Windham County, CT Real Estate Search

Windham County, CT Homes between $900,000 and $1,000,000 for Sale

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Newest Windham County, CT Homes between $900,000 and $1,000,000 for Sale

Plainfield
$929,900
5 Beds ⋅ 5 Baths ⋅ 24215278 MLS
Welcome to this extraordinary contemporary masterpiece, where architectural elegance meets a semi secluded natural paradise. Perfectly situated on a private wooded lot complete with picket fence that lines driveway. This beautiful 5-bedroom, 4-bathroom home offers the ultimate retreat for modern living and sophisticated entertaining. Step inside to a dramatic, floor plan highlighted by soaring vaulted ceilings and an exquisite stone fireplace that anchors the main living space. Loads of natural light that seamlessly bring the outdoors in. The gourmet, beautifully updated kitchen is a chef's dream, featuring a massive built-in pantry, sleek countertops, and stainless steel appliances. Just above the main living area, a spectacular open loft provides a flexible space ideal for a home office, library, or studio. With five generously sized bedrooms and four completely remodeled bathrooms, there is no shortage of space or comfort. The luxurious primary suite serves as a private oasis within the home, complete with elegant soaking tub and peaceful views of the surrounding tree line. The massive, finished basement expands your living space exponentially. It boasts a massive rec room, offering the perfect setup for a home theater, game room, or private gym. Step outside into your large yard with a pool and large deck. Surrounded by nature and tranquility. A wonderful retreat that is close to major highway. Come see for yourself.

Plainfield
50 Burlingame Rd, Killingly
$995,000
24214773 MLS
EXCEPTIONAL 62-ACRE DEVELOPMENT OPPORTUNITY IN KILLINGLY! Builders, developers, and investors, imagine the possibilities! This picturesque corner parcel offers over 1,800 +/- ft of road frontage along Burlingame Road and Coomer Hill Road, combining beautiful rural surroundings, natural privacy, and convenient proximity to downtown amenities. An extraordinary setting for a premier residential subdivision! What truly distinguishes this property is the extensive preliminary planning already undertaken by the seller. A local engineering firm familiar with the property and municipal subdivision regulations, has prepared a conceptual layout illustrating the potential for up to 15 residential homesites, including proposed house locations, wells, septic areas, and shared driveway access. The seller has taken the initiative to obtain detailed engineering proposals outlining the anticipated work and costs associated with pursuing subdivision approvals. With ongoing demand for housing and potential regional economic growth, envision a beautiful neighborhood of thoughtfully designed homes surrounded by the natural character of NE Connecticut. Bring your vision and take advantage of this exceptional opportunity to create something extraordinary!

50 Burlingame Rd, Killingly
354 Pomfret St, Pomfret
$975,000
6 Beds ⋅ 5 Baths ⋅ 24206911 MLS
Fairytale living isn't just imagined-it actually exists. At the end of a private drive, surrounded by six rolling acres, sits an extraordinary Pomfret Estate. Professionally designed & impeccably maintained, old-world charm blends beautifully with modern luxury, with something unexpected around every corner.A grand entry introduces architectural delights throughout, from hardwood floors and detailed crown molding to six stunning fireplaces adding warmth and character. The main level unfolds through a formal dining room, gracious living room, sunroom, half bath, and beautifully renovated chef's kitchen with custom quartz, butler's pantry, sun-filled eat-in area, and heated floors. A second entrance with mudroom adds everyday function. The second level offers three additional bedrooms, including two luxurious primary suites, plus an additional full bath. The third floor reveals 3 more bedrooms, a full bath -an unexpected retreat all its own. Even the two-car garage surprises with a finished great room above, wrapped in windows and natural light. An updated roof, generator-ready setup, walkout basement, expansive porches, rolling lawns, and mature trees complete the setting. With 6 bedrooms, 4.5 baths, and three finished levels, this is proof that fairytale living truly exists.

354 Pomfret St, Pomfret
19 S Walnut St, Plainfield
$999,900
24204820 MLS
Rare Industrial/Commercial Owner-User & Investment Opportunity in Wauregan! This versatile property offers approximately 9,600 square feet of main-level gross rentable area, an additional approximately 9,600 square feet of usable below-grade space, 2.6 acres, substantial paved parking, and potential for future expansion. The main level is currently configured with four separate spaces-two rental spaces and two office spaces. The property is owner occupied, while the other three units/spaces are currently leased at below-market rents, providing an attractive opportunity for a new owner to increase rental income over time as leases are renewed or restructured. The approximately 9,600-square-foot lower level provides an exceptional amount of additional usable space and is currently utilized for warehouse/storage purposes. Accessible by an overhead door and offering approximately 6.5 feet of headroom, this area could be ideal for warehouse storage, inventory, equipment, or potentially climate-controlled storage units, subject to zoning, building requirements, and applicable approvals. Situated on approximately 2.6 acres and zoned Industrial, the property also offers potential for the construction of an additional structure, providing an exciting opportunity for future expansion and increased value. The property features extensive paved parking and enjoys good visibility from Route 205.

19 S Walnut St, Plainfield
40 Main St, Plainfield
$995,000
6 Beds ⋅ 5 Baths ⋅ 24194248 MLS
The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

40 Main St, Plainfield
564 Hubbard Rd, Killingly
$949,900
4 Beds ⋅ 2 Baths ⋅ 24189396 MLS
Four heated garage bays. Over 12 private acres. A brook with its own dam. This is a rare opportunity to own an updated home with an exceptional workshop and endless room to live, work, and play. The heated and air-conditioned garage features four bays, an office loft, air compressor, and dedicated paint bay. Whether you're restoring cars, operating a trade business, storing equipment, or simply need premium workspace, this setup is hard to find. The fully remodeled home offers 4 bedrooms, 2 full baths, and approximately 2,800 square feet. The great room features cathedral ceilings, exposed beams, a fireplace, and walls of glass overlooking the property. The kitchen includes a cozy sitting area with a wood stove, while the dining area is framed by a large picture window. A first-floor bedroom with patio access and a full bath offer flexibility for guests, multigenerational living, a home office, or convenient one-level living. Upstairs, the primary suite includes a soaking tub beneath its own window. Outside, open meadow leads to wooded trails, with a private brook and dam creating a truly unique setting. There's room for horses, hobby farming, gardens, or simply enjoying the privacy. Recent updates include a new roof, Buderus oil furnace, and fresh interior paint. Minutes from the Rhode Island line, this one-of-a-kind property offers privacy, land, and a workshop that's nearly impossible to replicate.

564 Hubbard Rd, Killingly
350 Hartford Pike, Killingly
$995,000
4 Baths ⋅ 24186092 MLS
Welcome to this wonderful property. Former hall has Gloria's kitchen and an additional 3700 sq ft available with 2 bathrooms. Former Church building is 3300 sq ft, handicap accessible, balcony, half bathroom and an office area. The house is 3100 sq ft. 4 bedrooms, formal living room, dining room and family room, eat in kitchen, with 1st floor laundry. Half bathroom on the first floor and 2 full bathrooms on the second. High ceilings, tin ceilings and more. Great home or could be offices, a salon or business downstairs and live upstairs. Large detached barn. Currently 3 garage doors (could be 4) and a large second floor. 3.01 Acres. Private well, city sewer and natural gas.

350 Hartford Pike, Killingly
30 Crabtree Lane, Woodstock
$989,000
5 Baths ⋅ 73471397 MLS
Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity.

30 Crabtree Lane, Woodstock
30 Crabtree Ln, Woodstock
$989,000
1 Baths ⋅ 24086817 MLS
Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity in a well-established industrial zone. New roof!

30 Crabtree Ln, Woodstock
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