Listed by Shannon DiPietro • DiPietro Group Real Estate.
Contingent
$1,500,000
Est. $10,109/mo —
4
bd
•
3.5 ba
•
5,112
sq ft
5 Sherwood Rd, Windham, NH 03087
About this home
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.
Single-familyProperty Type
1999Year Built
3.79 acresLot Size
$293Price/Sq.Ft.
3 car garageParking
Listed by Shannon DiPietro• DiPietro Group Real Estate
Beautifully maintained 12 room Colonial on lovely landscaped 3+ acre lot. Brand new deck, water filtration system, freshly painted, new carpet installed in lower level. Four+ bedrooms, large gourmet kitchen, large family room, Great room, Cathedral Ceiling Sunroom, and fineshed walk out lower level. Close to highway, shopping, golf course and schools. Must see to appreciate!
Year
Property tax
Land + Additions
Assessment*
2024
$18,490 (+5.8%)
$235,200 + $581,500
$816,700
2023
$17,477 (+8.3%)
$235,200 + $581,500
$816,700
2022
$16,138 (+6.1%)
$235,200 + $581,500
$816,700
2021
$15,207 (−1.1%)
$235,200 + $581,500
$816,700
2020
$15,371 (+12.1%)
$235,200 + $568,300
$803,500
2019
$13,715 (−3.2%)
$217,100 + $391,100
$608,200
2018
$14,165 (+16.0%)
$217,100 + $391,100
$608,200
2017
$12,209 (−7.4%)
$217,100 + $387,300
$604,400
2016
$13,188
$217,100 + $387,300
$604,400
2015
$13,197 (−17.5%)
$217,100 + $390,500
$607,600
2013
$15,998
$234,000 + $443,900
$677,900
Public record
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
3.79 Acres
Year renovated
2008
Finished Sq. Ft.
3,948
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,948
Year built
1999
Style
Single Family Residential
County
Rockingham County
APN
187875
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on May 14, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 95° expected this year, 15 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
2/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Windham, NH • 03087
Average low and high temperatures (°F)
31
16
34
17
48
29
58
38
67
49
78
59
83
64
79
58
73
54
62
43
50
34
36
22
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
93/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Windham. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.3 hrs
5.7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 5 Sherwood Rd
$1,464,103
$36K under list price of $1.50M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $930K to $2.2M.