Ashford Homes for Sale

Welcome to Ashford, Connecticut – a hidden gem nestled in the heart of Windham County. Known for its picturesque landscapes and charming small-town vibe, Ashford offers a unique blend of rural tranquility and modern convenience. With its lush forests, serene lakes, and inviting community parks, this quaint town is perfect for those seeking a peaceful retreat without sacrificing access to urban amenities.

Ashford is steeped in history, with roots dating back to the 18th century. The town’s rich heritage is reflected in its well-preserved architecture and vibrant local culture. Residents enjoy a tight-knit community atmosphere, with local events and farmers' markets that bring neighbors together. The town's commitment to preserving its natural beauty is evident in the numerous hiking trails and outdoor recreational opportunities, making it an ideal location for nature lovers and families alike.

For those considering a move, Ashford boasts a diverse selection of homes for sale. From charming colonial-style houses to modern, energy-efficient builds, there is something to suit every taste and budget. Whether you’re a first-time homebuyer, looking to downsize, or searching for a family-friendly abode, Ashford’s real estate market has plenty to offer.

With its stunning scenery, friendly community, and a variety of homes available, Ashford is not just a place to live – it’s a place to thrive. Explore the possibilities and discover your dream home in this enchanting Connecticut town today!

Newest Ashford Homes for Sale

$350,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216124 MLS

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 laundry room with a utility sink and cabinets round out the level. Practical features include hot water baseboard heat, a Generac standby whole house generator, and an attached/drive-in 2 car garage. Outside, a large chain-link fenced yard is ready for pets or play, surrounded by mature trees for privacy. Adjacent to Tinkerville Brook Preserve. Enjoy a quiet country setting with convenient access to I-84 Sturbridge MA, Boston and UConn

135 Armitage Rd, Ashford

$419,900

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24216989 MLS

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.

307 Mansfield Rd, Ashford

$369,500

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24216092 MLS

Discover the charm of lakefront living on beautiful Lake Chaffee! This thoughtfully renovated and furnished 2-bedroom, 1-bath cottage offers the perfect blend of charm, comfort, and modern updates. Whether you're seeking a year-round retreat or seasonal getaway, this inviting waterfront home is ready for you to enjoy! Inside, you'll find a warm and welcoming atmosphere featuring a versatile loft, cozy propane heating stove, and numerous improvements, including a new roof, updated electrical and plumbing, water heater, windows, and more. Step outside onto the spacious deck, perfect for morning coffee, entertaining, or simply soaking in the peaceful lake views. A walkway leads directly to your private dock, where swimming, kayaking, fishing, and endless lakeside memories await! With furnishings included, you can start enjoying lake life right away. Conveniently located yet offering the tranquility of waterfront living, this special property is an opportunity you won't want to miss. Schedule your private showing and experience Lake Chaffee living!

73 Lakeview Dr, Ashford

$414,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216117 MLS

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 wonderful combination of modern comforts, natural beauty, and recreational enjoyment.

76 Lakeview Dr, Ashford

$1,200,000

2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215704 MLS

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.

14 Ashford Lake Dr, Ashford

$525,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214312 MLS

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. The Ipe wood wrap around deck features sleek cable balusters for improved lake views and a gazebo that creates additional gathering space for friends and family. The yard is beautifully landscaped and includes a dedicated firepit deck right at the water's edge.

20 Amidon Dr, Ashford

$509,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213578 MLS

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

391 Squaw Hollow Rd, Ashford

$599,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208918 MLS

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!!

7 Amidon Dr, Ashford

$399,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211443 MLS

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 and UConn.

108 Krapf Rd, Ashford

$790,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209026 MLS

Set high above the road at approximately 900 feet in elevation, this beautifully maintained home combines privacy, natural light and a versatile floor plan in a picturesque setting. Southwestern exposure fills the home with sunlight, while the two-story entry and catwalk overlooking the dramatic living room create an impressive sense of space. The living room features a woodstove and direct access to the covered back deck, creating an inviting connection to the outdoors. A charming three-season sunroom at the front of the home provides another bright and comfortable space to enjoy the surrounding setting. The main level offers convenient one-floor living with two bedrooms, a full bath and a laundry room with both exterior and garage access. There is no carpet in the home-hardwood and tile run throughout. Upstairs, the private primary bedroom suite is joined by an additional bedroom and a flexible office/library/den. An unfinished walk-out basement provides excellent storage and plenty of potential for future finished space or possible in-law accommodations. Well insulated with 12-inch foundation walls, a dry basement, good drainage and excellent well water. Enjoy the privacy of the property while being just down the road from the approximately 8,000-acre Yale-Myers Forest with miles of trails and outdoor recreation. Conveniently located only 1 mile to I-84, with easy access to Hartford and approximately one hour to Boston and two hours to New York City.

183 Hillside Rd, Ashford

$295,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208659 MLS

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 new roof (2025) for added peace of mind. Enjoy the serene setting while staying conveniently connected. The property offers easy access to major highways and state roads, as well as excellent proximity to UConn Storrs, local dining, and surrounding state parks. Schedule your private showing today!

31 Chetelat Dr, Ashford

$379,900

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24207835 MLS

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.

19 North Rd, Ashford

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Ashford Homes for Sale

Newest Ashford Homes for Sale

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