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For sale
  • Price cut: $99K (7/30)
    $1,500,000

    5 Sherwood Rd, Windham, NH 03087

    4beds
    3,948sqft
    : 
    $9,996/mo
    Get pre-qualified
    Single Family Residence
    Built in 1999
    3.79 Acres Lot
    $1,476,100 Zestimate®
    $380/sqft
    $-- HOA

    What's special

    Private home officeCentral air conditioning throughoutExpansive composite deckCustom cabinet-front refrigeratorCustom millwork throughoutElegant formal dining roomGrand two-story foyer
    Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5meticulously 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.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, providing exceptional flexibility Outside, the expansive composite deck overlooks a gunite inground pool surrounded by professional 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.
    5 days
    1,005
    61

    Zillow last checked:

    Listing updated:

    Listed by:

    Shannon DiPietro 603-965-5834,

    DiPietro Group Real Estate 603-216-5086

    Source: MLS PIN,MLS#: 73581900

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bedroom 4
      • Level: Second
      Bedroom 5
      • Level: Basement
      Primary bathroom
      • Features: Yes
      Dining room
      • Level: First
      Family room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Level: First
      Office
      • Level: First
      Heating
      • Forced Air, Baseboard, Oil, Wood Stove, Ductless
      Cooling
      • Central Air, Ductless
      Appliances
      • Laundry: First Floor
      Features
      • Sun Room, Kitchen, Office
      • Windows: Screens
      • Basement: Full,Finished,Walk-Out Access,Garage Access
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,948
      • Total interior livable area: 3,948 sqft
      • Finished area above ground: 3,948
      • Finished area below ground: 1,164

      Property

      Parking
      • Total spaces: 13
      • Parking features: Under, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street, Paved
      • Attached garage spaces: 3
      • Uncovered spaces: 10
      Features
      • Patio & porch: Porch, Deck, Patio
      • Exterior features: Porch, Deck, Patio, Pool - Inground, Hot Tub/Spa, Screens
      • Has private pool: Yes
      • Pool features: In Ground
      • Has spa: Yes
      • Spa features: Private
      Lot
      • Size: 3.79 Acres
      • Features: Wooded
      Details
      • Parcel number: M:11 B:A L:235,187875
      • Zoning: RD

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1999

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Private Sewer
      • Water: Private

      Community & HOA

      Community
      • Features: Shopping, Park, Walk/Jog Trails, Highway Access, Public School
      HOA
      • Has HOA: No
      Location
      • Region: Windham

      Financial & listing details

      • Price per square foot: $380/sqft
      • Tax assessed value: $1,429,000
      • Annual tax amount: $20,220
      • Date on market: 9/23/2026

        Estimated market value

        $1,476,100

        $1.40M - $1.55M

        $7,942/mo

        Price history

        DateEventPrice
        7/30/2026Price change$1,500,000-6.2%$380/sqft
        Source: PrimeMLS #5099575 Report a problem
        7/15/2026Listed for sale$1,599,000+106.4%$405/sqft
        Source: PrimeMLS #5099575 Report a problem
        10/11/2016Sold$774,800-3.1%$196/sqft
        Source: PrimeMLS #4503373 Report a problem
        8/8/2016Pending sale$799,900$203/sqft
        Source: Coldwell Banker Dinsmore Associates #4503373 Report a problem
        7/11/2016Listed for sale$799,900-3.5%$203/sqft
        Source: Coldwell Banker Dinsmore Associates #4503373 Report a problem
        4/2/2010Listing removed$829,000$210/sqft
        Source: George Dinsmore Associates, Inc. DBA Prudential Dinsmore Associates, REALTORS #2783538 Report a problem
        2/18/2010Price change$829,000-3.6%$210/sqft
        Source: George Dinsmore Associates, Inc. DBA Prudential Dinsmore Associates, REALTORS #2783538 Report a problem
        9/2/2009Price change$859,900-4.4%$218/sqft
        Source: George Dinsmore Associates, Inc. DBA Prudential Dinsmore Associates, REALTORS #2783538 Report a problem
        6/20/2009Listed for sale$899,900+649.9%$228/sqft
        Source: George Dinsmore Associates, Inc. DBA Prudential Dinsmore Associates, REALTORS #2783538 Report a problem
        12/1/1998Sold$120,000$30/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$18,490 +5.8%$816,700
        2023$17,477 +8.3%$816,700
        2022$16,138 +5%$816,700 +1.6%
        2020$15,371 +12.1%$803,500 +32.1%
        2019$13,715 -3.2%$608,200
        2018$14,165 +16%$608,200 +0.6%
        2017$12,209 -7.4%$604,400
        2016$13,188 -0.1%$604,400 -0.5%
        2015$13,197 -13.4%$607,600 -4.4%
        2014$15,247 -4.7%$635,300 -6.3%
        2013$15,998 +2.4%$677,900
        2012$15,626 -0.1%$677,900
        2011$15,646 +8.6%$677,900 +3.4%
        2010$14,403 +16.7%$655,300 -4.5%
        2008$12,346 +11.2%$685,900 -0.6%
        2007$11,106 $689,800
        Find assessor info on the county website

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 03087

        Getting around

        0 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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