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Beth Thibault
REALTOR®
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20 Bennington Road, Windham, NH 03087

$2,750,000
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Pending
BEDS4 BATHS5 full 1 partial SQUARE FEET7,205 MLS#5113588
STATUSPending PROPERTY TYPEResidential - Single Family SCHOOLWindham

Listing Courtesy of: DiPietro Group Real Estate
Agency Phone: 603-216-5086
Associate Name: Shannon DiPietro
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Property Description

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.

20 Bennington Road | MLS# 5113588

This single family home located at 20 Bennington Road, Windham, NH 03087 is currently listed for sale with an asking price of $2,750,000. This property was built in 2017 and has 4 bedrooms and 5 full and 1 partial baths with 7205 sq. ft. Bennington Road is located within the Windham school district. Search Windham real estate on beththibault.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Climate Controlled, Daylight, Finished, Full, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
Cooling: Central AC
Garage: 3
Heating: Propane, Forced Air, Multi Zone
Home Style: Colonial
Lot Size: 2.85 Acres
Roof Type: Architectural Shingle
Stories: 2.0
Taxes: $33,691
Year Built: 2017

Amenities

Bar
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 Thermostat
1st Floor Laundry
Deck
Patio
Porch
Window Screens
Double Pane Window(s)

Feature Descriptions

Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Hrd Surfce Flr, Access to Common Areas, Laundry Access w/No Steps, Access to Parking, 1st Floor Laundry
Appliances: ENERGY STAR Qual Dishwshr, Disposal, ENERGY STAR Qual Dryer, Range Hood, Freezer, Microwave, Double Oven, Gas Range, Refrigerator, ENERGY STAR Qual Washer, Gas Water Heater, Exhaust Fan
Baths 1/2: 1
Baths 3/4: 3
Baths Full: 2
Color: White
Construction: Wood Frame, Clapboard Exterior
Days on Site: 27
Driveway: Paved
Electric: Circuit Breaker(s)
Equipment: Air Conditioner, CO Detector, Irrigation System, Radon Mitigation, Security System, Smoke Detector, Sprinkler System, Gas Stove
Exterior: Wood Frame, Clapboard Exterior
Flood Zone: Unknown
Flooring: Carpet, Ceramic Tile, Hardwood
Foundation: Poured Concrete
Lot: Landscaped
Number of Rooms: 10
Parking: Driveway, Garage, Paved
Road Frontage: 172
Roads: Paved, Public, Public Maintained Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 5029
Sq. Ft. Below Grade Finished: 2176
Sq. Ft. Total Finished: 7205
Total Stories: 2
Water: Drilled Well
Zoning: RD

Local Schools

High School: Windham High School
Middle School: Windham Middle School
Elementary School: Golden Brook Elementary School
School District: Windham

Listed By / Shown By

Listed By

Agency Name: DiPietro Group Real Estate
Agent Name: Shannon DiPietro
Agency Phone: 603-216-5086

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Estimated Payment

$ 9,729.97 per month $6,120.31 Principal & Interest $2,807.58 Property Tax $802.08 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 11/05/2026. The listing information on this page last changed on 11/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 11/05/2026 12:00:00 AM EST) or MLSPIN MLS (last updated Wed 11/04/2026 11:38:31 PM EST) or Prime MLS (last updated Wed 11/04/2026 11:33:25 PM EST) or MREIS (last updated Wed 11/04/2026 11:55:20 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-11-04 23:33:25

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