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$1,599,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2 Partial Baths
  • 5,112 Sq. Ft.
  • 3.79 Acres
  • 3 Car Garage
  • Updated 10 hours ago
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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.

Full Property Details for 5 Sherwood Rd

General

  • Price: $1,599,000
  • Taxes: $20,220 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5099575
  • Updated: 7/13/2026
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Interior Features: 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
  • Fireplace: Yes
  • 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
  • Flooring: Bamboo, Carpet, Ceramic Tile, Hardwood, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • 3/4 Bathrooms: 1
  • Half Bathrooms: 1
  • Bathroom 1: Bathroom Full, Level 2
  • Bathroom 2: Bathroom Full, Level 2
  • Bathroom 3: Bathroom Half, Level 1
  • Bathroom 4: Bathroom Three Quarter, Basement

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Level 2
  • Bedroom 1: Level 2
  • Bedroom 2: Level 2
  • Bedroom 3: Level 2
  • Bedroom 4: Basement

Other Rooms

  • Foyer/Entry: Level 1
  • Living Room: Level 1
  • Family Room: Family Room, Level 1
  • Kitchen: Kitchen, Level 1
  • 2nd Kitchen: Basement
  • Dining Room: Dining Room, Level 1
  • Office: Level 1
  • Sun Room/Solarium: Level 1

Additional Information

  • Pool: Yes
  • Equipment: Air Conditioner, CO Detector, Irrigation System, Radon Mitigation, HW/Batt Smoke Detector, Wood Stove, Standby Generator

Exterior

  • Exterior Features: Deck, Dog Fence, Partial Fence , Hot Tub, Patio, In-Ground Pool, Porch, Storage, Window Screens, Double Pane Window(s)

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Assigned, Driveway, Garage

Location

  • County: Rockingham
  • Driving Directions: GPS

Heating & Cooling

  • Cooling Type: Central AC, Mini Split, Multi Zone, Wall AC Units
  • Heating Type: Propane, Oil, Solar, Wood, Electric, Forced Air, Wood Stove, Mini Split

Utilities

  • Sewer: 1500+ Gallon, Leach Field, On-Site Septic Exists, Private

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Walkout
  • Basement Desc.: Finished, Insulated, Interior Stairs, Walkout, Interior Access, Exterior Access
  • Roof: Architectural Shingle, Asphalt Shingles
  • Stories/Levels: 2
  • Square Feet: 5,112
  • Finished Total: 5,112 Sq. Ft.
  • Finished Above Grnd: 3,948 Sq. Ft.
  • Finished Below Grnd: 1,164 Sq. Ft.
  • Year Built: 1999

Lot Features

  • Lot Size (Acres): 3.79
  • Lot Size (Sq. Ft.): 165,092
  • Frontage: Yes Road Frontage
  • Frontage Feet: 233
  • Driveway/Sidewalk: Paved
  • Zoning: RD

Financial Considerations

  • Price Per Sq. Ft.: $405.02
  • Assessment Year: 2025
  • Assessment Amount: $1,429,000
  • Tax Amount: $20,220
  • Tax Year: 2025

Disclosures and Reports

  • Block: A
  • Lot Number: 235

Listed by DiPietro Group Real Estate, Shannon DiPietro

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Listed by DiPietro Group Real Estate, Shannon DiPietro

Listing agent

— 5 Sherwood Rd —

  • Shannon DiPietro

    DiPietro Group Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5 Sherwood Rd

School District:Windham School District
NameGradesDistance
Golden Brook Elementary School
112B Lowell Rd., Windham, NH 03087
PK-42.4 mi
Windham Middle School, Windham, NH
112 Lowell Road, Windham, NH 03087
7-82.4 mi
Windham High School, Windham, NH
64 London Bridge Road, Windham, NH 03087
9-121.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5 Sherwood Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/13/2026
Listed
$1,599,000
1232.5%
MLS
12/01/1998
Sold
$120,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5 Sherwood Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$20,220
9%
$1,429,000
75%
2024
$18,490
6%
$816,700
—
2023
$17,477
8%
$816,700
—
2022
$16,138
6%
$816,700
—
2021
$15,207
-1%
$816,700
2%
2020
$15,371
12%
$803,500
32%
2019
$13,715
-3%
$608,200
—
2018
$14,165
16%
$608,200
1%
2017
$12,209
-7%
$604,400
—
2016
$13,188
—
$604,400
-1%
2015
$13,197
-13%
$607,600
-4%
2014
$15,247
-5%
$635,300
-6%
2013
$15,998
—
$677,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by DiPietro Group Real Estate, Shannon DiPietro

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5 Sherwood Road, Windham, NH 03087 (MLS# 5099575) is a Single Family property with 4 bedrooms, 2 full bathrooms and 2 partial bathrooms. 5 Sherwood Road is currently listed for $1,599,000 and was received on July 13, 2026. Want to learn more about 5 Sherwood Road? Do you have questions about finding other Single Family real estate for sale in Windham? You can browse all Windham real estate or contact a Coldwell Banker agent to request more information.

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