20 Bennington RoadWindham, NH 03087MLS Number 5113588

  • Price: $2,750,000
  • Est. Mortgage of $/month
  • 0 Day on Market
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Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
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20 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 0308720 Bennington Road Windham NH 03087
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  • 4Bedrooms
  • 2.85Acreage
  • 6Bathrooms
  • 2017Year Built

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Listed by Shannon DiPietro of DiPietro Group Real Estate
TIMELESS ELEGANCE. Exceptional craftsmanship. Luxury on a grand scale. This extraordinary custom-built residence offers over 7,000 square feet of sophisticated living space, where classic architecture, exquisite craftsmanship, and attention to detail create a home of remarkable distinction. From the moment you enter, the grandeur is undeniable. Soaring ceilings, impressive architectural details, extensive custom millwork, and beautifully appointed interiors showcase a level of craftsmanship rarely found in today's homes. The spectacular chef's kitchen is a culinary dream, featuring exceptional design, a large built-in French door refrigerator, and the perfect setting for everything from intimate gatherings to lavish entertaining. Expansive living spaces are designed to entertain on the grandest of scales, while French doors provide access to the deck and lower level, creating a seamless connection to the outdoors. A fully equipped private movie theatre with nine seats and audiovisual equipment delivers an exceptional cinematic experience. The dedicated fitness room, complete with mirrors, treadmill, Tonal workout system, and elliptical, brings the convenience of a private gym home. Four beautifully appointed en-suite bedrooms provide luxurious private retreats, while an elevator offers effortless access between levels. Additional amenities include a garage with EV charging and a whole-house water softening system. Rich in character, grand in scale, and extraordinary in every detail, this residence is a celebration of timeless architecture and refined living. A rare opportunity to experience a level of craftsmanship and elegance that truly sets this home apart.

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More Info

Basic Information

  • PricePerSqFt546.83

Basic Information

  • MLS Number5113588
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$2,750,000
  • Listing Agent NameShannon DiPietro
  • Broker NameDiPietro Group Real Estate

Property

  • Acreage2.85
  • Lot DescriptionLandscaped
  • AreaNH-Rockingham
  • Lot3022
  • DrivewayPaved
  • RoadsPaved, Public, Public Maintained Road
  • Road Frontage172

Exterior

  • Exterior FeaturesDeck, Patio, Porch, Window Screens, Double Pane Window(s)
  • Exterior ColorWhite
  • RoofArchitectural Shingle

Amenities

  • Accessibility Amenities1st Floor 1/2 Bathroom,1st Floor Hrd Surfce Flr, Access to Common Areas, Laundry Access w/No Steps, Access to Parking,1st Floor Laundry
  • AmenitiesAir Conditioner, CO Detector, Irrigation System, Radon Mitigation, Security System, Smoke Detector, Sprinkler System, Gas Stove

Tax Information

  • Tax Year2025

Rooms

  • Full Bath2

Location

  • Building Number20
  • StreetBennington Road
  • TownWindham
  • StateNH
  • Zip03087
  • CountyRockingham
  • DistrictWindham
  • Elementary SchoolGolden Brook Elementary School
  • Junior HighWindham Middle School
  • High SchoolWindham High School
  • Map20
  • Flood Zone Y/NUnknown
  • Address20 Bennington Road

Interior

  • Interior FeaturesBar, Dining Area, Draperies, Elevator, Passenger Elevator,3+ Fireplaces, Kitchen Island, Kitchen/Dining, LED Lighting, Primary BR w/ BA, Natural Light, Natural Woodwork, Security, Indoor Storage, Vaulted Ceiling, Walk-in Closet, Walk-in Pantry, Wet Bar, Programmable Therm
  • FloorsCarpet, Ceramic Tile, Hardwood
  • Stories2

Parking

  • Parking Spaces3
  • GarageYes
  • Parking DescriptionDriveway, Garage, Paved

Building

  • Year Built2017
  • Building ConstructionWood Frame, Clapboard Exterior
  • ConstructionExisting
  • Property StyleColonial
  • Bedrooms4
  • Bathroom6
  • Total Baths6
  • 3/4 Baths3
  • Half Bath1
  • Total Rooms10
  • Square Feet7,205
  • BasementClimate Controlled, Daylight, Finished, Full, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
  • FoundationPoured Concrete

Utilities

  • Heat SystemPropane, Forced Air, Multi Zone
  • WaterDrilled Well
  • SewerSeptic
  • ElectricCircuit Breaker(s)
  • UtilitiesCable

Other

  • SeasonalNo
  • Page1104
  • Date Listed10/09/2026

Your Local Office

Lake Farm Realty

Lake Farm Realty

164 Main Street,
PO Box 265,
Andover, NH 03216
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