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.
| MLS # | 5087373 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (30) Under Contract - Pending |
| Year | 1989 |
| Days On Site | 142 |
| Listing Provided By | DiPietro Group Real Estate | Shannon DiPietro |
| Bed(s) | 6 |
|---|---|
| Bath(s) | 5 Total |
| Garage | 7 |
| Basement | Y |
| Pool | Yes |
| Story(s) | 2 |
| Zoning | RD |
| Acreage | 4.52 |
| Rooms Total | 16 |
|---|---|
| Cooling | Central Air |
| Heating | Propane, Oil, Pellet Stove, Forced Air, Hot Water |
| Interior Features | Central Vacuum, Bar, Cathedral Ceiling(s), Ceiling Fan(s), Walkup Attic, Attic with Pulldown |
| Appliances | Gas Cooktop, Dishwasher, Disposal, Dryer, Mini Fridge, Double Oven, Wall Oven, Electric Range, Refrigerator, Trash Compactor, Washer, Exhaust Fan, Vented Exhaust Fan, Water Heater |
| Exterior Features | Gazebo, Patio, In-Ground Pool, Shed, Tennis Court(s) |
|---|---|
| Roof | Asphalt Shingle |
| Construction Materials | Wood Frame, Vinyl Siding |
| Foundation Details | Concrete |
| Lot Features | Landscaped, Wooded |
| Garage Yes / No | Yes |
|---|
| Utilities | Cable, Propane |
|---|---|
| Electric | 200+ Amp Service, Circuit Breakers |
| Sewer | Private Sewer |
| Tax Annual Amount | 33353 |
|---|---|
| Tax Assessed Value | 2357100 |
| Tax Block | F |
| Tax Lot | 147 |
| Tax Year | 2025 |
| State | NH |
|---|---|
| County | Rockingham |
| City | Windham |
| Zip Code | 03087 |
| Area | NH Rockingham |
| Listing VS Median (in 03087) | |
Price: $1,849,000 low | high Med: $0 On site: 142 low | high Med: | |
| State | NH |
|---|---|
| County | Rockingham |
| City | Windham |
| Zip Code | 03087 |
| Area | NH Rockingham |
| Listing VS Median (in 03087) | |
Price: $1,849,000 low | high Med: $0 On site: 142 low | high Med: | |
![]() | $1,849,000117 Castle Hill RdWindham, NH 03087 |