20 Bennington Road, Windham, NH 03087
OFF MARKET
Listed by Amber L Tomlin, Keller Williams Realty-Metropolitan, (603) 232-8282 . Bought with EXP Realty

20 Bennington Road
Windham, NH 03087

  • 4 Beds
  • 5.5 Baths
  • 7,205 sqft (on 2.85 acres)

$2,658,400

Trulia Estimate
as of May 9, 2026

$2,658,400

Trulia Estimate
as of May 9, 2026
4 Beds
5.5 Baths
7,205 sqft
(on 2.85 acres)

Homes for sale near 20 Bennington Road

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Apartments for Rent

Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 11 hours ago
Listed by Amber L Tomlin
Keller Williams Realty-Metropolitan, (603) 232-8282
Bought with: Corrine Bonnette, EXP Realty, (888) 398-7062
Source: PrimeMLS, MLS#4998946

Description

IMMERSE YOURSELF IN LUXURY|Located in one of Windham, NH’s most sought-after neighborhoods, this custom colonial features finishes like no other. Handcrafted with the utmost attention to detail, this home offers over 7,000 sq ft of elegance. Upon entering, you will be greeted by soaring ceilings, gleaming hardwood floors, and a breathtaking foyer. Designed for comfort and entertaining, this floor plan provides an unparalleled living experience that includes a formal dining room, a study complete with a gas fireplace, and a family room that boasts an exquisite handmade entertainment center, gas fireplace, and coffered ceilings. The kitchen is the heart of the home, and this one is a culinary enthusiast’s dream! It features Brazilian quartzite countertops, an oversized island, top-of-the-line appliances, striking lighting fixtures, an oversized pantry, and stunning customized cherry cabinetry.The second level is complete with three en-suite bedrooms and a primary suite featuring a fireplace, soaking tub, and walk-in shower. Make your way to the lower level, where you will find a game room, home theater, bar, home gym, and flex space that could double as an additional guest room.This property also features an oversized three-car garage, large deck and patio for entertaining, and a private elevator that provides easy access to any level of the home. Showing to begin Saturday June 8th by appointment.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 06, 2024

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 20 Bennington Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,Walkout,Walk-Out AccessNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 2Number of Bathrooms (three quarters): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 7205 Square Feet
Appliances & Utilities
Utilities: CableAppliances: Gas Cooktop, Dishwasher, Dryer, Range Hood, Freezer, Microwave, Mini Fridge, Double Oven, Gas Range, Refrigerator, Washer, Gas StoveDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Propane,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Fireplace & Spa
Fireplace: Gas, 3+ FireplacesHas a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: DrapesFlooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Paved ParkingElevatorFloors: Carpet, Tile, Wood
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioExterior: DeckFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Has a GarageParking Spaces: 3Parking: Paved
Frontage
Road Frontage: Public
Water & Sewer
Sewer: Septic Tank
Farm & Range
Frontage Length: Road frontage: 235
Finished Area
Finished Area (above surface): 5029 Square FeetFinished Area (below surface): 2176 Square Feet

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood FrameNot a New Construction
Property Information
Not Included in Sale: Basement Freezer, Theater Seating, Basement Bar Please see attached inclusions/exclusions list

Price & Status

Price
List Price: $2,495,000

Location

Direction & Address
City: Windham
School Information
Elementary School: Golden Brook Elementary SchoolElementary School District: WindhamJr High / Middle School: Windham Middle SchoolJr High / Middle School District: WindhamHigh School: Windham High SchoolHigh School District: Windham

Building

Building Area
Building Area: 7205 Square Feet

Lot Information

Lot Area: 2.85 Acres

Miscellaneous

BasementMls Number: 4998946Above Grade Unfinished Area: 5029Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price History for 20 Bennington Road

DatePriceEventSource
08/05/2024$2,430,000Sold
PrimeMLS #4998946
06/12/2024$2,495,000ContingentPrimeMLS #4998946
06/05/2024$2,495,000Listed For SalePrimeMLS #4998946
08/30/2017$1,248,527Sold
PrimeMLS #4637894
03/17/2017$198,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$27,148
Assessment$1,199,100
Home facts updated by county records

Comparable Sales for 20 Bennington Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.17
Single-Family Home
$1,790,000
08/21/25
4
4.5
5,961
0.09
Single-Family Home
$3,200,000
08/11/25
7
6
9,825
0.64
Single-Family Home
$2,200,000
05/19/25
4
4.5
6,074
0.26
Single-Family Home
$1,250,000
06/16/25
4
4
3,703
0.48
Single-Family Home
$1,075,000
09/19/25
4
2.5
3,460
0.43
Single-Family Home
$959,000
08/22/25
3
2.5
3,590
0.75
Single-Family Home
$1,420,000
08/25/25
4
3
5,386
0.73
Single-Family Home
$850,000
07/22/25
4
2.5
2,976
0.85
Single-Family Home
$1,475,000
07/15/25
4
4
4,519

Assigned Schools

These are the assigned schools for 20 Bennington Road.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windham

At least 41 Trulia users voted on each feature.
  • 96 % Say car is needed

  • 94 % Say it's dog friendly

  • 91 % Say parking is easy

  • 88 % Say it's quiet

  • 88 % Say people would walk alone at night

  • 87 % Say there's holiday spirit

  • 85 % Say yards are well-kept

  • 82 % Say there's wildlife

  • 69 % Say kids play outside

  • 62 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 52 % Say there are community events

  • 15 % Say streets are well-lit

  • 12 % Say there are sidewalks

  • 11 % Say it's walkable to grocery stores

Learn more about our methodology.
  • M Rideout
    "Nicest town in New Hampshire by far, safe, good schools, easy access to 93. Taxes are high but you get what you pay for I guess. "
  • Viren.patel
    "You see dog owners walking here all the time. Everyone is so friendly & nice that you feel like a part of one big family. "
  • Renee C.
    "Recreation department has a lot of town events at the park at the library They have dog Halloween parade Town beach hs many water activity’s "
  • Caitlinschiffer
    "Strawberry Festival, concerts in the common, Griffen Park sports and recreation fields, tennis, basketball. Great community restaurants, Old School, Reds Tavern, Common Man, Windham Restuarant. "
  • Tammy V.
    "all the dogs in my neighborhood are small and friendly, everyone picks up after their dogs for the most part. "
  • Morgan.pm
    "Everyone has a dog and everyone knows all the neighbors dogs names and they are all friends. Okay people allow their dogs to run around leash free during the day. A great neighborhood for walking your dogs. Everyone is super friendly. Everyone cleans up after their pups"
  • Rebekah S.
    "Lots of room to run in yards, lots of doggy friends and neighbors, lots of great vets and hospitals and safe to walk on road anytime of day "
  • 13mnesti
    "Quiet small town community with all the necessary shops, delicious restaurants, and close proximity to the mountains, beach, and city "
  • Vismay S.
    "It’s an awesome town to raise kids & live your entire life in. It is very conveniently located suburb. "
  • deborahemyers
    "I think it is a little piece of heaven close enough to Boston to be worth the extra 1/2 hour drive from a "normal" commute."
  • deborahemyers
    "Used to live there and going back ASAP. Windham has spoiled me for other areas, if you need to be in the southern New Hampshire, or Boston area at all. "
  • cb_bullock
    "Snob Quotient very high. Has become over-built Easy access to rte 93; state rtes 111, 128, 3"
  • karting4fun
    "The area is well kept, quiet, friendly, and clean. Very close to schools. "

LGBTQ Local Legal Protections

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 2026-05-08 06:11:23 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Homes for rent near 20 Bennington Road

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Off Market Homes Near 20 Bennington Road

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Explore by feature

20 Bennington Road, Windham, NH 03087 is a 4 bedroom, 6 bathroom, 7,205 sqft single-family home built in 2017. This property is not currently available for sale. 20 Bennington Road was last sold on Aug 5, 2024 for $2,430,000 (3% lower than the asking price of $2,495,000). The current Trulia Estimate for 20 Bennington Road is $2,658,400.