5 Sherwood Road, Windham, NH 03087
Rockingham County
Key Facts
Presented by: Shannon DiPietro
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Colonial
Year Built
1999
Stories
2
Living Area
6,154 sq ft
Lot Size
3.79 acres
Garage Spaces
3
Parking Spaces
3
Zoning
RD
Days on Market
1
MLS® Listing#
5099575
Property Features
Interior
Exterior
Appliances
Cooling
Heating
Flooring
Basement
Parking
Patio
Lot Features
Roof
Utilities
Sewer
Water Source
Financial Details
Annual Taxes
$20,220
Tax year 2025
Directions
GPS
Affordability Calculator
$319,800
Estimated monthly payment
$8,511/mo
Principal $1,279,200 · Est. interest $1,784,598 over 30 yrs
Location
Getting Around
Points of Interest in Windham, NH
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Nearby Schools
Windham School District
School · 0.8 mi away
Windham Center School
Secondary · 0.9 mi away
Windham High School
Secondary · 1.2 mi away
Windham Middle School
Secondary · 2.3 mi away
South Londonderry Elementary School
Elementary · 2.6 mi away
Searles School and Chapel
School · 2.9 mi away
Windham Woods School
School · 3.0 mi away
Windham Academy
Elementary · 3.0 mi away
Over the Rainbow Preschool
School · 3.4 mi away
Magical Beginnings
Elementary · 3.6 mi away
Londonderry Learning Academy
School · 3.7 mi away
South Range Elementary School
Elementary · 4.3 mi away
St Joseph Regional Catholic School
School · 4.5 mi away
North Salem Elementary School
Elementary · 4.5 mi away
Merrimack Valley Montessori School
Elementary · 4.5 mi away
Kings Kids Childcare Center
School · 4.7 mi away
Lancaster Elementary School
Elementary · 4.7 mi away
Matthew Thornton Elementary School
Elementary · 5.0 mi away
Moose Hill School
Elementary · 5.0 mi away
Derry Montessori School
Elementary · 5.0 mi away
Commute Calculator
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Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 166 Londonderry Road, Windham, NH | $1,150,000 | 3 | 3 | 2,235 |
| 5 Bedros Street, Windham, NH | $1,165,000 | 4 | 3 | 3,707 |
| 18 LongMeadow Road, Windham, NH | $1,175,000 | 4 | 3 | 3,212 |
| 13 Sunridge Road, Windham, NH | $1,195,000 | 4 | 3 | 2,689 |
| 8 Bear Hill Road, Windham, NH | $1,200,000 | 4 | 3 | 3,943 |
| 50 Overton Road, Windham, NH | $1,249,900 | 4 | 4 | 4,030 |
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