Windham Real Estate

Windham Real Estate

Welcome to Windham, a hidden gem nestled in the picturesque landscapes of New England! This charming town, located in the heart of Windham County, Connecticut, is known for its rich history, vibrant community, and stunning natural beauty. With a population that values both tradition and progress, Windham offers a unique blend of small-town charm and modern amenities, making it an ideal place to call home.

As you explore Windham, you’ll be captivated by its historic architecture, including the beautifully preserved buildings in the downtown area. The town is steeped in history, with roots dating back to the 18th century, and this heritage is reflected in its local culture and community events. Windham is home to several parks and recreational areas, such as the scenic Windham Town Green and the expansive Willimantic River, providing residents with ample opportunities for outdoor activities, from hiking and biking to fishing and picnicking.

Families will appreciate the excellent educational institutions, including public schools that are dedicated to fostering a supportive learning environment. The community is also rich in arts and culture, with various festivals, galleries, and theaters that showcase local talent and bring residents together.

Windham’s location offers easy access to major highways, making it a convenient spot for commuting to nearby cities like Hartford and Norwich. Whether you’re looking for a cozy single-family home, a charming condo, or a spacious rental, Windham has a diverse real estate market that caters to all lifestyles. Come discover the warmth and welcoming spirit of Windham – your new home awaits!

Newest Listings in Windham

9 Campbell Way Unit 4, Windham
$884,900
2 Beds ⋅ 3 Baths ⋅ 5115753 MLS
Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

9 Campbell Way Unit 4, Windham

11 Campbell Way Unit 5, Windham
$889,900
2 Beds ⋅ 3 Baths ⋅ 5115586 MLS
Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

11 Campbell Way Unit 5, Windham

1275 Old Cheney Rd, Windham
$375,000
2 Beds ⋅ 3 Baths ⋅ 5114767 MLS
Sitting on a high hillside, this home was built for those who love the Earth and want to live lightly on it. From this peaceful haven, you can watch and enjoy the changing seasons and a diversity of Vermont wildlife. Raised organic garden beds provide the opportunity for fresh fruits and vegetables. Its 2.06 acres are mostly forested, but it has clear views to the west of the Turkey Mountain Ridge that are sure to delight you. The property is off the beaten path, yet near Southern Vermont ski mountains and various nature trails. One trail is easily accessed from the house through friendly neighbors’ land to an ancient road and beautiful brook. The home is energy efficient and all electric except for a propane cooktop, and it comes with a net-metered solar array that generates much of the energy used by the house. It is a tall home of three stories, each with about 560 sq. ft. The top floor provides an elevated view of the natural surroundings. It includes a lookoff, the kitchen, dining area, bedroom, and bathroom. The middle floor has a front porch entrance, living room, main bedroom, and bathroom. The lower floor has private outdoor entrances and two rooms with a mini-kitchen, bathroom, and utility room. Attached is a large shed that has served as a workshop, a storage area, and a chicken coop. The folks who built the house live next door and rent part of their land for a community solar field. Children and adults will love exploring the area which is rich in geologic and human history. If you love the land and want a home that honors Nature, this is the place for you.

1275 Old Cheney Rd, Windham

7 Campbell Way Unit 3, Windham
$889,900
2 Beds ⋅ 3 Baths ⋅ 5114510 MLS
Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

7 Campbell Way Unit 3, Windham

19 Fordway Ext, Windham
$750,000
4 Beds ⋅ 2 Baths ⋅ 5113528 MLS
Lovingly cared for by its original owner, this updated Contemporary offers 4 bedrooms, 2 full baths, and over 2,600 square feet of inviting living space on more than an acre of land. Step inside to a spacious living room showcasing soaring vaulted ceilings, exposed wood beams, and a wood burning fireplace that creates a warm and welcoming focal point. The updated kitchen features quartz countertops, new appliances, and an adjoining dining area ideal for everyday living and entertaining. A sunroom brings the outdoors in, offering a light filled retreat overlooking the peaceful backyard. The first floor primary bedroom features a walk in closet, while three additional bedrooms offer plenty of space for family, guests, or a home office. Recent improvements include brand new hardwood flooring throughout the first floor, new carpeting in all bedrooms, fresh interior paint, and numerous other updates. Outside, a large, recently updated deck overlooks the private, level backyard, creating an ideal setting for outdoor dining, entertaining, or simply relaxing. A new walkway, two car garage, and unfinished lower level with excellent storage and future possibilities add to the home's appeal. Ideally situated just minutes from I-93, this location offers convenient access to Boston and destinations throughout Southern New Hampshire, while the nearby Windham Rail Trail provides miles of scenic walking and biking. With its distinctive architecture, thoughtful improvements, private setting, and convenient Windham location, this home offers the space, comfort, and the lifestyle you've been searching for.

19 Fordway Ext, Windham

3 Misty Meadow Rd, Windham
$775,000
2 Beds ⋅ 4 Baths ⋅ 5113397 MLS
Windham Meadows! This exceptional detached ranch-style condominium offers an impressive 4,200 sq ft of finished living space, 2-car garage, and an thoughtfully designed floorplan. From the grand foyer, you will appreciate the spaciousness, quality, and comfort this beautiful home has to offer. The formal dining room flows into the generously sized eat-in kitchen, featuring hardwood floors, a gas range, gleaming countertops, abundant cabinetry, & desk area, The spacious living room is perfect for entertaining w/ a gas fireplace and plenty of room for larger furniture. One of the home's true highlights is the stunning sunroom, filled with natural light and overlooks the backyard, with direct access to the deck. The 1st floor primary suite is a serene retreat, offering a separate sitting area with its own gas fireplace, perfect for relaxing before bedtime. The beautifully appointed primary bath features a Safe Step Tub installed this past summer, double vanity, and a separate shower, creating a comfortable and relaxing space. A laundry room and convenient 1/2 bath completes the 1st floor. Upstairs, a beautiful balcony overlooks the living room below, adding an open and elegant feel to the home. The spacious 2nd bedroom offers direct access to a 3/4 bath, while an additional area provides the perfect flex space for an office, reading nook, or guest area. A Murphy-style bed provides a convenient sleeping option for overnight guests.The lower level is an incredible extension of the living space, with 2 walk-out areas to the exterior. Whether you envision a music room, movie nights, or simply an area to relax, the possibilities are endless. A separate office w/ new flooring provides an ideal work-from-home space & storage areas Outside, enjoy the privacy of the backyard patio, a wonderful place to sit beneath the stars at night. A standby generator provides added peace of mind. This home is not to be missed.Quick Closing Preferred! OPEN HOUSE SUNDAY 10/18: 11:30am-1:30pm

3 Misty Meadow Rd, Windham

22 Cobbetts Pond Rd, Windham
$575,000
3 Beds ⋅ 1 Baths ⋅ 5113081 MLS
Exceptional value and Location in Windham! Full of character, history, and potential, this distinctive 3-bedroom, 3/4-bath home dating to 1810 offers a unique opportunity to own a property that simply cannot be replicated. The updated kitchen and bathroom creates a blend of historic charm and a more modern living space. Set on .75 acres, the property is home to beautiful established perennial gardens and offers a wonderfully private backyard with a large patio. Its an inviting setting for outdoor entertaining, summer gatherings, gardening, or simply enjoying your own peaceful retreat. Location is a standout feature: Walk to the Windham Town Beach and Rogers Field, and only a short two mile trip to all 4 public schools and the Clyde Pond walking trails. The current owners-of over 30 years have made several thoughtful updates including: full kitchen remodel (2019), bathroom remodel (2022), new furnace (2025), and blown in basement insulation (2026), and too many more to list (see attached file in listing docs). These improvements provide a solid foundation while leaving plenty of opportunity for the next owner to bring their own vision and design ideas. Whether you are drawn to the charm of an early 19th-century home, the privacy of the landscaped grounds, or the opportunity to create something truly special, this property offers a rare combination of history, location, updates, and potential. Come see the possibilities and imagine what you can make of this one-of-a-kind property! One upstairs bedroom does not have a closet. Full list of updates/FAQs in the listing documents.

22 Cobbetts Pond Rd, Windham

33 Brookview Rd, Windham
$444,900
2 Beds ⋅ 3 Baths ⋅ 5112487 MLS
Ready to simplify without giving up the space and comfort you love? Welcome to life at Windham Meadows, one of Windham's sought-after 55+ communities, where low-maintenance living meets the convenience and flexibility today's downsizers are looking for. Thoughtfully designed for everyday ease, this beautifully maintained townhouse offers true first-floor living with a private primary suite, first-floor laundry, and a bright, open-concept layout ideal for both relaxing and entertaining. Vaulted ceilings and abundant natural light create an inviting atmosphere throughout the main living area, while the sunroom provides the perfect spot to enjoy your morning coffee, read a good book, or unwind at the end of the day. The spacious kitchen flows seamlessly into the living and dining areas, making gatherings with family and friends effortless. Step outside to your private deck and enjoy peaceful surroundings without the burden of exterior maintenance. Upstairs, guests and family will appreciate their own private space complete with a generous bedroom, full bath, loft area, and oversized walk-in closet. The unfinished basement offers exceptional storage or the opportunity to create a hobby room, workshop, fitness area, or future finished living space. If you've been searching for a home that allows you to spend less time maintaining and more time enjoying life, this is the opportunity you've been waiting for. Enjoy the benefits of community living, clubhouse amenities, and a desirable Windham, NH location close to shopping, dining, and commuter routes. Downsize your responsibilities, not your lifestyle. Welcome home.

33 Brookview Rd, Windham

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