Seller's Agent in 2025
Lisa Jaeger
Coldwell Banker Village GreenW
(518) 755-2573
31 in this area
92 Total Sales
Estimated Value: $494,000 - $529,322
Incredible buy at this new price! The Windham Round House, one of most distinctive and architecturally unique homes in the area. Lovingly designed and built by the original owners, this octagon-style residence sits on 5 private acres with open lawns, a charming stone wall, evergreen woods beyond, multiple outbuildings including a two-car garage—offers a remarkable setting that must be seen to be fully appreciated. As you enter the Round House's first floor, you immediately notice the striking wood-beamed ceiling that follows the home's distinctive circular design. A welcoming foyer provides space for a mudroom setup, and the open circular living area works well as a second living room, den, or home office. This level also includes two comfortable bedrooms connected by a Jack-and-Jill bathroom, a utility closet with a Rinnai heating system, and a separate washer/dryer closet. Upstairs, the home's round architecture truly takes center stage. Walls of glass invite abundant natural light and frame beautiful distant mountain views. Double glass doors open to a large wraparound deck, ideal for lounging, BBQs, and easy outdoor access via the staircase to the yard. The open-concept kitchen, dining, and living area creates a seamless gathering space, complete with a convenient half bath. A charming woodstove anchors the room, offering cozy ambience and an excellent auxiliary heat source. The upstairs ceiling features a beautiful medallion positioned at the center of the house, emphasizing the circular design and flow of energy throughout the space. This level also hosts the spacious primary bedroom with its own private full bath and double walk-in closets. The outdoors are equally impressive, with flat, manicured lawns, open play areas, and walking trails that extend into your private evergreen forest. A large workshop with electric, connects directly to a two-car garage—suitable for vehicles, and equipment, the space is a dream setup for hobbyists or builders. Off the garage is a fenced-in dog kennel with swinging-door access, offering an excellent setup for pets. An additional shed provides the perfect canvas for a studio. For added charm, you'll find a well-crafted tree fort tucked into the woods and a converted horse trailer that can be used for overnight guests. Just minutes from Windham's Main Street, restaurants, shops, and the Windham Mountain Club, this property combines peaceful country living with convenient access to town. Perfect for full-time living, a vacation getaway, or rental/investment use, this unique home in a sought-after area offers unlimited potential. Well maintained—just bring your vision and design and make this rare Windham gem your own. A must-see!
A 3D Walkthrough Tour is available in the digital Lookbook or by request.
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $111,000 | Wayne L Graff | ||
| $25,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/22/2026 05/22/26 | Pending | -- | -- | -- |
| 02/11/2026 02/11/26 | Price Changed | $499,000 | -3.1% | $262 / Sq Ft |
| 12/04/2025 12/04/25 | For Sale | $515,000 | -- | $271 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,019 | $288,300 | $58,100 | $230,200 |
| 2024 | $4,688 | $288,300 | $58,100 | $230,200 |
| 2023 | $3,648 | $288,300 | $58,100 | $230,200 |
| 2022 | $4,622 | $288,300 | $58,100 | $230,200 |
| 2021 | $4,636 | $288,300 | $58,100 | $230,200 |
| 2020 | $3,885 | $288,300 | $58,100 | $230,200 |
| 2019 | $3,973 | $288,300 | $58,100 | $230,200 |
| 2018 | $3,973 | $288,300 | $58,100 | $230,200 |
| 2017 | $3,931 | $277,500 | $58,100 | $219,400 |
| 2016 | $3,816 | $277,500 | $58,100 | $219,400 |
| 2015 | -- | $277,500 | $58,100 | $219,400 |
| 2014 | -- | $277,500 | $58,100 | $219,400 |
Seller's Agent in 2025
Lisa Jaeger
Coldwell Banker Village GreenW
(518) 755-2573
31 in this area
92 Total Sales
Buyer's Agent in 2025
Alexis Amico
Dugo Realty
(845) 559-5260
2 in this area
27 Total Sales
Ask me questions while you tour the home.