




5 Sherwood Road, Windham, NH, 03087
About This Home
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. It is 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 spectacular gunite inground pool surrounded by professionally designed 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.
Getting Around
Schools
Construction
Condition
- Year built: 1999
Materials
- Foundation: Concrete
- Roof: Architectural Shingle,Asphalt Shingle
- Construction materials: Wood Frame,Clapboard Exterior
Type & Style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Down Draft Cooktop,Gas Cooktop,Microwave,Wall Oven,Refrigerator,Washer,Water Heater off Boiler,Oil Water Heater,Tank Water Heater,Gas Dryer,Vented Exhaust Fan,Water Heater
- Laundry features: 1st Floor Laundry
Basement
- Has basement: Yes
- Basement: Finished,Insulated,Interior Stairs,Walkout,Interior Access,Exterior Entry,Walk-Out Access
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 3/4 bathrooms: 1
- 1/2 bathrooms: 1
Features
- Central Vacuum,Bar,Ceiling Fan(s),Dining Area,In-Law Suite,Kitchen Island,LED Lighting,Primary BR w/ BA,Natural Light,Soaking Tub,Wired for Sound,Walk-In Closet(s),Smart Thermostat
- Window features: Blinds,Screens,Double Pane Windows
- Flooring: Bamboo,Carpet,Ceramic Tile,Hardwood,Laminate
- Number of fireplaces: 1
- Fireplace features: 1 Fireplace,Wood Stove Insert
- Fireplace: Yes
- Attic: Pull Down Stairs
- Finished area below ground: 1,164
- Finished area above ground: 3,948
Heating & Cooling
- Heating features: Propane,Oil,Solar,Wood,Electric,Forced Air,Wood Stove,Mini Split
- Cooling features: Central Air,Zoned,Wall Unit(s),Mini Split
Interior Area
- Total structure area: 6,154
- Total interior livable area: 5,112 sqft
Property
Accessibility
- Accessibility features: 1st Floor 1/2 Bathroom,1st Floor Hrd Surfce Flr,1st Floor Laundry
Details
- Parcel number: WNDMM11BAL235
- Zoning description: RD
- Other equipment: Radon Mitigation,Standby Generator
Features
- Levels: Two
- Stories: 2
- Private pool: Yes
- Pool features: In Ground
- Patio & porch: Patio,Porch
- Exterior features: Deck,Storage
- Has spa: Yes
- Spa features: Heated,Bath
- Fencing: Dog Fence,Partial
- Frontage length: Road frontage: 233
Lot
- Lot size: 3.79 Acres
- Features: Landscaped,Wooded
Parking
- Total spaces: 3
- Parking features: Paved,Assigned,Driveway,Garage
- Has garage: Yes
- Attached garage spaces: 3
- Covered spaces: 3
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Inland Flooding
- Ice Storm
- Lightning
- Strong Wind
- Tornado
- Winter Weather
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across New Hampshire Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $7,584 | $91,008 |
| Home Insurance | $421 | $5,052 |
| Property Taxes | $2,945 | $35,340 |
| Electricity | $748 | $8,983 |
| Total | $11,698 | $140,376 |
Income You'd Need if You Spent...
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-30 | Price change | $1,500,000 |
| 2026-07-15 | Listed for sale | $1,599,000 |
| 2016-10-11 | Sold | $774,800 |
| 2016-08-08 | Pending sale | $799,900 |
| 2016-07-11 | Listed for sale | $799,900 |
| 2010-04-02 | Listing removed | $829,000 |
| 2010-02-18 | Price change | $829,000 |
| 2009-09-02 | Price change | $859,900 |
| 2009-06-20 | Listed for sale | $899,900 |
| 1998-12-01 | Sold | $120,000 |
