5 Sherwood Road

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$1,500,000
4 beds5,112 sqft$293/sqft
5 Sherwood Rd, Windham, NH 03087
Est: $9,309/moGet pre-approved

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...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.
LISTING UPDATED: 07/30/2026 07:11 PM

  1. Listed by Shannon DiPietro • DiPietro Group Real Estate

Property Details for 5 Sherwood Road

Status
Active
MLS #
5099575
Days on Market
24
Taxes
$20,220 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1999
Lot Size
3.79 AC / 165,092 SF
County
Rockingham County
Zoning
RD

Location

Listing Courtesy of DiPietro Group Real Estate
Add your commute

Building Information for 5 Sherwood Road

Stories2Year Built1999Building Size-Lot Size3.79 AC / 165,092 SF

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$9,309 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,624

Property Taxes

$1,685

HOA Dues

$0

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Property Information for 5 Sherwood Road

Summary
Location and General Information
  • City: Windham
  • County: NH-Rockingham
  • Directions: GPS
  • Latitude: 42.810452999999995
  • Longitude: -71.313196093254092
  • Road Frontage: Yes
  • Seasonal: No
  • State: NH
  • Street Designation: Road
  • Map: 11
  • Zip Code: 03087
Taxes and HOA Information
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Paved
Property
Lot Information
  • Block: A
  • Lot: 235
  • Lot Features: Landscaped, Wooded
  • Lot Size Acres: 3.79
  • Road Frontage Length: 233.0
  • Total Finished Area: 5112.0
  • Above Grade Finished Area: 3948.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 1164.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 1042.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 165092.0
  • Total Area: 6154.0
Property and Assessments
  • Assessment Amount: $1,429,000
  • Assessment Year: 2025
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: Unknown
  • Power Production Annual: 12,138.00
  • Power Production Ownership: Seller Owned
  • Power Production Size: 9.30
  • Power Production Type: Photovoltaics
  • Power Production Year Install: 2017
  • PowerProductionVerificationSourc: Public Records
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1999
Utilities
  • Electric Company: Eversource
  • Cable Company: Xfinity
  • Fuel Company: B&H Oil
  • Electric: 200+ Amp Service, Circuit Breaker(s), Generator, Net Meter, Energy Storage Device, Off Grid
  • Sewer: 1500+ Gallon, Leach Field, On-Site Septic Exists, Private
  • Water Source: Drilled Well, On-Site Well Exists, Private, Purifier/Soft
  • Utilities: Cable, Propane, Other
  • Internet: High Speed Intrnt at Site
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Roof: Architectural Shingle, Asphalt Shingle
Interior Features
  • 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
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Finished, Insulated, Interior Stairs, Walkout, Interior Access, Exterior Access
  • Rooms: Level 1: Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Family Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Living Room, Level 1: Office/Study, Level 1: Sunroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom, Level 2: Primary Bedroom
  • Rooms: Level B: Level B: Bedroom, Level B: 3/4 Bathroom, Level B: Kitchen, Level B: Living Room
  • Flooring: Bamboo, Carpet, Ceramic Tile, Hardwood, Laminate
  • Heating: Propane, Oil, Solar, Wood, Electric, Forced Air, Wood Stove, Mini Split
  • Cooling: Central AC, Multi Zone, Mini Split, Wall AC Units
  • Total Stories: 2
  • Rooms Total: 10
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 4
Room Information
Room 1
  • Room Level: 1
  • Room Type: Foyer
Room 2
  • Room Level: 1
  • Room Type: Bathroom Half
Room 3
  • Room Level: Basement
  • Room Type: Bathroom Three Quarter
Room 4
  • Room Level: 2
  • Room Type: Bathroom Full
Room 5
  • Room Level: 2
  • Room Type: Bathroom Full
Room 6
  • Room Level: 2
  • Room Type: Bedroom
Room 7
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: 2
  • Room Type: Primary Bedroom
Room 10
  • Room Level: 1
  • Room Type: Office/Study
Room 11
  • Room Level: 1
  • Room Type: Dining Room
Room 12
  • Room Level: 1
  • Room Type: Kitchen
Room 13
  • Room Level: 1
  • Room Type: Family Room
Room 14
  • Room Level: 1
  • Room Type: Living Room
Room 15
  • Room Level: 1
  • Room Type: Sunroom
Room 16
  • Room Level: Basement
  • Room Type: Bedroom
Room 17
  • Room Level: Basement
  • Room Type: Kitchen
Room 18
  • Room Level: Basement
  • Room Type: Living Room

Property History for 5 Sherwood Road

DateEvent & SourcePriceAppreciation
Jul 13, 2026

Listed (Active)

New England Real Estate Network #5099575

$1,599,000—
Oct 11, 2016

Sold

New England Real Estate Network #4503373

$774,800—
Oct 10, 2016

Pending

New England Real Estate Network #4503373

—
DateEvent & SourcePrice
07/13/2026

Listed (Active)

New England Real Estate Network #5099575

$1,599,000
10/11/2016

Sold

New England Real Estate Network #4503373

$774,800
10/10/2016

Pending

New England Real Estate Network #4503373

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Sherwood Road

Taxable ValueLand$376,900Additions$1,052,100Total$1,429,000
Tax Record2025$20,220 ($1,685 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,948 SqFtAbove Grade Finished SqFt3,948 SqFtUnfinished Basement SqFt1,164 SqFtStories2Lot Size165,092 SqFtStyleSingle Family ResidenceYear Built1999Year Renovated2011ZoningRDCountyROCKINGHAMAPNWNDM M:11 B:A L:235

Schools near 5 Sherwood Road

This home is within Windham School District.
Rating
School
Type
Grades
Distance
Golden Brook Elementary School
Public - PK to 4
Windham Center School
Public - 5 to 6
Windham Middle School
Public - 7 to 8
Windham High School
Public - 9 to 12
Rating
School
Distance
Golden Brook Elementary School
PublicPK to 4

Windham Center School
Public5 to 6

Windham Middle School
Public7 to 8

Windham High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 5 Sherwood Road, Windham, NH 03087

5 Sherwood Road is a single family home for sale in Windham, NH 03087. This property was listed for sale on July 13, 2026 by DiPietro Group Real Estate, it's currently listed at $1,500,000. It has been on the market for a total of 24 days and was last sold on October 11, 2016. This listing's school district is Windham School District. Nearby schools include Golden Brook Elementary School, Windham Center School and Windham Middle School. 5 Sherwood Road is a 4-bed, 4-bath, 5,112 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of DiPietro Group Real Estate

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 08/08/2026 05:51 PM