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Welcome to 157 Henry St!!! This lovely home has 3 bedrooms and 2 baths. The kitchen has granite counter tops, tile floors and so much more. Very well maintained with plenty of storage. It also features a three-season room with heat, a large wood deck and large carport. The carport has space for a large camper, trucks or cars. Other updates include Vinyl windows, gutters and downspouts Hot water Heater and new lighting. Exterior doors recently replaced. Great location close to schools, shopping and highways. Come take a look!!! This home is being offered "As Is".

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24116219 MLS

Welcome to 157 Henry St!!! This lovely home has 3 bedrooms and 2 baths. The kitchen has granite counter tops, tile floors and so much more. Very well maintained with plenty of storage. It also features a three-season room with heat, a large wood deck and large carport. The carport has space for a large camper, trucks or cars. Other updates include Vinyl windows, gutters and downspouts Hot water Heater and new lighting. Exterior doors recently replaced. Great location close to schools, shopping and highways. Come take a look!!! This home is being offered "As Is".

157 Henry St, Windsor

$277,000

Attention Investors! This home has been in the same family since 1907. The property has good bones, lots of character, Charm, original woodwork, and Hardwood floors. With your finishing touches, it can be brought back to the type of property it once was. It is a two family home but the previous owner used it as a single family. Mostly Hardwood Floors throughout, except kitchens and baths. The First Floor consists of a nice size Living room 26 X 13'10" which is open to the Dining Room 15 X10'3", a full bath 6'9" x 5"6", large eat in kitchen 12"9" x 10"6", back bedroom 13"x 13'6" and back porch off kitchen 10' x 7"3". There is a narrow room off the kitchen that was used as an office/bedroom 13"2" x 5"8". The second floor consists of three or four bedrooms, a kitchen 13 x 12"9" with pantry closet 6"10"X 3"2", Full bathroom 10'x7"8", a Den/bedroom 18'5" x 10'5" and a back porch 11'x7'3". The .45 Acre level yard is great for outdoor activities, and includes a spectacular garden area that was a favorite hobby of the owner. The garage/ Barn/workshop was also a favorite area of the owners. Conveniently located to I-291 and I-91. This is an Estate Sale and Being Sold AS-IS. Most of the contents of the garage ,basement and house will remain with the property. Conventional or Cash. GHAR contracts preferred. HIGHEST & BEST BY TUESDAY, SEPT 8TH, 7:00 P.M.

5 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24198912 MLS

Attention Investors! This home has been in the same family since 1907. The property has good bones, lots of character, Charm, original woodwork, and Hardwood floors. With your finishing touches, it can be brought back to the type of property it once was. It is a two family home but the previous owner used it as a single family. Mostly Hardwood Floors throughout, except kitchens and baths. The First Floor consists of a nice size Living room 26 X 13'10" which is open to the Dining Room 15 X10'3", a full bath 6'9" x 5"6", large eat in kitchen 12"9" x 10"6", back bedroom 13"x 13'6" and back porch off kitchen 10' x 7"3". There is a narrow room off the kitchen that was used as an office/bedroom 13"2" x 5"8". The second floor consists of three or four bedrooms, a kitchen 13 x 12"9" with pantry closet 6"10"X 3"2", Full bathroom 10'x7"8", a Den/bedroom 18'5" x 10'5" and a back porch 11'x7'3". The .45 Acre level yard is great for outdoor activities, and includes a spectacular garden area that was a favorite hobby of the owner. The garage/ Barn/workshop was also a favorite area of the owners. Conveniently located to I-291 and I-91. This is an Estate Sale and Being Sold AS-IS. Most of the contents of the garage ,basement and house will remain with the property. Conventional or Cash. GHAR contracts preferred. HIGHEST & BEST BY TUESDAY, SEPT 8TH, 7:00 P.M.

36-38 Wilson Ave, Windsor

$275,000

This pristine and charming Bungalow beautifully blends classic character with gorgeous updates and offers comfortable and beautiful living space. From the moment you enter, you will appreciate the warmth and character throughout, including beautifully refinished hardwood flooring that flows throughout the home. The updated and stunning kitchen features crisp white cabinetry as well as new lighting and new flooring, creating a bright and welcoming space for everyday living. Just off the kitchen, the dining room is ideal for serving guests or hosting holiday gatherings, complete with a lovely, built-in China cabinet. The spacious living room is filled with natural light, creating a warm and inviting setting for relaxing or entertaining. Two comfortable bedrooms and a full updated bath are tucked down the hall. Step outside to the back deck overlooking the fully fenced yard, a wonderful setting for outdoor dining, gardening, or simply enjoying a peaceful afternoon. The new railings on the deck provide a fresh, updated touch. With its timeless appeal, pristine presentation and inviting outdoor space, this delightful Bungalow is a wonderful place to call home. There is tremendous value in the brand new roof, (house and shed), refinished hardwood floors, enclosed front porch, thermal pane windows, freshly painted interior, updated bathroom, new lighting, new kitchen flooring, new electrical panel, oil tank and low maintenance vinyl siding. Come on...Let's take a look inside!

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24202276 MLS

This pristine and charming Bungalow beautifully blends classic character with gorgeous updates and offers comfortable and beautiful living space. From the moment you enter, you will appreciate the warmth and character throughout, including beautifully refinished hardwood flooring that flows throughout the home. The updated and stunning kitchen features crisp white cabinetry as well as new lighting and new flooring, creating a bright and welcoming space for everyday living. Just off the kitchen, the dining room is ideal for serving guests or hosting holiday gatherings, complete with a lovely, built-in China cabinet. The spacious living room is filled with natural light, creating a warm and inviting setting for relaxing or entertaining. Two comfortable bedrooms and a full updated bath are tucked down the hall. Step outside to the back deck overlooking the fully fenced yard, a wonderful setting for outdoor dining, gardening, or simply enjoying a peaceful afternoon. The new railings on the deck provide a fresh, updated touch. With its timeless appeal, pristine presentation and inviting outdoor space, this delightful Bungalow is a wonderful place to call home. There is tremendous value in the brand new roof, (house and shed), refinished hardwood floors, enclosed front porch, thermal pane windows, freshly painted interior, updated bathroom, new lighting, new kitchen flooring, new electrical panel, oil tank and low maintenance vinyl siding. Come on...Let's take a look inside!

26 Highland Ave, Windsor

$270,000

Charming brick cape, tucked away in a sweet neighborhood. With some updating needed, this is an excellent opportunity to build sweat equity. Live an active lifestyle with easy highway access, walking distance to the CT River and public boat launch, as well as the new Wilson Gateway Park!

3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24154378 MLS

Charming brick cape, tucked away in a sweet neighborhood. With some updating needed, this is an excellent opportunity to build sweat equity. Live an active lifestyle with easy highway access, walking distance to the CT River and public boat launch, as well as the new Wilson Gateway Park!

15 Upton St, Windsor

$270,000

Enjoy the comfort of one-level living in this three-bedroom ranch, nestled on a quiet, dead-end street, minutes from the heart of Windsor. This home features a new kitchen open to the living room, with a wood-burning fireplace. There are Hardwood floors throughout, and it sits on a spacious, level lot, ideally suited for summer barbecues. Located only moments from Windsor's town center, the bustling farmers market, local restaurants, and live entertainment come summer. You will love the nearby hiking trails along the Farmington River. Whether you are looking for your first home or downsizing, this could be your home sweet home. Located in a desirable neighborhood with easy access to I-91, this home makes commuting a breeze-new roof and attached one-car garage. Make your appointment today!

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24138938 MLS

Enjoy the comfort of one-level living in this three-bedroom ranch, nestled on a quiet, dead-end street, minutes from the heart of Windsor. This home features a new kitchen open to the living room, with a wood-burning fireplace. There are Hardwood floors throughout, and it sits on a spacious, level lot, ideally suited for summer barbecues. Located only moments from Windsor's town center, the bustling farmers market, local restaurants, and live entertainment come summer. You will love the nearby hiking trails along the Farmington River. Whether you are looking for your first home or downsizing, this could be your home sweet home. Located in a desirable neighborhood with easy access to I-91, this home makes commuting a breeze-new roof and attached one-car garage. Make your appointment today!

170 Woodland St, Windsor

$265,000

Welcome to 128 Woodland Street, located in Windsor's desirable Deerfield neighborhood! Looks are deceiving with this adorable 1920s bungalow offering plenty of room, character, and endless potential. Spanning 1,144 sq ft this home features 3 bedrooms and 1 full bath. Highlights include a charming enclosed front porch, a spacious living room and dining room with hardwood floors, a breakfast nook, and a convenient first-floor primary complete with a walk-in closet. Looking for extra space? You'll find an additional bedroom and sitting area in the finished walk-up attic. Large lower-level walkout with expansion potential awaiting your finishing touches. Outside, enjoy your private rear patio and large level yard. Don't miss the opportunity to call this home!

3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24194927 MLS

Welcome to 128 Woodland Street, located in Windsor's desirable Deerfield neighborhood! Looks are deceiving with this adorable 1920s bungalow offering plenty of room, character, and endless potential. Spanning 1,144 sq ft this home features 3 bedrooms and 1 full bath. Highlights include a charming enclosed front porch, a spacious living room and dining room with hardwood floors, a breakfast nook, and a convenient first-floor primary complete with a walk-in closet. Looking for extra space? You'll find an additional bedroom and sitting area in the finished walk-up attic. Large lower-level walkout with expansion potential awaiting your finishing touches. Outside, enjoy your private rear patio and large level yard. Don't miss the opportunity to call this home!

128 Woodland St, Windsor

$265,000

Opportunity knocks at 5 David Circle in Windsor. This 3-bedroom, 1-bath raised ranch has an attached 1-car garage, and an unfinished lower level with plenty of potential for additional living space, storage, or a workshop. Situated on a quiet cul-de-sac, the home features a spacious backyard, vinyl siding, and a functional layout ready for your vision. The interior is in need of updating and renovation, making this an ideal project for investors, or buyers looking to build equity through improvements. Highest and Best by Sunday 6/21 6pm.

3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24184436 MLS

Opportunity knocks at 5 David Circle in Windsor. This 3-bedroom, 1-bath raised ranch has an attached 1-car garage, and an unfinished lower level with plenty of potential for additional living space, storage, or a workshop. Situated on a quiet cul-de-sac, the home features a spacious backyard, vinyl siding, and a functional layout ready for your vision. The interior is in need of updating and renovation, making this an ideal project for investors, or buyers looking to build equity through improvements. Highest and Best by Sunday 6/21 6pm.

5 David Cir, Windsor

$260,000

Embrace the opportunity to make your dream a reality with this spacious, three bedroom Raised Ranch home and its unlimited potential. Spacious and bright, the kitchen offers the convenience of a dine-in area, a door to the deck and has been updated with new flooring. Inviting and open to the dining room, the living room is highlighted by a wood burning fireplace and a large picture window that fills the space with natural light. Offering hardwood flooring and adjacent to the kitchen, the dining room is ideal for casual and formal dinners. The primary bedroom offers a private half bath, while two additional bedrooms and a full bath with a linen closet complete the main level. The lower level provides a wood burning fireplace and additional living space for a family room, exercise area or recreation room. This property awaits your creative vision and personal touch to make it truly special. Close by are a variety of restaurants, parks, a grocery store, coffee shops, commuter routes, walking trails and the beautiful Windsor town green with seasonal concerts and community events. Nearby, the Farmington River is enjoyed for kayaking, fishing, canoeing, tubing, boating and peaceful afternoons by the water. Whether you are seeking to invest or renovate and create your dream home, this property is ready for its next chapter. There is tremendous value in the newer roof (2018), newer Roth oil tank (2022), and hardwood flooring throughout. Come on...Let's take a look inside!

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24183741 MLS

Embrace the opportunity to make your dream a reality with this spacious, three bedroom Raised Ranch home and its unlimited potential. Spacious and bright, the kitchen offers the convenience of a dine-in area, a door to the deck and has been updated with new flooring. Inviting and open to the dining room, the living room is highlighted by a wood burning fireplace and a large picture window that fills the space with natural light. Offering hardwood flooring and adjacent to the kitchen, the dining room is ideal for casual and formal dinners. The primary bedroom offers a private half bath, while two additional bedrooms and a full bath with a linen closet complete the main level. The lower level provides a wood burning fireplace and additional living space for a family room, exercise area or recreation room. This property awaits your creative vision and personal touch to make it truly special. Close by are a variety of restaurants, parks, a grocery store, coffee shops, commuter routes, walking trails and the beautiful Windsor town green with seasonal concerts and community events. Nearby, the Farmington River is enjoyed for kayaking, fishing, canoeing, tubing, boating and peaceful afternoons by the water. Whether you are seeking to invest or renovate and create your dream home, this property is ready for its next chapter. There is tremendous value in the newer roof (2018), newer Roth oil tank (2022), and hardwood flooring throughout. Come on...Let's take a look inside!

621 Kennedy Rd, Windsor

$260,000

Welcome to 121 E Barber St in desirable Windsor, CT - a beautifully remodeled home offering the perfect blend of comfort, convenience, and family-friendly living. Located right around the corner from a newly updated park, this home is ideal for families looking for both indoor and outdoor space to enjoy. Inside, you'll find recent renovations throughout with stylish new finishes, updated fixtures, and a fresh modern feel. The home features two full bathrooms, spacious living areas, and a functional layout designed for everyday living. The basement offers great potential for additional finished space, whether you're looking to create a playroom, home gym, office, or extra living area. Outside, enjoy a large backyard perfect for entertaining, pets, gardening, or relaxing evenings. Conveniently located close to shopping, restaurants, highways, and everyday amenities, this move-in ready home combines updates, space, and location all in one package.

2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24176402 MLS

Welcome to 121 E Barber St in desirable Windsor, CT - a beautifully remodeled home offering the perfect blend of comfort, convenience, and family-friendly living. Located right around the corner from a newly updated park, this home is ideal for families looking for both indoor and outdoor space to enjoy. Inside, you'll find recent renovations throughout with stylish new finishes, updated fixtures, and a fresh modern feel. The home features two full bathrooms, spacious living areas, and a functional layout designed for everyday living. The basement offers great potential for additional finished space, whether you're looking to create a playroom, home gym, office, or extra living area. Outside, enjoy a large backyard perfect for entertaining, pets, gardening, or relaxing evenings. Conveniently located close to shopping, restaurants, highways, and everyday amenities, this move-in ready home combines updates, space, and location all in one package.

121 E Barber St, Windsor

$260,000

INVESTOR SPECIAL. Welcome to 120 Basswood Rd, a deceptively spacious home offering 2,441 sqft of flexibility and opportunity. This 4-bedroom, 2 full bath property features central air, solar panels for added efficiency, a two-car garage, and a fantastic backyard perfect for entertaining, summer BBQs, or simply relaxing. One of the home's standout features is the expansive bonus room, ideal for a movie theater, home office, playroom, media room, or additional living space. With generous room to grow and the opportunity to add your own personal touches, this home is packed with potential. Roof needs replacement. Basement is a dirt floor crawl space. CASH OR HARD MONEY PREFERRED!

4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24173587 MLS

INVESTOR SPECIAL. Welcome to 120 Basswood Rd, a deceptively spacious home offering 2,441 sqft of flexibility and opportunity. This 4-bedroom, 2 full bath property features central air, solar panels for added efficiency, a two-car garage, and a fantastic backyard perfect for entertaining, summer BBQs, or simply relaxing. One of the home's standout features is the expansive bonus room, ideal for a movie theater, home office, playroom, media room, or additional living space. With generous room to grow and the opportunity to add your own personal touches, this home is packed with potential. Roof needs replacement. Basement is a dirt floor crawl space. CASH OR HARD MONEY PREFERRED!

120 Basswood Rd, Windsor

$260,000

**H&B Due 10/02/2025 12pm **This adorable ranch-style home offers the perfect blend of comfort and some important updates. Step into the beautifully remodeled kitchen featuring granite countertops, stainless steel appliances and stylish tile flooring. The open-concept layout seamlessly connects the kitchen, dining, and living areas-perfect for both everyday living and entertaining. Enjoy the warmth of hardwood floors throughout most of the home, with carpeting in two of the bedrooms (and original hardwood underneath!). The updated full bathroom boasts contemporary tile finishes, adding a fresh and modern touch. All three bedrooms offer great space and versatility. Downstairs, a full basement provides an exciting opportunity to expand-add up to 900 additional square feet of living space to suit your needs. Whether you're looking for a rec room, home office, or guest suite, the possibilities are endless!

3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24124351 MLS

**H&B Due 10/02/2025 12pm **This adorable ranch-style home offers the perfect blend of comfort and some important updates. Step into the beautifully remodeled kitchen featuring granite countertops, stainless steel appliances and stylish tile flooring. The open-concept layout seamlessly connects the kitchen, dining, and living areas-perfect for both everyday living and entertaining. Enjoy the warmth of hardwood floors throughout most of the home, with carpeting in two of the bedrooms (and original hardwood underneath!). The updated full bathroom boasts contemporary tile finishes, adding a fresh and modern touch. All three bedrooms offer great space and versatility. Downstairs, a full basement provides an exciting opportunity to expand-add up to 900 additional square feet of living space to suit your needs. Whether you're looking for a rec room, home office, or guest suite, the possibilities are endless!

140 Portman St, Windsor

$255,000

Great fixer-upper with incredible potential! This home features two driveways, a brand-new roof, a newer boiler, newer 330-gallon oil tank, newer hot water heater, and an attached two-car garage. Situated on nearly a third of an acre, the property is fully fenced in, offering plenty of outdoor space and privacy. The attached garage connects to the eat-in kitchen through a convenient breezeway. Upstairs, you'll find two spacious bedrooms with ample closet space, along with a full bathroom, equipped with a tub. The front-to-back living room features a cozy wood-burning stove while the formal dining room just off the kitchen provides a great space for entertaining. A full bathroom with a tub finishes up the main level. The heated lower level is currently unfinished, offering excellent potential for additional living space, a recreation room, home office, or workshop. Property is being sold as-is where is. Schedule your showing today!!!!!!

2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24176268 MLS

Great fixer-upper with incredible potential! This home features two driveways, a brand-new roof, a newer boiler, newer 330-gallon oil tank, newer hot water heater, and an attached two-car garage. Situated on nearly a third of an acre, the property is fully fenced in, offering plenty of outdoor space and privacy. The attached garage connects to the eat-in kitchen through a convenient breezeway. Upstairs, you'll find two spacious bedrooms with ample closet space, along with a full bathroom, equipped with a tub. The front-to-back living room features a cozy wood-burning stove while the formal dining room just off the kitchen provides a great space for entertaining. A full bathroom with a tub finishes up the main level. The heated lower level is currently unfinished, offering excellent potential for additional living space, a recreation room, home office, or workshop. Property is being sold as-is where is. Schedule your showing today!!!!!!

269 Poquonock Ave, Windsor

$250,000

Welcome to this beautifully updated townhouse offering 2 bedrooms, 2.5 baths, and the perfect blend of comfort and convenience. The bright, inviting layout features spacious living areas and a partially finished basement adding approximately 150 square feet of versatile space-ideal for a family room, home office, gym, or playroom. Major mechanical updates provide peace of mind, including a new furnace & central air conditioning (2014) and water heater(2023). With generous bedrooms, ample storage, and low-maintenance living, this home is move-in ready and designed for today's lifestyle. Conveniently located in Windsor with easy access to I-91, Bradley International Airport, Hartford, shopping, restaurants, and everyday amenities, commuting is a breeze. Outdoor enthusiasts will enjoy nearby Northwest Park, the Farmington River, and Windsor's scenic parks and walking trails, while Windsor Center offers local dining, shops, community events, and the historic town green. Whether you're a first-time buyer, downsizing, or looking for a home with flexible living space in a prime location, this well-maintained property checks all the boxes. Don't miss this opportunity to enjoy comfortable condo living with modern updates and an unbeatable location.

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24194889 MLS ⋅ Dunfey Lane,Valley Village BLDG.

Welcome to this beautifully updated townhouse offering 2 bedrooms, 2.5 baths, and the perfect blend of comfort and convenience. The bright, inviting layout features spacious living areas and a partially finished basement adding approximately 150 square feet of versatile space-ideal for a family room, home office, gym, or playroom. Major mechanical updates provide peace of mind, including a new furnace & central air conditioning (2014) and water heater(2023). With generous bedrooms, ample storage, and low-maintenance living, this home is move-in ready and designed for today's lifestyle. Conveniently located in Windsor with easy access to I-91, Bradley International Airport, Hartford, shopping, restaurants, and everyday amenities, commuting is a breeze. Outdoor enthusiasts will enjoy nearby Northwest Park, the Farmington River, and Windsor's scenic parks and walking trails, while Windsor Center offers local dining, shops, community events, and the historic town green. Whether you're a first-time buyer, downsizing, or looking for a home with flexible living space in a prime location, this well-maintained property checks all the boxes. Don't miss this opportunity to enjoy comfortable condo living with modern updates and an unbeatable location.

323 Dunfey Ln Unit 323, Windsor

$250,000

Windsor's finest! This 1815 antique Colonial offers a true piece of history with endless potential. Situated on a flat corner lot in Windsor's highly desirable Poquonock neighborhood, this home features 4 bedrooms, 1.5 bathrooms, original 12-inch wide hardwood floors and five fireplaces. Newer Gas heating system and plenty of closet space. Enjoy proximity to local parks, Bradley International Airport, and convenient access to Routes 75, I-91, and I-84. Come make this property yours!

4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24143889 MLS

Windsor's finest! This 1815 antique Colonial offers a true piece of history with endless potential. Situated on a flat corner lot in Windsor's highly desirable Poquonock neighborhood, this home features 4 bedrooms, 1.5 bathrooms, original 12-inch wide hardwood floors and five fireplaces. Newer Gas heating system and plenty of closet space. Enjoy proximity to local parks, Bradley International Airport, and convenient access to Routes 75, I-91, and I-84. Come make this property yours!

308 Prospect Hill Rd, Windsor

$250,000

Welcome to 41 Chestnut Drive, a charming and well-maintained Cape Cod style home nestled in a quiet Windsor neighborhood, perfect for those seeking comfort, convenience, and classic New England character. This bright and inviting residence has 2 spacious bedrooms with an extra room for either a den or an office, 2 full baths with one being totally renovated, with a flexible floor plan that blends functionality and warmth. A spacious kitchen with ample cabinetry flows easily into the dining area, making meal preparation and gatherings seamless. Hardwood floors add timeless appeal, while thoughtful updates ensure modern comfort. Upstairs bedrooms provide privacy and flexibility for family, guests, or a home office. The home sits on a generous, level 0.55-acre lot with a beautifully landscaped yard-ideal for outdoor activities, gardening, or relaxing on warm afternoons. A private driveway and garage offer plenty of parking and storage. Located just minutes from Windsor Center, schools, shopping, dining, and major highways, this property combines suburban tranquility with easy access to Hartford, Bradley International Airport, and all that the Connecticut River Valley has to offer. Whether you are a first-time owner, downsizing, or simply seeking a welcoming place , 41 Chestnut Drive is a wonderful opportunity to make your next move in Windsor.

2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24142259 MLS

Welcome to 41 Chestnut Drive, a charming and well-maintained Cape Cod style home nestled in a quiet Windsor neighborhood, perfect for those seeking comfort, convenience, and classic New England character. This bright and inviting residence has 2 spacious bedrooms with an extra room for either a den or an office, 2 full baths with one being totally renovated, with a flexible floor plan that blends functionality and warmth. A spacious kitchen with ample cabinetry flows easily into the dining area, making meal preparation and gatherings seamless. Hardwood floors add timeless appeal, while thoughtful updates ensure modern comfort. Upstairs bedrooms provide privacy and flexibility for family, guests, or a home office. The home sits on a generous, level 0.55-acre lot with a beautifully landscaped yard-ideal for outdoor activities, gardening, or relaxing on warm afternoons. A private driveway and garage offer plenty of parking and storage. Located just minutes from Windsor Center, schools, shopping, dining, and major highways, this property combines suburban tranquility with easy access to Hartford, Bradley International Airport, and all that the Connecticut River Valley has to offer. Whether you are a first-time owner, downsizing, or simply seeking a welcoming place , 41 Chestnut Drive is a wonderful opportunity to make your next move in Windsor.

41 Chestnut Dr, Windsor

$250,000

Well maintained 2 bedroom 1.1 bath condo for sale. This is a townhouse style home with stairs to each level. Bedrooms are both on the upper level with plenty of closet space. Grills are allowed on the patio. There is one garage attached to the home and one parking spot right in front of the garage. Visitor spots are just a short walk away. All of the windows and doors have been replaced. Hardwood floors in all areas besides the baths.

2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24127182 MLS ⋅ Valley Village BLDG.

Well maintained 2 bedroom 1.1 bath condo for sale. This is a townhouse style home with stairs to each level. Bedrooms are both on the upper level with plenty of closet space. Grills are allowed on the patio. There is one garage attached to the home and one parking spot right in front of the garage. Visitor spots are just a short walk away. All of the windows and doors have been replaced. Hardwood floors in all areas besides the baths.

319 Dunfey Ln Unit 319, Windsor

$247,000

3-bedroom, 2.5-bath raised ranch offering comfort and convenience in a desirable setting. This home features a 2-car attached garage, natural gas heat, and public utilities for ease of living. The lower level offers even more living space with a family room, half bath, laundry, and direct access to the garage. With its functional floor plan and sought-after utilities, this home is ready for its next owner to make it their own.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24131386 MLS

3-bedroom, 2.5-bath raised ranch offering comfort and convenience in a desirable setting. This home features a 2-car attached garage, natural gas heat, and public utilities for ease of living. The lower level offers even more living space with a family room, half bath, laundry, and direct access to the garage. With its functional floor plan and sought-after utilities, this home is ready for its next owner to make it their own.

99 Pepperbush Way, Windsor

$246,000

HUGE OPPORTUNITY in Windsor-priced well below potential market value! This 3-bedroom, 1.5 bath fixer-upper offers a rare chance for investors, contractors, or buyers with vision to renovate and build equity. The home provides a blank canvas with endless possibilities to update. Situated on a level .58 acre lot, the property has strong upside potential with the right improvements. System drained but may still have freeze damage.Conveniently located just minutes from major commuter routes, Bradley International Airport, shopping, dining, the town center, library, coffee shops, and walking/hiking trails. Perfect for your next renovation project, investment, or custom dream home. Being sold as-is-bring your ideas and your contractor!Home will be conveyed with personal property and contents included. The seller reserves the right to remove any personal property at any time up to the closing. The contract must state that the property will not be delivered broom clean - buyer will be responsible for all cleanout and disposal.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24163197 MLS

HUGE OPPORTUNITY in Windsor-priced well below potential market value! This 3-bedroom, 1.5 bath fixer-upper offers a rare chance for investors, contractors, or buyers with vision to renovate and build equity. The home provides a blank canvas with endless possibilities to update. Situated on a level .58 acre lot, the property has strong upside potential with the right improvements. System drained but may still have freeze damage.Conveniently located just minutes from major commuter routes, Bradley International Airport, shopping, dining, the town center, library, coffee shops, and walking/hiking trails. Perfect for your next renovation project, investment, or custom dream home. Being sold as-is-bring your ideas and your contractor!Home will be conveyed with personal property and contents included. The seller reserves the right to remove any personal property at any time up to the closing. The contract must state that the property will not be delivered broom clean - buyer will be responsible for all cleanout and disposal.

39 Old Kennedy Rd, Windsor

$245,000

SELLER IS HIGHLY MOTIVATED-1,300 SF, new roof, gutters, and a private yard are waiting for the next owner! This home offers 3 bedrooms, hardwood floors, a foyer, and a sun front porch. Additional highlights include 100-amp electrical service, a full basement with hatchway access, a covered patio, and an oversized two-car garage. Act fast-don't miss your chance to make this property yours!

3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24122471 MLS

SELLER IS HIGHLY MOTIVATED-1,300 SF, new roof, gutters, and a private yard are waiting for the next owner! This home offers 3 bedrooms, hardwood floors, a foyer, and a sun front porch. Additional highlights include 100-amp electrical service, a full basement with hatchway access, a covered patio, and an oversized two-car garage. Act fast-don't miss your chance to make this property yours!

19 Cook Hill Rd, Windsor

$240,000

Discover the potential in this classic Colonial-style home offering 6 rooms, 3 bedrooms, and 2 full bathrooms. With 1,322 square feet of living space, this property features hardwood floors throughout, thermopane windows, and a solid brick exterior. Efficient gas heating and hot water systems are already in place. While the home is in need of work, it presents a great opportunity for renovation and customization. Short sale-subject to lender approval. Don't miss your chance to bring this home back to life!

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24113181 MLS

Discover the potential in this classic Colonial-style home offering 6 rooms, 3 bedrooms, and 2 full bathrooms. With 1,322 square feet of living space, this property features hardwood floors throughout, thermopane windows, and a solid brick exterior. Efficient gas heating and hot water systems are already in place. While the home is in need of work, it presents a great opportunity for renovation and customization. Short sale-subject to lender approval. Don't miss your chance to bring this home back to life!

16 Brown Ave, Windsor

$239,900

Just Listed in Windsor! Welcome to 20A Seymour Street, a well-maintained and inviting town house offering comfort, convenience, and opportunity all in one. Step inside to find bright living spaces and a functional layout perfect for everyday living or entertaining. Whether you're a first-time homebuyer or looking to downsize, this home is a great fit with plenty of potential to make it your own. Ideally located near shopping, restaurants, parks, and major highways, making your daily commute and errands a breeze. Big-ticket update: Brand new roof (2024) for added peace of mind! The property features a shared driveway.Your parking will be to the right side of the home. Don't miss your chance to own in a desirable Windsor neighborhood - schedule your showing today and explore all the possibilities this home has to offer!

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24158530 MLS

Just Listed in Windsor! Welcome to 20A Seymour Street, a well-maintained and inviting town house offering comfort, convenience, and opportunity all in one. Step inside to find bright living spaces and a functional layout perfect for everyday living or entertaining. Whether you're a first-time homebuyer or looking to downsize, this home is a great fit with plenty of potential to make it your own. Ideally located near shopping, restaurants, parks, and major highways, making your daily commute and errands a breeze. Big-ticket update: Brand new roof (2024) for added peace of mind! The property features a shared driveway.Your parking will be to the right side of the home. Don't miss your chance to own in a desirable Windsor neighborhood - schedule your showing today and explore all the possibilities this home has to offer!

20-A Seymour St, Windsor

$231,000

Welcome to 39 Warham Street, a warm and inviting home that blends classic charm with everyday comfort. With over 1,250 square feet, this well-laid-out colonial features three bedrooms, one and a half bathrooms, and plenty of space both inside and out. Step onto the welcoming front porch and into a home filled with natural light and character. To the left is a cozy family room, perfect for relaxing or hosting guests. To the right, the living room opens into a formal dining area, offering a great flow for everyday living and entertaining. The eat-in kitchen sits at the back of the home and includes a conveniently located half bathroom. Upstairs, you'll find three comfortable bedrooms, a full bathroom, and an extra room that could work well as an office, nursery, or walk-in closet. The basement is unfinished but offers plenty of storage space. Outside, enjoy a private backyard with room to garden, play, or unwind. A detached 2 car garage adds extra storage or parking convenience. The home also features forced heat and solar panels, helping keep energy costs in check.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24130329 MLS

Welcome to 39 Warham Street, a warm and inviting home that blends classic charm with everyday comfort. With over 1,250 square feet, this well-laid-out colonial features three bedrooms, one and a half bathrooms, and plenty of space both inside and out. Step onto the welcoming front porch and into a home filled with natural light and character. To the left is a cozy family room, perfect for relaxing or hosting guests. To the right, the living room opens into a formal dining area, offering a great flow for everyday living and entertaining. The eat-in kitchen sits at the back of the home and includes a conveniently located half bathroom. Upstairs, you'll find three comfortable bedrooms, a full bathroom, and an extra room that could work well as an office, nursery, or walk-in closet. The basement is unfinished but offers plenty of storage space. Outside, enjoy a private backyard with room to garden, play, or unwind. A detached 2 car garage adds extra storage or parking convenience. The home also features forced heat and solar panels, helping keep energy costs in check.

39 Warham St, Windsor

$230,000

Multiple offers are in. Highest and best by Saturday at 7pm please. Welcome to this charming 3-bedroom, 1-bath home located in a sought-after Windsor neighborhood, within the desirable Sage Park school district-recognized among the best in the country. Perfectly situated, this home offers the convenience of being within walking distance to town, local parks, and community amenities, all while sitting directly across from Windsor high school on a generously sized lot. Inside, you'll find hardwood flooring throughout and a functional layout with great potential. An addition to the back of the home has expanded the primary bedroom, creating a more spacious retreat. The same addition also introduced convenient first-floor laundry-an added bonus for everyday living. This home offers a wonderful opportunity! Back on market because buyer lost financing the day before closing.

3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24187819 MLS

Multiple offers are in. Highest and best by Saturday at 7pm please. Welcome to this charming 3-bedroom, 1-bath home located in a sought-after Windsor neighborhood, within the desirable Sage Park school district-recognized among the best in the country. Perfectly situated, this home offers the convenience of being within walking distance to town, local parks, and community amenities, all while sitting directly across from Windsor high school on a generously sized lot. Inside, you'll find hardwood flooring throughout and a functional layout with great potential. An addition to the back of the home has expanded the primary bedroom, creating a more spacious retreat. The same addition also introduced convenient first-floor laundry-an added bonus for everyday living. This home offers a wonderful opportunity! Back on market because buyer lost financing the day before closing.

128 Capen St, Windsor

$230,000

Welcome to this well-maintained and move-in ready, lovely unit in the desirable Chateau Woods Complex at 118 High Path Rd, Windsor offers comfort and convenience with numerous recent updates. The home features updated bathrooms and kitchen, fresh interior paint, and new appliances throughout. The upper level and stairwell boast brand-new carpeting, enhancing the home's inviting feel. Additional improvements include three new wall A/C units and a new hot water heater for added efficiency and peace of mind. The partially finished lower level provides approximately 128 sq. ft. of additional living space, perfect for a home office, workout area, 3 bedroom or more. A wonderful opportunity to enjoy low-maintenance living in a well-cared-for community.

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24152659 MLS ⋅ Chateau Woods BLDG.

Welcome to this well-maintained and move-in ready, lovely unit in the desirable Chateau Woods Complex at 118 High Path Rd, Windsor offers comfort and convenience with numerous recent updates. The home features updated bathrooms and kitchen, fresh interior paint, and new appliances throughout. The upper level and stairwell boast brand-new carpeting, enhancing the home's inviting feel. Additional improvements include three new wall A/C units and a new hot water heater for added efficiency and peace of mind. The partially finished lower level provides approximately 128 sq. ft. of additional living space, perfect for a home office, workout area, 3 bedroom or more. A wonderful opportunity to enjoy low-maintenance living in a well-cared-for community.

118 High Path Rd Unit 118, Windsor

$230,000

This sparkling clean and freshly painted 2-BR Townhouse is ready for immediate occupancy. There are many upgrades including hardwood floors throughout, a brand new kitchen w/3 gorgeous white quartz counters, a deep under-mount stainless steel sink, a new tile floor and a built-in hardwood pantry with breakfast counter. This home is fully-applianced including a high-end washer/dryer, a large side-by-side stainless refrigerator with ice & water on the door, and a brand new SS dishwasher. There are 5 fandeliers (lights w/fans) and 3-sleeve type wall air conditioners which will help you to manage summer comfort and energy costs. The 3 bathrooms have all been updated. The basement is partially finished (286 sf of additional living space) and it would make a great recreation room, workout space, guest room or office. The laundry area features a convenient slop sink. Ownership give you full access to the staffed pools, swings and basketball court. Snow removal and grounds keeping are included in the HOA fee along with water, sewer and trash removal. Chateau Wood is a professionally managed complex. We are conveniently located near Target, S&S, Chili's, Dollar Tree, HomeGoods, a commuter bus stop and more. Note: This is a "No Dogs" campus. At any Open House or showing, please park in spaces 115,126, a marked Visitor space, or in the Visitor Lot across High Path Road.

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24139531 MLS ⋅ Chateau Woods BLDG.

This sparkling clean and freshly painted 2-BR Townhouse is ready for immediate occupancy. There are many upgrades including hardwood floors throughout, a brand new kitchen w/3 gorgeous white quartz counters, a deep under-mount stainless steel sink, a new tile floor and a built-in hardwood pantry with breakfast counter. This home is fully-applianced including a high-end washer/dryer, a large side-by-side stainless refrigerator with ice & water on the door, and a brand new SS dishwasher. There are 5 fandeliers (lights w/fans) and 3-sleeve type wall air conditioners which will help you to manage summer comfort and energy costs. The 3 bathrooms have all been updated. The basement is partially finished (286 sf of additional living space) and it would make a great recreation room, workout space, guest room or office. The laundry area features a convenient slop sink. Ownership give you full access to the staffed pools, swings and basketball court. Snow removal and grounds keeping are included in the HOA fee along with water, sewer and trash removal. Chateau Wood is a professionally managed complex. We are conveniently located near Target, S&S, Chili's, Dollar Tree, HomeGoods, a commuter bus stop and more. Note: This is a "No Dogs" campus. At any Open House or showing, please park in spaces 115,126, a marked Visitor space, or in the Visitor Lot across High Path Road.

114 High Path Rd Unit 114, Windsor

$225,000

Welcome to 310 High Path Rd #310, a beautifully kept two-level townhouse-style condo in the desirable Chateau Woods community of Windsor. This spacious home offers a bright and functional layout with comfortable living areas on the main floor, private bedrooms upstairs, and a fully finished basement that provides the perfect space for a home office, gym, or guest area. The primary bedroom features a private ensuite bathroom, a double closet, a new sliding glass door, and a ceiling fan, while the second bedroom includes a walk-in closet. The finished basement adds even more versatility with both a walk-in closet and a storage closet, plus new lighting and rafters. The kitchen has been refreshed with a new ceiling fan for added comfort. The community provides low-maintenance living with an HOA that covers grounds upkeep, trash pickup, snow removal, pool service, and more. Residents enjoy access to the community swimming pool, basketball court, playground, and beautifully maintained grounds. Conveniently located near shopping, dining, Windsor Center, Bradley International Airport, and major highways, this condo blends comfort, updates, and easy living with an ideal commuter location.

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24121009 MLS ⋅ Chateau Woods BLDG.

Welcome to 310 High Path Rd #310, a beautifully kept two-level townhouse-style condo in the desirable Chateau Woods community of Windsor. This spacious home offers a bright and functional layout with comfortable living areas on the main floor, private bedrooms upstairs, and a fully finished basement that provides the perfect space for a home office, gym, or guest area. The primary bedroom features a private ensuite bathroom, a double closet, a new sliding glass door, and a ceiling fan, while the second bedroom includes a walk-in closet. The finished basement adds even more versatility with both a walk-in closet and a storage closet, plus new lighting and rafters. The kitchen has been refreshed with a new ceiling fan for added comfort. The community provides low-maintenance living with an HOA that covers grounds upkeep, trash pickup, snow removal, pool service, and more. Residents enjoy access to the community swimming pool, basketball court, playground, and beautifully maintained grounds. Conveniently located near shopping, dining, Windsor Center, Bradley International Airport, and major highways, this condo blends comfort, updates, and easy living with an ideal commuter location.

310 High Path Rd Unit 310, Windsor

$218,000

Turnkey Ranch with Solar & Smart Savings - Just $249,000! Welcome to this sun-soaked, energy-efficient 2-bedroom, 1-bath ranch nestled in a quiet Windsor neighborhood. Offering 960 square feet of easy, single-level living, this home is perfect for first-time buyers, downsizers, or anyone seeking comfort, convenience, and long-term savings. Enjoy the low-maintenance benefits of vinyl siding and the eco-friendly perks of Tesla solar panels with battery backup-keeping your energy bills low and your power on even when the grid goes down! Inside, natural gas heat keeps you cozy in winter, and the simple, functional layout offers space to relax, entertain, and live with ease. Set on a manageable lot, this charming home offers a great backyard for gardening, pets, or a summer BBQ. With its affordable price tag and smart upgrades, this one is a true Windsor win! Don't miss your chance-schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24114750 MLS

Turnkey Ranch with Solar & Smart Savings - Just $249,000! Welcome to this sun-soaked, energy-efficient 2-bedroom, 1-bath ranch nestled in a quiet Windsor neighborhood. Offering 960 square feet of easy, single-level living, this home is perfect for first-time buyers, downsizers, or anyone seeking comfort, convenience, and long-term savings. Enjoy the low-maintenance benefits of vinyl siding and the eco-friendly perks of Tesla solar panels with battery backup-keeping your energy bills low and your power on even when the grid goes down! Inside, natural gas heat keeps you cozy in winter, and the simple, functional layout offers space to relax, entertain, and live with ease. Set on a manageable lot, this charming home offers a great backyard for gardening, pets, or a summer BBQ. With its affordable price tag and smart upgrades, this one is a true Windsor win! Don't miss your chance-schedule your private showing today!

101 Seymour St, Windsor

$215,500

Move-in ready townhouse condo in the desirable Chateau Woods neighborhood! This well-maintained home offers 2 bedrooms, 2.5 baths, and a full basement with partially finished space for added flexibility. The main level features polished hardwood floors in the living/dining room combination, creating a warm and inviting layout. The kitchen and half bath complete the first floor. Upstairs, you'll find freshly installed carpeting throughout, two spacious bedrooms, and two full baths. The primary bedroom includes its own private full bathroom, while the second bedroom has access to a dedicated full bath. Additional highlights include fresh interior paint, two assigned parking spaces, and a convenient location close to shopping, highways, and everyday amenities. A great opportunity in a sought-after Windsor location!

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24172503 MLS ⋅ Chateau Woods BLDG.

Move-in ready townhouse condo in the desirable Chateau Woods neighborhood! This well-maintained home offers 2 bedrooms, 2.5 baths, and a full basement with partially finished space for added flexibility. The main level features polished hardwood floors in the living/dining room combination, creating a warm and inviting layout. The kitchen and half bath complete the first floor. Upstairs, you'll find freshly installed carpeting throughout, two spacious bedrooms, and two full baths. The primary bedroom includes its own private full bathroom, while the second bedroom has access to a dedicated full bath. Additional highlights include fresh interior paint, two assigned parking spaces, and a convenient location close to shopping, highways, and everyday amenities. A great opportunity in a sought-after Windsor location!

158 High Path Rd Unit 158, Windsor

$211,000

Here it is! Great opportunity to build instant equity. This Cape Cod style home has a fantastic upside for an investor or as an owner occupied home. The main level features 4 rooms and a full bathroom, while the second floor offers a fantastic expansion opportunity. Currently the town considers this a 2 bedroom home, both on the main level, with a living room and kitchen. Other than the kitchen, there is hardwood under the carpets on the main level. Upstairs, with a dormered roof in place, you will find two additional rooms, without heat, that may allow for your future expansion. There is also space to potentially add another bathroom. The upper level would add approximately 500 additional square feet if finished. The lower level may also allow room for additional finished space. The oil tank was replaced in 2009, and the boiler appears to be of the same age. There is 100 AMP electrical, an electric hot water heater, a wood deck and .33 acres of land along with a shed. Any expansion to the house should be approved by the town and is the buyer's responsibility. This is an as is sale and is subject to probate court approval.

2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24144729 MLS

Here it is! Great opportunity to build instant equity. This Cape Cod style home has a fantastic upside for an investor or as an owner occupied home. The main level features 4 rooms and a full bathroom, while the second floor offers a fantastic expansion opportunity. Currently the town considers this a 2 bedroom home, both on the main level, with a living room and kitchen. Other than the kitchen, there is hardwood under the carpets on the main level. Upstairs, with a dormered roof in place, you will find two additional rooms, without heat, that may allow for your future expansion. There is also space to potentially add another bathroom. The upper level would add approximately 500 additional square feet if finished. The lower level may also allow room for additional finished space. The oil tank was replaced in 2009, and the boiler appears to be of the same age. There is 100 AMP electrical, an electric hot water heater, a wood deck and .33 acres of land along with a shed. Any expansion to the house should be approved by the town and is the buyer's responsibility. This is an as is sale and is subject to probate court approval.

932 Worthy St, Windsor

$210,700

Welcome to 280 Deerfield Road, where comfort and convenience come together in this inviting residence. Step inside through the enclosed front porch and into a bright, open main level featuring a spacious living room that flows seamlessly into the dining area, highlighted by a charming fireplace. The kitchen offers great potential and functionality, while the main level also includes two bedrooms & 1.5 bathrooms for easy single-level living. Step outside to enjoy the large, fenced backyard with a deck, perfect for entertaining, relaxing, or simply enjoying the outdoors. A storage shed and above-ground pool add to the home's appeal and versatility. Upstairs, you'll find a spacious third bedroom and an additional half bathroom, offering flexibility for guests, a home office, or a private retreat. The unfinished basement includes a laundry area and provides ample storage or future expansion possibilities. While the home is in need of some TLC, it offers tremendous potential and is ideally located within walking distance to local shops and dining, with quick access to I-91. A perfect blend of comfort, convenience, and opportunity, this home is ready to be reimagined by its next owner.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24137568 MLS

Welcome to 280 Deerfield Road, where comfort and convenience come together in this inviting residence. Step inside through the enclosed front porch and into a bright, open main level featuring a spacious living room that flows seamlessly into the dining area, highlighted by a charming fireplace. The kitchen offers great potential and functionality, while the main level also includes two bedrooms & 1.5 bathrooms for easy single-level living. Step outside to enjoy the large, fenced backyard with a deck, perfect for entertaining, relaxing, or simply enjoying the outdoors. A storage shed and above-ground pool add to the home's appeal and versatility. Upstairs, you'll find a spacious third bedroom and an additional half bathroom, offering flexibility for guests, a home office, or a private retreat. The unfinished basement includes a laundry area and provides ample storage or future expansion possibilities. While the home is in need of some TLC, it offers tremendous potential and is ideally located within walking distance to local shops and dining, with quick access to I-91. A perfect blend of comfort, convenience, and opportunity, this home is ready to be reimagined by its next owner.

280 Deerfield Rd, Windsor

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