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$580,000

Judd's Bridge Country Home! Set back from the road, nestled amongst gorgeous estates and bordering Moosehorn Brook, this property is located on the most sought after and scenic of Roxbury roads. This spacious, contemporary designed 4-bedroom home is surrounded by Steep Rock Preserve, a glorious playground for walkers, runners and cyclists alike. The main level offers a gorgeous open kitchen concept with an island, dining area and a sizable living room each with 3 large windows. Family room features exposed beams and sliders to an expansive scenic deck. Deck can support a hot tub (wiring in place). The primary bedroom features large windows, walk-in closet, full bath and a walk-out to the deck. Three additional bedrooms with hardwood floors complete the main level. Stunning westerly views and the rear of Mine Hill offer fabulous seasonal sunsets. The lower level space can be converted into an in-law suite complete with kitchen, living room, bedroom and a full bath. Electric car fast charge for your Tesla/EV in garage. Secondary driveway runs to the rear of the home offering a relaxing sitting area. Minutes to Roxbury Center, Washington and Southbury. 90 minutes from NYC. Some rooms were virtually staged for inspiration. Priced for opportunity to make updates and create your dream property. Improvements: 9 new windows, roof, siding, interior paint, new well water pump, new washer and refrigerator, gas generator.

4 Beds ⋅ 3 Baths ⋅ 170580233 MLS

Judd's Bridge Country Home! Set back from the road, nestled amongst gorgeous estates and bordering Moosehorn Brook, this property is located on the most sought after and scenic of Roxbury roads. This spacious, contemporary designed 4-bedroom home is surrounded by Steep Rock Preserve, a glorious playground for walkers, runners and cyclists alike. The main level offers a gorgeous open kitchen concept with an island, dining area and a sizable living room each with 3 large windows. Family room features exposed beams and sliders to an expansive scenic deck. Deck can support a hot tub (wiring in place). The primary bedroom features large windows, walk-in closet, full bath and a walk-out to the deck. Three additional bedrooms with hardwood floors complete the main level. Stunning westerly views and the rear of Mine Hill offer fabulous seasonal sunsets. The lower level space can be converted into an in-law suite complete with kitchen, living room, bedroom and a full bath. Electric car fast charge for your Tesla/EV in garage. Secondary driveway runs to the rear of the home offering a relaxing sitting area. Minutes to Roxbury Center, Washington and Southbury. 90 minutes from NYC. Some rooms were virtually staged for inspiration. Priced for opportunity to make updates and create your dream property. Improvements: 9 new windows, roof, siding, interior paint, new well water pump, new washer and refrigerator, gas generator.

51 Judds Bridge Rd, Roxbury

$560,000

This wonderful log cabin home is brimming with character and sits on a private 10+ acre parcel. Inside you will love the open floorplan, character wood beams and large windows/sliding doors which frame generous nature views outside. The home feels significantly larger and is well proportioned, especially in the living and dining rooms. The kitchen offers ample work area and storage. Glass sliding doors access a great covered porch which steps out from the kitchen and dining areas. One bedroom and full bath is located on the main level with a tremendous loft bedroom, exterior balcony and full bathroom situated above. The lower level offers a large two car garage, laundry and immense storage. There are endless options for expansion and to make the property useful for trails, 4 wheelers, hunting, horses or other wildlife. Very low real estate taxes! New roof, gutters, gutter screens & SS refrigerator in 2023. Heating, cooling and tankless hot water heater all replaced in last 1 to 9 years. This home needs nothing and is ready for it's next owner. An excellent weekend getaway, downsizing option or ideal for for a hunting enthusiast or anyone seeking privacy and character! Low Low Real Estate Taxes! Come and have a look!

2 Beds ⋅ 2 Baths ⋅ 170563978 MLS

This wonderful log cabin home is brimming with character and sits on a private 10+ acre parcel. Inside you will love the open floorplan, character wood beams and large windows/sliding doors which frame generous nature views outside. The home feels significantly larger and is well proportioned, especially in the living and dining rooms. The kitchen offers ample work area and storage. Glass sliding doors access a great covered porch which steps out from the kitchen and dining areas. One bedroom and full bath is located on the main level with a tremendous loft bedroom, exterior balcony and full bathroom situated above. The lower level offers a large two car garage, laundry and immense storage. There are endless options for expansion and to make the property useful for trails, 4 wheelers, hunting, horses or other wildlife. Very low real estate taxes! New roof, gutters, gutter screens & SS refrigerator in 2023. Heating, cooling and tankless hot water heater all replaced in last 1 to 9 years. This home needs nothing and is ready for it's next owner. An excellent weekend getaway, downsizing option or ideal for for a hunting enthusiast or anyone seeking privacy and character! Low Low Real Estate Taxes! Come and have a look!

150 E Flag Swamp Rd, Roxbury

$550,000

Enchanted Garden. New to the market after 25 years is this charming 4-5 bedroom home on two magnificent park-like acres with a seasonal view. The first-floor layout includes a living room with fireplace, dining room, kitchen, great room with vaulted ceiling, wood burning stove and sliders out to the deck and pergola covered with hanging hydrangea, powder room, laundry room and a comfortable size primary bedroom suite. Upstairs there are four additional bedrooms, one currently used as an office, and the other currently used as a large closet but it could easily be a baby's nursery. These rooms share a full hall bath. While the house needs the discerning eye of a new owner to bring it to its true potential there is much to boast about. A brand new five-bedroom septic, a dry and spacious basement for additional space, an attached two-car garage and yes those stunning gardens and mature shrubs. The property offers several possible locations for a pool.

5 Beds ⋅ 3 Baths ⋅ 24023855 MLS

Enchanted Garden. New to the market after 25 years is this charming 4-5 bedroom home on two magnificent park-like acres with a seasonal view. The first-floor layout includes a living room with fireplace, dining room, kitchen, great room with vaulted ceiling, wood burning stove and sliders out to the deck and pergola covered with hanging hydrangea, powder room, laundry room and a comfortable size primary bedroom suite. Upstairs there are four additional bedrooms, one currently used as an office, and the other currently used as a large closet but it could easily be a baby's nursery. These rooms share a full hall bath. While the house needs the discerning eye of a new owner to bring it to its true potential there is much to boast about. A brand new five-bedroom septic, a dry and spacious basement for additional space, an attached two-car garage and yes those stunning gardens and mature shrubs. The property offers several possible locations for a pool.

44 Baker Rd, Roxbury

$545,000

Roxbury Cape, beautiful property has Barn/Guest House, Pond, Inground Pool on Private with over 4.3 acres. Renovated and modernized; new heat pumps, new roof, new kitchen and baths. House has hardwood floors throughout, screened Porch and is close to town. Barn has semi finished first floor but is unusable currently having been damaged from fallen tree. Inground pool not maintained; barn and pool in as is condition.

2 Beds ⋅ 2 Baths ⋅ 24070582 MLS

Roxbury Cape, beautiful property has Barn/Guest House, Pond, Inground Pool on Private with over 4.3 acres. Renovated and modernized; new heat pumps, new roof, new kitchen and baths. House has hardwood floors throughout, screened Porch and is close to town. Barn has semi finished first floor but is unusable currently having been damaged from fallen tree. Inground pool not maintained; barn and pool in as is condition.

34 Spargo Rd, Roxbury

$530,000

A truly rare gem of a property! This lovey ranch is perfectly sited on a four-acre parcel. Built in 2020 the home offers an open concept living area and kitchen. The primary bedroom includes a walk-in closet. The full bath is quite large and features a gorgeous shower as well as a separate bathtub. The second bedroom can also be a great office or den. Out the kitchen slider are a couple steps to a broad patio with views of the lawn and woods. The full basement offers potential for additional finished space. The home's hot air furnace, water heater and kitchen stove run on efficient LP gas. The street side of the property is bordered by a couple hundred feet of beautiful stone walls. The lot affords plenty of space to add a garage, a barn or an addition to the home.

2 Beds ⋅ 1 Baths ⋅ 24043384 MLS

A truly rare gem of a property! This lovey ranch is perfectly sited on a four-acre parcel. Built in 2020 the home offers an open concept living area and kitchen. The primary bedroom includes a walk-in closet. The full bath is quite large and features a gorgeous shower as well as a separate bathtub. The second bedroom can also be a great office or den. Out the kitchen slider are a couple steps to a broad patio with views of the lawn and woods. The full basement offers potential for additional finished space. The home's hot air furnace, water heater and kitchen stove run on efficient LP gas. The street side of the property is bordered by a couple hundred feet of beautiful stone walls. The lot affords plenty of space to add a garage, a barn or an addition to the home.

70 Southbury Rd, Roxbury

$510,000

Charming Roxbury cape available just in time to enjoy this spring and summer! Inside, discover a delightful three-bedroom antique cape boasting chestnut floors and a newly updated kitchen with stainless steel appliances, a cozy window seat, and a sunny breakfast nook. The dining room is adorned with murals on all four walls, and showcases a fireplace with built-in storage. Adjacent to the dining room, a versatile space awaits, ideal for an office or library, along with a convenient main-level laundry room. The spacious main floor living room features two fireplaces, one with a wood stove for added warmth. There is ample room for seating arrangements- or bring your piano! The first floor owner's suite boasts a lovely bay window and en-suite bathroom complete with jetted tub, spacious vanity featuring a gorgeous onyx sink, and a water closet for added privacy. Two additional bedrooms, a small loft area, and another full bathroom await you upstairs- with potential additional living space in the upper level of the garage. This home truly offers opportunity to relax and enjoy nature with two patios and a fire pit area just a bit up the hill.

3 Beds ⋅ 2 Baths ⋅ 24007434 MLS

Charming Roxbury cape available just in time to enjoy this spring and summer! Inside, discover a delightful three-bedroom antique cape boasting chestnut floors and a newly updated kitchen with stainless steel appliances, a cozy window seat, and a sunny breakfast nook. The dining room is adorned with murals on all four walls, and showcases a fireplace with built-in storage. Adjacent to the dining room, a versatile space awaits, ideal for an office or library, along with a convenient main-level laundry room. The spacious main floor living room features two fireplaces, one with a wood stove for added warmth. There is ample room for seating arrangements- or bring your piano! The first floor owner's suite boasts a lovely bay window and en-suite bathroom complete with jetted tub, spacious vanity featuring a gorgeous onyx sink, and a water closet for added privacy. Two additional bedrooms, a small loft area, and another full bathroom await you upstairs- with potential additional living space in the upper level of the garage. This home truly offers opportunity to relax and enjoy nature with two patios and a fire pit area just a bit up the hill.

5 Carriage Ln, Roxbury

$500,000

An artists custom retreat can now be your blank slate. 5.48 acres, straddles the towns of Roxbury (3.36 acres) and Washington (2.12 acres) Best of both worlds! Tucked back into the lightly treed lot bounded by old stonewalls, this unique home offers vaulted ceilings, hardwood flooring on both levels, bright sunroom off the kitchen, dining room or den on main level. Cozy woodstove in LR. The upper bedrooms are each unique in character. The larger bedroom has vaulted ceilings and a skylight, another was used as a library/office with a loft reading nook lined with built in bookshelves. The third bedroom has a sleeping loft and a window seat to watch natures seasons. All have hard wood flooring. Two full baths. Lower lever once had a developing room and some accompaniments remain. Surrounded by song birds and wildlife, this is the perfect getaway retreat. Lured by proximity to NYC, Roxbury and Washington are coveted weekender delights, and small schools are the dream for families. Minutes to thousands of acres of hiking trails, history, boutique shops, restaurants and the abundance of local artists in both quaint little towns.

3 Beds ⋅ 2 Baths ⋅ 24099427 MLS

An artists custom retreat can now be your blank slate. 5.48 acres, straddles the towns of Roxbury (3.36 acres) and Washington (2.12 acres) Best of both worlds! Tucked back into the lightly treed lot bounded by old stonewalls, this unique home offers vaulted ceilings, hardwood flooring on both levels, bright sunroom off the kitchen, dining room or den on main level. Cozy woodstove in LR. The upper bedrooms are each unique in character. The larger bedroom has vaulted ceilings and a skylight, another was used as a library/office with a loft reading nook lined with built in bookshelves. The third bedroom has a sleeping loft and a window seat to watch natures seasons. All have hard wood flooring. Two full baths. Lower lever once had a developing room and some accompaniments remain. Surrounded by song birds and wildlife, this is the perfect getaway retreat. Lured by proximity to NYC, Roxbury and Washington are coveted weekender delights, and small schools are the dream for families. Minutes to thousands of acres of hiking trails, history, boutique shops, restaurants and the abundance of local artists in both quaint little towns.

322 North St, Roxbury

$475,000

A truly remarkable antique home on a perfect level lot. Loads of history here, plus an outstanding 2-story barn. This home is the quintessential Roxbury homestead and is convenient to local amenities and commuter routes. Truly special!

3 Beds ⋅ 3 Baths ⋅ 24032343 MLS

A truly remarkable antique home on a perfect level lot. Loads of history here, plus an outstanding 2-story barn. This home is the quintessential Roxbury homestead and is convenient to local amenities and commuter routes. Truly special!

13 South St, Roxbury

$470,000

**Foreclosure Sale Alert! ** Are you looking for an amazing investment opportunity in Roxbury, Connecticut? Look no further than 24 Baker Rd.! This charming property is now available as a foreclosure sale, offering a chance to make it your own at a fantastic price. **Bedrooms:** 4 **Bathrooms:** 2F, 1H **Square Footage:** 2,431 sqft **Lot Size:** 4.28 acre This property has so much potential - whether you're looking to renovate and flip for profit or create your dream home, 24 Baker Rd. is the perfect canvas for your vision. Located in the picturesque town of Roxbury, known for its scenic beauty and tranquil surroundings, this property offers a peaceful retreat away from the hustle and bustle of city life. Don't miss out on this incredible opportunity to own a piece of Roxbury at a great price! While there maybe 5 potential bedrooms the septic is only for a 4 bedroom home. So make one room a den or study. Water is not on so lender will have to acknowledge that they will lend with no working water.

5 Beds ⋅ 3 Baths ⋅ 24027960 MLS

**Foreclosure Sale Alert! ** Are you looking for an amazing investment opportunity in Roxbury, Connecticut? Look no further than 24 Baker Rd.! This charming property is now available as a foreclosure sale, offering a chance to make it your own at a fantastic price. **Bedrooms:** 4 **Bathrooms:** 2F, 1H **Square Footage:** 2,431 sqft **Lot Size:** 4.28 acre This property has so much potential - whether you're looking to renovate and flip for profit or create your dream home, 24 Baker Rd. is the perfect canvas for your vision. Located in the picturesque town of Roxbury, known for its scenic beauty and tranquil surroundings, this property offers a peaceful retreat away from the hustle and bustle of city life. Don't miss out on this incredible opportunity to own a piece of Roxbury at a great price! While there maybe 5 potential bedrooms the septic is only for a 4 bedroom home. So make one room a den or study. Water is not on so lender will have to acknowledge that they will lend with no working water.

24 Baker Rd, Roxbury

$463,000

Nestled in charming Roxbury, this 1800-square-foot gem sits gracefully on 2.6 scenic acres, offering a quintessential New England living experience with frontage along the tranquil Roxbury Brook. The property is beautifully adorned with mature trees, creating a serene and private oasis. Inside, the home exudes warmth with mostly wood floors and a bright sunroom that leads to a cozy side patio through French doors. The spacious living area boasts a charming fireplace and a dedicated dining space, accompanied by a convenient F/B. The kitchen, complete with a pantry closet and a door opening to the backyard, is perfect for culinary enthusiasts and gatherings with loved ones. Upstairs, two well-appointed bedrooms, one with balcony views into the sunroom below, and two full bathrooms provide comfort and convenience. Additionally, the property features a remarkable 22 x 27 oversized garage with two overhead doors and a side entry door. The garage boasts concrete floors and high ceilings, making it ideal for hobbyists and offering ample storage space. What truly sets it apart is the fully insulated workspace above the garage, perfect for artists, craftsmen, or anyone seeking a dedicated creative haven. This Roxbury residence is not just a home; it's a sanctuary for those who appreciate the charm of a quaint town, the serenity of nature, and the comfort of a well-maintained and thoughtfully designed property. Don't miss the exceptional opportunity of New England living at its finest.

2 Beds ⋅ 3 Baths ⋅ 170606052 MLS

Nestled in charming Roxbury, this 1800-square-foot gem sits gracefully on 2.6 scenic acres, offering a quintessential New England living experience with frontage along the tranquil Roxbury Brook. The property is beautifully adorned with mature trees, creating a serene and private oasis. Inside, the home exudes warmth with mostly wood floors and a bright sunroom that leads to a cozy side patio through French doors. The spacious living area boasts a charming fireplace and a dedicated dining space, accompanied by a convenient F/B. The kitchen, complete with a pantry closet and a door opening to the backyard, is perfect for culinary enthusiasts and gatherings with loved ones. Upstairs, two well-appointed bedrooms, one with balcony views into the sunroom below, and two full bathrooms provide comfort and convenience. Additionally, the property features a remarkable 22 x 27 oversized garage with two overhead doors and a side entry door. The garage boasts concrete floors and high ceilings, making it ideal for hobbyists and offering ample storage space. What truly sets it apart is the fully insulated workspace above the garage, perfect for artists, craftsmen, or anyone seeking a dedicated creative haven. This Roxbury residence is not just a home; it's a sanctuary for those who appreciate the charm of a quaint town, the serenity of nature, and the comfort of a well-maintained and thoughtfully designed property. Don't miss the exceptional opportunity of New England living at its finest.

37 Painter Hill Rd, Roxbury

$455,000

INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home features a new roof, furnace, water heater and bilco doors giving you a solid foundation to make it your own. The septic was last pumped September 2025, and annual taxes are just $3,851. Bring your vision and remodel it yourself, or take advantage of our RARE option to have Design Builders & Remodeling Inc. handle ALL the renovations for you - see MLS # 24174231 for details. Either way, you'll be planting roots in Roxbury, one of the most sought-after towns in the Litchfield Hills - known for its low taxes, natural beauty, and year-round outdoor activities.

3 Beds ⋅ 2 Baths ⋅ 24166843 MLS

INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home features a new roof, furnace, water heater and bilco doors giving you a solid foundation to make it your own. The septic was last pumped September 2025, and annual taxes are just $3,851. Bring your vision and remodel it yourself, or take advantage of our RARE option to have Design Builders & Remodeling Inc. handle ALL the renovations for you - see MLS # 24174231 for details. Either way, you'll be planting roots in Roxbury, one of the most sought-after towns in the Litchfield Hills - known for its low taxes, natural beauty, and year-round outdoor activities.

137 Davenport Rd, Roxbury

$420,000

Approved 6.08 acre building Lot with income producing Cottage! The cottage (the original carriage house of this property) is currently rented and furnished at $2500 a month (30K a year) thru March of 2024. A charming 2 level home with windowed kitchen and bath, living room with WBFP and 2 bedrooms upstairs. The perfect weekend or Full-time Getaway-a Hikers Dream! This magical 6-acre lot features un-touched historic stone walls, gently sloping tree-covered hills and an abundance of pine trees, oaks and maples as your canvas. A masterpiece lot-perfect to build your dream home and to connect with what is important in life. Keep the Income of the cottage while you build your dream home or use it as your City escape to enjoy nature and all that Litchfield County has to offer! There is additional land available for purchase. Located off of 199 just 3 miles to Washington and in storied Roxbury!

2 Beds ⋅ 1 Baths ⋅ 170580761 MLS

Approved 6.08 acre building Lot with income producing Cottage! The cottage (the original carriage house of this property) is currently rented and furnished at $2500 a month (30K a year) thru March of 2024. A charming 2 level home with windowed kitchen and bath, living room with WBFP and 2 bedrooms upstairs. The perfect weekend or Full-time Getaway-a Hikers Dream! This magical 6-acre lot features un-touched historic stone walls, gently sloping tree-covered hills and an abundance of pine trees, oaks and maples as your canvas. A masterpiece lot-perfect to build your dream home and to connect with what is important in life. Keep the Income of the cottage while you build your dream home or use it as your City escape to enjoy nature and all that Litchfield County has to offer! There is additional land available for purchase. Located off of 199 just 3 miles to Washington and in storied Roxbury!

222 North St, Roxbury

$410,000

Built ca 1788, this petite and cozy antique boasts two original fireplaces on the main level and wide board wood floors on the second level. Loved by the current owner for the past 25 years, the home is charming and comfortable. The living room is flanked by built-in bookcases and has a Vermont Casting wood stove that warms the original section of the home. The eat-in kitchen is nicely sized with a fireplace and beehive oven. The addition includes the family room with oak floors, bath with shower and laundry. Upstairs is the primary bedroom with original floors and two large closets, second bedroom and bath with tub. The barn/garage with second floor storage was built in 2002. With .60 of a level acre, the property is easily maintained with lovely perennial gardens, stone patio, and white picket fence. Property is in Business Zone D and use is residential. Property being sold "as-is." This vintage Roxbury treasure is the perfect affordable country getaway. New septic installed!

2 Beds ⋅ 2 Baths ⋅ 24049767 MLS

Built ca 1788, this petite and cozy antique boasts two original fireplaces on the main level and wide board wood floors on the second level. Loved by the current owner for the past 25 years, the home is charming and comfortable. The living room is flanked by built-in bookcases and has a Vermont Casting wood stove that warms the original section of the home. The eat-in kitchen is nicely sized with a fireplace and beehive oven. The addition includes the family room with oak floors, bath with shower and laundry. Upstairs is the primary bedroom with original floors and two large closets, second bedroom and bath with tub. The barn/garage with second floor storage was built in 2002. With .60 of a level acre, the property is easily maintained with lovely perennial gardens, stone patio, and white picket fence. Property is in Business Zone D and use is residential. Property being sold "as-is." This vintage Roxbury treasure is the perfect affordable country getaway. New septic installed!

168 Baker Rd, Roxbury

Dave Jones Realty llc

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