Coldwellbankerpremiere.net Search Results

Discover 63 Meadow, a turnkey 3-unit asset where thoughtful updates, strong rental performance, and a prime location come together to prove a high confidence investment opportunity. The property offers three well-proportioned units, a two-car attached garage, off-street parking spaces, and shared outdoor area that tenants appreciate. The current owner continued to elevate the building's value and safety with electrical upgrades, a new sump pump, new hot water tank, and fire marshal approved improvements throughout the walkways and stairways. Rental rates reflect market, further improving ROI. Unit 1 features two bedrooms, full bath, mudroom with laundry, enclosed front porch, side porch, with interior updated in 2024. Unit (2F) spans the footprint of the first floor and now includes in unit laundry, updated in 2024 with carpeting, fresh paint, creating a bright and functional living space with multiple rooms and a generous walk-in closet. Unit 2R is a cozy 1BR with an eat in kitchen, living room, and updated finishes including paint, countertops, flooring, and toilet (2023). All units offer two egresses, one exterior and one through the common area. Tenants enjoy quick access to Route 8, a local university, and everyday conveniences. A short walk to Dunkin', Red Barn, and only a 2 mile walk to Highland Lake. It's combination of location, upgrades and improvements, and strong rental income already in place, it's a standout addition to any portfolio! AS IS.

5 Beds ⋅ 3 Baths ⋅ 24175107 MLS

Discover 63 Meadow, a turnkey 3-unit asset where thoughtful updates, strong rental performance, and a prime location come together to prove a high confidence investment opportunity. The property offers three well-proportioned units, a two-car attached garage, off-street parking spaces, and shared outdoor area that tenants appreciate. The current owner continued to elevate the building's value and safety with electrical upgrades, a new sump pump, new hot water tank, and fire marshal approved improvements throughout the walkways and stairways. Rental rates reflect market, further improving ROI. Unit 1 features two bedrooms, full bath, mudroom with laundry, enclosed front porch, side porch, with interior updated in 2024. Unit (2F) spans the footprint of the first floor and now includes in unit laundry, updated in 2024 with carpeting, fresh paint, creating a bright and functional living space with multiple rooms and a generous walk-in closet. Unit 2R is a cozy 1BR with an eat in kitchen, living room, and updated finishes including paint, countertops, flooring, and toilet (2023). All units offer two egresses, one exterior and one through the common area. Tenants enjoy quick access to Route 8, a local university, and everyday conveniences. A short walk to Dunkin', Red Barn, and only a 2 mile walk to Highland Lake. It's combination of location, upgrades and improvements, and strong rental income already in place, it's a standout addition to any portfolio! AS IS.

63 Meadow St, Winchester

$330,000

What a wonderful Home! Walk in and be Wowed! This 4 bedroom home built in 1900 has been meticulously redone inside and out in 2020. Featuring gleaming hardwood floors on all 3 floors. Thermal paned windows through out. Spacious 12x10 foyer makes a great sitting room or office. First floor has the open floor plan with formal dining, living room and kitchen all in one. Comes with a full bath and laundry room on the first floor. New kitchen with gas stove. Second floor features 4 large bedrooms with wood floors, freshly painted and a full bath. Primary bedroom has a large walk-in closet. Walk up to the 3rd floor and enjoy a playroom with walk in closet, home office or studio. Energy efficient windows, tankless hot water heater and gas furnace. The numerous windows offer a very bright and inviting natural light source. Complete with central air and wrap around porch. Nothing to do but move on in and relax. Located within the school zone and walking distance to elementary, middle and high schools, as well as, the local playground, Main Street parades and town green with summer activities. Dont forget to get your parking pass for town residents to the well known Highland lake with 2 beaches and boating activities.

4 Beds ⋅ 2 Baths ⋅ 24150199 MLS

What a wonderful Home! Walk in and be Wowed! This 4 bedroom home built in 1900 has been meticulously redone inside and out in 2020. Featuring gleaming hardwood floors on all 3 floors. Thermal paned windows through out. Spacious 12x10 foyer makes a great sitting room or office. First floor has the open floor plan with formal dining, living room and kitchen all in one. Comes with a full bath and laundry room on the first floor. New kitchen with gas stove. Second floor features 4 large bedrooms with wood floors, freshly painted and a full bath. Primary bedroom has a large walk-in closet. Walk up to the 3rd floor and enjoy a playroom with walk in closet, home office or studio. Energy efficient windows, tankless hot water heater and gas furnace. The numerous windows offer a very bright and inviting natural light source. Complete with central air and wrap around porch. Nothing to do but move on in and relax. Located within the school zone and walking distance to elementary, middle and high schools, as well as, the local playground, Main Street parades and town green with summer activities. Dont forget to get your parking pass for town residents to the well known Highland lake with 2 beaches and boating activities.

123 Wetmore Ave, Winchester

$330,000

Bring your vision to this spacious 6-bedroom, 2.5-bath home full of character and potential. Featuring a newer roof and boiler, this property offers peace of mind while leaving room for your personal touch. Enjoy the classic Victorian details and generous layout, perfect for creating your dream home. Situated on a sidewalk-lined street just steps from downtown eateries, a local brewery, and minutes to Highland Lake for outdoor recreation. Off-street parking adds convenience. Don't miss this opportunity to own a piece of history in a vibrant location-schedule your showing today!

6 Beds ⋅ 3 Baths ⋅ 24142357 MLS

Bring your vision to this spacious 6-bedroom, 2.5-bath home full of character and potential. Featuring a newer roof and boiler, this property offers peace of mind while leaving room for your personal touch. Enjoy the classic Victorian details and generous layout, perfect for creating your dream home. Situated on a sidewalk-lined street just steps from downtown eateries, a local brewery, and minutes to Highland Lake for outdoor recreation. Off-street parking adds convenience. Don't miss this opportunity to own a piece of history in a vibrant location-schedule your showing today!

157 Elm St, Winchester

$325,000

Excellent opportunity for both owner-occupants and investors! This well-maintained two-family home features two spacious units, each offering 5 rooms, 2 bedrooms, and 1 full bath. Both apartments showcase beautiful hardwood flooring throughout and are served by separate natural gas heating systems for efficiency and convenience. The upper-level unit includes a charming enclosed porch, providing additional seasonal living space and a perfect spot to relax. Situated on a generous .66-acre lot, the property offers seasonal views of Highland Lake and is within walking distance of two public beaches, making it an ideal location to enjoy all that the area has to offer. Additional features include a detached three-car garage, ample outdoor space, and a desirable setting close to recreation, shopping, dining, and other local amenities. Whether you're looking to generate rental income or occupy one unit while offsetting your mortgage with the other, this is an outstanding opportunity.

4 Beds ⋅ 2 Baths ⋅ 24189235 MLS

Excellent opportunity for both owner-occupants and investors! This well-maintained two-family home features two spacious units, each offering 5 rooms, 2 bedrooms, and 1 full bath. Both apartments showcase beautiful hardwood flooring throughout and are served by separate natural gas heating systems for efficiency and convenience. The upper-level unit includes a charming enclosed porch, providing additional seasonal living space and a perfect spot to relax. Situated on a generous .66-acre lot, the property offers seasonal views of Highland Lake and is within walking distance of two public beaches, making it an ideal location to enjoy all that the area has to offer. Additional features include a detached three-car garage, ample outdoor space, and a desirable setting close to recreation, shopping, dining, and other local amenities. Whether you're looking to generate rental income or occupy one unit while offsetting your mortgage with the other, this is an outstanding opportunity.

120 E Lake St, Winchester

$325,000

Turnkey Winsted gem completely renovated inside & out! Get ready to just move and and not worry. Here is a beautifully reimagined 3-bedroom, 1-bathroom property in Winsted, offering the perfect blend of modern luxury and ultimate peace of mind. Every detail has been thoughtfully updated to create a true turnkey experience. Step inside to a bright, inviting space where the wall between the recently completely renovated kitchen and the living room has been removed to create a seamless, modern open floor plan. The living area features a newly installed mini-split for efficient climate control and a brand-new picture window to let the natural light pour in. The heart of the home is the spectacular, completely renovated kitchen, boasting brand-new cabinetry, elegant tile flooring, and a suite of high-end Samsung Bespoke appliances. The luxury continues into the fully remodeled bathroom, which features crisp new tile floors, sleek glass doors, a new window, and modern cabinetry. Even laundry day is an upgrade with the inclusion of new, extra-large Samsung washer and dryer units. The home boasts striking curb appeal with a brand-new roof, a newly constructed retaining wall, and two sets of new front stairs. The driveway leads to a fantastic, level backyard that is fully enclosed with new perimeter dog fencing. Accessibility is a breeze with a newly built handicap-accessible ramp leading right to the back door.

3 Beds ⋅ 1 Baths ⋅ 24164163 MLS

Turnkey Winsted gem completely renovated inside & out! Get ready to just move and and not worry. Here is a beautifully reimagined 3-bedroom, 1-bathroom property in Winsted, offering the perfect blend of modern luxury and ultimate peace of mind. Every detail has been thoughtfully updated to create a true turnkey experience. Step inside to a bright, inviting space where the wall between the recently completely renovated kitchen and the living room has been removed to create a seamless, modern open floor plan. The living area features a newly installed mini-split for efficient climate control and a brand-new picture window to let the natural light pour in. The heart of the home is the spectacular, completely renovated kitchen, boasting brand-new cabinetry, elegant tile flooring, and a suite of high-end Samsung Bespoke appliances. The luxury continues into the fully remodeled bathroom, which features crisp new tile floors, sleek glass doors, a new window, and modern cabinetry. Even laundry day is an upgrade with the inclusion of new, extra-large Samsung washer and dryer units. The home boasts striking curb appeal with a brand-new roof, a newly constructed retaining wall, and two sets of new front stairs. The driveway leads to a fantastic, level backyard that is fully enclosed with new perimeter dog fencing. Accessibility is a breeze with a newly built handicap-accessible ramp leading right to the back door.

90 Colony Dr, Winchester

$324,900

Welcome to 135-137 Elm Street! This well-maintained two-family home offers an excellent opportunity for owner-occupants or investors alike. The main level unit features 5 rooms, including 2 bedrooms and 1 full bath, and is in excellent condition. It's equipped with a natural gas warm-air furnace that also provides central air for year-round comfort. The second-floor unit mirrors the first-floor layout with 5 rooms, 2 bedrooms, and 1 full bath, but includes additional finished space on the third level, offering several more rooms and a second full bath-the perfect setup for a 4-bedroom, 2-bath unit or flexible living arrangements. A detached two-car garage adds convenience and storage space, and the property's location offers easy access to downtown amenities, shopping, restaurants, and area schools. Whether you're looking to live in one unit and rent the other or add to your investment portfolio, this versatile property is a great find in a convenient location.

4 Beds ⋅ 2 Baths ⋅ 24134631 MLS

Welcome to 135-137 Elm Street! This well-maintained two-family home offers an excellent opportunity for owner-occupants or investors alike. The main level unit features 5 rooms, including 2 bedrooms and 1 full bath, and is in excellent condition. It's equipped with a natural gas warm-air furnace that also provides central air for year-round comfort. The second-floor unit mirrors the first-floor layout with 5 rooms, 2 bedrooms, and 1 full bath, but includes additional finished space on the third level, offering several more rooms and a second full bath-the perfect setup for a 4-bedroom, 2-bath unit or flexible living arrangements. A detached two-car garage adds convenience and storage space, and the property's location offers easy access to downtown amenities, shopping, restaurants, and area schools. Whether you're looking to live in one unit and rent the other or add to your investment portfolio, this versatile property is a great find in a convenient location.

135 Elm St, Winchester

$320,000

Lake views that will knock your socks off! Welcome to your own slice of paradise on the shores of Highland Lake, where every day feels like a vacation. Perfectly positioned on one of Connecticut's most sought-after lakes. This home needs some love, but has great bones! Bring your vision and create your dream home!

2 Beds ⋅ 1 Baths ⋅ 24190178 MLS

Lake views that will knock your socks off! Welcome to your own slice of paradise on the shores of Highland Lake, where every day feels like a vacation. Perfectly positioned on one of Connecticut's most sought-after lakes. This home needs some love, but has great bones! Bring your vision and create your dream home!

729 W Wakefield Blvd, Winchester

$320,000

Tucked away on a private road in the sought-after Highland Lake district, this impeccably maintained Ranch offers the perfect blend of privacy, simplicity, and natural beauty. Built in 1995 and set on a .59-acre lot, the home is surrounded by over 500 acres of preserved land, creating a peaceful, nature-filled setting that is increasingly hard to find. Inside, the home features 975 square feet of thoughtfully designed living space, including two bedrooms and one full bath, all in pristine condition. The dining area opens to the outdoors through sliding doors, leading to a rear deck that directly abuts the preserved land-an ideal spot to relax, entertain, or simply take in the quiet surroundings.Enjoy a coveted location near Highland Lake, offering boating, fishing, and year-round recreation, with seasonal lake views that add a subtle yet distinctive layer of charm and serenity. Whether you're looking for a year-round residence or a weekend retreat, this move-in ready home offers a rare opportunity to enjoy low-maintenance living in a truly special location.

2 Beds ⋅ 1 Baths ⋅ 24161635 MLS

Tucked away on a private road in the sought-after Highland Lake district, this impeccably maintained Ranch offers the perfect blend of privacy, simplicity, and natural beauty. Built in 1995 and set on a .59-acre lot, the home is surrounded by over 500 acres of preserved land, creating a peaceful, nature-filled setting that is increasingly hard to find. Inside, the home features 975 square feet of thoughtfully designed living space, including two bedrooms and one full bath, all in pristine condition. The dining area opens to the outdoors through sliding doors, leading to a rear deck that directly abuts the preserved land-an ideal spot to relax, entertain, or simply take in the quiet surroundings.Enjoy a coveted location near Highland Lake, offering boating, fishing, and year-round recreation, with seasonal lake views that add a subtle yet distinctive layer of charm and serenity. Whether you're looking for a year-round residence or a weekend retreat, this move-in ready home offers a rare opportunity to enjoy low-maintenance living in a truly special location.

621 Wynne Rd, Winchester

$320,000

Welcome to this Wonderful Historic Colonial Farmhouse.. This home has been lovingly remodeled with many of the original features still intact. This home offers a large kitchen with newer counters open to the dining area and is complete with a fireplace. Living room is generous sized, it's filled with light, exposed beams and hardwood floor. On this level you'll also find 2 bedrooms and a fully remodeled bath. As well as a extra large Mudroom with laundry hookups and wide boards floors...You'll gain access to the upper floor VIA a gorgeous open staircase, and there you'll find the Large primary bedroom with walkin closet and sitting area. On this level you'll find another bedroom and a full bathroom which also has been remodeled with walkin shower and a beautiful claw foot tub. There is second staircase also... Throughout this home you'll find gleaming hardwood floors, original hand hewn beams, newer windows, vinyl siding, generator ready, well pump, and newer hot water heaters (one gas, one electric) There's a 2 car detached garage with electric, outdoor shower, above ground pool (needs liner) and 2 sheds and the sweetest little porch to enjoy your free time.. All set on 1.85acreas. This is truly a country setting with easy access to highways, to get you to any major city you may need including Hartford, Boston, or NYC..Come see it now.. Being Sold As-IS .. Subject to probate approval.

4 Beds ⋅ 2 Baths ⋅ 24138604 MLS

Welcome to this Wonderful Historic Colonial Farmhouse.. This home has been lovingly remodeled with many of the original features still intact. This home offers a large kitchen with newer counters open to the dining area and is complete with a fireplace. Living room is generous sized, it's filled with light, exposed beams and hardwood floor. On this level you'll also find 2 bedrooms and a fully remodeled bath. As well as a extra large Mudroom with laundry hookups and wide boards floors...You'll gain access to the upper floor VIA a gorgeous open staircase, and there you'll find the Large primary bedroom with walkin closet and sitting area. On this level you'll find another bedroom and a full bathroom which also has been remodeled with walkin shower and a beautiful claw foot tub. There is second staircase also... Throughout this home you'll find gleaming hardwood floors, original hand hewn beams, newer windows, vinyl siding, generator ready, well pump, and newer hot water heaters (one gas, one electric) There's a 2 car detached garage with electric, outdoor shower, above ground pool (needs liner) and 2 sheds and the sweetest little porch to enjoy your free time.. All set on 1.85acreas. This is truly a country setting with easy access to highways, to get you to any major city you may need including Hartford, Boston, or NYC..Come see it now.. Being Sold As-IS .. Subject to probate approval.

148 Danbury Quarter Rd, Winchester

$316,000

Enjoy easy one-level living in this charming 3-bedroom, 2-bath home offering an eat-in kitchen, hardwood floors throughout, a full basement, garage, and a primary bedroom with its own bath. The yard provides great outdoor space for relaxing or entertaining, all just minutes from Winsted Center, Route 8, and Route 44. View the property during open houses only Saturday 2/2/26 and Sunday 2/8/26 from 12-2 Highest and Best by Wednesday 2/11/26 at 5pm

3 Beds ⋅ 2 Baths ⋅ 24150993 MLS

Enjoy easy one-level living in this charming 3-bedroom, 2-bath home offering an eat-in kitchen, hardwood floors throughout, a full basement, garage, and a primary bedroom with its own bath. The yard provides great outdoor space for relaxing or entertaining, all just minutes from Winsted Center, Route 8, and Route 44. View the property during open houses only Saturday 2/2/26 and Sunday 2/8/26 from 12-2 Highest and Best by Wednesday 2/11/26 at 5pm

95 Colony Dr, Winchester

$315,000

Don't miss this unique opportunity to own a multi family residential property and an office space! (Owner currently has permission from the town to create a 2nd residential unit on the first floor) - will have 2.5 baths when completed. Great central location close to all amenities that Winsted has to offer including restaurants, parks, college, public transportation and shopping. First floor available "as is" without being completed. Includes 2 electric meters; one up and 1 down and two 50 gallon hot water tanks. Tenants lease expires 9/2027. Also listed as Commercial MLS#24131211.

3 Beds ⋅ 3 Baths ⋅ 24131214 MLS

Don't miss this unique opportunity to own a multi family residential property and an office space! (Owner currently has permission from the town to create a 2nd residential unit on the first floor) - will have 2.5 baths when completed. Great central location close to all amenities that Winsted has to offer including restaurants, parks, college, public transportation and shopping. First floor available "as is" without being completed. Includes 2 electric meters; one up and 1 down and two 50 gallon hot water tanks. Tenants lease expires 9/2027. Also listed as Commercial MLS#24131211.

25 Center St, Winchester

$310,000

Back on the market due to buyers inability to secure financing. Well-maintained Cape in a desirable rural setting, yet just minutes from shopping, dining, schools, and other everyday conveniences. This 7-room home offers 3 bedrooms and 1.5 baths with a flexible floor plan designed for comfortable living. The main level features a formal living room, dining room, kitchen, family room, primary bedroom, and a full bath w/laundry, providing the convenience of one-level living. Upstairs you'll find two additional bedrooms and a half bath. Lovingly cared for over the years, the home features central air conditioning, a standby generator, and a security system with fire and smoke monitoring for added comfort and peace of mind. Enjoy your morning coffee or evening relaxation on the covered deck overlooking the yard. Additional amenities include a one-car garage under the home and a location that offers the perfect balance of privacy and accessibility. A wonderful opportunity to own a move-in ready home in a convenient country setting. Back on the market due to buyers inability to secure financing

3 Beds ⋅ 2 Baths ⋅ 24186089 MLS

Back on the market due to buyers inability to secure financing. Well-maintained Cape in a desirable rural setting, yet just minutes from shopping, dining, schools, and other everyday conveniences. This 7-room home offers 3 bedrooms and 1.5 baths with a flexible floor plan designed for comfortable living. The main level features a formal living room, dining room, kitchen, family room, primary bedroom, and a full bath w/laundry, providing the convenience of one-level living. Upstairs you'll find two additional bedrooms and a half bath. Lovingly cared for over the years, the home features central air conditioning, a standby generator, and a security system with fire and smoke monitoring for added comfort and peace of mind. Enjoy your morning coffee or evening relaxation on the covered deck overlooking the yard. Additional amenities include a one-car garage under the home and a location that offers the perfect balance of privacy and accessibility. A wonderful opportunity to own a move-in ready home in a convenient country setting. Back on the market due to buyers inability to secure financing

103 Cordano Rd, Winchester

$309,250

Turnkey 3 Bedroom, 1 bathroom home on almost an acre in Winchester. The home is sited up a long driveway in a quiet, wooded setting across from state land. Completely renovated by current owner, top to bottom. Updated kitchen & bath, new roof, new hot water heater, new Trex deck, new pellet stove, new ductless mini splits in living area and primary bedroom and much more! Attached one car garage and shed. Must see! Minutes from Burr Pond State Park for hiking & swimming and Highland Lake, a popular recreation destination.

3 Beds ⋅ 1 Baths ⋅ 24142199 MLS

Turnkey 3 Bedroom, 1 bathroom home on almost an acre in Winchester. The home is sited up a long driveway in a quiet, wooded setting across from state land. Completely renovated by current owner, top to bottom. Updated kitchen & bath, new roof, new hot water heater, new Trex deck, new pellet stove, new ductless mini splits in living area and primary bedroom and much more! Attached one car garage and shed. Must see! Minutes from Burr Pond State Park for hiking & swimming and Highland Lake, a popular recreation destination.

107 Peck Rd, Winchester

$305,000

*Deadline set of Tuesday 6/30 at Noon. Seller reserves the right to take an offer at anytime.* Nestled on a well maintained lot, this charming Cape offers the perfect balance of privacy and convenience. Set just off the beaten path, the property enjoys a peaceful, rural feel while remaining close to shopping, dining, and everyday amenities. Thoughtfully updated over the years, improvements include vinyl siding, a 10-yr old roof, many newer windows, and numerous interior enhancements, creating a low-maintenance, move-in-ready home. The flexible floor plan features an open-concept kitchen, living, and dining area, a spacious first-floor primary bedroom, and two generously sized bedrooms on the upper level that can also serve as a home office, playroom, or guest space to fit your needs. Step outside to the expansive 14' x 18' deck overlooking the backyard-an ideal setting for morning coffee, summer gatherings, or simply unwinding at the end of the day. Lovingly maintained and ready for its next chapter, this home offers comfort, versatility, and lasting value.

3 Beds ⋅ 1 Baths ⋅ 24185086 MLS

*Deadline set of Tuesday 6/30 at Noon. Seller reserves the right to take an offer at anytime.* Nestled on a well maintained lot, this charming Cape offers the perfect balance of privacy and convenience. Set just off the beaten path, the property enjoys a peaceful, rural feel while remaining close to shopping, dining, and everyday amenities. Thoughtfully updated over the years, improvements include vinyl siding, a 10-yr old roof, many newer windows, and numerous interior enhancements, creating a low-maintenance, move-in-ready home. The flexible floor plan features an open-concept kitchen, living, and dining area, a spacious first-floor primary bedroom, and two generously sized bedrooms on the upper level that can also serve as a home office, playroom, or guest space to fit your needs. Step outside to the expansive 14' x 18' deck overlooking the backyard-an ideal setting for morning coffee, summer gatherings, or simply unwinding at the end of the day. Lovingly maintained and ready for its next chapter, this home offers comfort, versatility, and lasting value.

111 Moore Ave, Winchester

$305,000

Well-maintained two-family home situated on a large, level lot in an area of well-cared-for properties. Conveniently located near downtown, schools, Northwestern Connecticut Community College, shopping, and restaurants. The first-floor unit features an eat-in kitchen, dining area, living room, two bedrooms, and a full bath. The second-floor unit offers a spacious kitchen/living area, 2-3 bedrooms, and a full bath. Additional features include a two-story, two-car garage barn providing ample storage or workshop space. An excellent opportunity for owner occupancy or investment in a desirable in-town location.

5 Beds ⋅ 2 Baths ⋅ 24137315 MLS

Well-maintained two-family home situated on a large, level lot in an area of well-cared-for properties. Conveniently located near downtown, schools, Northwestern Connecticut Community College, shopping, and restaurants. The first-floor unit features an eat-in kitchen, dining area, living room, two bedrooms, and a full bath. The second-floor unit offers a spacious kitchen/living area, 2-3 bedrooms, and a full bath. Additional features include a two-story, two-car garage barn providing ample storage or workshop space. An excellent opportunity for owner occupancy or investment in a desirable in-town location.

49 Walnut St, Winchester

$300,000

Welcome to Clockmakers Hill, a desirable and active 55+ community offering comfort, convenience, and vibrant living. This immaculately maintained 2 bedroom, 2.5 bath condo blends thoughtful updates with everyday functionality. Warm wood flooring enhances the main living areas, while the kitchen features tile flooring, granite countertops, stainless steel appliances, and a pantry customized with California Closets. Brand new appliances including the refrigerator, microwave, and dishwasher make this home truly move in ready. The inviting living room boasts a stunning fireplace with a new gas insert and elegant stone surround, creating a cozy focal point. Recent upgrades also include a new HVAC system and water heater for added efficiency and peace of mind. The spacious primary suite offers a walk in closet designed with California Closets and a private en suite bath. The second bedroom, currently used as a home office, can easily convert back to a bedroom or additional living space. A spacious lower level provides exceptional flexibility, complete with a full bath and laundry area ideal for guests, recreation, and additional living space. The garage offers generous storage and room for a home gym, and the driveway accommodates two additional vehicles. Enjoy access to the beautifully maintained clubhouse and landscaped grounds. Conveniently located near shopping, dining, and major highways, this immaculate home offers the perfect blend of comfort, upgrades, and easy living.

2 Beds ⋅ 3 Baths ⋅ 24153820 MLS ⋅ Clockmaker's Hill BLDG.

Welcome to Clockmakers Hill, a desirable and active 55+ community offering comfort, convenience, and vibrant living. This immaculately maintained 2 bedroom, 2.5 bath condo blends thoughtful updates with everyday functionality. Warm wood flooring enhances the main living areas, while the kitchen features tile flooring, granite countertops, stainless steel appliances, and a pantry customized with California Closets. Brand new appliances including the refrigerator, microwave, and dishwasher make this home truly move in ready. The inviting living room boasts a stunning fireplace with a new gas insert and elegant stone surround, creating a cozy focal point. Recent upgrades also include a new HVAC system and water heater for added efficiency and peace of mind. The spacious primary suite offers a walk in closet designed with California Closets and a private en suite bath. The second bedroom, currently used as a home office, can easily convert back to a bedroom or additional living space. A spacious lower level provides exceptional flexibility, complete with a full bath and laundry area ideal for guests, recreation, and additional living space. The garage offers generous storage and room for a home gym, and the driveway accommodates two additional vehicles. Enjoy access to the beautifully maintained clubhouse and landscaped grounds. Conveniently located near shopping, dining, and major highways, this immaculate home offers the perfect blend of comfort, upgrades, and easy living.

174 Wallens St Unit APT A5, Winchester

$300,000

This Highland Lake house is in great condition, remodeled 4 years ago. Lower level has a separate entrance and was revamped with large living room and full bathroom. Walk to the Association beach in 5 mins.

3 Beds ⋅ 2 Baths ⋅ 24150574 MLS

This Highland Lake house is in great condition, remodeled 4 years ago. Lower level has a separate entrance and was revamped with large living room and full bathroom. Walk to the Association beach in 5 mins.

230 E Wakefield Blvd, Winchester

$300,000

Nestled in the scenic Litchfield Hills, this charming 2-bedroom, 1.5-bath Cape has been lovingly restored over the past 11 years and thoughtfully updated with room to expand. Combining modern convenience with timeless character, improvements & remodeling include electrical upgrades, replacement of the majority of the windows in the house, insulation, newer appliances, a new back door, refinished hardwood floors and fresh paint throughout, making it truly move-in ready. Cozy up by the wood-burning stove on crisp autumn nights, or enjoy sun-filled days in the bright and inviting sunroom. Sitting on a full acre, the property offers ample space for outdoor living, gardening, and entertaining. Energy-efficient upgrades such as Thermopane windows and added insulation ensure comfort in every season. Located in the welcoming community of Winsted, you'll be close to Highland Lake, Beardsley Library, local parks, the town's vibrant mural project, community events, a local brewery, restaurants, shops, and the community college. Schedule your private showing today.

2 Beds ⋅ 2 Baths ⋅ 24126922 MLS

Nestled in the scenic Litchfield Hills, this charming 2-bedroom, 1.5-bath Cape has been lovingly restored over the past 11 years and thoughtfully updated with room to expand. Combining modern convenience with timeless character, improvements & remodeling include electrical upgrades, replacement of the majority of the windows in the house, insulation, newer appliances, a new back door, refinished hardwood floors and fresh paint throughout, making it truly move-in ready. Cozy up by the wood-burning stove on crisp autumn nights, or enjoy sun-filled days in the bright and inviting sunroom. Sitting on a full acre, the property offers ample space for outdoor living, gardening, and entertaining. Energy-efficient upgrades such as Thermopane windows and added insulation ensure comfort in every season. Located in the welcoming community of Winsted, you'll be close to Highland Lake, Beardsley Library, local parks, the town's vibrant mural project, community events, a local brewery, restaurants, shops, and the community college. Schedule your private showing today.

331 Colebrook Rd, Winchester

$290,000

Welcome to this beautifully updated single-level home offering the ease of one-floor living. This charming property features two spacious bedrooms and an updated full bathroom, along with a generously sized living room perfect for relaxing or entertaining. The renovated kitchen boasts modern finishes and stainless steel appliances, providing both style and functionality. A heated sunroom adds valuable extra living space and leads directly to the backyard, ideal for enjoying the outdoors year-round. Additional highlights include gas heat, central air, and replacement windows throughout. This property is truly turn key! HIGHEST AND BEST DUE MONDAY 5/4/26 @12NOON

2 Beds ⋅ 1 Baths ⋅ 24170791 MLS

Welcome to this beautifully updated single-level home offering the ease of one-floor living. This charming property features two spacious bedrooms and an updated full bathroom, along with a generously sized living room perfect for relaxing or entertaining. The renovated kitchen boasts modern finishes and stainless steel appliances, providing both style and functionality. A heated sunroom adds valuable extra living space and leads directly to the backyard, ideal for enjoying the outdoors year-round. Additional highlights include gas heat, central air, and replacement windows throughout. This property is truly turn key! HIGHEST AND BEST DUE MONDAY 5/4/26 @12NOON

149 E Mountain Ave, Winchester

$290,000

Seller is working on final details. Welcome to your dream home, 39 Orchard st ! This beautifully updated colonial offers the ideal combination of timeless architecture and contemporary comfort, all situated on a fantastic private lot. As you step inside, you are greeted by the warm glow of refinished hardwood floors, The living room is inviting and bright, leading you into a dining area perfect for family gatherings. Upstairs, you'll find three comfortable bedrooms, all serviced by a stylishly renovated full bathroom. A convenient half-bath on the main floor adds to the home's functionality. However, the true masterpiece lies outside. Step through the back door to discover your own private oasis-an oversized beautiful yard that promises endless possibilities for summer barbecues, gardening, or simply relaxing in your own serene space. It's a rare find of this size and privacy. Don't miss on this great opportunity and make this home yours.

3 Beds ⋅ 2 Baths ⋅ 24130085 MLS

Seller is working on final details. Welcome to your dream home, 39 Orchard st ! This beautifully updated colonial offers the ideal combination of timeless architecture and contemporary comfort, all situated on a fantastic private lot. As you step inside, you are greeted by the warm glow of refinished hardwood floors, The living room is inviting and bright, leading you into a dining area perfect for family gatherings. Upstairs, you'll find three comfortable bedrooms, all serviced by a stylishly renovated full bathroom. A convenient half-bath on the main floor adds to the home's functionality. However, the true masterpiece lies outside. Step through the back door to discover your own private oasis-an oversized beautiful yard that promises endless possibilities for summer barbecues, gardening, or simply relaxing in your own serene space. It's a rare find of this size and privacy. Don't miss on this great opportunity and make this home yours.

39 Orchard St, Winchester

$285,000

Fully remodeled from top to bottom, 350 Walnut St offers the perfect blend of modern updates, efficient living, and outdoor space. This move-in-ready 2-bedroom, 1-bath ranch has been beautifully reimagined with a fresh, stylish feel and all the major improvements already done for you. Inside, you will find a brand-new kitchen with quartz countertops and stainless-steel appliances, a fully updated bathroom, oak floors, new windows, new roof, new mechanicals, new electrical, and new plumbing. Built in 1950, this home offers 720 square feet of thoughtfully designed living space that feels comfortable, practical, and easy to maintain. A full basement with garage access and a 1-car attached garage adds valuable storage and utility, while natural gas heat adds everyday convenience. Set on an oversized 0.56-acre lot, this property offers a rare size of land for a home of this size, giving you room to relax, garden, entertain, or simply enjoy having open space around you. Its location near Tatro Park and local recreation adds to the appeal, making it easy to enjoy the outdoors close to home. Whether you are a first-time purchaser, downsizing, or looking for a turnkey alternative to condo living, this home delivers exceptional value. Why rent or settle when you can own a fully renovated single-family home with land, a garage, and major system updates already completed? Small in size but big on quality, comfort, and lifestyle, this is a home that is easy to love.Photos enhanced

2 Beds ⋅ 1 Baths ⋅ 24170101 MLS

Fully remodeled from top to bottom, 350 Walnut St offers the perfect blend of modern updates, efficient living, and outdoor space. This move-in-ready 2-bedroom, 1-bath ranch has been beautifully reimagined with a fresh, stylish feel and all the major improvements already done for you. Inside, you will find a brand-new kitchen with quartz countertops and stainless-steel appliances, a fully updated bathroom, oak floors, new windows, new roof, new mechanicals, new electrical, and new plumbing. Built in 1950, this home offers 720 square feet of thoughtfully designed living space that feels comfortable, practical, and easy to maintain. A full basement with garage access and a 1-car attached garage adds valuable storage and utility, while natural gas heat adds everyday convenience. Set on an oversized 0.56-acre lot, this property offers a rare size of land for a home of this size, giving you room to relax, garden, entertain, or simply enjoy having open space around you. Its location near Tatro Park and local recreation adds to the appeal, making it easy to enjoy the outdoors close to home. Whether you are a first-time purchaser, downsizing, or looking for a turnkey alternative to condo living, this home delivers exceptional value. Why rent or settle when you can own a fully renovated single-family home with land, a garage, and major system updates already completed? Small in size but big on quality, comfort, and lifestyle, this is a home that is easy to love.Photos enhanced

350 Walnut St, Winchester

$280,000

Well-maintained and move-in ready, this charming one-level ranch offers 912 square feet of comfortable living space with 2 bedrooms and 1 full bath. Features include a one-car garage and convenient main-level laundry. The functional layout offers easy one-level living. Conveniently located close to town and local amenities. A great opportunity for buyers looking for a manageable home in a convenient location.

2 Beds ⋅ 1 Baths ⋅ 24202478 MLS

Well-maintained and move-in ready, this charming one-level ranch offers 912 square feet of comfortable living space with 2 bedrooms and 1 full bath. Features include a one-car garage and convenient main-level laundry. The functional layout offers easy one-level living. Conveniently located close to town and local amenities. A great opportunity for buyers looking for a manageable home in a convenient location.

1 Division St, Winchester

$280,000

Excellent opportunity for investors! This well-maintained Victorian-style two-family home offers the perfect blend of character, functionality, and income potential. Each spacious unit features 5 rooms, 2 bedrooms, and 1 full bath, with beautiful hardwood flooring throughout and separate, efficient natural gas heating systems. The upper-level apartment also includes a charming enclosed porch, providing additional seasonal living space and a relaxing retreat. Outside, you'll find a level lot and a unique two-story barn with a full basement, offering exceptional storage, workshop space, or endless possibilities for hobbyists and contractors alike. Conveniently located just minutes from downtown, schools, shopping, dining, and everyday conveniences, this property is ideal whether you're looking to build your investment portfolio or live in one unit while generating rental income from the other. A rare opportunity to own a versatile multi-family property with timeless Victorian charm!

4 Beds ⋅ 2 Baths ⋅ 24194728 MLS

Excellent opportunity for investors! This well-maintained Victorian-style two-family home offers the perfect blend of character, functionality, and income potential. Each spacious unit features 5 rooms, 2 bedrooms, and 1 full bath, with beautiful hardwood flooring throughout and separate, efficient natural gas heating systems. The upper-level apartment also includes a charming enclosed porch, providing additional seasonal living space and a relaxing retreat. Outside, you'll find a level lot and a unique two-story barn with a full basement, offering exceptional storage, workshop space, or endless possibilities for hobbyists and contractors alike. Conveniently located just minutes from downtown, schools, shopping, dining, and everyday conveniences, this property is ideal whether you're looking to build your investment portfolio or live in one unit while generating rental income from the other. A rare opportunity to own a versatile multi-family property with timeless Victorian charm!

64 Wheeler St, Winchester

$280,000

A multi-family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

4 Beds ⋅ 2 Baths ⋅ 24139201 MLS

A multi-family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

10 Crescent St, Winchester

$276,000

Step into the charm of this 1880 Colonial, featuring 4 bedrooms and 1.5 baths, just a short walk to the shops, dining, and conveniences of downtown. The main level offers a spacious eat-in kitchen, inviting living room, and a versatile bonus room that could serve as a home office or, with a little creativity, an additional bedroom, along with a half bath for added convenience. Upstairs includes four comfortable bedrooms, a full bath, and a walk-up attic offering great storage or future potential. Outside, enjoy an open lot with plenty of off-street parking, a ground-level deck/patio for entertaining, and a brick fire pit-perfect for relaxing evenings. A covered front porch and classic details add to the home's timeless appeal.

4 Beds ⋅ 2 Baths ⋅ 24167580 MLS

Step into the charm of this 1880 Colonial, featuring 4 bedrooms and 1.5 baths, just a short walk to the shops, dining, and conveniences of downtown. The main level offers a spacious eat-in kitchen, inviting living room, and a versatile bonus room that could serve as a home office or, with a little creativity, an additional bedroom, along with a half bath for added convenience. Upstairs includes four comfortable bedrooms, a full bath, and a walk-up attic offering great storage or future potential. Outside, enjoy an open lot with plenty of off-street parking, a ground-level deck/patio for entertaining, and a brick fire pit-perfect for relaxing evenings. A covered front porch and classic details add to the home's timeless appeal.

57 Bridge St, Winchester

$274,900

Opportunity awaits with this versatile 3-family property located at 69 Prospect Street in Winchester, perfect for both investors and owner-occupants alike. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this multi-family offers flexibility, functionality, and strong potential in a convenient location. The property features 3 separate units with spacious layouts and off-street parking made easy with two driveways. Unit 1 includes in-unit laundry hookups, adding everyday practicality and additional appeal for renters. A newer roof offers peace of mind, while the layout of the property provides opportunities for long-term rentals, owner occupancy, or future value-add potential. Located just minutes from downtown Winsted, tenants can enjoy close proximity to local restaurants, coffee shops, grocery stores, and everyday conveniences. Outdoor enthusiasts will appreciate being near Highland Lake, the Sue Grossman Still River Greenway, and scenic hiking trails throughout the Litchfield Hills region. The property also offers easy access to Route 8 for commuting to Torrington, Canton, and surrounding towns. With strong rental demand, multiple income-producing units, and a location that blends small-town charm with convenience, this is a fantastic opportunity.

7 Beds ⋅ 3 Baths ⋅ 24173658 MLS

Opportunity awaits with this versatile 3-family property located at 69 Prospect Street in Winchester, perfect for both investors and owner-occupants alike. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this multi-family offers flexibility, functionality, and strong potential in a convenient location. The property features 3 separate units with spacious layouts and off-street parking made easy with two driveways. Unit 1 includes in-unit laundry hookups, adding everyday practicality and additional appeal for renters. A newer roof offers peace of mind, while the layout of the property provides opportunities for long-term rentals, owner occupancy, or future value-add potential. Located just minutes from downtown Winsted, tenants can enjoy close proximity to local restaurants, coffee shops, grocery stores, and everyday conveniences. Outdoor enthusiasts will appreciate being near Highland Lake, the Sue Grossman Still River Greenway, and scenic hiking trails throughout the Litchfield Hills region. The property also offers easy access to Route 8 for commuting to Torrington, Canton, and surrounding towns. With strong rental demand, multiple income-producing units, and a location that blends small-town charm with convenience, this is a fantastic opportunity.

69 Prospect St, Winchester

$270,000

Perched on desirable Wallens Hill with beautiful western sunset views, this lovingly maintained 3 bed 1957 ranch is full of warmth, charm, and pride of ownership. Bright and sunny throughout, the home offers 1,008 square feet of comfortable living space with hardwood floors, central air conditioning, and an easy-flow layout designed for everyday living. The spacious eat-in kitchen features oak cabinetry, abundant workspace, and a welcoming atmosphere perfect for gathering. A cozy three-season porch provides the ideal place to enjoy your morning coffee or unwind at the end of the day while overlooking the peaceful backyard. Outside, the gently tapered yard is a gardener's dream with mature perennial plantings, space for raised beds, and room to relax on the rear platform deck. The dry lower level includes laundry, interior access to the garage, and added convenience for bringing in groceries and storage. Clean, efficient, and beautifully cared for, this adorable ranch offers timeless character and broad appeal for buyers seeking comfort, simplicity, and a truly move-in ready home in the heart of Winchester. Don't miss this!

3 Beds ⋅ 1 Baths ⋅ 24172219 MLS

Perched on desirable Wallens Hill with beautiful western sunset views, this lovingly maintained 3 bed 1957 ranch is full of warmth, charm, and pride of ownership. Bright and sunny throughout, the home offers 1,008 square feet of comfortable living space with hardwood floors, central air conditioning, and an easy-flow layout designed for everyday living. The spacious eat-in kitchen features oak cabinetry, abundant workspace, and a welcoming atmosphere perfect for gathering. A cozy three-season porch provides the ideal place to enjoy your morning coffee or unwind at the end of the day while overlooking the peaceful backyard. Outside, the gently tapered yard is a gardener's dream with mature perennial plantings, space for raised beds, and room to relax on the rear platform deck. The dry lower level includes laundry, interior access to the garage, and added convenience for bringing in groceries and storage. Clean, efficient, and beautifully cared for, this adorable ranch offers timeless character and broad appeal for buyers seeking comfort, simplicity, and a truly move-in ready home in the heart of Winchester. Don't miss this!

104 Maloney Ct, Winchester

$270,000

Beautifully updated Raised- Ranch retreat on 1.33 wooded acres! Nestled in a serene, natural setting yet conveniently close to local amenities. When you enter the home you will find two generous sized rooms with new vinyl plank flooring, fresh paint & a mini split as well as a spacious storage/utility room with laundry. The main floor includes the living room with a stone accent wall & great views out the front window! There is a large, updated eat-in kitchen with quartz counters, stainless steel appliances, with a gas stove to impress the cook! Sliders give you access to the large deck & privacy! There is a large primary bedroom with fresh paint & a new mini split.(Primary was 2 rooms) A 2nd bedroom with a beautiful accent wall & new mini split. The full bath has been painted & a new vanity installed.

2 Beds ⋅ 1 Baths ⋅ 24126092 MLS

Beautifully updated Raised- Ranch retreat on 1.33 wooded acres! Nestled in a serene, natural setting yet conveniently close to local amenities. When you enter the home you will find two generous sized rooms with new vinyl plank flooring, fresh paint & a mini split as well as a spacious storage/utility room with laundry. The main floor includes the living room with a stone accent wall & great views out the front window! There is a large, updated eat-in kitchen with quartz counters, stainless steel appliances, with a gas stove to impress the cook! Sliders give you access to the large deck & privacy! There is a large primary bedroom with fresh paint & a new mini split.(Primary was 2 rooms) A 2nd bedroom with a beautiful accent wall & new mini split. The full bath has been painted & a new vanity installed.

101 Norfolk Rd, Winchester

$266,000

Welcome to this adorable, solidly built Cape in the heart of Winchester, Connecticut-where home is more than just a place, it's a way of life. Nestled in the scenic Litchfield Hills, Winchester is a community full of character, rich history, and strong local businesses, offering a wonderful quality of life. From excellent schools and charming downtown shops to beautiful lakes and outdoor recreation, you'll love everything this area has to offer. This inviting home features 3 bedrooms and 2 baths, blending comfort with classic New England charm. The layout offers warm, livable spaces perfect for everyday living or entertaining. A one-car garage with additional storage provides extra convenience for hobbies, seasonal gear, or workshop space. Whether you're relaxing at home or exploring the surrounding lakes, trails, and community events, this property offers the perfect balance of charm, functionality, and location. A wonderful opportunity to make Winchester your home. This home features 3 bedrooms, 2 baths, and a one-car garage with extra storage, combining comfort with classic New England charm. A perfect place to settle in and enjoy everything Winchester has to offer.

3 Beds ⋅ 2 Baths ⋅ 24153231 MLS

Welcome to this adorable, solidly built Cape in the heart of Winchester, Connecticut-where home is more than just a place, it's a way of life. Nestled in the scenic Litchfield Hills, Winchester is a community full of character, rich history, and strong local businesses, offering a wonderful quality of life. From excellent schools and charming downtown shops to beautiful lakes and outdoor recreation, you'll love everything this area has to offer. This inviting home features 3 bedrooms and 2 baths, blending comfort with classic New England charm. The layout offers warm, livable spaces perfect for everyday living or entertaining. A one-car garage with additional storage provides extra convenience for hobbies, seasonal gear, or workshop space. Whether you're relaxing at home or exploring the surrounding lakes, trails, and community events, this property offers the perfect balance of charm, functionality, and location. A wonderful opportunity to make Winchester your home. This home features 3 bedrooms, 2 baths, and a one-car garage with extra storage, combining comfort with classic New England charm. A perfect place to settle in and enjoy everything Winchester has to offer.

9 Central Ave, Winchester

$260,000

Come enjoy Highland Lake living just in time for Summer. Relax in this one level living, cozy cottage home with views of the lake from your deck and just a short distance to Resha beach. Enter through a large mudroom to your open living room with large window to let in natural light, updated kitchen, 2 bedrooms, 1 full bath, main level laundry, front and rear deck, large yard & shed. New flooring throughout, new roof, HW heater is only 4 years old, vinyl siding & fire pit. Year round lake living.

2 Beds ⋅ 1 Baths ⋅ 24175908 MLS

Come enjoy Highland Lake living just in time for Summer. Relax in this one level living, cozy cottage home with views of the lake from your deck and just a short distance to Resha beach. Enter through a large mudroom to your open living room with large window to let in natural light, updated kitchen, 2 bedrooms, 1 full bath, main level laundry, front and rear deck, large yard & shed. New flooring throughout, new roof, HW heater is only 4 years old, vinyl siding & fire pit. Year round lake living.

147 E Wakefield Blvd, Winchester

How much is your home worth?

How much is your home worth?