5 Sherwood RoadWindham, NH 03087MLS Number 5099575

  • Price: $1,599,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
CMS
5 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 030875 Sherwood Road Windham NH 03087
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  • 4Bedrooms
  • 3.79Acreage
  • 4Bathrooms
  • 1999Year Built

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Listed by Shannon DiPietro of DiPietro Group Real Estate
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.

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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number5
  • StreetSherwood Road
  • TownWindham
  • StateNH
  • Zip03087
  • CountyRockingham
  • Map11
  • Flood Zone Y/NUnknown
  • Address5 Sherwood Road

Interior

  • Interior FeaturesCentral 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 Thermost
  • Room 1 TypeFoyer
  • Room 1 Level1
  • FloorsBamboo, Carpet, Ceramic Tile, Hardwood, Laminate
  • Room 2 TypeBathroom Half
  • Room 2 Level1
  • Room 3 TypeBathroom Three Quarter
  • Room 3 LevelBasement
  • Room 4 TypeBathroom Full
  • Room 4 Level2
  • Room 5 TypeBathroom Full
  • Room 5 Level2
  • Stories2
  • Room 6 TypeBedroom
  • Room 6 Level2
  • Room 7 TypeBedroom
  • Room 7 Level2
  • Room 8 TypeBedroom
  • Room 8 Level2
  • Room 9 TypePrimary Bedroom
  • Room 9 Level2
  • Room 10 TypeOffice/Study
  • Room 10 Level1
  • Room 11 TypeDining Room
  • Room 11 Level1
  • Room 12 TypeKitchen
  • Room 12 Level1
  • Room 13 TypeFamily Room
  • Room 13 Level1
  • Room 14 TypeLiving Room
  • Room 14 Level1
  • Room 15 TypeSunroom
  • Room 15 Level1
  • Room 16 TypeBedroom
  • Room 16 LevelBasement
  • Room 17 TypeKitchen
  • Room 17 LevelBasement
  • Room 18 TypeLiving Room
  • Room 18 LevelBasement

Parking

  • Parking Spaces3
  • GarageYes
  • Parking DescriptionAssigned, Driveway, Garage

Building

  • Year Built1999
  • Building ConstructionWood Frame, Clapboard Exterior
  • ConstructionExisting
  • Property StyleColonial
  • Bedrooms4
  • Bathroom4
  • Total Baths4
  • 3/4 Baths1
  • Half Bath1
  • Total Rooms10
  • Square Feet5,112
  • APX Unfin Below Grade1042
  • BasementExterior Access, Finished, Insulated, Interior Access, Interior Stairs, Walkout
  • FoundationConcrete

Utilities

  • Heat SystemPropane, Oil, Solar, Wood, Electric, Forced Air, Wood Stove, Mini Split
  • WaterDrilled Well, On-Site Well Exists, Private, Purifier/Soft
  • Sewer1500+ Gallon, Leach Field, On-Site Septic Exists, Private
  • Electric200+ Amp Service, Circuit Breaker(s), Energy Storage Device, Generator, Net Meter, Off Grid
  • UtilitiesCable, Other, Propane

Other

  • SeasonalNo
  • Page2841
  • Date Listed07/13/2026

Rooms

  • Full Bath2

Basic Information

  • MLS Number5099575
  • MLS StatusComing Soon
  • StatusCMS
  • Property TypeSingle Family
  • List Price$1,599,000
  • Listing Agent NameShannon DiPietro
  • Broker NameDiPietro Group Real Estate

Property

  • Acreage3.79
  • Lot DescriptionLandscaped, Wooded
  • AreaNH-Rockingham
  • Lot235
  • DrivewayPaved
  • RoadsPaved, Public
  • Road Frontage233

Exterior

  • Exterior FeaturesDeck, Dog Fence, Partial Fence, Hot Tub, Patio, In-Ground Pool, Porch, Storage, Window Screens, Double Pane Window(s)
  • RoofArchitectural Shingle, Asphalt Shingle

Amenities

  • Accessibility Amenities1st Floor 1/2 Bathroom,1st Floor Hrd Surfce Flr,1st Floor Laundry
  • AmenitiesAir Conditioner, CO Detector, HW/Batt Smoke Detector, Irrigation System, Radon Mitigation, Standby Generator, Wood Stove
  • PricePerSqFt405.02

Your Local Office

Lake Farm Realty

Lake Farm Realty

164 Main Street,
PO Box 265,
Andover, NH 03216
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 July 14, 2026 8:08 AM UTC

 

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