Ashford Real Estate

Welcome to Ashford, Connecticut – a hidden gem nestled in the picturesque Windham County. With its rich history, stunning natural landscapes, and vibrant community spirit, Ashford offers a unique blend of rural charm and modern convenience that makes it an ideal place to call home.

As you explore Ashford, you'll be captivated by its scenic beauty, characterized by rolling hills, lush forests, and serene lakes. The town is a haven for outdoor enthusiasts, with numerous hiking trails, fishing spots, and parks that invite residents to immerse themselves in nature. The nearby Mashamoquet Brook State Park is perfect for family outings, offering picnic areas and trails that wind through enchanting woodlands.

Ashford boasts a strong sense of community, with local events and festivals that bring residents together throughout the year. The town's rich history is reflected in its well-preserved architecture and charming downtown area, where you can find quaint shops, delightful eateries, and friendly faces. The local farmers' market is a must-visit, showcasing the best of Connecticut’s produce and artisanal goods.

Education is a priority in Ashford, with highly-rated schools dedicated to fostering a nurturing environment for students. The town’s commitment to community engagement and safety makes it an excellent choice for families and individuals alike.

With its perfect blend of tranquility and accessibility, Ashford is conveniently located near major highways, making it easy to reach larger cities while enjoying the peacefulness of small-town living. Discover the warmth and charm of Ashford, where every day feels like a breath of fresh air. Come and experience the beauty and community spirit that await you!

Newest Listings in Ashford

$584,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194484 MLS

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 behind the home. With three acres of beautiful land offering endless possibilities for outdoor enjoyment, this property combines privacy, functionality, and comfort in one exceptional package. Schedule your private showing today!

137 Ference Rd, Ashford

$499,900

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189915 MLS

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 excellent flexibility for homesteading or equestrian use. This unique property offers space, craftsmanship, and versatility-perfect for those seeking a blend of rural charm, self-sufficiency, and thoughtful design. Located at the end of a quiet street, the property is bordered on three sides by a scout camp and is definitely a must see for those seeking privacy. Home could use some TLC but so much potential awaits! Possibly subdividable, buyer to do due diligence.

133 Fitts Rd, Ashford

$499,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190826 MLS

ANOTHER REFINED LIVING EXCLUSIVE! Under Construction! A very rare NEW CONSTRUCTION home opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. A new buyer can BE IN BY SEPTEMBER! (School season)!! PRICED TO SELL!

25 Bebbington Rd, Ashford

$544,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188226 MLS

Nestled amidst mature trees in a serene, private setting, this enchanting Colonial home seamlessly merges comfort, charm, and tranquility. Surrounded by nature, the picturesque property boasts a stunning backyard oasis. Beautiful planting, stone patio, gazebo, deck with a hot tub and the best chicken coop you've ever seen! Step inside to experience this well maintained Colonial featuring spacious living areas with gleaming hardwood floors and an abundance of natural light. The inviting family room, complete with a cozy fireplace, flows effortlessly into the living room, perfect for relaxing evenings. The formal dining room is perfect for entertaining while the eat-in kitchen is both functional and elegant. Upstairs, the primary bedroom suite serves as a tranquil escape, featuring a spacious walk-in closet and a full bathroom.Two additional generously sized bedrooms and another full bath complete the upper level. Walk in storage above the garage could be finished for additional living space.This beautiful home is not just a place to live, but a sanctuary to create cherished memories and embrace a peaceful lifestyle.

391 Squaw Hollow Rd, Ashford

$239,000

2 Baths ⋅ ACTIVE Status ⋅ 24188439 MLS

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 outstanding potential for residential conversion, multifamily redevelopment, mixed-use investment, expansion, or additional development, subject to buyer due-diligence and all required approvals. *Property recently has been fully cleaned out* Engineering plans/evaluation, septic design plans, and soil testing have already been completed to evaluate the feasibility of residential conversion, providing a valuable head start for future development. No municipal approvals have been obtained. Ideally located on Route 89 with excellent visibility and convenient access to the University of Connecticut, this property offers exceptional potential for investors, developers, contractors, and owner-users seeking a long-term value-add opportunity. Recent Connecticut housing legislation encouraging additional housing development may further enhance the property's future potential, subject to applicable laws, zoning requirements, and municipal approvals. Property is being sold strictly as-is. Buyer is responsible for verifying all zoning, permitted uses, engineering, approvals, subdivision potential, and development opportunities.

259 Ference Rd, Ashford

$699,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187009 MLS

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 of peaceful country living with convenient access to nearby amenities as well as the Connecticut shoreline, Massachusetts, and the beautiful Rhode Island beaches. A truly exceptional offering for those seeking privacy, authenticity, and refined New England living.

272 Horse Hill Rd, Ashford

$1,995,000

ACTIVE Status ⋅ 24186879 MLS

CROOKES ORCHARD - A LEGACY FARM OF EXTRAORDINARY BEAUTY AND OPPORTUNITY! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, & scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***

317 Bebbington Rd, Ashford

$1,995,000

1 Baths ⋅ ACTIVE Status ⋅ 24186838 MLS

CROOKES ORCHARD - A LEGACY FARM OF EXTRAORDINARY BEAUTY AND OPPORTUNITY! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, and scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***

317 Bebbington Rd, Ashford

$125,000

ACTIVE Status ⋅ 24186605 MLS

Here is a rare opportunity to buy a FULLY Approved 1.06 Acre Building lot in the beautiful new Subdivision of Ashford Meadow Estates, Known as Lot #4 in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Build your own or have Titan Construction build a custom home for you. Custom homes currently offered include ranch and colonial farmhouse style and start in the high 500's. Enjoy a peaceful rural setting while remaining conveniently close to major highway i84 just 5 miles away, Lake Chaffee close by and the Uconn campus just 13 miles away.

86 Ference Rd, Ashford

$250,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24184150 MLS

Lake Life in this Cottage 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. Closing is subject to seller find suitable housing.

59 Lake View Dr, Ashford

$399,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24182835 MLS

Investor? 2nd home? BnB? Lake Life! Welcome to Ashford CT. 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 cute front patio door with room to sit and enjoy the 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. There is a unique staircase to a loft also with sliders to a rear deck. Perfect for guest room, office or have a morning coffee or evening sip on the deck to sit and relax while you watch the birds or sunsets, beautifully landscaped with flower gardens. Lots of space in the basement area for storage, An oversized garage with power ideal for storage or a workshop. Another convenient storage shed on the lush yard. Propane radiant heat and on demand hot water for optimal efficiency. The Home has lake rights to lake Chaffee, boat launch for small boats. Come visit!...........................

290 Ference Rd, Ashford

$594,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24181815 MLS

To Be Built in Ashford Meadow Estates is this stunning Custom Modern Farmhouse Ranch with Optional In-Law design. 4, 1 acre lots to choose from in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner, Bold & Elegant with striking exterior finish options like timber frame porch accents, board & batten siding, metal roof accents & black Andersen windows. 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 & 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 & private en-suite bathroom is remarkable with walk-in closet and custom tile shower. Design the space to fit your needs with Three additional bedrooms or an amazing MultiGen Space with in Law Suite. Enjoy the view from two inviting porches overlooking serene wooded surroundings, perfect for relaxing or entertaining. Enjoy a peaceful rural setting while remaining conveniently close to major highway i84 just 5 miles away, Lake Chaffee close by and the Uconn campus just 13 miles away.

14 Hnath Rd, Ashford

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