5 Sherwood Road
Windham, NH, 03087 $ 1,500,000
Bedrooms4 Baths3.1 Sq 5,112 Monthly Estimate*
$ 9,471
Listed by Shannon DiPietro, DiPietro Group Real Estate, 603-216-5086, sdipietro@dipietrogroupre.com
for $1,500,000 with 4 bedrooms and 3 full baths, 1 half bath. This 5,112 square foot home was built in 1999 on a lot size of 3.79.
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.
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FeaturesInteriorBasement Description Finished Insulated Interior Stairs Walkout Interior Access Exterior Access
Interior Amenities Central Vacuum Bar Blinds Ceiling Fan Dining Area 1 Fireplace Hot Tub In-Law Suite Kitchen Island LED Lighting Primary BR w/ BA Natural Light Soaking Tub Surround Sound Wiring Walk-in Closet Whirlpoo
Basement Yes
Flooring Bamboo Carpet Ceramic Tile Hardwood Laminate
Beds 4
Total Rooms 10
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GeneralRoad Frontage Yes
Sewer 1500+ Gallon Leach Field On-Site Septic Exists Private
Heating Propane Oil Solar Wood Electric Forced Air Wood Stove Mini Split
Cooling Central AC Multi Zone Wall AC Units Mini Split
Utilities Cable Propane Other
Roof Architectural Shingle Asphalt Shingle
Appliances 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
Garage Yes
Flood Zone Unknown
Zoning RD
3/4 Baths 1
Full Baths 2
Half Baths 1
Bathrooms 4
Year Built 1999
Electric 200+ Amp Service Circuit Breaker(s) Generator Off Grid Net Meter Energy Storage Device
Style Colonial
Stories Count 2
Type Single Family
Block A
Property Condition Existing
Assessment Amount 1429000
Accessibility Features 1st Floor 1/2 Bathroom 1st Floor Hrd Surfce Flr 1st Floor Laundry
Tax Year 2025
Status Detail 1
Covenants Unknown
Construction Materials Wood Frame Clapboard Exterior
Directions GPS
City Windham
Other Equipment Air Conditioner CO Detector Irrigation System Radon Mitigation HW/Batt Smoke Detector Wood Stove Standby Generator
Seasonal No
DOM 40
Price Per Sq Ft Total AG 379.94
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ExteriorLot Features Landscaped Wooded
Exterior Amenities Deck Dog Fence Partial Fence Hot Tub Patio In-Ground Pool Porch Storage Window Screens Double Pane Window(s)
Driveway Paved
Lot Size Area 3.79
Water Source Drilled Well On-Site Well Exists Private Purifier/Soft
Parking Features Assigned Driveway Garage
Garage Capacity 3
Foundation Concrete
Lot 235
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* Excluded FeaturesList ByShannon DiPietroListing Agent
Dipietro Group Real EstateBroker
sdipietro@dipietrogroupre.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $9,471
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Windham, NH
Average List Price $1,147,538
Percent of Sale Price 23%
About Windham, NH 14,897 Population
39% Since 2002
$ 112,646 Median Income
45.74 Median Age
38% Households with Children
Trends Information provided by ATTOM Data Solutions.
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/30/2026 | $1,500,000 | -6.19% | Price Down |
| 7/13/2026 | $1,599,000 | | Listed Price |