Movetolitchfieldcounty.com Search Results

$185,000

Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for relaxing with morning coffee, reading, or enjoying the changing seasons. A large walk-up attic provides abundant storage space and may offer the potential to be finished for additional living area, office space, or a hobby room. Just a short distance away, you will find the local library, coffee shops, parks, restaurants, and a variety of neighborhood shops and conveniences. Outdoor enthusiasts will appreciate nearby Highland Lake, offering opportunities for boating, swimming, and recreation throughout the warmer months. This home does need some TLC and updating, but with vision and effort, it has the potential to truly shine. Whether you are looking for a primary residence or an investment opportunity, this property offers excellent potential in a desirable location. **Audio & Video surveillance present**

4 Beds ⋅ 2 Baths ⋅ 24176921 MLS

Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for relaxing with morning coffee, reading, or enjoying the changing seasons. A large walk-up attic provides abundant storage space and may offer the potential to be finished for additional living area, office space, or a hobby room. Just a short distance away, you will find the local library, coffee shops, parks, restaurants, and a variety of neighborhood shops and conveniences. Outdoor enthusiasts will appreciate nearby Highland Lake, offering opportunities for boating, swimming, and recreation throughout the warmer months. This home does need some TLC and updating, but with vision and effort, it has the potential to truly shine. Whether you are looking for a primary residence or an investment opportunity, this property offers excellent potential in a desirable location. **Audio & Video surveillance present**

30 Upland Rd, Winchester

$185,000

If you know the complex, you know it is a nicely secluded, pleasant place to live. The unit offers a nice private rear patio area. It is a lovely location by the Still River, yet close to town and offers easy access the region via highway and train from NYC to Waterbury. l Two-hour drive to NYC or Boston if traffic is kind. 45 minutes to Tanglewood, 40 to Hartford. The interior does not need a thing. You can move in without as much as dusting. Recent appliances, pleasant kitchen and pleasant interior throughout. Can be purchased fully furnished. Garage has is nearby to the unit and has a storage area as well. This is a NICE unit. Additional $189 annually in taxes for the Garage.

2 Beds ⋅ 2 Baths ⋅ 24140645 MLS ⋅ Stillriver Commons BLDG.

If you know the complex, you know it is a nicely secluded, pleasant place to live. The unit offers a nice private rear patio area. It is a lovely location by the Still River, yet close to town and offers easy access the region via highway and train from NYC to Waterbury. l Two-hour drive to NYC or Boston if traffic is kind. 45 minutes to Tanglewood, 40 to Hartford. The interior does not need a thing. You can move in without as much as dusting. Recent appliances, pleasant kitchen and pleasant interior throughout. Can be purchased fully furnished. Garage has is nearby to the unit and has a storage area as well. This is a NICE unit. Additional $189 annually in taxes for the Garage.

45 Riveredge Dr Unit 45, Winchester

$180,000

Opportunity awaits at this charming 3-bedroom Cape set on 1.3 acres in a peaceful country setting. Nicely perched high and set back from the road, this home offers privacy, curb appeal, and plenty of potential. With vinyl siding, replacement windows, a newer septic, and a classic layout, the bones are here - now bring your ideas and make it shine! Perfect for contractors, investors, or handy homeowners eager to build equity and add their personal touches. Located in scenic Winsted near lakes, trails, and the Litchfield Hills, you'll enjoy the perfect mix of small-town charm, natural beauty, and investment opportunity. A little effort here could go a long way

3 Beds ⋅ 1 Baths ⋅ 24107073 MLS

Opportunity awaits at this charming 3-bedroom Cape set on 1.3 acres in a peaceful country setting. Nicely perched high and set back from the road, this home offers privacy, curb appeal, and plenty of potential. With vinyl siding, replacement windows, a newer septic, and a classic layout, the bones are here - now bring your ideas and make it shine! Perfect for contractors, investors, or handy homeowners eager to build equity and add their personal touches. Located in scenic Winsted near lakes, trails, and the Litchfield Hills, you'll enjoy the perfect mix of small-town charm, natural beauty, and investment opportunity. A little effort here could go a long way

99 Norfolk Rd, Winchester

$180,000

INVESTORS, CASH BUYERS Great opportunity! Good bones! Good location! Good opportunity! Every room in this home needs your touch! Great opportunity to build sweat equity if your handy and can do some of the work yourself! The yard also needs work. Present homeowner envisioned bringing in some fill to grade the yard back behind the home. Right now it drops off and so only a little around the house is usable. It could be nice! So if your ready for a project bring your vision and make this home yours! Seller very motivated to sell, they have found a property to move to!

3 Beds ⋅ 2 Baths ⋅ 24110449 MLS

INVESTORS, CASH BUYERS Great opportunity! Good bones! Good location! Good opportunity! Every room in this home needs your touch! Great opportunity to build sweat equity if your handy and can do some of the work yourself! The yard also needs work. Present homeowner envisioned bringing in some fill to grade the yard back behind the home. Right now it drops off and so only a little around the house is usable. It could be nice! So if your ready for a project bring your vision and make this home yours! Seller very motivated to sell, they have found a property to move to!

1 Hamill Dr, Winchester

$171,000

Discover the ease of condo living with the charm of a riverside retreat at Riverwalk Condos. This beautifully cared-for 2-bedroom, 1.5-bath home offers an inviting layout designed for comfort and relaxation. The spacious living room with its warm fireplace opens to a private deck overlooking the Still River-an ideal spot to unwind at the end of the day or entertain with a view. The kitchen also connects to the deck, making indoor-outdoor living a breeze. Upstairs, two comfortable bedrooms provide plenty of space for rest and retreat.The two-car garage under the unit offers convenience and extra storage. With mailboxes just across the street and every detail in excellent condition, this condo blends everyday practicality with a serene natural backdrop.

2 Beds ⋅ 2 Baths ⋅ 24129959 MLS ⋅ Riverwalk BLDG.

Discover the ease of condo living with the charm of a riverside retreat at Riverwalk Condos. This beautifully cared-for 2-bedroom, 1.5-bath home offers an inviting layout designed for comfort and relaxation. The spacious living room with its warm fireplace opens to a private deck overlooking the Still River-an ideal spot to unwind at the end of the day or entertain with a view. The kitchen also connects to the deck, making indoor-outdoor living a breeze. Upstairs, two comfortable bedrooms provide plenty of space for rest and retreat.The two-car garage under the unit offers convenience and extra storage. With mailboxes just across the street and every detail in excellent condition, this condo blends everyday practicality with a serene natural backdrop.

111 Riverton Rd Unit APT 90, Winchester

$167,900

Don't let the outside fool you! Perfect alternative to condominium living! No HOA and plenty of off street parking at this in-town location. Nice size living room; large kitchen/dining combination with access to the deck and the 1/2 bath laundry room make up the first floor of this cute home. Upstairs you will find 2 modest size bedrooms along with the large primary and the full bath which has a large soaking/jet tub and separate shower. The walk-up attic is perfect of storing all your seasonal decorations and off-season clothing. The small, fenced back yard keeps weekend outdoor chores to a minimum so you can enjoy other activities. Being close to downtown and close to the lake allows for easy access to shopping, restaurants and parks. Come take a look!

3 Beds ⋅ 2 Baths ⋅ 24119665 MLS

Don't let the outside fool you! Perfect alternative to condominium living! No HOA and plenty of off street parking at this in-town location. Nice size living room; large kitchen/dining combination with access to the deck and the 1/2 bath laundry room make up the first floor of this cute home. Upstairs you will find 2 modest size bedrooms along with the large primary and the full bath which has a large soaking/jet tub and separate shower. The walk-up attic is perfect of storing all your seasonal decorations and off-season clothing. The small, fenced back yard keeps weekend outdoor chores to a minimum so you can enjoy other activities. Being close to downtown and close to the lake allows for easy access to shopping, restaurants and parks. Come take a look!

14 Pratt St, Winchester

$160,000

Updated 2-bedroom, 1.5-bath condo featuring a renovated kitchen with new appliances (2022), smart thermostats, and a newly updated shower including new plumbing (2024). Enjoy oversized sliders in the living room leading to a paved, private patio overlooking the Still River-perfect for relaxing or entertaining. With just a fresh coat of paint and your personal design touch, this home is ready to shine. Conveniently located with quick access to Route 8, grocery stores, and downtown Winsted. Private garage and an assigned parking space included.

2 Beds ⋅ 2 Baths ⋅ 24149186 MLS ⋅ Stillriver Commons BLDG.

Updated 2-bedroom, 1.5-bath condo featuring a renovated kitchen with new appliances (2022), smart thermostats, and a newly updated shower including new plumbing (2024). Enjoy oversized sliders in the living room leading to a paved, private patio overlooking the Still River-perfect for relaxing or entertaining. With just a fresh coat of paint and your personal design touch, this home is ready to shine. Conveniently located with quick access to Route 8, grocery stores, and downtown Winsted. Private garage and an assigned parking space included.

21 Riveredge Dr Unit 21, Winchester

$151,000

Value-add opportunity in Winsted, CT. Property is currently occupied by a tenant on a month-to-month basis. Sight unseen; sold as-is. Ideal opportunity for investors seeking upside potential.

3 Beds ⋅ 1 Baths ⋅ 24150627 MLS

Value-add opportunity in Winsted, CT. Property is currently occupied by a tenant on a month-to-month basis. Sight unseen; sold as-is. Ideal opportunity for investors seeking upside potential.

155 Rockwell St, Winchester

$151,000

Charming Riverview Townhouse with Patio Enjoy easy living in this well-located two-bedroom townhouse set on a slab and overlooking the river. The main level features a living room, dining room, and functional kitchen, perfect for everyday comfort and entertaining. Sliding glass doors lead to a private patio where you can relax and enjoy the peaceful water views. Upstairs offers two comfortable bedrooms, a full bath, and a convenient half bath on the main level. Ideally situated near shopping, restaurants, a movie theater, and the local community college, with a nearby lake for outdoor enjoyment. A great opportunity for low-maintenance living in a convenient and scenic location.

2 Beds ⋅ 2 Baths ⋅ 24147679 MLS ⋅ Stillriver Commons BLDG.

Charming Riverview Townhouse with Patio Enjoy easy living in this well-located two-bedroom townhouse set on a slab and overlooking the river. The main level features a living room, dining room, and functional kitchen, perfect for everyday comfort and entertaining. Sliding glass doors lead to a private patio where you can relax and enjoy the peaceful water views. Upstairs offers two comfortable bedrooms, a full bath, and a convenient half bath on the main level. Ideally situated near shopping, restaurants, a movie theater, and the local community college, with a nearby lake for outdoor enjoyment. A great opportunity for low-maintenance living in a convenient and scenic location.

35 Riveredge Dr Unit 35, Winchester

$150,000

Discover a low maintenance and hassle-free alternative to condo living with this easy-to-maintain, single-family home , perfect for investors, first-time buyers, or anyone seeking simplified living without the burden of HOA fees. Step inside to an efficient layout featuring brand-new WREN kitchen cabinets, granite countertops, a new gas stove, and a new refrigerator, offering a fresh and modern cooking space. The carpet (installed in 2024) has been well maintained, and the home includes a hot water heater installed in 2022 for added peace of mind. Recent major updates include a new roof installed in 2023 with a 15-year transferable warranty, providing long-term value and security. Outside, the small property size means minimal upkeep-ideal for busy lifestyles or turnkey rental potential. Enjoy the convenience of being within walking distance to Main Street, giving you easy access to shops, dining, and community amenities.

2 Beds ⋅ 2 Baths ⋅ 24140653 MLS

Discover a low maintenance and hassle-free alternative to condo living with this easy-to-maintain, single-family home , perfect for investors, first-time buyers, or anyone seeking simplified living without the burden of HOA fees. Step inside to an efficient layout featuring brand-new WREN kitchen cabinets, granite countertops, a new gas stove, and a new refrigerator, offering a fresh and modern cooking space. The carpet (installed in 2024) has been well maintained, and the home includes a hot water heater installed in 2022 for added peace of mind. Recent major updates include a new roof installed in 2023 with a 15-year transferable warranty, providing long-term value and security. Outside, the small property size means minimal upkeep-ideal for busy lifestyles or turnkey rental potential. Enjoy the convenience of being within walking distance to Main Street, giving you easy access to shops, dining, and community amenities.

8 Oak St, Winchester

$135,800

End Unit Ranch-Style Condo - Winchester. Discover privacy and convenience in this well-maintained one-level end unit nestled in the foothills of the Berkshire Mountains. Offering an open-concept layout, this ranch-style condo features a spacious living room, dining area, kitchen, large bedroom, full bathroom with in-unit laundry, & excellent closet space. While the condo would benefit from cosmetic updates, it has been lovingly cared for, is clean, solid, and absolutely move-in ready. Set against a wooded backdrop, the unit provides exceptional privacy and the perfect setting to enjoy nature from your doorstep. Appliances, include stackable washer and dryer, are included (dishwasher is non-functional and sold as-is). A detached one-car garage adds convenience, along with two registered vehicle spots per unit. The community is well-managed with reasonable HOA fees and sits alongside the Still River. You may keep up to two pets (dogs cannot be tied outside). Perfectly situated near Highland Lake, West Hill Lake, the Farmington River, and countless hiking trails, this condo offers easy access to year-round outdoor recreation-fishing, kayaking, tubing, skiing at Ski Sundown or Otis Ridge, and more. You're also just minutes from local restaurants, breweries, shopping, CT Comm College, and the historic Gilson Theater. Commuters will appreciate the quick access to Route 8 South. Enjoy the charm of a small-town living with the peace & quiet of a private, nature-filled setting.

1 Beds ⋅ 1 Baths ⋅ 24123674 MLS ⋅ Stillriver Commons BLDG.

End Unit Ranch-Style Condo - Winchester. Discover privacy and convenience in this well-maintained one-level end unit nestled in the foothills of the Berkshire Mountains. Offering an open-concept layout, this ranch-style condo features a spacious living room, dining area, kitchen, large bedroom, full bathroom with in-unit laundry, & excellent closet space. While the condo would benefit from cosmetic updates, it has been lovingly cared for, is clean, solid, and absolutely move-in ready. Set against a wooded backdrop, the unit provides exceptional privacy and the perfect setting to enjoy nature from your doorstep. Appliances, include stackable washer and dryer, are included (dishwasher is non-functional and sold as-is). A detached one-car garage adds convenience, along with two registered vehicle spots per unit. The community is well-managed with reasonable HOA fees and sits alongside the Still River. You may keep up to two pets (dogs cannot be tied outside). Perfectly situated near Highland Lake, West Hill Lake, the Farmington River, and countless hiking trails, this condo offers easy access to year-round outdoor recreation-fishing, kayaking, tubing, skiing at Ski Sundown or Otis Ridge, and more. You're also just minutes from local restaurants, breweries, shopping, CT Comm College, and the historic Gilson Theater. Commuters will appreciate the quick access to Route 8 South. Enjoy the charm of a small-town living with the peace & quiet of a private, nature-filled setting.

38 Riveredge Dr Unit 38, Winchester

$110,000

Set on 1.8 private acres amid the scenic rolling hills of Winsted, this circa-1850 home offers a rare opportunity to restore and reimagine a property rich with character. A compelling value with exceptional upside, this property invites buyers, investors, or renovators to unlock its full potential. Inside, you'll find timeless details including wide plank flooring and a fireplaced living room, creating a warm and inviting focal point. An enclosed front porch provides a peaceful retreat, perfect for enjoying the natural surroundings, from the gentle sounds of a nearby stream to quiet evenings under the stars. The flexible dining room can easily serve as a home office, den, or creative space. Additional features include a detached two-car garage with a deck and upper-level area, offering excellent storage or the possibility for future expansion. While the home requires significant renovation, the setting, acreage, and historic charm make this a truly special offering. Bring your vision and transform this property into something extraordinary.

3 Beds ⋅ 1 Baths ⋅ 24171237 MLS

Set on 1.8 private acres amid the scenic rolling hills of Winsted, this circa-1850 home offers a rare opportunity to restore and reimagine a property rich with character. A compelling value with exceptional upside, this property invites buyers, investors, or renovators to unlock its full potential. Inside, you'll find timeless details including wide plank flooring and a fireplaced living room, creating a warm and inviting focal point. An enclosed front porch provides a peaceful retreat, perfect for enjoying the natural surroundings, from the gentle sounds of a nearby stream to quiet evenings under the stars. The flexible dining room can easily serve as a home office, den, or creative space. Additional features include a detached two-car garage with a deck and upper-level area, offering excellent storage or the possibility for future expansion. While the home requires significant renovation, the setting, acreage, and historic charm make this a truly special offering. Bring your vision and transform this property into something extraordinary.

34 Hannifin Rd, Winchester

$75,000

Exceptional opportunity to build near one of Northwest Connecticut's most desirable lake communities. Just steps from beautiful Highland Lake, this water-view parcel offers the chance to create your dream home in a setting that combines lake lifestyle, natural beauty, and convenient access to some of Litchfield County's most sought-after destinations. Highland Lake is a true Connecticut gem-a picturesque, natural lake in historic Winchester, spanning approximately 444-445 acres, about three miles long, with three distinct bays and depths reaching approximately 63 feet. Known for boating, fishing, swimming, and year-round enjoyment, Highland Lake has long been treasured for its scenic shoreline, established lake community, and recreational appeal. The lake is also recognized by Connecticut DEEP with a public boat launch and boating regulations, further supporting its active recreational use. The location is equally compelling: enjoy the peaceful feel of a classic Litchfield County lake setting while remaining convenient to Salisbury, Lakeville, Norfolk, Torrington, and downtown Winsted. Hartford is roughly 40 minutes away by car, making this an ideal retreat without sacrificing accessibility.

24175027 MLS

Exceptional opportunity to build near one of Northwest Connecticut's most desirable lake communities. Just steps from beautiful Highland Lake, this water-view parcel offers the chance to create your dream home in a setting that combines lake lifestyle, natural beauty, and convenient access to some of Litchfield County's most sought-after destinations. Highland Lake is a true Connecticut gem-a picturesque, natural lake in historic Winchester, spanning approximately 444-445 acres, about three miles long, with three distinct bays and depths reaching approximately 63 feet. Known for boating, fishing, swimming, and year-round enjoyment, Highland Lake has long been treasured for its scenic shoreline, established lake community, and recreational appeal. The lake is also recognized by Connecticut DEEP with a public boat launch and boating regulations, further supporting its active recreational use. The location is equally compelling: enjoy the peaceful feel of a classic Litchfield County lake setting while remaining convenient to Salisbury, Lakeville, Norfolk, Torrington, and downtown Winsted. Hartford is roughly 40 minutes away by car, making this an ideal retreat without sacrificing accessibility.

624 Wynne Rd, Winchester

$68,000

Great opportunity for water front "picnic lot" with gorgeous views on Park Pond in Winchester. Cleared upper level would be a great spot for camping. Two docks currently in place but need some work to bring them back function. Fishing, canoeing, kayaking abound in this 82 acre body of water. A place to escape and be in the quiet simplicity of nature.

24172201 MLS

Great opportunity for water front "picnic lot" with gorgeous views on Park Pond in Winchester. Cleared upper level would be a great spot for camping. Two docks currently in place but need some work to bring them back function. Fishing, canoeing, kayaking abound in this 82 acre body of water. A place to escape and be in the quiet simplicity of nature.

117 Blue St, Winchester

$40,000

99 Hubbard St. - Private Lot Near Downtown & Highland Lake. Tucked away at the end of a quiet dead-end street, this .37-acre lot offers both privacy and convenience. While enjoying a peaceful setting, you're still just minutes from downtown with easy access to shopping, dining, and entertainment. Plus, Highland Lake is just a short distance away, providing endless opportunities for boating, fishing, and outdoor recreation. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build your dream home or invest in a prime location, this property is full of potential. Come explore the possibilities today!

24073744 MLS

99 Hubbard St. - Private Lot Near Downtown & Highland Lake. Tucked away at the end of a quiet dead-end street, this .37-acre lot offers both privacy and convenience. While enjoying a peaceful setting, you're still just minutes from downtown with easy access to shopping, dining, and entertainment. Plus, Highland Lake is just a short distance away, providing endless opportunities for boating, fishing, and outdoor recreation. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build your dream home or invest in a prime location, this property is full of potential. Come explore the possibilities today!

99 Hubbard St, Winchester

$33,500

Just under an acre of land and over 100 feet of road frontage available on Colebrook Road!

24096527 MLS

Just under an acre of land and over 100 feet of road frontage available on Colebrook Road!

256 Colebrook Rd, Winchester

$30,000

Discover the possibilities with this 1.8-acre parcel located on a peaceful in-town street. The property offers a convenient location close to town amenities while maintaining a quiet, private setting. Public water and sewer are available in the street, though not currently connected to the property. While the land is developable, the seller will retain easements for drainage and access to adjoining parcels, which will cover a significant portion of the site. A great opportunity for those looking to invest, build, or explore future development potential with an understanding of the easement limitations.

24132699 MLS

Discover the possibilities with this 1.8-acre parcel located on a peaceful in-town street. The property offers a convenient location close to town amenities while maintaining a quiet, private setting. Public water and sewer are available in the street, though not currently connected to the property. While the land is developable, the seller will retain easements for drainage and access to adjoining parcels, which will cover a significant portion of the site. A great opportunity for those looking to invest, build, or explore future development potential with an understanding of the easement limitations.

52 White St, Winchester

$29,000

Discover the Perfect Canvas for Your Dream Home in Winchester, Connecticut! This exceptional .41-acre parcel (owner reports closer to .5 ac) combines eight contiguous lots to create a prime opportunity for building your ideal residence. Nestled in the serene surroundings of the Highland Lake neighborhood, the property is lightly wooded with mature, straight-standing hardwoods and features a gentle slope, adding natural beauty to your future home site. Key Features: Ideal Location: Situated at the corner of Alpha Avenue and Bayview Road, just two blocks from Resha Beach, this property offers unparalleled proximity to one of Connecticut's cleanest lakes. Recreational Haven: Highland Lake is perfect for water sports, fishing, swimming, and year-round outdoor activities. Convenience and Amenities: Close to shopping, dining, the Gilson Theatre, Little Red Barn Brewery, and more, this property provides the best of both peaceful living and accessibility. Ready for Your Vision: Septic and well installation will be required, and buyers are encouraged to conduct their due diligence. An A2 survey is on file with the town of Winchester. Whether you're seeking a tranquil retreat or an active lifestyle by the lake, this property offers privacy, convenience, and endless potential. Build the home you've always dreamed of in this charming community! Note: Buyers should verify zoning and building requirements with the town to confirm buildability.

24096577 MLS

Discover the Perfect Canvas for Your Dream Home in Winchester, Connecticut! This exceptional .41-acre parcel (owner reports closer to .5 ac) combines eight contiguous lots to create a prime opportunity for building your ideal residence. Nestled in the serene surroundings of the Highland Lake neighborhood, the property is lightly wooded with mature, straight-standing hardwoods and features a gentle slope, adding natural beauty to your future home site. Key Features: Ideal Location: Situated at the corner of Alpha Avenue and Bayview Road, just two blocks from Resha Beach, this property offers unparalleled proximity to one of Connecticut's cleanest lakes. Recreational Haven: Highland Lake is perfect for water sports, fishing, swimming, and year-round outdoor activities. Convenience and Amenities: Close to shopping, dining, the Gilson Theatre, Little Red Barn Brewery, and more, this property provides the best of both peaceful living and accessibility. Ready for Your Vision: Septic and well installation will be required, and buyers are encouraged to conduct their due diligence. An A2 survey is on file with the town of Winchester. Whether you're seeking a tranquil retreat or an active lifestyle by the lake, this property offers privacy, convenience, and endless potential. Build the home you've always dreamed of in this charming community! Note: Buyers should verify zoning and building requirements with the town to confirm buildability.

130 Alpha Ave, Winchester

$27,000

Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the heart of it all. Don't miss out-explore the possibilities today!

24073721 MLS

Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the heart of it all. Don't miss out-explore the possibilities today!

48 Bridge St, Winchester

$26,500

124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless possibilities. Whether you're looking to build a custom home or explore creative development options, this lot is ready for your vision. Take a look today and see what's possible!

24073710 MLS

124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless possibilities. Whether you're looking to build a custom home or explore creative development options, this lot is ready for your vision. Take a look today and see what's possible!

124 Rockwell St, Winchester

$118

508 Main Street - Downtown Winchester Redevelopment Opportunity The Town of Winchester is seeking proposals for the redevelopment of 508 Main Street, a prominent property in the heart of downtown. This long-vacant building presents an exciting opportunity to contribute to the revitalization of Winchester's Main Street corridor with a creative and community-focused vision. The building features approximately 1,500 sq. ft. of street-level retail space, ideal for bringing new energy and commerce to the downtown district. The upper two floors offer an additional 3,600 sq. ft. of space, well-suited for adaptive reuse. With thoughtful investment, these levels could be transformed into vibrant residential housing or mixed-use space that supports a more walkable, livable downtown. The Town is encouraging proposals that emphasize a transformational housing approach, while also incorporating design elements that will enhance the beauty, character, and long-term vitality of the Main Street area. This is a unique opportunity to reimagine an underutilized building into a community asset that blends historic charm with modern living. The Town of Winchester reserves the right to reject any or all proposals.

24125194 MLS

508 Main Street - Downtown Winchester Redevelopment Opportunity The Town of Winchester is seeking proposals for the redevelopment of 508 Main Street, a prominent property in the heart of downtown. This long-vacant building presents an exciting opportunity to contribute to the revitalization of Winchester's Main Street corridor with a creative and community-focused vision. The building features approximately 1,500 sq. ft. of street-level retail space, ideal for bringing new energy and commerce to the downtown district. The upper two floors offer an additional 3,600 sq. ft. of space, well-suited for adaptive reuse. With thoughtful investment, these levels could be transformed into vibrant residential housing or mixed-use space that supports a more walkable, livable downtown. The Town is encouraging proposals that emphasize a transformational housing approach, while also incorporating design elements that will enhance the beauty, character, and long-term vitality of the Main Street area. This is a unique opportunity to reimagine an underutilized building into a community asset that blends historic charm with modern living. The Town of Winchester reserves the right to reject any or all proposals.

508 Main St, Winchester