55 properties for sale in Ashford town, Windham County Connecticut

Experience the magic of true waterfront living at this charming 1957 lakefront cottage, perfectly nestled on the serene shores of Ashford Lake. Here, the water is not just your view-it

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

LOW HOA FEES which include use of 2 private beaches! This turnkey, one-level, direct waterfront, year-round home has its own private beach, completed in 2025 plus the use of the Ashford lake community private beach

Remarkable well maintained Colonial Style home set back from the road on 2.70 acres of comfort, charm and tranquility. Only 4 miles from the UCONN campus. Stunning backyard with plantings, stone patio, gazebo, deck and hot tub along with a custom chicken coop. Oversized 2 car garage, large mudroom, first floor laundry, country kitchen and fireplaced family room, formal living room and dining room all with new hardwood flooring. Upstairs the primary bedroom features a large closet and full bath. Two additional large bedrooms and another full bath along with an unfinished area at the end of the hall. Stairs to the attic. Basement is meticulously maintianed and ready for any project you may have. Upgrades include: 2025 well pump, remote garage door service, hardwood installed in living room, dining room and family room, interior painting, install AC on first floor, gas stove, refrigerator, washer, dryer and more

Situated on a tranquil lot in a quiet Ashford neighborhood, this inviting 2-bedroom, 2-bathroom ranch offers an open floor plan and versatile living spaces across two levels. Step inside to a light-filled main level where the spacious living room features low-maintenance vinyl flooring and glass sliders opening directly onto the back deck. The remodeled eat-in kitchen (2023) boasts sleek granite countertops, generous cabinet storage, and a dedicated eating area for daily meals. Two well-proportioned bedrooms with vinyl flooring and ample closet storage complete the main level, along with a full bath. Downstairs, the partially finished lower level expands your options with vinyl flooring and flexible additional rooms, ideal for a home office, recreation room, and/or gym. Sliders lead out to a private patio overlooking a peaceful, wooded backyard, creating a wonderful setup for outdoor relaxation and quiet mornings. Major recent improvements include a new hot water heater (2024) and a ne

Attention Contractors and Investors: Opportunity awaits with this 1840 Cape Cod set on a full acre in Ashford's West Ashford area. This four-bedroom, one-bath home offers 1,666 square feet. A shed on the property adds extra storage for tools and equipment. The level, lightly wooded lot offers privacy and room to garden, build, or expand. Oil hot air heat keeps the home warm through the colder months. Ready for its next chapter - whether that's a renovation project, an investment property, or a labor of love for a buyer looking to bring historic charm back to life. Ideally located near Ashford Elementary and Smith Middle/High School, in a quiet, car-dependent setting that offers a true country feel. BARNS are not on this property. Make sure to look at the map and Grant of Easements attached to the listing. The driveway easement does not convey to the next owner. A new driveway will need to be added for access. Estate -AS IS, WHERE IS

Tucked well back from the road, this private property offers room to relax, garden, and make the most of the outdoors. Inside, a great room with soaring cathedral ceilings anchors the open floor plan, while abundant kitchen cabinetry provides plenty of storage. The living area opens to a private deck, and three generously sized bedrooms offer comfortable space for everyday living. The walkout basement is partially finished, with plumbing in place for an additional bathroom in the laundry area. Outside, mature fruit trees and stone walls add character to the grounds, and a farmer

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

Experience the best of Lake Chaffee living in this beautifully renovated 3-bedroom, 2-full-bath raised ranch, situated on 1.3 acres offering privacy, space, and picturesque lake views! Thoughtfully updated throughout, this inviting home features a remodeled kitchen with newer appliances, an eat-in dining area, and a charming breakfast nook. Additional improvements include updated electrical, a new propane boiler, new windows with custom blinds, and much more! The spacious layout offers flexible living options, including a dedicated gym or bonus room, along with an attached two-car garage. Step outside onto the expansive deck and take in the beautiful views of Lake Chaffee, the perfect setting for morning coffee, outdoor dining, or entertaining. Enjoy beach and lake access with opportunities for swimming, kayaking, paddleboarding, fishing, and seasonal winter activities. Whether you're seeking a peaceful year-round residence or a relaxing lakeside retreat, this property offers a wonderf

New price with recent improvements! 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 p

One of a kind timber frame home with every attention to detail. Must see, located on a dead end, walk to Joshua's Trust. Owned solar array actually results in $$ from electric company. Set up for three stall barn with storage. Gorgeous detail wood floors, huge wrap around deck, full walk out with plenty of room for inlaw. Quiet and peaceful. If you love an open floor plan this one's for you!

Some properties make you feel at home before you've reached the front door. Welcome to Little Creek Farm! Follow the winding driveway past open fields, fenced pastures and riding rings, with glimpses of a sparkling blue lake beyond, to a magnificent reproduction Colonial nestled in Ashford's scenic countryside. This special property blends the warmth and character of an antique New England homestead with the comforts of newer construction. Wide-board hardwood floors, distinctive woodwork and a classic Rumford fireplace evoke another era, while updated mechanicals, heating systems and central air provide modern comfort without compromising the home's timeless appeal. A spacious country kitchen invites cooking and gathering. Two main-level bedrooms offer flexible space for guests, an office or additional living areas, with two more bedrooms upstairs. Outside, the four-stall barn includes a tack room, grain bin, storage for approximately 300 bales of hay, water and electricity. A detached

Set on the shores of Lake Chaffee, this waterfront ranch offers easy one level living with peaceful views and year-round recreation right outside your door. This beautifully renovated home provides a comfortable, move in ready layout ideal for buyers seeking simplicity, accessibility, and a relaxing lifestyle. The main level features an inviting open floor plan with a vaulted beadboard ceiling that adds warmth and character. The remodeled kitchen, with charming glass paned pocket doors and functional breakfast bar, is surprisingly spacious for a lake home. The updated full bath showcases a walk-in shower with glass sliding doors. Hardwood floors, Pella windows, an oversized Pella slider to the deck, and overall craftsmanship reflect the quality throughout. A half bath and laundry room combo further enhance the convenience of true one level living. The home is equipped with propane forced air heat and newer central A/C. Outdoor spaces are a true highlight and fully embrace lake living.

LAKE LIFE AWAITS! This stunning like-new home has been fully renovated to include 2 full beds and baths, with a 3rd loft style flex room which can be used for a bedroom or added living space. This home features soaring ceilings, incredible waterfront views and an open concept kitchen with OVERSIZED island. The thoughtfully designed lake house could be the ideal getaway, or used for investment. You will LOVE the sunsets and cozy nights on the large trex deck looking over the tranquil lake. Within minutes from the highway making this an ideal destination or full time lifestyle! The house was fully restored from a shell and has high energy efficiency, electric heat and mini split systems for clean air flow, and low maintenance. Set on a private road with charming New England views at all seasons, you wont want to miss this one!

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

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

Tucked into a private, wooded setting in Ashford, this 3-4 bedroom, 2 bath contemporary style raised ranch offers comfortable living space, thoughtful updates, and room to spread out. The main level centers on a bright kitchen with a vaulted ceiling and skylight, oak cabinetry, a pull-down faucet over a double sink, and a peninsula with breakfast-bar seating. It opens to the dining area, where a wide bank of windows looks out onto the trees. A few steps away, the living room has its own vaulted ceiling, a ceiling fan, and a tiled fireplace, with a wood-railed overlook that keeps the spaces connected. The bedrooms have hardwood floors, ceiling fans, and good closet space, including a primary bedroom with two double closets. Fresh paint throughout gives the home a clean, move-in-ready feel. The lower level adds flexibility with a bonus room that has direct access to the backyard, plus a second room suited for an office, den, bedroom or guest space. A full bath with tub and a dedicated la

LAKE LIFE AWAITS! This stunning like-new home has been fully renovated to include 2 full beds and baths, with a 3rd loft style flex room which can be used for a bedroom or added living space. This home features soaring ceilings, incredible waterfront views and an open concept kitchen with OVERSIZED island. The thoughtfully designed lake house could be the ideal getaway, or used for investment. You will LOVE the sunsets and cozy nights on the large trex deck looking over the tranquil lake. Within minutes from the highway making this an ideal destination or full time lifestyle! The house was fully restored from a shell and has high energy efficiency, electric heat and mini split systems for clean air flow, and low maintenance. Set on a private road with charming New England views at all seasons, you wont want to miss this one!

20 minutes from UCONN! 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. AGENT/OWNER Positioned to benefit from Connecticut's evolving pro-housing and multifamily development initiatives, this property presents exceptional long-term redevelopment

Welcome to 307 Mansfield Road! This inviting 3-bedroom, 3-bath Colonial offers approximately 1,996 square feet of living space and was extensively remodeled in 2021. Features include an open-concept layout, hardwood floors, exposed beams, an updated kitchen with granite countertops, and a spacious primary suite with a walk-in closet and private bath. Enjoy the outdoors from the covered porch and deck, plus the versatility of a detached 720-square-foot outbuilding ideal for hobbies, a workshop, or storage. A unique opportunity to enjoy classic New England charm, modern updates, and room to spread out on 2 beautiful acres

Situated on a tranquil lot in a quiet Ashford neighborhood, this inviting 2-bedroom, 2-bathroom ranch offers an open floor plan and versatile living spaces across two levels. Step inside to a light-filled main level where the spacious living room features low-maintenance vinyl flooring and glass sliders opening directly onto the back deck. The remodeled eat-in kitchen (2023) boasts sleek granite countertops, generous cabinet storage, and a dedicated eating area for daily meals. Two well-proportioned bedrooms with vinyl flooring and ample closet storage complete the main level, along with a full bath. Downstairs, the partially finished lower level expands your options with vinyl flooring and flexible additional rooms, ideal for a home office, recreation room, and/or gym. Sliders lead out to a private patio overlooking a peaceful, wooded backyard, creating a wonderful setup for outdoor relaxation and quiet mornings. Major recent improvements include a new hot water heater (2024) and a ne

Welcome to 40 Fitts Road, where country living meets a bright, comfortable and move-in ready home! This charming 3-bedroom Cape offers an inviting open-concept living and dining area with laminate flooring and abundant windows that fill the space with natural light. The adjoining kitchen features ample natural wood cabinetry and a breakfast bar peninsula, creating an easy flow for everyday living and entertaining. A spacious first-floor primary bedroom offers a walk-in closet, while the main-level full bath features a tub/shower combination and convenient first-floor laundry. Upstairs are two additional bedrooms, providing plenty of flexibility for guests, home office space or hobbies. Recent improvements include a heating system and baseboards replaced within the last five years, along with mini-splits added in 2023 and 2025 for efficient heating and cooling. Solar panels help provide electric savings. Outside, the rear deck overlooks an expansive, flat backyard with plenty of room to

Welcome to the Benjamin Clarke House - a grand 1700s center entrance colonial located on a 2-acre country lot - complete with rolling lawn, gardens, restored shed and a pond. Spacious house with much restoration complete - 2 upstairs rooms and a bathroom still to be completed by the new owners. Charm and warmth prevail in this beautiful home, including wide board floors, fabulous stone fireplaces, 1st floor laundry and a woodstove. Poured concrete and stone foundation. A 1-car garage completes this lovely property

Remarkable well maintained Colonial Style home set back from the road on 2.70 acres of comfort, charm and tranquility. Only 4 miles from the UCONN campus- Stunning backyard with plantings, stone patio, gazebo, deck and hot tub along with a custom chicken coop. Oversized 2 car garage, large mudroom, first floor laundry,country kitchen and fireplaced family room, formal living room and dining room all with new hardwood flooring. Upstairs the primary bedroom features a large closet and full bath. Two additional large bedrooms and another full bath along with an unfinished area at the end of the hall. Stairs to the attic. Basement is meticulously maintianed and ready for any project you may have. Upgrades include: 2025 well pump,remote garage door service,hardwood installed in living room,dining room and family room,interior painting,install AC on first floor, gas stove, refrigerator,washer, dryer and more