Windham County, CT Real Estate Search

Windham County, CT Homes for Sale

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Windham County, CT Homes for Sale

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Newest Windham County, CT Homes for Sale

$489,000
3 Beds 2 Baths 24192712 MLS
Welcome to 26 Old Putnam Road Extension, Plainfield-an impeccably maintained raised ranch offering nearly 2,000 square feet of finished living space in a quiet, convenient location. The bright, open-concept main level features a soaring vaulted ceiling, hardwood flooring, and abundant natural light. The updated kitchen boasts brand-new quartz countertops, newer appliances, and flows seamlessly into the dining and living areas, with easy access to the rear deck for entertaining. The flexible floor plan includes a spacious primary bedroom with a walk-in closet, Jack-and-Jill full bath and two additional main-level bedrooms, one of which is currently being used as a laundry room. A second laundry hookup is available on the lower level, making it easy to convert the space back into a bedroom if desired. The fully finished walkout lower level expands the living space with a family/media room, a potential fourth bedroom, a dedicated home office, and a second full bathroom. Additional highlights include an oversized attached garage, central air, efficient propane forced-air heat, and a brand-new propane tankless water heater. Outside, enjoy a beautifully landscaped yard with established perennial gardens, stone walls, and an expansive paved driveway. Conveniently located near shopping, restaurants, and major commuting routes, this move-in-ready home offers the perfect blend of comfort, flexibility and convenience.

26 Old Putnam Rd Extension, Plainfield

$619,000
3 Beds 3 Baths 24191642 MLS
Stunning 2-Year-Young Contemporary Cape on 2+ Private Acres! Welcome to 89 Lisbon Road, a masterfully crafted home where every single detail was carefully considered. Built just two years ago, this pristine property offers the perfect blend of modern luxury, energy efficiency, and peaceful country living in beautiful Canterbury, CT. The 1332sqft upper level is ideal for spacious, open-concept living with adjoining kitchen, dining room, and living room. This space includes a Harmon Pellet Stove included for those cold winter days. Down the hall you will find a primary suite with full bath, 2 additional bedrooms and a 2nd full bath. Need even more room? The lower level features a fully finished 552sqft basement, perfect for a rec room, gym, guest space, or add another bedroom! Huge attached 2-car garage with room for vehicles and all your gear. Enjoy a freshly painted wrap-around deck, perfect for outdoor entertaining, morning coffee, or enjoying the quiet nature views. Equipped with a whole-house generator to ensure you are never left in the dark. 30-yr Architectural Shingle roof for decades of peace of mind. 400-gallon propane tank is leased. This turnkey home looks and feels brand new without the wait of new construction. Schedule your private showing today to experience the impeccable craftsmanship firsthand! Seller under contract on another home and ready to move. Schedule a showing today, you won't be disappointed!

89 Lisbon Rd, Canterbury

$399,900
5 Beds 4 Baths 24192242 MLS
Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.

394 Jerusalem Rd, Windham

$549,000
3 Beds 2 Baths 24191309 MLS
An exceptional opportunity for buyers seeking land, privacy, and serious outbuilding space. Set on a level 3.58 acre lot bordered with arborvitaes, this property is perfectly suited for horse owners, hobby farmers, mechanics, landscapers, contractors, or anyone running equipment based operations from home. The barn offers everything needed for animals or storage: front and back sliding doors, hay loft, concrete floor, electricity, a convenient underground non-freeze water spigot, and an attached fenced enclosure. A fenced pasture sits just beyond the shop, ready for horses, cows, pigs, chickens, or other livestock. The impressive 84x42 steel building is a standout asset with a wide range of potential uses. Heated by propane plus 3 mini split units for cooling, it also includes a dedicated spray booth room with oil heat, a separate electrical meter, water, commercial sized overhead doors, and soaring ceilings designed to accommodate lifts, trucks, and large machinery. Outdoor amenities include an above ground pool with composite decking connected to a 16x32 mahogany upper deck, and mature apple & peach trees. The home features a classic raised ranch floor plan with a finished lower level and a 16x12 enclosed three season porch providing additional living space. Updated mechanicals include a 5-ton Mr. Cool heat pump for heat & central air (2024) and a water heater (2022). A whole house standby generator adds major convenience for country living.

233 Kemp Rd, Scotland

$560,000
3 Beds 3 Baths 24189241 MLS
Introducing this beautifully crafted 3-bedroom, 2.5 bath Colonial style home offering 1,872 square feet of thoughtfully designed living space set on a spacious 2 acre lot in Eastford, CT. Scheduled for occupancy in early summer, this is the perfect opportunity to secure new construction just in time for the 2026 summer months. This classical Colonial design blends timeless curb appeal with modern finishes. The open concept main level features hardwood flooring throughout the primary living areas and a bright, well appointed kitchen complete with center island, quartz countertops, and ample cabinetry, ideal for entertaining and everyday living. Bathrooms and laundry room feature durable ceramic tile, while plush carpeting provides comfort in all bedrooms. The spacious primary suite includes a private full bath and walk in closet creating a comfortable retreat. Built for year round efficiency and comfort, the home includes forced hot air powered by propane with central air conditioning. Exterior features include low-maintenance vinyl siding, asphalt shingle roof, a 24x24 attached garage, full basement offering future expansion potential, and composite deck perfect for outdoor enjoyment. Set on a generous 2 acre lot, this property provides privacy and space while maintaining convenient access to surrounding towns and amenities. Secure your new home now and move in just in time to enjoy summer in beautiful Eastford.

41 Weeks Rd W, Eastford

$499,900
2 Beds 3 Baths 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

$650,000
2 Beds 3 Baths 24187780 MLS
Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

511 Perrin Rd, Woodstock

$789,000
3 Beds 3 Baths 24190124 MLS
Welcome to 25 Colbridge Road, Plainfield, CT! Set on 5.6 private acres, this exceptional 3-bedroom, 2.5-bath cape offers 2,410 square feet of thoughtfully designed living space, combining timeless charm with modern amenities and endless potential. Step inside to discover beautiful birch hardwood floors, abundant natural light, and a spacious floor plan perfect for both everyday living and entertaining. The kitchen features elegant quartz countertops, ample cabinetry, and plenty of workspace, while the inviting living area is anchored by a cozy fireplace. Central air conditioning ensures year-round comfort. The walk-out basement offers excellent storage or future expansion possibilities. Above the garage, an unfinished space provides incredible potential to create a home office, media room, or additional living space tailored to your needs. A standout feature of this property is the separate studio/business space, offering the flexibility for a home-based business, creative studio, fitness room, or private office (subject to local regulations). Outside, your own private backyard oasis awaits. Enjoy the warmer weather by the in-ground pool, entertain around the large back deck and covered patio area, or simply relax while taking in the peace and privacy of the surrounding 5.6 acres. Offering the perfect combination of space, versatility, and country living with convenient access to local amenities and commuter routes. Listing Agent is a property owner.

25 Colbridge Rd, Plainfield

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