117 Castle Hill Road, Windham, NH
Single Family Residence
Listed by DiPietro Group Real Estate · Shannon DiPietro
Property Description
Set on nearly five acres of complete privacy, this exceptional estate offering over 5,800 sq ft with a separate guest residence offering over 2,400 sq ft is a rare offering—where scale, versatility, and lifestyle come together in a way seldom found. What sets this property apart is the seamless blend of luxury living and purpose-driven spaces, thoughtfully designed to adapt to the way you live today. The main residence offers four spacious bedrooms, an expansive dining room, and a beautifully scaled family room, all connected by a flowing, open layout. A private third-floor office provides a quiet, tucked-away workspace—ideal for productivity and privacy. At the heart of the home, a custom theatre opens directly to the expansive deck, creating a one-of-a-kind indoor-outdoor entertaining experience. Paired with a dedicated bar and game area, this space delivers the feel of a private club within your own home—perfectly designed for gathering and entertaining. The primary suite is a true retreat—generous in scale with a fireplace, a beautifully updated spa-inspired bath, and its own private deck overlooking the grounds. The secondary residence elevates this property into a true estate compound—far beyond a traditional guest house. Alongside a two-car garage, fitness area, sauna, and full bath, it features a bright, fully independent living area offering complete separation and flexibility for extended family, guests, or live-in support. Outdoors, the property unfolds into a private sanctuary, with an in-ground pool surrounded by lush, open grounds that enhance the home’s sense of privacy and scale. This is more than a home—it’s a property designed for how people truly want to live today: offering privacy, space, and flexibility in a rare estate setting.
Property Details
Essentials & finishes
- Bedrooms:6
- Total Baths:5
- Full Baths:4
- SqFt:8,225
- Price / SqFt:$242.80
- Property Type:Single Family Residence
- Year Built:1989
- County:NH-Rockingham
- Town:Windham, NH
- Status:Active
- Days on Market:68
Primary Features
Interior Features
Financial Details
Additional
External Features
Property History
Annual taxes for this property
| Year | Assessed Tax |
|---|---|
| 2024 | $33,949 |
| 2023 | $33,100 |
| 2022 | $32,252 |
Estimated from list price; verify with the town assessor.
Market Data
Live snapshot computed from active listings in this town
- Active listings in Windham35
- Average list price$882,725
- Price range$425,000 – $1,599,000
- Market sentimentBuyer's Market
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- Principal & Interest$10,098
- Property Tax$2,829
- Home Insurance$416
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?
Market Sentiment
Buyer's MarketBased on 35 active · 0 sold in Windham (last 90 days)

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