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5 Sherwood Road, Windham, NH, 03087

4beds
4baths
5,112sqft
$1,500,000
$293price/sqft
$11,698/moest. monthly cost
$467,920/yrincome needed

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

0
WalkingCar-Dependent
0
TransitVery Limited Transit
3
BikeSomewhat Bikeable

Schools

9/10
Windham Center SchoolGrades 5-60.9 mi
9/10
Windham Middle SchoolGrades 7-82.4 mi
9/10
Windham High SchoolGrades 9-121.2 mi

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
    Inland FloodingModerate
  • Ice Storm
    Ice StormModerate
  • Lightning
    LightningModerate
  • Strong Wind
    Strong WindModerate
  • Tornado
    TornadoModerate
  • Winter Weather
    Winter WeatherModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Inland Flooding
Ice Storm
Lightning
Strong Wind
Tornado
Winter Weather
Tsunami

FEMA Declared Disasters Across New Hampshire Counties

Flood
Severe Storm
Snowstorm
Winter Storm

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

MonthlyAnnual
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...

35% on housing$401,074/yr
40% on housing$350,940/yr
45% on housing$311,946/yr

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.

Insurance Growth Rate5-year average: 12.2%
12.2%
0%30.0%
Electricity Growth Rate10-year average: 8.6%
8.6%
0%15.0%
Property Taxes Growth Rate2-year average: 1.2%
1.2%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$293This listing

vs Other Active Listings

Avg $/sqft

ZIP 03087$319
Rockingham County$349

vs Homes Sold Last Month

Median $/sqft

ZIP 03087$304
Rockingham County$328

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

DateEventPrice
2026-07-30Price change$1,500,000
2026-07-15Listed for sale$1,599,000
2016-10-11Sold$774,800
2016-08-08Pending sale$799,900
2016-07-11Listed for sale$799,900
2010-04-02Listing removed$829,000
2010-02-18Price change$829,000
2009-09-02Price change$859,900
2009-06-20Listed for sale$899,900
1998-12-01Sold$120,000

For Sale by Agent

AgentShannon DiPietro
BrokerageDiPietro Group Real Estate

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