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Crystal Athas
REALTOR®
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5 Sherwood Road, Windham, NH 03087

$1,500,000
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Active Under Contract
BEDS4 BATHS3 full 1 partial SQUARE FEET5,112 MLS#5099575
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family

Listing Courtesy of: DiPietro Group Real Estate
Agency Phone: 603-216-5086
Associate Name: Shannon DiPietro
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Property Description

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.

5 Sherwood Road | MLS# 5099575

This single family home located at 5 Sherwood Road, Windham, NH 03087 is currently listed for sale with an asking price of $1,500,000. This property was built in 1999 and has 4 bedrooms and 3 full and 1 partial baths with 5112 sq. ft. Search Windham real estate on crystalathas.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Insulated, Interior Stairs, Walkout, Interior Access, Exterior Access
Cooling: Central AC, Multi Zone, Wall AC Units, Mini Split
Fenced: Yes
Garage: 3
Heating: Propane, Oil, Solar, Wood, Electric, Forced Air, Wood St
Home Style: Colonial
Lot Size: 3.79 Acres
Roof Type: Architectural Shingle, Asphalt Shingle
Stories: 2.0
Taxes: $20,220
Year Built: 1999

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
Whirlpool Tub
Wood Stove Insert
1st Floor Laundry
Smart Thermostat
Attic with Pulldown
Deck
Dog Fence
Partial Fence 
Hot Tub
Patio
In-Ground Pool
Porch
Storage
Window Screens
Double Pane Window(s)

Feature Descriptions

Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Hrd Surfce Flr, 1st Floor Laundry
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
Baths 1/2: 1
Baths 3/4: 1
Baths Full: 2
Construction: Wood Frame, Clapboard Exterior
Days on Site: 63
Driveway: Paved
Electric: 200+ Amp Service, Circuit Breaker(s), Generator, Off Grid, Net Meter, Energy Storage Device
Equipment: Air Conditioner, CO Detector, Irrigation System, Radon Mitigation, HW/Batt Smoke Detector, Wood Stove, Standby Generator
Exterior: Wood Frame, Clapboard Exterior
Flood Zone: Unknown
Flooring: Bamboo, Carpet, Ceramic Tile, Hardwood, Laminate
Foundation: Concrete
Hot Tub: Yes
Lot: Landscaped, Wooded
Number of Rooms: 10
Parking: Assigned, Driveway, Garage
Road Frontage: 233
Roads: Paved, Public
Sewer: 1500+ Gallon, Leach Field, On-Site Septic Exists, Pri
Sq. Ft. Above Grade Finished: 3948
Sq. Ft. Below Grade Finished: 1164
Sq. Ft. Total Finished: 5112
Total Stories: 2
Water: Drilled Well, On-Site Well Exists, Private, Purifier/
Zoning: RD

Listed By / Shown By

Listed By

Agency Name: DiPietro Group Real Estate
Agent Name: Shannon DiPietro
Agency Phone: 603-216-5086

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Estimated Payment

$ 5,460.85 per month $3,338.35 Principal & Interest $1,685.00 Property Tax $437.50 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/15/2026. The listing information on this page last changed on 09/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 09/15/2026 12:00:23 AM EST) or MLSPIN MLS (last updated Mon 09/14/2026 11:38:25 PM EST) or Prime MLS (last updated Mon 09/14/2026 11:32:57 PM EST) or MREIS (last updated Mon 09/14/2026 11:55:15 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-09-14 23:32:57

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