55 properties for sale in Ashford town, Windham County Connecticut

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

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

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

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!

Welcome to 4 Kidder Brook Road in Ashford, a beautifully updated 4-bedroom, 2.5-bath home situated on 2.1 gorgeous, private acres! Flooded with natural light, the main level features a delightful open floor plan with a spacious living room and cozy wood stove that heats much of the home, perfect for everyday living and entertaining. A lovely sunroom provides another inviting space to relax and enjoy the peaceful surroundings. The first-floor primary suite features its own full bathroom, while two additional bedrooms share another full bath. Upstairs, a spacious fourth bedroom with a bathroom suite with 4-jet Jaccuzzi tub offers flexibility for guests, a home office, or additional living space. All bedrooms have ample closets. The full basement offers tremendous space for a workshop, exercise area, hobbies, and storage. Major improvements include a newer roof and skylights, replacement windows, upgraded heating system, updated electrical panel, new garage door openers, and improved drai

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

UPDATED PLAN on Lot #4 now Offers 1990 SQFT Stunning Traditional Colonial To Be Built in Ashford Meadow Estates, Ashfords Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Elegant Classic New England features interior designers dream! This functional floor plan will shine with abundant natural light throughout this spacious living space. The custom kitchen design includes quality cabinets Quartz counters and a large dining space. A great room perfect for a fireplace option to set the tone for that New England home of your dreams. To finish out the first floor the front room/home office would look great with a glass French Door style option. Upstairs is host to the spacious primary suite with private en-suite bathroom. Two additional bedrooms and an optional bonus room Enjoy all that nature has to offer, the lot is breathtaking overlooking serene wooded surroundings, perfect for relaxing or entertaining. Enjoy a peaceful rural setting while remaining conv

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's well supplies water for gardening. A spacious workshop 20x30 garage with extensive shelving and storage and Car lift. Comes with a lift to fit up to 3/4 cars garage has a lift

Welcome to 21 Deerfield Dr in Ashford! This beautifully updated 3 bed, 2 bath home offers 1,872 square feet of finished living space and is located within the Lake Chaffee community. The open floor plan creates an easy flow throughout the main level, featuring an updated kitchen, spacious living and dining area, primary bedroom with full bath, and convenient first-floor laundry. The finished lower level offers even more space with fresh carpeting and a flexible space ideal for both an entertaining space and bedroom, home office, gym, or playroom. The property is part of the Lake Chaffee Improvement Association with an annual fee for plowing, road and lake maintenance. The sale also includes an additional.24-acre lot located directly across the street, providing added space and potential. Property part of Lake Chaffee Improvement Association with an annual fee for plowing, road and lake maintenance. 24 acre lot across the street to convey with sale. All APO - New Range and refrigerator

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.

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!

Stunningly situated on the mouth of Ashford Lake, a project of love has culminated into a brand new dream home, with panoramic views of the lake. Quality craftsmanship is showcased throughout the home, from the kitchen with oversized island, quartz countertops and walk-in pantry, to the transom windows, bathing the great room with an abundance of light. No detail has been overlooked, using only the highest quality materials. Extensive molding, paneling and trim work elevates the ascetic and style of the home. Set on two parcels, there is 254 feet of water frontage with a private dock. Immerse yourself in the beauty of the lake with all the modern comforts. Ashford Lake Drive is lightly traveled and there are no neighbors to the south side, which adds to the tranquil setting

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

SIMILAR To rendering shown Currently Now Being Built in Ashford Meadow Estates on Corner Lot#3 is this stunning Custom Modern Farmhouse Ranch positioned on a beautiful 1 acre lot in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner, Bold and Elegant with striking exterior finish options like timber frame porch accents. An interior designers dream! This open-concept floor plan with 9+ foot ceilings will shine with abundant natural light throughout this spacious living space. The custom eat-in kitchen/dining area design includes quality cabinets and Quartz counters. A great room with 10ft ceilings sets the tone for that farmhouse style decor of your dreams. The spacious primary suite with vaulted ceilings and private en-suite bathroom is remarkable with walk-in closet and custom tile shower. Design changes have been made making this a beautiful home with Three bedrooms and a formal dining room with views of 6 acres of open space. Outside enjoy two

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

Numerous improvements have been completed since 2024 at this 3-bedroom, 1.5-bath ranch set on 5.14 acres in Ashford. Updates include a new septic system with basement plumbing, new oil tank, new attic insulation, furnace service, chimney repointing and new chimney cap, tree removal, and professional survey. Inside, the home offers refinished hardwood floors, a bay window, and a beautiful fieldstone fireplace in the living room. The eat-in kitchen features knotty pine cabinetry and a cozy breakfast nook. An enclosed breezeway connects the main house to the one-car garage, providing convenient access and additional storage. Each bedroom offers built-in storage, while the walk-out lower level provides excellent potential for a family room, home office, workshop, or additional living space. The home is also generator-ready with a transfer switch. The property offers privacy, outdoor space, and room to enjoy the peaceful Ashford setting while remaining conveniently located to area amenities

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

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 sale-AS IS, WHERE IS

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

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

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

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

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's well supplies water for gardening. A spacious workshop 20x30 garage with extensive shelving and storage and Car lift. Comes with a lift to fit up to 3/4 cars garage has a lift

Numerous improvements have been completed since 2024 at this 3-bedroom, 1.5-bath ranch set on 5.14 acres in Ashford. Updates include a new septic system with basement plumbing, new oil tank, new attic insulation, furnace service, chimney repointing and new chimney cap, tree removal, and professional survey. Inside, the home offers refinished hardwood floors, a bay window, and a beautiful fieldstone fireplace in the living room. The eat-in kitchen features knotty pine cabinetry and a cozy breakfast nook. An enclosed breezeway connects the main house to the one-car garage, providing convenient access and additional storage. Each bedroom offers built-in storage, while the walk-out lower level provides excellent potential for a family room, home office, workshop, or additional living space. The home is also generator-ready with a transfer switch. The property offers privacy, outdoor space, and room to enjoy the peaceful Ashford setting while remaining conveniently located to area amenities

Welcome to 21 Deerfield Dr in Ashford! This beautifully updated 3 bed, 2 bath home offers 1,872 square feet of finished living space and is located within the Lake Chaffee community. The open floor plan creates an easy flow throughout the main level, featuring an updated kitchen, spacious living and dining area, primary bedroom with full bath, and convenient first-floor laundry. The finished lower level offers even more space with fresh carpeting and a flexible space ideal for both an entertaining space and bedroom, home office, gym, or playroom. The property is part of the Lake Chaffee Improvement Association with an annual fee for plowing, road and lake maintenance. The also includes an additional.24-acre lot located directly across the street, providing added space and potential. Property part of Lake Chaffee Improvement Association with an annual fee for plowing, road and lake maintenance. 24 acre lot across the street to convey with. All APO - New Range and refrigerator 2026, bath

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

Welcome to 21 Deerfield Dr in Ashford! This beautifully updated 3 bed, 2 bath home offers 1,872 square feet of finished living space and is located within the Lake Chaffee community. The open floor plan creates an easy flow throughout the main level, featuring an updated kitchen, spacious living and dining area, primary bedroom with full bath, and convenient first-floor laundry. The finished lower level offers even more space with fresh carpeting and a flexible space ideal for both an entertaining space and bedroom, home office, gym, or playroom. The property is part of the Lake Chaffee Improvement Association with an annual fee for plowing, road u0026 lake maintenance. The sale also includes an additional. 24-acre lot located directly across the street, providing added space and potential. Property part of Lake Chaffee Improvement Association with an annual fee for plowing, road u0026 lake maintenance. 24 acre lot across the street to convey with sale. All apo. New Range u0026 refrige

Stunningly situated on the mouth of Ashford Lake, a project of love has culminated into a brand new dream home, with panoramic views of the lake. Quality craftsmanship is showcased throughout the home, from the kitchen with oversized island, quartz countertops and walk-in pantry, to the transom windows, bathing the great room with an abundance of light. No detail has been overlooked, using only the highest quality materials. Extensive molding, paneling and trim work elevates the ascetic and style of the home. Set on two parcels, there is 254 feet of water frontage with a private dock. Immerse yourself in the beauty of the lake with all the modern comforts. Ashford Lake Drive is lightly traveled and there are no neighbors to the south side, which adds to the tranquil setting

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