Windham County, CT Real Estate Search

Windham County, CT Single Family Homes for Sale

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Newest Windham County, CT Single Family Homes for Sale

$533,000
5 Beds 2 Baths 24203884 MLS
Beautifully restored 1880 Colonial farmhouse set on an impressive 18.03 acres, offering a wonderful opportunity for farming, homesteading, or simply enjoying the peace and beauty of the countryside. Approximately 10 acres are fenced and well suited for cows, goats, sheep, horses, or other agricultural uses. The property also features a greenhouse, multiple outbuildings, and a farm stand building along the road-perfect for selling farm-fresh goods. The home offers the charm and character you would expect from an 1880 farmhouse, combined with thoughtful updates. The spacious kitchen features an open floor plan, granite countertops, and an abundance of new cabinetry. A convenient mudroom off the side entrance includes a large closet and full bath. The kitchen flows naturally into the family room, where numerous windows fill the space with natural light. Enjoy the warmth of the wood stove and access to the back deck overlooking the beautiful property. The formal dining room and living room provide additional gathering spaces, with the living room featuring a pellet stove. Two additional rooms are currently being used as offices and laundry. The primary bedroom and two additional bedrooms showcase beautiful original wide-board flooring, adding to the home's timeless character. The land is truly special, bordering the scenic Mt. Hope River and offering open space, privacy, and endless possibilities. With its historic charm, extensive acreage, outbuildings, agricultural potential

813 Westford Rd, Ashford

$469,900
3 Beds 2 Baths 24203933 MLS
NOT YOUR TYPICAL RANCH! This exceptional ranch-style home offers an amazing contemporary floor plan with approximately 1400 square feet on the main level living space. Thoughtfully designed around a spacious central kitchen with multiple cabinets, granite counters, SS appliances and a corner built in table.The main level features three bedrooms, a full bath, a brand-new Kitchen creating a bright and inviting space for everyday living and entertaining and a living room with a pellet stove hearth. The improvements continue with new windows ,roof, and vertical siding installed in 2023 providing both modern appeal and peace of mind. Step outside onto the impressive 20' x 25' rear deck overlooking a beautiful flat, level and private yard. The perfect setting for outdoor dining, entertaining or simply relaxing. The fully finished lower level adds tremendous versatility and living space, offering three additional bedrooms, a living room, and a full bath along with a separate access. Whether you need space for guests. extended family, a home office, recreation, or additional living quarters this level provides endless possibilities and a perfect IN-LAW setup. A two-car garage adds convenience and functionality with its unique contemporary layout. Extensive updates, abundant living space, private level yard and exceptional flexibility, this is a ranch that truly stands apart from the ordinary. Come see all this special home has to offer!

478 Wauregan Rd, Killingly

$779,900
5 Beds 3 Baths 24202466 MLS
Set on nearly 25 private acres in Pomfret, this well maintained and upgraded 3,343 sq ft home offers space, privacy and incredible recreational potential. Features include a 3-car attached garage with an attached workspace, primary suite w/private balcony & jetted tub, central air, ducted heat, a whole-house generator and a heated/cooled basement offering an easy path to additional finished space and extra bedroom potential. Inside, enjoy a beautiful stone fireplace with wood-stove insert, while a screened porch off the dining room overlooks a wooded setting. Extensive covered deck space provides even more outdoor living, including the current hot tub, which is included. A detached, fully insulated and heated garage/workshop with a full 16' door provides exceptional space for vehicles, equipment, hobbies or storage. Established riding and walking trails wind throughout the acreage. The property also features a former in-ground pool with potential for restoration and a former ice rink/tennis/pickleball court ready to be brought back to life. An ideal setting for a private retreat or a horse farm, with abundant space for recreation, equipment, toys and outdoor living. Ideal for anyone seeking a serious workshop, trail riding, outdoor entertaining and room to spread out. A rare combination of acreage, recreation, storage, privacy and flexible space. Conveniently located under 30 miles from Providence, 34 miles from Foxwoods and Mohegan Sun with easy access to I-395.

40 Searles Rd, Pomfret

$500,000
3 Beds 3 Baths 24204889 MLS
"Exceptional Raised Ranch with Custom Greenhouse, New Composite Deck, Solar & Flexible Finished Lower Level" Welcome to this thoughtfully enhanced 3-bedroom, 2.5-bath raised ranch set on 0.75 beautifully maintained acres in North Grosvenordale. Offering 2,628 square feet of living space, this home combines comfortable everyday living with exceptional spaces for entertaining, gardening, fitness, and relaxation. The spacious eat-in kitchen provides direct access to a custom-built greenhouse, making it easy to enjoy gardening throughout the seasons. Outside, established gardens and a brand-new composite deck create a wonderful setting for morning coffee, outdoor dining, or just relaxing. The main level features two professionally designed full bathrooms, including one with a walk-in shower and another with a luxurious soaking tub. The finished lower level provides impressive versatility, with 2 separate exterior entrances, pellet stove, half bath, laundry, and a state-of-the-art exercise space. The garage-under has been transformed into a dedicated home gym and could offer additional possibilities for recreation, hobbies, or potential in-law accommodation, subject to buyer verification and applicable requirements. Additional highlights include new water heater and solar panels. Originally built in 1965, this unique property has been designed to offer modern amenities while maintaining the character and functionality of a classic raised ranch.

1 Corttiss Rd, Thompson

$350,000
3 Beds 1 Baths 24198208 MLS
SELLER REQUESTS ALL HIGHEST AND BEST OFFERS BE SUBMITTED BY 12:00 PM ON SUNDAY, SEPTEMBER 13, 2026. SELLER RESERVES THE RIGHT TO ACCEPT AN OFFER AT ANY TIME. Lovingly built and maintained by the original owners, this well-constructed home offers quality, character, and a convenient location near I-395 and the Rhode Island border. Located on a dead-end road and situated on a beautiful corner lot, this property INCLUDES the .58-acre house lot PLUS an ADDITIONAL .31-acre wooded lot at 510 FALL BROOK RD for a TOTAL OF .89 ACRES. Inside, discover solid wood floors beneath the carpeting, newer kitchen cabinetry, and a truly unique antique oven/range that adds charm and personality to the kitchen. The finished breezeway is a wonderful bonus space, featuring a stone-faced wall and sliders leading to the backyard deck, perfect for enjoying the spacious backyard. Garden enthusiasts will love the abundant space to cultivate their own outdoor haven. Anderson Renewal windows, approximately 4-5 years old, provide peace of mind, while central air adds year-round comfort. The one-car attached garage features an electric door opener. The lower level offers a practical work area with a built-in workbench, washer and dryer, and utility sink. PRICED TO SELL, this is a rare opportunity to own a solid, owner-built home with a beautiful corner lot, an additional wooded parcel, and an excellent location close to major highways and the Rhode Island line

34 Fall Brook Rd, Killingly

$589,000
2 Beds 2 Baths 24201418 MLS
There's something special about being able to see the lake from home and be at the water in just a short walk. Welcome to 4 Oak Drive, a thoughtfully cared-for 2-bedroom, 2-full-bath home with a spacious loft in the Lake Bungee community. With deeded lake and beach rights and views of the water, this newer home sits on an inviting corner lot surrounded by colorful flowers, raised vegetable gardens and touches of classic New England charm. Traditional stone walls along the adjoining historic cemetery add to the peaceful character of the setting. Inside, the open-concept kitchen with granite countertops and center island flows comfortably into the dining and living areas, with windows bringing in plenty of natural light and views toward the lake. Step out onto the deck to unwind and enjoy the glowing sunsets that cast a warm light across the property. Both bedrooms are on the main level, including the primary with a large walk-in closet, private full bath and sliders to its own small deck. Upstairs, the open loft offers flexible additional space along with two closets and attic storage. The full walk-out basement with sliders provides plenty of storage and potential for future finished living space. Generator hookup ready for added peace of mind. Lovingly maintained and easy to settle into, this home offers a welcoming place to enjoy the seasons, the lake and the simple pleasures of home, all while being conveniently located near the Massachusetts line and area amenities.

4 Oak Dr, Woodstock

$399,900
4 Beds 2 Baths 24203208 MLS
Agricultural animal zoned property tucked privately back from the road on 6.76 secluded acres. This truly unique reproduction Antique Saltbox evokes the feeling of stepping back into an earlier New England era. Built in 1994 with remarkable rustic character, the home features wide-plank wood flooring, exposed beams and materials sourced from the property itself. The spacious interior offers an open floor plan on the first floor with lots of windows and natural light and includes an office and 4th bedroom. On the second floor are 3 bedrooms including a fireplaced primary bedroom with walk-in closet. The main second floor full bath was designed with walk in shower and oversized jetted tub. A walk-out basement provides a workshop and additional storage space.For those dreaming of a horse property, hobby farm or a quieter way of life connected to the land, the impressive 28' x 32' barn offers 2 stalls and space for substantial vehicle/equipment storage. A full second-floor loft has potential for finishing. Stone walls adorn private wooded land and an electric fence further enhance the quintessential farm style country setting.The home requires some restoration to return it to its original beauty, and has been priced accordingly. For the buyer who appreciates authenticity, craftsmanship and the timeless appeal of rural New England, this is a property unlike most others. Buyer to perform due diligence regarding their intended animal or agricultural use.To convey as seen and as-is.

138 Krapf Rd, Ashford

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