5 Sherwood Road, Windham, NH
Single Family Residence
Listed by DiPietro Group Real Estate · Shannon DiPietro
Property Description
Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5 meticulously landscaped acres. Offering four spacious bedrooms and a beautifully designed walk-out lower-level in-law suite, this remarkable home delivers the perfect blend of sophistication, comfort, and versatility. From the moment you enter the grand two-story foyer, you'll appreciate the impeccable craftsmanship, classic architecture, and custom millwork found throughout. The thoughtfully designed floor plan features a private home office, an elegant formal dining room ideal for entertaining, and a warm, inviting family room centered around a stunning fireplace. At the heart of the home, the expansive kitchen opens seamlessly to the living spaces, creating the perfect gathering place for family and friends. Just beyond, a breathtaking sunroom overlooks the private backyard, filling the home with natural light and providing direct access to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room is an entertainer's dream, showcasing custom millwork, a beautifully crafted built-in bar, and the perfect setting for movie nights, game days, or hosting guests. The luxurious primary suite serves as a true retreat with a spa-inspired bath, while the additional bedrooms are all exceptionally spacious. The walk-out lower level offers a complete in-law suite with its own living space, providing exceptional flexibility for multigenerational living, extended family, guests, or an au pair. Step outside to your own private resort where the expansive composite deck overlooks a spectacular gunite inground pool, all surrounded by professionally designed landscaping that creates an unmatched sense of privacy across 3.5 acres. A classic farmer's porch welcomes you home, completing this extraordinary property where timeless architecture, luxurious finishes, and seamless indoor-outdoor living come together.
Property Details
Essentials & finishes
- Bedrooms:4
- Total Baths:4
- Full Baths:2
- SqFt:3,948
- Price / SqFt:$405.02
- Property Type:Single Family Residence
- Year Built:1999
- County:NH-Rockingham
- Town:Windham, NH
- Status:Active
- Days on Market:1
Primary Features
Interior Features
Financial Details
Additional
External Features
Property History
Annual taxes for this property
| Year | Assessed Tax |
|---|---|
| 2024 | $27,183 |
| 2023 | $26,503 |
| 2022 | $25,824 |
Estimated from list price; verify with the town assessor.
Market Data
Live snapshot computed from active listings in this town
- Active listings in Windham39
- Average list price$922,064
- Price range$400,000 – $2,475,000
Mortgage Calculator
Estimate your monthly payment for this home
- Principal & Interest$8,085
- Property Tax$2,265
- Home Insurance$333
Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.
Tom DeMatteo
Owl’s Nest Real Estate · Questions?
Considering this property as a short-term rental?
Our experience operating vacation rentals gives us a different perspective when evaluating potential rental properties.
NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.
This listing data is intended for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.