About This Home

This 4-bedroom, 4-bathroom single family at 5 Sherwood Road in Windham, NH is listed for $1,599,000 ($313 per sqft). Built in 1999, the home offers 5,112 sqft of living space on a 3.79 acres lot.

Key Features

  • Built in 1999
  • 3.79 acre lot
  • 2 stories
  • Fireplace

Property Details

2 stories
2 full, 1 half
1999

Amenities

FireplaceHardwoodA/C
Listing 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.

Monthly Cost Estimate

$8,552/mo

20% down · 6.5% · 30 years

Principal$1,156
Interest$6,929
Insurance$466

Estimates only. Actual payments may vary.

Location

5 Sherwood Road

Windham, NH 03087

Features & Amenities

Interior Features

Central VacuumBarBlindsCeiling FanDining Area1 FireplaceHot TubIn-Law SuiteKitchen IslandLED LightingPrimary BR w/ BANatural LightSoaking TubSurround Sound WiringWalk-in ClosetWhirlpool TubWood Stove Insert1st Floor LaundrySmart ThermostatAttic with Pulldown

Exterior Features

DeckDog FencePartial FenceHot TubPatioIn-Ground PoolPorchStorageWindow ScreensDouble Pane Window(s)

Property Details

Flooring

BambooHardwoodTile - CeramicLaminateCarpet

Construction

Wood Frame Clapboard Exterior

Pool Features

PorchDeckPatio

Parking

DrivewayAssignedGarage

Heating

WoodDuctless (Heating)Solar (Heating)Forced AirWood StoveOilPropane (Heating)Electric (Heating)

Cooling

ZonedCentral AirDuctlessMulti Units

Appliances

Down Draft CooktopGas CooktopMicrowaveWall OvenRefrigeratorWasherWater Heater off BoilerOil Water HeaterTank Water HeaterGas DryerVented Exhaust FanWater Heater

Questions & Answers

This 4-bedroom, 4-bathroom single family at 5 Sherwood Road is listed at $1,599,000 ($313/sqft). The estimated monthly payment is $8,551 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1999, 3.79 acre lot, 2 stories, Fireplace. Interior Features: Central Vacuum, Bar, Blinds. Exterior Features: Deck, Dog Fence, Partial Fence.

This property is listed by Shannon DiPietro and can be reached at (603) 216-5086.

SD

Shannon DiPietro

Agent at DiPietro Group Real Estate

(603) 216-5086

Listed by DiPietro Group Real Estate · View on Broker Site

MLS# 5099575· Source: listhub· 2 days on market

Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

5 Sherwood Road, Windham, NH 03087

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