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Marti Mulhern
REALTOR®
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5 Sherwood Road, Windham, NH 03087

$1,599,000
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Active
BEDS4 BATHS3 full 1 partial SQUARE FEET5,112 MLS#5099575
STATUSActive 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 four spacious bedrooms and a beautifully designed walk-out lower-level in-law suite, this remarkable home delivers the perfect blend of sophistication, comfort, and versatility. From the moment you enter the grand two-story foyer, you'll appreciate the impeccable craftsmanship, classic architecture, and custom millwork found throughout. The thoughtfully designed floor plan features a private home office, an elegant formal dining room ideal for entertaining, and a warm, inviting family room centered around a stunning fireplace. At the heart of the home, the expansive kitchen opens seamlessly to the living spaces, creating the perfect gathering place for family and friends. Just beyond, a breathtaking sunroom overlooks the private backyard, filling the home with natural light and providing direct access to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room is an entertainer's dream, showcasing custom millwork, a beautifully crafted built-in bar, and the perfect setting for movie nights, game days, or hosting guests. The luxurious primary suite serves as a true retreat with a spa-inspired bath, while the additional bedrooms are all exceptionally spacious. The walk-out lower level offers a complete in-law suite with its own living space, providing exceptional flexibility for multigenerational living, extended family, guests, or an au pair. Step outside to your own private resort where the expansive composite deck overlooks a spectacular gunite inground pool, all surrounded by professionally designed landscaping that creates an unmatched sense of privacy across 3.5 acres. A classic farmer's porch welcomes you home, completing this extraordinary property where timeless architecture, luxurious finishes, and seamless 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 $1,599,000. 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 martimulhern.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Finished, Insulated, Interior Stairs, Walkout, Interior Access, Exterior Access
Basement: Yes
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
Construction Status: Existing
Days on Site: 8
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

$ 5,710.06 per month $3,558.68 Principal & Interest $1,685.00 Property Tax $466.38 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 07/21/2026. The listing information on this page last changed on 07/21/2026. 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 07/21/2026 6:28:33 AM EST) or MLSPIN MLS (last updated Mon 07/20/2026 11:38:26 PM EST) or Prime MLS (last updated Mon 07/20/2026 11:33:29 PM EST) or MREIS (last updated Tue 07/21/2026 2:05:12 AM 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 2026-07-20 23:33:29

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