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$2,750,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 4 Partial Baths
  • 7,205 Sq. Ft.
  • 2.85 Acres
  • 3 Car Garage
  • Updated 6 hours ago
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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.

Full Property Details for 20 Bennington Rd

General

  • Price: $2,750,000
  • Taxes: $33,691 (2025)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5113588
  • Updated: 10/8/2026
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Interior Features: Bar, Dining Area, Draperies, Elevator, Passenger Elevator, 3 or More 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
  • Fireplace: Yes
  • 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
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 2
  • 3/4 Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Equipment: Air Conditioner, CO Detector, Irrigation System, Radon Mitigation, Security System, Smoke Detector, Sprinkler System, Gas Stove

Exterior

  • Exterior Features: Deck, Patio, Porch, Window Screens, Double Pane Window(s)
  • Color: White

Parking

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

Location

  • County: Rockingham
  • Driving Directions: GPS

School Information

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

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Propane, Forced Air, Multi Zone

Utilities

  • Sewer: Septic

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Walkout
  • Basement Desc.: Climate-Controlled, Daylight, Finished, Full, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
  • Roof: Architectural Shingle
  • Stories/Levels: 2
  • Square Feet: 7,205
  • Finished Total: 7,205 Sq. Ft.
  • Finished Above Grnd: 5,029 Sq. Ft.
  • Finished Below Grnd: 2,176 Sq. Ft.
  • Year Built: 2017

Lot Features

  • Lot Size (Acres): 2.85
  • Lot Size (Sq. Ft.): 124,146
  • Frontage: Yes Road Frontage
  • Frontage Feet: 172
  • Driveway/Sidewalk: Paved
  • Zoning: RD

Financial Considerations

  • Price Per Sq. Ft.: $546.83
  • Assessment Year: 2025
  • Assessment Amount: $2,381,000
  • Tax Amount: $33,691
  • Tax Year: 2025

Disclosures and Reports

  • Block: D
  • Lot Number: 3022

Listed by DiPietro Group Real Estate, Shannon DiPietro

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Listed by DiPietro Group Real Estate, Shannon DiPietro

Listing agent

— 20 Bennington 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 20 Bennington Rd

School District:Windham School District
NameGradesDistance
Golden Brook Elementary School
112B Lowell Rd., Windham, NH 03087
PK-40.9 mi
Windham Middle School, Windham, NH
112 Lowell Road, Windham, NH 03087
7-80.9 mi
Windham High School, Windham, NH
64 London Bridge Road, Windham, NH 03087
9-120.6 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 20 Bennington Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/08/2026
Listed
$2,750,000
13.17%
MLS
8/05/2024
Sold
$2,430,000
—
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 20 Bennington Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$33,691
24%
$2,381,000
99%
2024
$27,148
6%
$1,199,100
—
2023
$25,661
8%
$1,199,100
—
2022
$23,694
6%
$1,199,100
—
2021
$22,415
-3%
$1,203,800
—
2020
$23,029
5%
$1,203,800
24%
2019
$21,864
-3%
$969,600
—
2018
$22,582
343%
$969,600
284%
2017
$5,101
-2%
$252,500
6%
2016
$5,182
—
$237,500
—
2015
$5,159
21396%
$237,500
23890%
2014
$24
14%
$990
10%
2013
$21
—
$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.

Estimate the Cost for 20 Bennington Rd

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NMLS#: 1598647

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Listed by DiPietro Group Real Estate, Shannon DiPietro

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20 Bennington Road, Windham, NH 03087 (MLS# 5113588) is a Single Family property with 4 bedrooms, 2 full bathrooms and 4 partial bathrooms. 20 Bennington Road is currently listed for $2,750,000 and was received on October 08, 2026. Want to learn more about 20 Bennington 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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