903 houses for sale in Ashford town, Windham County Connecticut

Discover the space and comfort you've been searching for in this sprawling 4-bedroom, 3-full-bath ranch set on a picturesque 3-acre lot. Designed for both everyday living and entertaining, this home offers a spacious layout with both formal and informal living rooms, giving everyone room to relax. The inviting kitchen flows seamlessly into the dining room, where a cozy fireplace creates the perfect gathering space. Step outside to the expansive back deck, accessible from both the kitchen and the primary bedroom, and enjoy peaceful views of the surrounding property. The spacious primary suite features a private full bath and an impressive walk-in closet. Recent updates provide peace of mind and modern appeal, including a new roof, new furnace, new flooring, and beautifully remodeled bathrooms with new vanities, toilets, and a shower insert. Car enthusiasts, hobbyists, or those needing extra storage will appreciate the attached two-car garage, as well as an additional garage located behi

Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's Quiet Corner this remarkable property offers the perfect balance o

Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and local approvals. Ideal opportunity for investors, developers, contractors, or those seeking a long-term development play with substantial upside potential. Conveniently located with ample possibilities for repositioning and future use. Property to be sold strictly as-is. Buyer to perform all due diligence regarding zoning, approvals, permitted uses, subdivision potential, and development possibilities. Positioned to benefit from Connecticut's evolving pro-housing and multifamily development initiatives, this property presents exceptional long-term redevelopment and value-add potential. Recent sta

Fully remodeled from top to bottom in 2021, this beautiful 1,996-square-foot Colonial seamlessly blends modern updates with timeless charm. Featuring 3 spacious bedrooms and 3 full bathrooms, this inviting home offers plenty of space for comfortable everyday living and entertaining. The open lower-level floor plan creates a warm, welcoming flow with flexible living spaces designed to fit a variety of needs. The updated kitchen features granite countertops, adding both style and durability to the heart of the home. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including a private primary suite with an ensuite bathroom and walk-in closet. A true standout is the impressive 720-square-foot detached outbuilding, offering endless possibilities as a workshop, studio, home business, hobby space, or barn. Whether you need additional workspace, storage, or a creative retreat, this versatile structure provides exceptional flexibility. With extensive 2021 renovation

Lake Life! Year-round Home! Welcome to Ashford CT. 2mi to Rte 84 E/W entrance/exit to Boston, NY or Mass, 12mi to Sturbridge, MA. Easy commute. This home offers spectacular lake access and views. Sunrise to sunset enjoy the amenities of Lake Chaffee Beaches, kayaking, small boats, walks, fishing and much more! The 2009 home shines from head to toe. Enter through the front patio door with room to sit and enjoy the view. flowers and plantings. Hardwood floors, granite kitchen counters and island, stainless appliances, cathedral ceilings, hickory cabinets upgraded to include slide out drawers, corner cabinets and more. Two sets of glass sliders to the front deck makes this home bright and cheery. The Open Floor Plan allows for great conversations. The loft also with sliders to a rear deck. Perfect for guest room, office or to have a morning coffee or evening sip on the deck to sit and relax while you watch the birds or sunsets, beautifully. Full bathroom has a walk-in double shower space.

This beautifully crafted post-and-beam Saltbox home blends timeless character with modern functionality. 6.51 level acres! Designed with sustainability in mind, the home features solar power, well water, and an oil and wood burning furnace. With beautiful wide pine floors throughout, the open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace with wood stove perfect for winter evenings. The study on the main floor offers a quiet retreat with a convenient half bath that completes the first level. Upstairs, you'll find two comfortable bedrooms, each with its own fireplace, and a full bath, offering a peaceful and practical layout. The lower level offers a rec room, laundry room and full bath. This home features a large 24'x40' attached work shop ideal for a wood shop or art studio. Outside this property truly shines. Set back from the home is a 36'x24' barn suitable for 3 horse stalls or other animals, providing exc

Welcome to this oversized raised ranch offering the perfect blend of space, comfort, and functionality! Set on over an acre of land, this 4-bedroom home features a thoughtfully designed layout with room for everyone. The spacious primary suite is a true retreat, complete with a massive walk-in closet and an impressive en suite bathroom featuring a double vanity. Not to mention a 3 season room that connects to the back deck for your morning coffee! The main living area offers a dedicated dining space ideal for gatherings and everyday living, while the wood stove adds warmth and charm throughout the cooler months. Additional highlights include a two-car garage, attached workshop perfect for hobbies or storage, and a separate shed for even more flexibility. Equipped with a generator for added peace of mind, this property combines convenience, practicality, and plenty of space both inside and out. With solid bones, generous square footage, and endless potential, this home is ready for its

Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's Quiet Corner this remarkable property offers the perfect balance o

Lake Life in this small home offering lake views and 2 level living space with large bedroom with storage on upper level. First floor offers a large living room, a bedroom and sitting area with a propane heater stove. The kitchen has space for the laundry equipment, and all amenities and sky lights. The large lot 0.24 acre, 2 sheds, grape vine and expansion possibilities. Selling AS IS condition. MOTIVATED SELLER. Closing is subject to seller find suitable housing

Here's your opportunity to have the feeling of a little piece of Vermont while being in Connecticut. About 7 minutes to the highway and 10 minutes to UConn. 17.3 acres creating such a unique setting. Knowlton Brook Runs through the property feeding a beautiful pond. The property is surrounded by treed areas with a lot of nature's feeling integrated into the living areas of the property. Tranquil is an understatement. First floor of this home has three bedrooms, primary bedroom has private bath, Main bath, living room, dining room, kitchen and family room. There is a lower-level rec room and an additional half bath. The Lower-level In-law apartment has private entry, 2 bedrooms, living room, kitchen and a full bath. Two car garage. Two-story barn

Rare opportunity to own a waterfront ranch with a legal in-law apartment set on over 3 private acres in the peaceful countryside of Ashford. Boasting over 800 feet of direct frontage on a state-owned pond with no other homes on the water, this property offers natural beauty, and a truly one-of-a-kind setting. The main home features a comfortable single-level layout filled with natural light, including a spacious living room with fireplace, an inviting dining area, and a functional kitchen ideal for everyday living and entertaining. Generous bedrooms and well-appointed baths complete the main level. The fully approved in-law apartment provides its own private entrance, kitchen, living area, bedroom, and bath-perfect for multi-generational living, guests, or potential rental income. A partially finished lower level adds valuable flex space for a home office, gym, or recreation room, along with additional storage. Step outside to enjoy serene water views, abundant wildlife, and the peace

Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and local approvals. Ideal opportunity for investors, developers, contractors, or those seeking a long-term development play with substantial upside potential. Conveniently located with ample possibilities for repositioning and future use. Property to be sold strictly as-is. Buyer to perform all due diligence regarding zoning, approvals, permitted uses, subdivision potential, and development possibilities. Positioned to benefit from Connecticut's evolving pro-housing and multifamily development initiatives, this property presents exceptional long-term redevelopment and value-add potential. Recent sta

Have you ever wanted your own private backyard beach with private dock' This turnkey, one-level, direct waterfront, year-round home has its own private beach, completed in 2025, along with numerous recent upgrades. Non-motorized watercraft and outboard motors 5 horsepower or less are permitted on the lake by property owners and guests only. Included are several kayaks with a stand, paddle boat, patio set, new shed, floating doc and other outdoor seating, along with custom furniture inside to fit the home in the living room, sunroom, kitchen, and a newer TV w/ wall mount. The relaxing sunroom offers beautiful views of the water and features a new large Anderson picture window with professionally installed remote control blinds and a sliding door out to the deck. This exterior offers easy maintenance with vinyl siding, a newer roof, and composite decking. New foam insulation was installed in 2025. The interior offers commercial-grade laminate floors throughout, and the spacious kitchen i

Escape to your own slice of paradise in this sun-drenched ranch, perfectly situated in the beautiful Lake Chaffee Association. Enjoy the ease of one-story living in this cozy home. Beautiful tongue-and-groove wood paneling provides a cottage charm while keeping the rooms flooded with natural light. Currently a 2-bedroom home, the flexible layout can easily be configured back to 3-bedrooms. An energy efficient pellet stove in the living room helps keep your heating expenses down. Home features a newer roof, central air conditioning and newer leach field (replaced 5 years ago) AND a fenced in back yard! Storage opportunities abound in the full, dry basement with access to the garage and under the deck. Plenty of space for yard tools and TOYS! As part of the lake association, you are steps away from your private lake access offering two beaches, a boat launch and a fishing pier. Gas engine boats are strictly prohibited on the water which helps keep the water clean and a great environment

158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, and ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, and extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. inclusive of.5 acre parcel (w/2-family house), 102.59 acre waterfront parcel w/substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, and an additional 56 acre parcel that expands the property's remarkable scale, privacy, and potential. The 2,700sf 2-family residence, completely renovated in 2017, welcomes w/front porch leading to common entry hall and access to the full basement, offering laundry facilities and abundant storage. Both residences feature open-concept floor plans, hardwood and LVP flooring, spacious kitchens w/center islands, and generously sized living

This beautifully crafted post-and-beam Saltbox home blends timeless character with modern functionality. 6.51 level acres! Designed with sustainability in mind, the home features solar power, well water, and an oil and wood burning furnace. With beautiful wide pine floors throughout, the open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace with wood stove perfect for winter evenings. The study on the main floor offers a quiet retreat with a convenient half bath that completes the first level. Upstairs, you'll find two comfortable bedrooms, each with its own fireplace, and a full bath, offering a peaceful and practical layout. The lower level offers a rec room, laundry room and full bath. This home features a large 24'x40' attached work shop ideal for a wood shop or art studio. Outside this property truly shines. Set back from the home is a 36'x24' barn suitable for 3 horse stalls or other animals, providing exc

GORGEOUS BRIGHT CONTEMPORARY w/A DREAM OPEN FLOOR PLAN with an abundance of windows w/3658sqft, 5 Plus Bedrms, 3 Full Baths, Oversized 2 Car Garage w/fully floored loft above w/separate entrance on a beautiful LEVEL 2.19Ac lot out in the country. Close to CT's desirable colleges UCONN and EASTERN. Close to MA, Hartford and All Major Routes. Could be a perfect home for college dorms, large families, generational living w/Parents or In Laws w /Separate entrances, Home based business, work from home w/separate quarters and MORE. This Grand home has it ALL 2 Spacious GRANITE kitchens w/soft close cabinets and SS appliances, Multiple large family and Great Rms w/Stone Fireplace, exposed Beams and sliders to private decks, 2 Dining rms, 5 or could be more bedrms or offices, Media rm, Play rm, Den, library, Master suite w Exposed Beams, Full Master Bath and walk in closet, walkout basement, 2 oil tanks, adorable built in window shelves, ceiling fans, recess lights, woodstove hookup, panel to

Welcome to this oversized raised ranch offering the perfect blend of space, comfort, and functionality! Set on over an acre of land, this 4-bedroom home features a thoughtfully designed layout with room for everyone. The spacious primary suite is a true retreat, complete with a massive walk-in closet and an impressive en suite bathroom featuring a double vanity. Not to mention a 3 season room that connects to the back deck for your morning coffee! The main living area offers a dedicated dining space ideal for gatherings and everyday living, while the wood stove adds warmth and charm throughout the cooler months. Additional highlights include a two-car garage, attached workshop perfect for hobbies or storage, and a separate shed for even more flexibility. Equipped with a generator for added peace of mind, this property combines convenience, practicality, and plenty of space both inside and out. With solid bones, generous square footage, and endless potential, this home is ready for its

Rare opportunity to own a waterfront ranch with a legal in-law apartment set on over 3 private acres in the peaceful countryside of Ashford. Boasting over 800 feet of direct frontage on a state-owned pond with no other homes on the water, this property offers natural beauty, and a truly one-of-a-kind setting. The main home features a comfortable single-level layout filled with natural light, including a spacious living room with fireplace, an inviting dining area, and a functional kitchen ideal for everyday living and entertaining. Generous bedrooms and well-appointed baths complete the main level. The fully approved in-law apartment provides its own private entrance, kitchen, living area, bedroom, and bath-perfect for multi-generational living, guests, or potential rental income. A partially finished lower level adds valuable flex space for a home office, gym, or recreation room, along with additional storage. Step outside to enjoy serene water views, abundant wildlife, and the peace

Escape to your own slice of paradise in this sun-drenched ranch, perfectly situated in the beautiful Lake Chaffee Association. Enjoy the ease of one-story living in this cozy home. Beautiful tongue-and-groove wood paneling provides a cottage charm while keeping the rooms flooded with natural light. Currently a 2-bedroom home, the flexible layout can easily be configured back to 3-bedrooms. An energy efficient pellet stove in the living room helps keep your heating expenses down. Home features a newer roof, central air conditioning and newer leach field (replaced 5 years ago) AND a fenced in back yard! Storage opportunities abound in the full, dry basement with access to the garage and under the deck. Plenty of space for yard tools and TOYS! As part of the lake association, you are steps away from your private lake access offering two beaches, a boat launch and a fishing pier. Gas engine boats are strictly prohibited on the water which helps keep the water clean and a great environment

Tucked away on more than 12 acres in the peaceful countryside of Ashford, this contemporary 4-bedroom, 2.5-bath home offers an incredible sense of privacy while still providing plenty of space both inside and out. Surrounded by mature trees and natural beauty, the property feels like its own private retreat. Inside, hardwood flooring mini split systems for central air, and abundant natural light create a warm and inviting atmosphere throughout the main living spaces. The spacious kitchen offers plenty of cabinetry and counter space, while the adjoining dining area opens directly to the large back deck, creating an easy flow for everyday living and entertaining. The primary suite is a standout, featuring its own full ensuite bath and private balcony overlooking the wooded surroundings-the perfect place to enjoy a quiet morning or unwind at the end of the day. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobby space. Take advantage of the

Lake Life in this small home offering lake views and 2 level living space with large bedroom with storage on upper level. First floor offers a large living room, a bedroom and sitting area with a propane heater stove. The kitchen has space for the laundry equipment, and all amenities and sky lights. The large lot 0.24 acre, 2 sheds, grape vine and expansion possibilities. Selling AS IS condition. MOTIVATED SELLER. Closing is subject to seller find suitable housing

Discover the space and comfort you've been searching for in this sprawling 4-bedroom, 3-full-bath ranch set on a picturesque 3-acre lot. Designed for both everyday living and entertaining, this home offers a spacious layout with both formal and informal living rooms, giving everyone room to relax. The inviting kitchen flows seamlessly into the dining room, where a cozy fireplace creates the perfect gathering space. Step outside to the expansive back deck, accessible from both the kitchen and the primary bedroom, and enjoy peaceful views of the surrounding property. The spacious primary suite features a private full bath and an impressive walk-in closet. Recent updates provide peace of mind and modern appeal, including a new roof, new furnace, new flooring, and beautifully remodeled bathrooms with new vanities, toilets, and a shower insert. Car enthusiasts, hobbyists, or those needing extra storage will appreciate the attached two-car garage, as well as an additional garage located behi

Here's your opportunity to have the feeling of a little piece of Vermont while being in Connecticut. About 7 minutes to the highway and 10 minutes to UConn. 17.3 acres creating such a unique setting. Knowlton Brook Runs through the property feeding a beautiful pond. The property is surrounded by treed areas with a lot of nature's feeling integrated into the living areas of the property. Tranquil is an understatement. First floor of this home has three bedrooms, primary bedroom has private bath, Main bath, living room, dining room, kitchen and family room. There is a lower-level rec room and an additional half bath. The Lower-level In-law apartment has private entry, 2 bedrooms, living room, kitchen and a full bath. Two car garage. Two-story barn

Have you ever wanted your own private backyard beach with private dock' This turnkey, one-level, direct waterfront, year-round home has its own private beach, completed in 2025, along with numerous recent upgrades. Non-motorized watercraft and outboard motors 5 horsepower or less are permitted on the lake by property owners and guests only. Included are several kayaks with a stand, paddle boat, patio set, new shed, floating doc and other outdoor seating, along with custom furniture inside to fit the home in the living room, sunroom, kitchen, and a newer TV w/ wall mount. The relaxing sunroom offers beautiful views of the water and features a new large Anderson picture window with professionally installed remote control blinds and a sliding door out to the deck. This exterior offers easy maintenance with vinyl siding, a newer roof, and composite decking. New foam insulation was installed in 2025. The interior offers commercial-grade laminate floors throughout, and the spacious kitchen i