Windham County Real Estate

Welcome to Windham County, Connecticut, a picturesque region that beautifully marries the charm of rural living with the conveniences of modern life. Nestled in the northeastern part of the state, Windham County is known for its rich history, vibrant communities, and stunning landscapes, making it an ideal place to call home.

As you explore Windham County, you’ll find a delightful array of small towns, each with its own unique character and charm. From the historic streets of Willimantic, famous for its textile history and vibrant arts scene, to the serene beauty of Putnam, with its antique shops and quaint cafes, there’s something for everyone here. The county is also home to numerous parks and nature reserves, offering residents ample opportunities for outdoor recreation, whether it’s hiking, biking, or simply enjoying a leisurely stroll in nature.

Windham County boasts a strong sense of community, with friendly neighbors and local events that bring people together. Farmers' markets, seasonal festivals, and community gatherings highlight the county’s commitment to fostering connections among residents. Education is also a priority here, with a range of quality schools and institutions that cater to families and lifelong learners alike.

With easy access to major highways and proximity to larger cities like Hartford and Worcester, Windham County offers the perfect balance of tranquility and accessibility. Whether you’re seeking a peaceful retreat or an active lifestyle, this charming county is ready to welcome you home. Discover the beauty and warmth of Windham County, where your dream home awaits!

Newest Listings in Windham County

$825,000

5 Beds ⋅ 3 Baths ⋅ 24204013 MLS

This beautiful old Colonial home was built on one of the first four parcels of land when Brooklyn was first settled. The historic character is seen throughout the home but with many modern amenities. Five Bedrooms, 2.5 Baths, 2 Fireplaces, 2 Woodstoves, Hot air heat, Newer Windows and beautiful old wood flooring. The attached heated workshop, with 220 Amp Electrical Service, is state of the art and offers many uses. There is a very cool walkup attic, and several outbuildings. The land consists of 21.6 Acres of land with open fields, woodlands and frontage on Blackwell's brook. This lovely setting is off the main road for peace and quiet. The amount of frontage has potential for subdivision and is eligible for a free split.

26 Beecher Rd, Brooklyn

$125,000

2 Beds ⋅ 1 Baths ⋅ 24204737 MLS

Welcome home to this cozy 2-bedroom, 1-bath mobile home offering a peaceful and private setting. Tucked away on a back lot, this home provides plenty of privacy and a quiet place to relax. Inside, a pellet stove adds warmth and comfort during the colder months. Outside, a large shed provides plenty of additional space for storage, tools, lawn equipment, or hobbies. With its private back yard and comfortable layout, this home is a great opportunity for anyone looking for affordable living with a little extra peace and quiet.

12 R And R Park, Killingly

$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

$145,000

3 Beds ⋅ 2 Baths ⋅ 24204778 MLS

This Cute, Clean and Spacious, 3-bedroom, 2 bath home in the Stonegate Manor has 1152 Square Feet of Living Space. Appliances convey. There is an 8x10 Shed that conveys as well. Updates are as follows.... Roof is only 2 years old, and hot water heater only 3-4 years old. New flooring and subflooring in primary bedroom/bath. 2 pets are allowed per park regulations. Park has No age requirement! This home abuts the woods with a Walking Trail leading to the Willimantic Reservoir and surrounding Natchaug River and Mansfield Hollow watershed system. Close to Route 6, Airport, shopping, restaurants and more. Public water and public sewer.

57 Circle Dr, Windham

$509,000

3 Beds ⋅ 2 Baths ⋅ 1422207 MLS

Looking for a home that exudes the character and craftsmanship of bygone days without the challenges of a true antique? 15 Paine District Road looks and feels like it's been here for centuries, but this gorgeous reproduction Saltbox is less than 40 years old. Hand-built by its original owner with extraordinary attention to craftsmanship and period-inspired detail, it offers the warmth and character of early New England architecture recreated for modern living. Huge blocks of granite form the entry steps to each of the three doors, while exposed rough hewn beams and an oversized fireplace harken back to quieter days. Custom cabinetry and millwork by the renowned craftsmen at Brunarhans can be found throughout the home, from the solid wood kitchen, custom chair rails and molding to the raised paneled wall surrounding the fireplace. The kitchen features a cooking island and charming bay window dining nook with built-in seating. The flexible floor plan offers 3 bedrooms, including one on the first floor currently used as an office with more beautiful built in floor to ceiling custom cabinetry. The second floor offers a spacious primary and two additional bedrooms, the smaller one currently being used as a separate laundry area and playroom. The oversized garage includes a workshop area and storage loft. If you think this property looks pretty now, just imagine it when the fall foliage blooms. Act now and you can be moved in by peak leaf season, your pumpkins and scarecrow await!

15 Paine District Road, Woodstock

$679,000

4 Beds ⋅ 3 Baths ⋅ 24202453 MLS

Discover the timeless charm and endless potential of this antique home in Woodstock located down the road from Woodstock Academy and situated on a lovely country road while remaining close to all amenities. Entering through the side door into a lovely sitting/dining area with fireplace that opens to the kitchen, which flows into a large living room, perfect for gathering family or entertaining. There is plenty of space for a home office or den too. Head upstairs where there are 4 spacious bedrooms, the primary having its own dressing room, along with 2 full baths. Lovely wood flooring throughout the home. Rich with character and antique details, this special property offers a wonderful opportunity to refresh, restore and make it all your own. Set 8.5 acres, the grounds provide plenty of room for gardening, agriculture and animals or just a quiet place to relax. The beautiful post and beam barn adds character and versatility, while providing the foundation for hobbies, storage, or animals. Come and discover all the amazing features and opportunities this home has to offer!

122 Child Hill Rd, Woodstock

$285,000

1 Beds ⋅ 1 Baths ⋅ 24201537 MLS ⋅ River Walk Condominiums BLDG.

Enjoy carefree one level living in the Beautiful River Walk over 55 Condo Complex. You'll love the open floor plan where the kitchen and dining area flows into the large living room with cathedral ceilings and big windows for great natural light. There's a spacious primary bedroom with double closets for plenty of storage, and an additional room that's perfect for an office or study. In the bath you'll find a double vanity, walk-in shower and stackable washer and dryer. Radiant propane heat and central air will keep you comfy all year. The attached garage walks right into the kitchen for ease in bringing in the groceries. Enjoy the peaceful outdoors on the inviting front porch or your rear patio with privacy fence. Just off Allen Hill Rd, minutes to Route 6 & 395. Quiet country living at its best!

21 River Walk Dr Unit 21, Brooklyn

$1,200,000

3 Beds ⋅ 4 Baths ⋅ 24199723 MLS

Enter this property with a long winding driveway to the home nestled and surrounding by woods. 10.25 Acres zoned AG-2.Three bay Garage attached with an above Covered Deck for large family gatherings! Plus a separate Garage with front and back doors. Outdoor Wood Boiler to heat your home, Patio and Heated Inground Pool, Irrigation system and underground Utilities. Primary Bedroom with his and her closets and bath with a Jaccuzi tub and radiant heat in the floors. Kitchen has a huge center island with a breakfast nook and formal dining, Tiled counters along with tile flooring , 3 Bdrms, 3 baths. Step up Living Room with a Center Stone Fireplace, Bar, Wood Flooring, Spiral staircase to upper level for office space. Lower level has a Den and exercise area and Sauna Room. Security System. Close to Mass and RI lines. Shopping and Golfing nearby. So much to view.Very unique home. Don't Hesitate Call Today for your private showing.

126 E Putnam Rd, Putnam

$350,000

3 Beds ⋅ 1 Baths ⋅ 24198208 MLS

FIRST TIME OFFERED!! 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

$634,900

10 Beds ⋅ 5 Baths ⋅ 24204552 MLS

Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop space, or future supplemental income opportunities. Conveniently located near Eastern Connecticut State University, downtown Willimantic, shopping, dining, and major commuter routes. Great opportunity to add a multifamily asset to an investment portfolio.

120 North St, Windham

$324,999

3 Beds ⋅ 1 Baths ⋅ 24204531 MLS

Welcome to this charming 3-bedroom, 1-bathroom ranch-style home in Plainfield, offering comfortable one-level living with a peaceful, set-back-from-the-road setting. This move-in-ready home features a brand-new roof and new windows, providing added peace of mind for years to come. Inside, you'll find new luxury vinyl plank (LVP) flooring throughout the main living areas, along with new carpeting in the bedrooms for added comfort. The property is served by public septic. Full home inspection, termite, radon and water testing just completed and available for review upon request. With major updates already completed, and a welcoming ranch layout, this Plainfield home is ready for its next owner to make it their own. Come see all it has to offer! Agent owned.

23 Shepard Hill Rd, Plainfield

$489,900

3 Beds ⋅ 2 Baths ⋅ 24202685 MLS

Welcome to this beautifully maintained open-concept ranch, built in 2008 and situated on a private, level 3.6-acre lot. Offering 3 bedrooms and 2 full bathrooms, this home combines modern comfort with spacious single-level living. The bright, open floor plan features gleaming hardwood floors, tray and cathedral ceilings and two gas fireplaces. The kitchen boasts stainless steel appliances, granite countertops, tall cabinets and a convenient desk area. You'll find a seamless flow between the kitchen, dining, and living areas, making it ideal for both everyday living and entertaining. A sun-filled sunroom provides the perfect spot to relax and enjoy views of the surrounding property, while the deck offers additional outdoor living space for gatherings or peaceful mornings. Car enthusiasts, hobbyists, and those in need of extra storage will appreciate the impressive 5-car garage capacity, including an attached 3-car garage and a detached 2-car garage. The expansive 2100 sq ft basement presents excellent potential for future finishing with a bath location already plumbed in. The possibilities are endless to create additional living space, a recreation room, home gym, or workshop. Don't miss this opportunity to own a move-in-ready ranch with room to grow both inside and out!

6 Zoldak Dr, Windham

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