shower, and heated floors. Three additional bedrooms share a lovely remodeled full bath. Plus, a full walk-in attic provides ample storage and the potential for future expansion over the garage. Experience the perfect blend of privacy, comfort, and natural beauty in this exceptional home!

4 Beds ⋅ 3 Baths ⋅ 24039712 MLS

Charming Dutch/Gambrel Colonial Retreat Just Outside of Town. Discover this private 4-bedroom Dutch/Gambrel Colonial retreat, nestled just outside of town and surrounded by nature. The heart of the home features an open kitchen and family room, perfect for dining and entertaining, which seamlessly connects to a covered cedar patio with skylights-ideal for enjoying three-season al fresco dining. Cozy up on chilly winter nights by the wood stove insert fireplace, which also serves as an efficient heating source for the home. The formal dining area boasts a large bow window and custom-built china cabinets, providing both elegance and ample storage. A dedicated study/office off the main entry features its own masonry fireplace with wood stove, perfect for remote work or quiet reading. The first floor also includes a spacious and light-filled formal living room, as well as a convenient powder room.Upstairs, the generous primary suite offers pocket doors leading to the en suite bath, complete with plenty of closet space, a beautifully tiled glass-door shower, and heated floors. Three additional bedrooms share a lovely remodeled full bath. Plus, a full walk-in attic provides ample storage and the potential for future expansion over the garage. Experience the perfect blend of privacy, comfort, and natural beauty in this exceptional home!

40 Quanopaug Trl, Woodbury

$592,750

Built in 1900 as a barn and converted to a home in 1990, the architecture fuses countryside charm and mid-century design - two contrasting genres married to create an interesting and unique experience. The home is entered via an offset entry that opens into an all-seasons sunken sunroom overlooking the expansive backyard. You flow directly into the eat-in kitchen, which is outfitted with maple cabinetry. As you ease down the hall, you'll pass a bedroom, a full bath, and an office. The final room is the living room, highlighting the mid-century style element of bringing the outdoors in with floor-to-ceiling windows across the entire back wall. The home's placement at the uppermost portion of the acreage allows for views that fill the windows, creating a sense of space and openness. The living room has two stair passages, one leading to the ground-level apartment and the other to the sleeping quarters on the second floor. The staircase which leads to the second floor has a small loft which overlooks the living room and leads to three bedrooms and a shared bath . The primary suite mirrors the living room with wall-to-wall windows overlooking the verdant acreage. The lower, ground level has a complete apartment with a private exterior entry for guests or rental potential. The foundation for a breathtaking Litchfield County home is here, welcoming your imagination and eye for design.

6 Beds ⋅ 3 Baths ⋅ 24118623 MLS

Built in 1900 as a barn and converted to a home in 1990, the architecture fuses countryside charm and mid-century design - two contrasting genres married to create an interesting and unique experience. The home is entered via an offset entry that opens into an all-seasons sunken sunroom overlooking the expansive backyard. You flow directly into the eat-in kitchen, which is outfitted with maple cabinetry. As you ease down the hall, you'll pass a bedroom, a full bath, and an office. The final room is the living room, highlighting the mid-century style element of bringing the outdoors in with floor-to-ceiling windows across the entire back wall. The home's placement at the uppermost portion of the acreage allows for views that fill the windows, creating a sense of space and openness. The living room has two stair passages, one leading to the ground-level apartment and the other to the sleeping quarters on the second floor. The staircase which leads to the second floor has a small loft which overlooks the living room and leads to three bedrooms and a shared bath . The primary suite mirrors the living room with wall-to-wall windows overlooking the verdant acreage. The lower, ground level has a complete apartment with a private exterior entry for guests or rental potential. The foundation for a breathtaking Litchfield County home is here, welcoming your imagination and eye for design.

94 Old Town Farm Rd, Woodbury

$590,000

Offered for the first time, this custom-built Cape was carefully designed with a vision for both comfortable living and future expansion. Currently configured for easy one-level living, the home features a spacious, well-built layout with hardwood floors and generously proportioned rooms throughout. Upstairs, a blank canvas awaits-ready to become additional bedrooms, a full bath, and expanded living space above the two-car garage. Whether you follow the original plans or create your own vision, the possibilities here are truly exceptional. Set on over 3 acres in one of Woodbury's most sought-after locations, the property is rich with character-featuring classic fieldstone walls, mature gardens, and enduring curb appeal with a composite slate roof and low-maintenance exterior. Unwind on the three-season porch, or gather by the fireplace and enjoy the warmth of a home designed to grow with you. This is a rare chance to create something special in a beautiful setting.

1 Beds ⋅ 2 Baths ⋅ 24153133 MLS

Offered for the first time, this custom-built Cape was carefully designed with a vision for both comfortable living and future expansion. Currently configured for easy one-level living, the home features a spacious, well-built layout with hardwood floors and generously proportioned rooms throughout. Upstairs, a blank canvas awaits-ready to become additional bedrooms, a full bath, and expanded living space above the two-car garage. Whether you follow the original plans or create your own vision, the possibilities here are truly exceptional. Set on over 3 acres in one of Woodbury's most sought-after locations, the property is rich with character-featuring classic fieldstone walls, mature gardens, and enduring curb appeal with a composite slate roof and low-maintenance exterior. Unwind on the three-season porch, or gather by the fireplace and enjoy the warmth of a home designed to grow with you. This is a rare chance to create something special in a beautiful setting.

123 Cross Brook Rd, Woodbury

$590,000

This unique 1930s Colonial home blends vintage charm with modern upgrades, offering endless possibilities. The main floor features a bright primary bedroom with French doors, a chef's kitchen with dual gas ovens and a Subzero refrigerator, two full baths, and two separate laundry areas for added convenience. The private apartment, with its own kitchen, deck, and entrances, is perfect for guests or generating rental income. Upstairs, two bedrooms share a spacious bath with a soaking tub. The property also includes a new garage (2001)with oak floors, a breezeway with copper screens that connects to an office/rec room. There is also 17ft of storage space above the garage. New storm windows (2012), and a new roof (2024). This home is ideal for those who can think outside the box and recognize its potential for extended family living, a home-based business, or rental income. There is a sledding hill and a path to the pond to cross country ski or skate in the winter. A truly rare find with both character and opportunity.

3 Beds ⋅ 3 Baths ⋅ 24079754 MLS

This unique 1930s Colonial home blends vintage charm with modern upgrades, offering endless possibilities. The main floor features a bright primary bedroom with French doors, a chef's kitchen with dual gas ovens and a Subzero refrigerator, two full baths, and two separate laundry areas for added convenience. The private apartment, with its own kitchen, deck, and entrances, is perfect for guests or generating rental income. Upstairs, two bedrooms share a spacious bath with a soaking tub. The property also includes a new garage (2001)with oak floors, a breezeway with copper screens that connects to an office/rec room. There is also 17ft of storage space above the garage. New storm windows (2012), and a new roof (2024). This home is ideal for those who can think outside the box and recognize its potential for extended family living, a home-based business, or rental income. There is a sledding hill and a path to the pond to cross country ski or skate in the winter. A truly rare find with both character and opportunity.

301 Transylvania Rd, Woodbury

$585,000

Modern Comfort Meets Rustic Charm, this truly unique Post and Beam "Yankee Barn" contemporary with 3 bedrooms and 2.5 baths that blends modern design with rustic warmth. This stunning home is set on a beautifully landscaped and corner 1.5-acre lot, featuring stone walls, specimen trees and a gated entry that offers both privacy and presence. Inside, the expansive great room sets the tone with soaring cathedral ceilings, warm & wide wood floors and a striking floor-to-ceiling fireplace with a wood stove insert. Flooded with natural light from large windows, this space is both dramatic and inviting.The remodeled kitchen is a bright and functional showpiece with quartz countertops and white appliances and there is a formal dining room, perfect for entertaining. Just off the great room, the sunroom invites year-round enjoyment with sliders on three sides, skylights, and a six person, Hot Springs Envoy jacuzzi. Step outside to two serene outdoor spaces: a brick patio ideal for relaxing and a composite deck-perfect for lounging and grilling. The first-floor primary suite offers convenience and luxury featuring a spacious walk-in shower. Upstairs, a versatile loft provides two distinct areas perfect for a home office and cozy den, along with two more charming bedrooms with cathedral ceilings and a full bath. Additional highlights include an insulated two-car garage and a massive 48'x24', cedar-lined pole barn with 12'x9' high garage door

3 Beds ⋅ 3 Baths ⋅ 24097487 MLS

Modern Comfort Meets Rustic Charm, this truly unique Post and Beam "Yankee Barn" contemporary with 3 bedrooms and 2.5 baths that blends modern design with rustic warmth. This stunning home is set on a beautifully landscaped and corner 1.5-acre lot, featuring stone walls, specimen trees and a gated entry that offers both privacy and presence. Inside, the expansive great room sets the tone with soaring cathedral ceilings, warm & wide wood floors and a striking floor-to-ceiling fireplace with a wood stove insert. Flooded with natural light from large windows, this space is both dramatic and inviting.The remodeled kitchen is a bright and functional showpiece with quartz countertops and white appliances and there is a formal dining room, perfect for entertaining. Just off the great room, the sunroom invites year-round enjoyment with sliders on three sides, skylights, and a six person, Hot Springs Envoy jacuzzi. Step outside to two serene outdoor spaces: a brick patio ideal for relaxing and a composite deck-perfect for lounging and grilling. The first-floor primary suite offers convenience and luxury featuring a spacious walk-in shower. Upstairs, a versatile loft provides two distinct areas perfect for a home office and cozy den, along with two more charming bedrooms with cathedral ceilings and a full bath. Additional highlights include an insulated two-car garage and a massive 48'x24', cedar-lined pole barn with 12'x9' high garage door

18 Grey Fox Trl, Woodbury

$581,000

This well maintained three bedroom and two and a half bath home is now available for sale in charming Woodbury. The welcoming entrance leads you to a large living room with a stunning floor to ceiling stone fireplace. Relax in your comfortable family room open to both the kitchen and living rooms. Enjoy preparing meals in your perfect dine in kitchen with a six burner Thermador Gas Stove, Subzero Refrigerator and new Bosch Dishwasher. Entertain in an adjoining formal dining or on an enormous deck complete with patio furniture and gas grill. This lovely deck overlooks a beautiful private backyard. Hardwood floors throughout, main level laundry and an extra-large garage make this home a wonderful place to live. Enjoy peace and quiet in a home that is close to the Trolly Bed Nature Preserve where you can enjoy the walking trails.

3 Beds ⋅ 3 Baths ⋅ 24034841 MLS

This well maintained three bedroom and two and a half bath home is now available for sale in charming Woodbury. The welcoming entrance leads you to a large living room with a stunning floor to ceiling stone fireplace. Relax in your comfortable family room open to both the kitchen and living rooms. Enjoy preparing meals in your perfect dine in kitchen with a six burner Thermador Gas Stove, Subzero Refrigerator and new Bosch Dishwasher. Entertain in an adjoining formal dining or on an enormous deck complete with patio furniture and gas grill. This lovely deck overlooks a beautiful private backyard. Hardwood floors throughout, main level laundry and an extra-large garage make this home a wonderful place to live. Enjoy peace and quiet in a home that is close to the Trolly Bed Nature Preserve where you can enjoy the walking trails.

28 Highpoint Rd, Woodbury

$580,000

Nestled on 1.53 acres and set back from the road, this charming Cape Cod style home offers the perfect blend of comfort, character and New England charm. The interior features 2 bedrooms and a full bath on the main and upper level. An inviting Living Room showcases a fireplace with an energy efficient woodburning insert, creating a warm and cozy gathering space. The dining area provides access to the 14x8 rear deck, ideal for outdoor entertaining or relaxing while enjoying the peaceful surroundings. The kitchen includes an island, LVP flooring and ample workspace. Hardwood floors throughout most of the home. Additional highlights include a newer propane heating system with on demand hot water, full basement with interior and garage access, Generator-ready wired for peace of mind and 2 car under house garage with auto door openers. Outside you'll find a 10x10 storage shed and recently paved driveway. Just minutes from Woodbury's vibrant Main Street is easy access to enjoy shopping, dining, the library, post office, parks and scenic land preserves for outdoor activities. Whether you're seeking full-time residence or a weekend getaway, this property offers a great opportunity in one of Connecticut's picturesque communities and "Antique Capitol". Ideally situated roughly 80 miles from NYC approximately 140 miles from Boston.

4 Beds ⋅ 2 Baths ⋅ 24179676 MLS

Nestled on 1.53 acres and set back from the road, this charming Cape Cod style home offers the perfect blend of comfort, character and New England charm. The interior features 2 bedrooms and a full bath on the main and upper level. An inviting Living Room showcases a fireplace with an energy efficient woodburning insert, creating a warm and cozy gathering space. The dining area provides access to the 14x8 rear deck, ideal for outdoor entertaining or relaxing while enjoying the peaceful surroundings. The kitchen includes an island, LVP flooring and ample workspace. Hardwood floors throughout most of the home. Additional highlights include a newer propane heating system with on demand hot water, full basement with interior and garage access, Generator-ready wired for peace of mind and 2 car under house garage with auto door openers. Outside you'll find a 10x10 storage shed and recently paved driveway. Just minutes from Woodbury's vibrant Main Street is easy access to enjoy shopping, dining, the library, post office, parks and scenic land preserves for outdoor activities. Whether you're seeking full-time residence or a weekend getaway, this property offers a great opportunity in one of Connecticut's picturesque communities and "Antique Capitol". Ideally situated roughly 80 miles from NYC approximately 140 miles from Boston.

338 Good Hill Rd, Woodbury

$580,000

The epitome of where Contemporary Design, open spaces, light and efficiency meet the true warmth and pride of local master craftsman. If 9 secluded acres is not peace and privacy enough, your abutting neighbor is 128 acres of protected land owned by Flanders Nature Center. Live amongst the trees and fabulous backdrop of rock outcroppings. Some selective clearing could bring back distant mountain top views. Keep it local, keep it grounded...Bob Keating design, a local architect with a love of nature and minimal wall spaces. Guy Wolf designed, milled and laid all of the wide board oak, cherry and maple flooring. Woody Mosche crafted the bespoke Ash kitchen cabinetry and the cherry wet bar in the sunken great room. The great room focal points are the 26' exposed brick chimney against the soaring beamed ceiling as well as the sliders and numerous windows that bring nature inside. Two bedrooms on the main level and a wonderful primary suite encompasses the entire second level, complete w reading/office loft. The hiking trails that pass the three seasonal ponds have since faded and nature is just waiting for new curators to explore. Nine private acres gives you the potential to expand the existing home, or build another on the property for a family compound. The home calls to people who want a total seclusion from the world yet only a five minute drive into historic Woodbury with all its history, arts, charm and fabulous restaurants.

3 Beds ⋅ 2 Baths ⋅ 24120744 MLS

The epitome of where Contemporary Design, open spaces, light and efficiency meet the true warmth and pride of local master craftsman. If 9 secluded acres is not peace and privacy enough, your abutting neighbor is 128 acres of protected land owned by Flanders Nature Center. Live amongst the trees and fabulous backdrop of rock outcroppings. Some selective clearing could bring back distant mountain top views. Keep it local, keep it grounded...Bob Keating design, a local architect with a love of nature and minimal wall spaces. Guy Wolf designed, milled and laid all of the wide board oak, cherry and maple flooring. Woody Mosche crafted the bespoke Ash kitchen cabinetry and the cherry wet bar in the sunken great room. The great room focal points are the 26' exposed brick chimney against the soaring beamed ceiling as well as the sliders and numerous windows that bring nature inside. Two bedrooms on the main level and a wonderful primary suite encompasses the entire second level, complete w reading/office loft. The hiking trails that pass the three seasonal ponds have since faded and nature is just waiting for new curators to explore. Nine private acres gives you the potential to expand the existing home, or build another on the property for a family compound. The home calls to people who want a total seclusion from the world yet only a five minute drive into historic Woodbury with all its history, arts, charm and fabulous restaurants.

101 Plumb Brook Rd, Woodbury

$580,000

This beautiful colonial includes a large spacious kitchen with plenty of cabinets and storage and is just waiting for new owners. Not only does it have a large attic but includes an oversized room over the two car garage with 4 windows located by stairway from the family room which could be a private office or playroom. The oversized back private deck overlooks the large level lawn for outdoor activities. Woodbury was featured in the NY Times, Reader's Digest and other publications as a great place to live with hiking trails, parks, Orenaug tower overlooking the town, sidewalks, shopping, outdoor concerts, indoor concerts, community theater, community center and so much more. Only 1/2 hr. to train station and 1 1/2 hr by car to NYC.

4 Beds ⋅ 3 Baths ⋅ 170615743 MLS

This beautiful colonial includes a large spacious kitchen with plenty of cabinets and storage and is just waiting for new owners. Not only does it have a large attic but includes an oversized room over the two car garage with 4 windows located by stairway from the family room which could be a private office or playroom. The oversized back private deck overlooks the large level lawn for outdoor activities. Woodbury was featured in the NY Times, Reader's Digest and other publications as a great place to live with hiking trails, parks, Orenaug tower overlooking the town, sidewalks, shopping, outdoor concerts, indoor concerts, community theater, community center and so much more. Only 1/2 hr. to train station and 1 1/2 hr by car to NYC.

8 Essex Ln, Woodbury

$575,000

Charm and modern comfort come together in this beautifully renovated 3-bedroom, 2-bath home set on nearly an acre along a quiet country road in Woodbury. Thoughtfully updated and move-in ready, this inviting home blends classic New England character with practical improvements throughout, including a fully insulated attic and insulated walls added by the current owner for enhanced comfort and efficiency. The main level features a warm living room with fireplace, a spacious first-floor bedroom, and a full bath, offering flexibility for guests or convenient one-level living. The newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared and extends to a peaceful meadow that backs to a wooded preserve, creating a serene and private setting. A recent expansion added an oversized two-car garage, extra deep with high ceilings and potential for a loft, workshop, or additional storage. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room, ideal for outdoor storage, tools, hobbies, or a creative workspace.

3 Beds ⋅ 2 Baths ⋅ 24172678 MLS

Charm and modern comfort come together in this beautifully renovated 3-bedroom, 2-bath home set on nearly an acre along a quiet country road in Woodbury. Thoughtfully updated and move-in ready, this inviting home blends classic New England character with practical improvements throughout, including a fully insulated attic and insulated walls added by the current owner for enhanced comfort and efficiency. The main level features a warm living room with fireplace, a spacious first-floor bedroom, and a full bath, offering flexibility for guests or convenient one-level living. The newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared and extends to a peaceful meadow that backs to a wooded preserve, creating a serene and private setting. A recent expansion added an oversized two-car garage, extra deep with high ceilings and potential for a loft, workshop, or additional storage. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room, ideal for outdoor storage, tools, hobbies, or a creative workspace.

2 Judd Hill Rd, Woodbury

$575,000

**NEW PRICE!**1914 Foursquare Farmhouse on 3.5 rolling acres with Barn. 3 Bedrooms, 2.1 baths. The residence, which is set up on a knoll away from the road, has spacious rooms and large windows that flood house with sunlight. Period Arts & Crafts interior detail evident throughout including leaded glass windows and stairway bannisters. Newer decorative wooden brackets were added in the kitchen and primary bath. Beautifully maintained hardwood floors throughout. Matching new floors were added recently in the kitchen; all original floors were restored upstairs and down. ATTIC: this massive space could be a lofty studio. 14KW Kohler GENERATOR; water filter system. NEW FURNACE Dec. 2023. Major quality renovation and kitchen wing added in 1980s. Classic columned front porch and large rear deck provide privacy from which to enjoy the bucolic setting. Barn is yours to decide how it will be used and includes an adjacent charming, small Milk House in the same architectural style as the house. Rural setting conveniently located between the centers of Woodbury and Washington. A gem from another era!

3 Beds ⋅ 3 Baths ⋅ 24002284 MLS

**NEW PRICE!**1914 Foursquare Farmhouse on 3.5 rolling acres with Barn. 3 Bedrooms, 2.1 baths. The residence, which is set up on a knoll away from the road, has spacious rooms and large windows that flood house with sunlight. Period Arts & Crafts interior detail evident throughout including leaded glass windows and stairway bannisters. Newer decorative wooden brackets were added in the kitchen and primary bath. Beautifully maintained hardwood floors throughout. Matching new floors were added recently in the kitchen; all original floors were restored upstairs and down. ATTIC: this massive space could be a lofty studio. 14KW Kohler GENERATOR; water filter system. NEW FURNACE Dec. 2023. Major quality renovation and kitchen wing added in 1980s. Classic columned front porch and large rear deck provide privacy from which to enjoy the bucolic setting. Barn is yours to decide how it will be used and includes an adjacent charming, small Milk House in the same architectural style as the house. Rural setting conveniently located between the centers of Woodbury and Washington. A gem from another era!

614 Washington Rd, Woodbury

$575,000

Move-in ready four bedroom, three bath Colonial! Wide plank hardwood flooring throughout. The main level is perfect for entertaining with an open floor plan. Living room with fireplace, dining room, fully equipped kitchen with stainless steel appliances, office with built-ins, fourth bedroom and a full bath. Upper level features a primary bedroom with attached full bath and walk-in closet. Two additional bedrooms, full bath, and laundry complete this level. Two car garage! New Roof! Offered at $554,900.00! Owner occupant offers only accepted within first 20 days.

4 Beds ⋅ 3 Baths ⋅ 24026101 MLS

Move-in ready four bedroom, three bath Colonial! Wide plank hardwood flooring throughout. The main level is perfect for entertaining with an open floor plan. Living room with fireplace, dining room, fully equipped kitchen with stainless steel appliances, office with built-ins, fourth bedroom and a full bath. Upper level features a primary bedroom with attached full bath and walk-in closet. Two additional bedrooms, full bath, and laundry complete this level. Two car garage! New Roof! Offered at $554,900.00! Owner occupant offers only accepted within first 20 days.

394 Washington Rd, Woodbury

$570,000

Classic early-1900s colonial in the heart of Woodbury with 3 bedrooms, 2 full baths, and over 1,900 square feet of living space. The home offers a comfortable mix of older-home character and practical updates, with hardwood floors, good natural light, and a layout that works well for everyday living. The updated kitchen features white cabinetry, granite counters, stainless steel appliances, recessed lighting, and a breakfast bar area. It has a clean, bright feel with plenty of cabinet and counter space. The living room offers a warm, traditional setting with hardwood floors, a brick fireplace, and large windows overlooking the property. Outside, the home sits back from the road with a large paved driveway and a detached 2-car garage. The garage provides great storage, parking, and separate workspace potential. Additional features include a full basement, newer well, and a whole-house generator. This is a solid Woodbury home with historic charm, useful updates, and a convenient location close to town, shops, restaurants, and area amenities.

3 Beds ⋅ 2 Baths ⋅ 24175070 MLS

Classic early-1900s colonial in the heart of Woodbury with 3 bedrooms, 2 full baths, and over 1,900 square feet of living space. The home offers a comfortable mix of older-home character and practical updates, with hardwood floors, good natural light, and a layout that works well for everyday living. The updated kitchen features white cabinetry, granite counters, stainless steel appliances, recessed lighting, and a breakfast bar area. It has a clean, bright feel with plenty of cabinet and counter space. The living room offers a warm, traditional setting with hardwood floors, a brick fireplace, and large windows overlooking the property. Outside, the home sits back from the road with a large paved driveway and a detached 2-car garage. The garage provides great storage, parking, and separate workspace potential. Additional features include a full basement, newer well, and a whole-house generator. This is a solid Woodbury home with historic charm, useful updates, and a convenient location close to town, shops, restaurants, and area amenities.

5 Westwood Rd, Woodbury

$568,000

Welcome to this beautiful 3-bedroom, 2.5-bath Colonial nestled in a prime location just a short walk to Orenaugh Park, offering over 60 acres of passive recreation. This spacious home features a warm and inviting living room with a charming fireplace and gleaming hardwood floors throughout the main level. The updated kitchen boasts maple cabinets with ample space, and a cozy eating area that opens directly to a private deck-perfect for relaxing or entertaining. Enjoy the changing seasons in the bright and airy three-season sunroom. The large, level backyard includes a storage shed and offers plenty of space for gardening, play, or outdoor gatherings. Additional highlights include a two-car garage and a full unfinished basement ready for your vision. Ideally situated near scenic Woodbury town center with easy access to fantastic restaurants, local shops, and antique stores. Don't miss this opportunity to make this lovely home your own!

3 Beds ⋅ 3 Baths ⋅ 24099854 MLS

Welcome to this beautiful 3-bedroom, 2.5-bath Colonial nestled in a prime location just a short walk to Orenaugh Park, offering over 60 acres of passive recreation. This spacious home features a warm and inviting living room with a charming fireplace and gleaming hardwood floors throughout the main level. The updated kitchen boasts maple cabinets with ample space, and a cozy eating area that opens directly to a private deck-perfect for relaxing or entertaining. Enjoy the changing seasons in the bright and airy three-season sunroom. The large, level backyard includes a storage shed and offers plenty of space for gardening, play, or outdoor gatherings. Additional highlights include a two-car garage and a full unfinished basement ready for your vision. Ideally situated near scenic Woodbury town center with easy access to fantastic restaurants, local shops, and antique stores. Don't miss this opportunity to make this lovely home your own!

81 Park Rd, Woodbury

$555,000

THIS IS THE HOME YOU HAVE BEEN WAITING FOR! RARE FIND! METICULOUSLY MAINTAINED 3 BEDROOM 2 FULL 2 HALF BATHS BEAUTIFULLY UPDATED CAPE W/ INGROUND HEATED POOL. GORGEOUS SUNNY BRIGHT KITCHEN W/ WHITE CABINETS, STAINLESS APPLIANCES & GRANITE COUNTERS OPEN TO LARGE DINING AREA. NEW SLIDER TO LENGTH OF HOME DECK OVERLOOKING FULLY FENCED PRIVATE YARD. NEW INGROUND HEATED POOL W/ EXPANSIVE STAMPED CONCRETE CUSTOM PATIO. GREAT ROOM W/STONE FIREPLACE W/ INSERT & SHIPLAP. LARGE TRIPLE SLIDER TO DECK. RENOVATED HALF BATH W SHIPLAP. MAIN LEVEL PRIMARY SUITE W/ 3 CLOSETS & FULL BATH. UPPER LEVEL IS HOME TO 2 ADDITIONAL BEDROOMS AND FULL BATH. PARTIALLY FINISHED LOWER LEVEL W/ WALK OUT & LARGE WINDOWS. WORKSHOP. ADDITIONAL HALF BATH. 2 SHEDS. ALL NEW TILT IN WINDOWS, CUSTOM BLINDS, PAVED DRIVEWAY, LEAF GUARD GUTTERS, 2 NEW GARAGE DOORS, NEW FPL INSERT, NEW FRONT DOOR, SEPTIC TANK (2015), CENTRAL AIR, GENERATOR READY, 200 AMP SERVICE AND MUCH MORE. SO CLOSE TO SHOPPING & RESTAURANTS. NOT TO BE MISSED.

3 Beds ⋅ 4 Baths ⋅ 170610494 MLS

THIS IS THE HOME YOU HAVE BEEN WAITING FOR! RARE FIND! METICULOUSLY MAINTAINED 3 BEDROOM 2 FULL 2 HALF BATHS BEAUTIFULLY UPDATED CAPE W/ INGROUND HEATED POOL. GORGEOUS SUNNY BRIGHT KITCHEN W/ WHITE CABINETS, STAINLESS APPLIANCES & GRANITE COUNTERS OPEN TO LARGE DINING AREA. NEW SLIDER TO LENGTH OF HOME DECK OVERLOOKING FULLY FENCED PRIVATE YARD. NEW INGROUND HEATED POOL W/ EXPANSIVE STAMPED CONCRETE CUSTOM PATIO. GREAT ROOM W/STONE FIREPLACE W/ INSERT & SHIPLAP. LARGE TRIPLE SLIDER TO DECK. RENOVATED HALF BATH W SHIPLAP. MAIN LEVEL PRIMARY SUITE W/ 3 CLOSETS & FULL BATH. UPPER LEVEL IS HOME TO 2 ADDITIONAL BEDROOMS AND FULL BATH. PARTIALLY FINISHED LOWER LEVEL W/ WALK OUT & LARGE WINDOWS. WORKSHOP. ADDITIONAL HALF BATH. 2 SHEDS. ALL NEW TILT IN WINDOWS, CUSTOM BLINDS, PAVED DRIVEWAY, LEAF GUARD GUTTERS, 2 NEW GARAGE DOORS, NEW FPL INSERT, NEW FRONT DOOR, SEPTIC TANK (2015), CENTRAL AIR, GENERATOR READY, 200 AMP SERVICE AND MUCH MORE. SO CLOSE TO SHOPPING & RESTAURANTS. NOT TO BE MISSED.

104 Old Sherman Hill Rd, Woodbury

$550,000

Charm and modern comfort come together in this beautifully renovated 3BR, 2BA home set on nearly an acre along a quiet country road in Woodbury. The inviting main level features a cozy living room with a fireplace, a spacious first-floor bedroom, and a full bath-perfect for guests or one-level living. A newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared, seeded, and extends to a peaceful meadow that backs to a wooded preserve. The recent expansion includes an oversized two-car garage, extra deep with high ceilings offering loft or workshop potential. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room ideal for outdoor storage, tools, or a creative workspace. Move-in ready and turn-key, this home blends New England charm with thoughtful updates and serene surroundings that will certainly delight everyone who walks through the door of this one of a kind home situated on an extremely private lot. Come see it and don't miss this opportunity to own an oasis in Woodbury. Added highlights include a new furnace (2025), new septic tank (2025), newer whole-house propane generator, and a roof approximately 10 years old.

3 Beds ⋅ 2 Baths ⋅ 24134430 MLS

Charm and modern comfort come together in this beautifully renovated 3BR, 2BA home set on nearly an acre along a quiet country road in Woodbury. The inviting main level features a cozy living room with a fireplace, a spacious first-floor bedroom, and a full bath-perfect for guests or one-level living. A newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared, seeded, and extends to a peaceful meadow that backs to a wooded preserve. The recent expansion includes an oversized two-car garage, extra deep with high ceilings offering loft or workshop potential. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room ideal for outdoor storage, tools, or a creative workspace. Move-in ready and turn-key, this home blends New England charm with thoughtful updates and serene surroundings that will certainly delight everyone who walks through the door of this one of a kind home situated on an extremely private lot. Come see it and don't miss this opportunity to own an oasis in Woodbury. Added highlights include a new furnace (2025), new septic tank (2025), newer whole-house propane generator, and a roof approximately 10 years old.

2 Judd Hill Rd, Woodbury

$550,000

Charming antique home in the heart of Woodbury! Set on a spacious, cleared lot, this beautifully maintained property offers a perfect mix of historic character and modern updates. The kitchen features quartz countertops, stainless steel appliances, and ample cabinetry. With three full baths and a large primary suite with walk-in closet and private bath, comfort and convenience abound. Enjoy the serene sunroom overlooking the expansive yard-ideal for relaxation or entertaining. A classic barn with a loft and finished office space adds versatility for hobbies, storage, or remote work. Just a short walk to the town center, this unique home is a rare opportunity to own a piece of New England charm with today's amenities.

4 Beds ⋅ 3 Baths ⋅ 24091687 MLS

Charming antique home in the heart of Woodbury! Set on a spacious, cleared lot, this beautifully maintained property offers a perfect mix of historic character and modern updates. The kitchen features quartz countertops, stainless steel appliances, and ample cabinetry. With three full baths and a large primary suite with walk-in closet and private bath, comfort and convenience abound. Enjoy the serene sunroom overlooking the expansive yard-ideal for relaxation or entertaining. A classic barn with a loft and finished office space adds versatility for hobbies, storage, or remote work. Just a short walk to the town center, this unique home is a rare opportunity to own a piece of New England charm with today's amenities.

212 Main St N, Woodbury

$550,000

Sweet in town Victorian. Move in ready! Owner has removed old carpet and refinished floors upstairs, new interior paint, New lighting fixtures in entry and dining room. Remodeled main bath. Custom built closet in bedroom, updated landscaping. Three bedrooms and media room on upper level. First floor laundry. Oversized deck overlooks the backyard with plenty of space for a huge garden. Takes just a couple of minutes and you are on Main St with shopping, library, post office, restaurants, coffee shoppes and parks accessible via sidewalks. Come enjoy the best of one of the most charming small towns in Connecticut.

3 Beds ⋅ 2 Baths ⋅ 24005863 MLS

Sweet in town Victorian. Move in ready! Owner has removed old carpet and refinished floors upstairs, new interior paint, New lighting fixtures in entry and dining room. Remodeled main bath. Custom built closet in bedroom, updated landscaping. Three bedrooms and media room on upper level. First floor laundry. Oversized deck overlooks the backyard with plenty of space for a huge garden. Takes just a couple of minutes and you are on Main St with shopping, library, post office, restaurants, coffee shoppes and parks accessible via sidewalks. Come enjoy the best of one of the most charming small towns in Connecticut.

39 Judson Ave, Woodbury

$550,000

This charming home is located in the desirable neighborhood of Woodbury. Spacious living room layout with all hardwood floors, cozy fire place and an abundance of natural light. Large eat-in kitchen, new cabinets, granite counter tops with stainless steel appliances and pantry closet. Convenient, primary bedroom suite with 3 large closets and full bath on the main floor. Main floor also has an updated half bath. Upper level has a full bathroom and 2 extra large bedrooms. Large, heated shed located outside

3 Beds ⋅ 3 Baths ⋅ 24003762 MLS

This charming home is located in the desirable neighborhood of Woodbury. Spacious living room layout with all hardwood floors, cozy fire place and an abundance of natural light. Large eat-in kitchen, new cabinets, granite counter tops with stainless steel appliances and pantry closet. Convenient, primary bedroom suite with 3 large closets and full bath on the main floor. Main floor also has an updated half bath. Upper level has a full bathroom and 2 extra large bedrooms. Large, heated shed located outside

178 Quassapaug Rd, Woodbury

$549,000

Settle into this wonderful home on the outskirts of Woodbury. Great rm with French doors leading to the screened porch and deck over looking private backyard, great for entertaining, cozy up to the fireplace in the chilly winter months. Den would make for a perfect guest room on main floor, has a wonderful Murphy Bed. Formal living room/office. Partially finished basement for game room/hobbies. Listen to the Nonnewaug River across the street, or throw a fishing line in. Take walks on Minortown Preserve, Enjoy what Woodbury has to offer- Bakeries, Restaurants, LaBonnes, a neighborhood grocery store, Canfield Corner Pharmacy, that has everything, gifts and all, Flanders Nature Center, Walking Trails, Parks, Garden centers for all your outdoor needs, and New Morning Health Food Store Market. For a small town, what you need is here, even a Hardware Store. Enjoy!!

3 Beds ⋅ 3 Baths ⋅ 24031571 MLS

Settle into this wonderful home on the outskirts of Woodbury. Great rm with French doors leading to the screened porch and deck over looking private backyard, great for entertaining, cozy up to the fireplace in the chilly winter months. Den would make for a perfect guest room on main floor, has a wonderful Murphy Bed. Formal living room/office. Partially finished basement for game room/hobbies. Listen to the Nonnewaug River across the street, or throw a fishing line in. Take walks on Minortown Preserve, Enjoy what Woodbury has to offer- Bakeries, Restaurants, LaBonnes, a neighborhood grocery store, Canfield Corner Pharmacy, that has everything, gifts and all, Flanders Nature Center, Walking Trails, Parks, Garden centers for all your outdoor needs, and New Morning Health Food Store Market. For a small town, what you need is here, even a Hardware Store. Enjoy!!

340 Minortown Rd, Woodbury

$547,500

Classic 1800s vintage Colonial in Connecticut's most charming town! Located within a short drive of all major conveniences, area private/public schools and parks, this three bedroom, two bath home has something for everyone! Situated on a beautifully level lot, enjoy your 1.55 acres by throwing the ball around, entertaining on your slate side patio or terrace area. The backyard barn, named the "Carriage House", is a unique feature of the property that is just waiting for you to cultivate your favorite hobby. On the main level of the home you will find a spacious country kitchen with hook up for a woodstove. The formal dining room can fit the relatives for the upcoming holiday season, and the formal living room, with center fireplace, beams with natural light! Rounding out the first floor is a study with custom-built bookcases and a full bath off the kitchen. Upstairs are spacious bedrooms, a full bath with clawfoot tub, and a bonus room, currently used as another bedroom. Lastly, the walk up attic is fully floored and highly functional for your storage needs or other use. Come and appreciate how this property reflects Woodbury's 19th century antique flair!

3 Beds ⋅ 2 Baths ⋅ 24191493 MLS

Classic 1800s vintage Colonial in Connecticut's most charming town! Located within a short drive of all major conveniences, area private/public schools and parks, this three bedroom, two bath home has something for everyone! Situated on a beautifully level lot, enjoy your 1.55 acres by throwing the ball around, entertaining on your slate side patio or terrace area. The backyard barn, named the "Carriage House", is a unique feature of the property that is just waiting for you to cultivate your favorite hobby. On the main level of the home you will find a spacious country kitchen with hook up for a woodstove. The formal dining room can fit the relatives for the upcoming holiday season, and the formal living room, with center fireplace, beams with natural light! Rounding out the first floor is a study with custom-built bookcases and a full bath off the kitchen. Upstairs are spacious bedrooms, a full bath with clawfoot tub, and a bonus room, currently used as another bedroom. Lastly, the walk up attic is fully floored and highly functional for your storage needs or other use. Come and appreciate how this property reflects Woodbury's 19th century antique flair!

520 Washington Rd, Woodbury

$545,000

This beautiful antique Colonial close to the center of Woodbury sits on over 3 acres. This home includes new kitchen cabinets and a new half bath on the first floor. To complete the kitchen and the first floor laundry is a $5,000 credit towards appliances. Recently both the interior and exterior have been professionally repainted. Accentuating the history of this home are beautiful, refinished wide plank flooring, exposed hand hewn beams, 12 over 12 windows, two fireplaces including one with an iron crane and kettles. An amazing 900+ sq ft patio overlooks much of the property. Complementing this home is a 1,200 sq ft barn with lower-level stalls for your horses, running water, and hand hewn beams. For your smaller projects, there is also a 150 sq ft shed with electricity. A portion of the land is planted with year+/- old Christmas trees and could be yours to run as a business. Minutes to private and public schools, golf courses, public parks and riding trails, this property is a unique opportunity to own a part of Woodbury's history.

4 Beds ⋅ 3 Baths ⋅ 170622848 MLS

This beautiful antique Colonial close to the center of Woodbury sits on over 3 acres. This home includes new kitchen cabinets and a new half bath on the first floor. To complete the kitchen and the first floor laundry is a $5,000 credit towards appliances. Recently both the interior and exterior have been professionally repainted. Accentuating the history of this home are beautiful, refinished wide plank flooring, exposed hand hewn beams, 12 over 12 windows, two fireplaces including one with an iron crane and kettles. An amazing 900+ sq ft patio overlooks much of the property. Complementing this home is a 1,200 sq ft barn with lower-level stalls for your horses, running water, and hand hewn beams. For your smaller projects, there is also a 150 sq ft shed with electricity. A portion of the land is planted with year+/- old Christmas trees and could be yours to run as a business. Minutes to private and public schools, golf courses, public parks and riding trails, this property is a unique opportunity to own a part of Woodbury's history.

253 Bacon Pond Rd, Woodbury

$545,000

Enjoy small town living in Woodbury, CT! Come home to this 3 Bedroom, 3 Bath Cape which features an open floor plan with Hardwood Floors throughout (less Kitchen). This well maintained home offers: a spacious Living Room with hardwood floors & ceiling fan, a fully applianced (Sub-Zero, Miele) granite Kitchen with "Bird Watching" Bay Window, built-ins and slider to the back Deck, a Dining Room with Fireplace & hardwood floors, and adjacent a Den w/ lovely picture window, hardwood floors & slider also leading to the back deck. Great home for entertaining! Main level also boasts of a Bedroom with Full hall Bath which could be a possible in-law. Upper level features the Primary Bedroom with Full Bath, 10 x10 Walk-in closet, and 2 suit closets, a 2nd Bedroom with hardwood floors, & ceiling fan, a Full hall Bath, and a hallway lined with built-in bookcases. And if that's not enough, the outside features a real Front porch that greets all who enter your home, a landscaped yard with Garden shed, and a spacious back Deck for entertaining. Currently there is a one car garage, but it can easily be converted back to a 2 car garage. This area has so much to offer with its fine restaurants, antique shops, everyday shopping (Watertown), hiking trails and near by Lake Quassapaug!

3 Beds ⋅ 3 Baths ⋅ 24096773 MLS

Enjoy small town living in Woodbury, CT! Come home to this 3 Bedroom, 3 Bath Cape which features an open floor plan with Hardwood Floors throughout (less Kitchen). This well maintained home offers: a spacious Living Room with hardwood floors & ceiling fan, a fully applianced (Sub-Zero, Miele) granite Kitchen with "Bird Watching" Bay Window, built-ins and slider to the back Deck, a Dining Room with Fireplace & hardwood floors, and adjacent a Den w/ lovely picture window, hardwood floors & slider also leading to the back deck. Great home for entertaining! Main level also boasts of a Bedroom with Full hall Bath which could be a possible in-law. Upper level features the Primary Bedroom with Full Bath, 10 x10 Walk-in closet, and 2 suit closets, a 2nd Bedroom with hardwood floors, & ceiling fan, a Full hall Bath, and a hallway lined with built-in bookcases. And if that's not enough, the outside features a real Front porch that greets all who enter your home, a landscaped yard with Garden shed, and a spacious back Deck for entertaining. Currently there is a one car garage, but it can easily be converted back to a 2 car garage. This area has so much to offer with its fine restaurants, antique shops, everyday shopping (Watertown), hiking trails and near by Lake Quassapaug!

259 Old Town Farm Rd, Woodbury

$545,000

NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the garage barn provides ample space for four cars, a workshop, and a studio space above. You can also create a path down to the Nonnewaug River for more outdoor fun. House needs some TLC so bring your ideas! Come and enjoy all that Litchfield County has to offer, just 90 minutes from NYC.

3 Beds ⋅ 3 Baths ⋅ 24102573 MLS

NEW PRICE! Don't wait! This ranch-style home might be the perfect fit! Just minutes from town, the property offers a variety of opportunities. The main level features three bedrooms, two bathrooms, a living room with a gas log fireplace, a formal dining room, and a spacious eat-in kitchen. The partially finished lower level includes a family room, office space, and a full bath. Built in 2008, the garage barn provides ample space for four cars, a workshop, and a studio space above. You can also create a path down to the Nonnewaug River for more outdoor fun. House needs some TLC so bring your ideas! Come and enjoy all that Litchfield County has to offer, just 90 minutes from NYC.

105 Minortown Rd, Woodbury

$540,000

Would you like to live in beautiful Woodbury Connecticut. Set on 1.95 acres of peaceful, private grounds, this beautifully updated 3-bedroom, 2.1-bath home sits gracefully on a gentle rise at the top of the driveway, partially framed by classic white post and rail fencing that enhances its New England charm. The entire home-interior, exterior, trim, and baseboards-has been freshly painted, move-in-ready feel. Inside, you'll find hardwood flooring throughout, complemented by brand new LVP flooring in the expansive kitchen, central air and a Generac generator system. The kitchen offers an abundance of dining and workspace, a walk-in pantry, and brand-new stove and dishwasher. An oversized two car garage with newer doors provides excellent storage and convenience. The full, unfinished basement offers tremendous potential, complete with two additional storage rooms ideal for organization or future expansion. Outdoors, the setting is serene and usable, with mature trees, open lawn space, and two bonus structures: an additional shed and a separate garage building, perfect for hobbies, equipment, or extra storage. Located in picturesque Woodbury-known for its antique charm, farm to table dining, and scenic countryside-this property offers privacy, updates, and room to grow. Trustee selling, so no disclosures - being sold "AS IS" Cameras in use do NOT go onto the property without an appointment - Under ground Oil tank was discovered will be removed by closing

3 Beds ⋅ 3 Baths ⋅ 24179773 MLS

Would you like to live in beautiful Woodbury Connecticut. Set on 1.95 acres of peaceful, private grounds, this beautifully updated 3-bedroom, 2.1-bath home sits gracefully on a gentle rise at the top of the driveway, partially framed by classic white post and rail fencing that enhances its New England charm. The entire home-interior, exterior, trim, and baseboards-has been freshly painted, move-in-ready feel. Inside, you'll find hardwood flooring throughout, complemented by brand new LVP flooring in the expansive kitchen, central air and a Generac generator system. The kitchen offers an abundance of dining and workspace, a walk-in pantry, and brand-new stove and dishwasher. An oversized two car garage with newer doors provides excellent storage and convenience. The full, unfinished basement offers tremendous potential, complete with two additional storage rooms ideal for organization or future expansion. Outdoors, the setting is serene and usable, with mature trees, open lawn space, and two bonus structures: an additional shed and a separate garage building, perfect for hobbies, equipment, or extra storage. Located in picturesque Woodbury-known for its antique charm, farm to table dining, and scenic countryside-this property offers privacy, updates, and room to grow. Trustee selling, so no disclosures - being sold "AS IS" Cameras in use do NOT go onto the property without an appointment - Under ground Oil tank was discovered will be removed by closing

12 Walker Rd, Woodbury

$540,000

Experience the charm of Woodbury's most desirable condominium community at 18 Woodbury Hill. This beautifully updated Putnam's Loft model offers an open and inviting floor plan perfect for both everyday living and entertaining. The main level features a spacious living room with oak floors, vaulted ceiling, fireplace, and abundant natural light, flowing seamlessly into the dining room. The renovated kitchen opens to an expansive private deck, complete with stairs to the landscaped rear yard and lush plantings. The first-floor primary suite includes a walk-in closet and a stylishly updated bath, providing the ease of one-level living. Upstairs, a versatile loft with built-ins, a second bedroom, and a full bath create the ideal space for guests, a home office, or a playroom. Additional highlights include a huge finished closet over the two-car garage, a full basement with two cedar closets and extensive shelving, and plenty of storage throughout. Residents of Woodbury Hill enjoy exceptional amenities, including a pool, tennis courts, and a prime location just minutes from downtown shops, dining, and major routes. This special unit combines modern updates, thoughtful storage, and serene outdoor living-making it a wonderful place to call home.

2 Beds ⋅ 3 Baths ⋅ 24133803 MLS

Experience the charm of Woodbury's most desirable condominium community at 18 Woodbury Hill. This beautifully updated Putnam's Loft model offers an open and inviting floor plan perfect for both everyday living and entertaining. The main level features a spacious living room with oak floors, vaulted ceiling, fireplace, and abundant natural light, flowing seamlessly into the dining room. The renovated kitchen opens to an expansive private deck, complete with stairs to the landscaped rear yard and lush plantings. The first-floor primary suite includes a walk-in closet and a stylishly updated bath, providing the ease of one-level living. Upstairs, a versatile loft with built-ins, a second bedroom, and a full bath create the ideal space for guests, a home office, or a playroom. Additional highlights include a huge finished closet over the two-car garage, a full basement with two cedar closets and extensive shelving, and plenty of storage throughout. Residents of Woodbury Hill enjoy exceptional amenities, including a pool, tennis courts, and a prime location just minutes from downtown shops, dining, and major routes. This special unit combines modern updates, thoughtful storage, and serene outdoor living-making it a wonderful place to call home.

18 Woodbury Hill, Unit 18, Woodbury

Dave Jones Realty llc

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