Listed by DiPietro Group Real Estate · Shannon DiPietro
5 Sherwood Road, Windham, NH
Single Family Residence
Listed by DiPietro Group Real Estate · Shannon DiPietro
Property Description
Offered at $1,500,000, this Windham single-family home at 5 Sherwood Road pairs New Hampshire living with everyday convenience. It counts 4 bedrooms, 4 bathrooms and 3,948 square feet of living space. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries garage parking for 3, 1999 construction and roughly $380 per square foot. Everything below — photos, details, schools and market data — updates live from the MLS.
One buyer's loss is another buyer's opportunity!Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5 meticulously landscaped acres. Offering 4 spacious bedrooms and a beautifully appointed walk-out lower-level in-law suite, this remarkable home blends sophistication, comfort, and versatility. A grand two-story foyer welcomes you into a home showcasing impeccable craftsmanship, classic architecture, and custom millwork throughout. The thoughtfully designed floor plan features a private home office, elegant formal dining room, and an inviting family room centered around a stunning fireplace. The expansive chef's kitchen flows seamlessly into the main living areas, creating the ideal space for everyday living and entertaining.Equipped with a custom cabinet-front refrigerator, plus an additional stainless steel refrigerator offering expanded refrigerated storage. Just beyond, a sun-filled four-season room overlooks the private backyard and opens to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room features custom millwork, a built-in bar, and the perfect setting for entertaining. Designed with both luxury and practicality in mind, the home offers central air conditioning throughout, while strategically placed mini-split systems provide individualized comfort and energy-efficient climate control in frequently occupied spaces. The luxurious primary suite features a spa-inspired bath, while the additional bedrooms are generously sized. The walk-out lower level offers a complete in-law suite with its own living space, ideal for multigenerational living, guests, or an au pair. Outside, the expansive composite deck overlooks a gunite inground pool surrounded by professional landscaping, creating exceptional privacy. A classic farmer's porch completes this extraordinary property, where timeless architecture, refined finishes, and effortless indoor-outdoor living come together.
Location Highlights
5 Sherwood Road is a single family residence in Windham, New Hampshire, listed at $1,500,000. That works out to about $380 per square foot, for a home built in 1999. It has been on the market for 3 months.
At this latitude, Windham averages roughly 8.3 hours of sun a day in June and 3.6 in December.
Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.
Property Details
Essentials & finishes
- Bedrooms:4
- Total Baths:4
- Full Baths:2
- SqFt:3,948
- Price / SqFt:$379.94
- Property Type:Single Family Residence
- Year Built:1999
- County:NH-Rockingham
- Town:Windham, NH
- Status:Active
- Days on Market:42
Primary Features
Interior Features
Financial Details
Additional
External Features
Property History
Estimated annual taxes for this property
| Year | Est. Tax |
|---|---|
| 2024 | $25,500 |
| 2023 | $24,863 |
| 2022 | $24,225 |
Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.
Market Data
Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town
- Active listings in Windham30
- Average list price$800,709
- Price range$325,000 – $1,600,000
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- Principal & Interest$7,585
- Property Tax$2,125
- Home Insurance$313
Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. 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.
Around This Property
Schools, everyday places and nearby destinations near 5 Sherwood Road, Windham, NHSource: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Listed by DiPietro Group Real Estate · Shannon DiPietro
Owl’s Nest Real Estate estimate, not MLS data.
Questions About This Listing
How much does 5 Sherwood Road cost?
5 Sherwood Road in Windham, NH is listed at $1,500,000.
That works out to about $380 per square foot.
What area is 5 Sherwood Road in?
The property is in Windham, New Hampshire (03087).
Is 5 Sherwood Road still available?
The listing's current MLS status is Active. Reach out and we can confirm availability and arrange a showing.
How many bedrooms and bathrooms does 5 Sherwood Road have?
The home has 4 bedrooms and 4 bathrooms.
It offers 3,948 square feet of living space.
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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. Data last updated 09/28/26.