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)
$2,666,400
as of Aug 7, 2026
$2,666,400
as of Aug 7, 2026
4 Beds
5.5 Baths
7,205 sqft
(on 2.85 acres)
Local Information
- Map ViewExplore the area around 20 Bennington Road.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2017
Lot Size
2.85 acres
Living Area
7,205 sqft
Price/Sqft
$370
Parking
Garage
Last check for updates: about 2 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
About this House
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.
20 Bennington Road, Windham, NH 03087 is a 4 bedroom, 6 bathroom, 7,205 sqft single-family home built in 2017. It last sold for $2,430,000 on Aug 5, 2024 (3% below the $2,495,000 asking price). It is currently off market. The Trulia Estimate is $2,666,400, with a rent estimate of $7,872/month.
Home Details for 20 Bennington Road
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MLS Status: Closed |
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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 |
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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 |
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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 |
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Price List Price: $2,495,000 |
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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 |
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Building Area Building Area: 7205 Square Feet |
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Lot Area: 2.85 Acres |
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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
| Date | Price | Event | Source |
|---|---|---|---|
| 08/05/2024 | $2,430,000 | Sold | PrimeMLS #4998946 |
| 06/12/2024 | $2,495,000 | Contingent | PrimeMLS #4998946 |
| 06/05/2024 | $2,495,000 | Listed For Sale | PrimeMLS #4998946 |
| 08/30/2017 | $1,248,527 | Sold | PrimeMLS #4637894 |
| 03/17/2017 | $198,000 | Sold | N/A |
Market trends in Windham
Last updated June 2026
Avg. sale price
$678K
Sale-to-List Price
102.3%
Price per sq ft
$320
Available listings
58
2MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| 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 | |
0.12 | Single-Family Home | $1,690,000 | 05/15/26 | 5 | 4.5 | 4,653 | |
0.09 | Single-Family Home | $3,200,000 | 08/11/25 | 7 | 6 | 9,825 | |
0.74 | Single-Family Home | $2,200,000 | 07/31/26 | 5 | 5.5 | 4,804 | |
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 | |
0.96 | Single-Family Home | $1,400,000 | 05/21/26 | 4 | 2.5 | 4,462 | |
0.90 | Single-Family Home | $1,090,000 | 07/30/26 | 4 | 2.5 | 4,304 | |
0.82 | Single-Family Home | $1,076,250 | 08/13/25 | 4 | 2.5 | 3,174 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETChristine Carey, DiPietro Group Real Estate
OFF MARKETStacey Caruso, Coldwell Banker Realty - Haverhill
OFF MARKETKristin Reyes, Real Broker MA, LLC- OFF MARKETShannon DiPietro, DiPietro Group Real Estate
Assigned Schools
These are the assigned schools for 20 Bennington Road.
- Windham Center School
- 5-6
- Public
- 426 Students
9/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Golden Brook Elementary School
- PK-4
- Public
- 1113 Students
8/10GreatSchools RatingParent Rating AverageGolden Brook is an amazing elementary school. My daughter will be said to leave after this year (she is a 4th grader). She has been going to GBS since pre-k and has only had positive experiences with the teachers and staff. I appreciate her teacher providing weekly homework rather than every night so that if she has sports or other activities, she doesn't have to cram it in every night. Love the GRIT concept taught throughout the Windham school district.Parent Review4y ago - Windham Middle School
- 7-8
- Public
- 414 Students
9/10GreatSchools RatingParent Rating AverageHorrible school, I do not recommend. Please send your kids to private school after 6th gradeStudent Review1y ago - Windham High School
- 9-12
- Public
- 945 Students
9/10GreatSchools RatingParent Rating AverageWindham High School strives to serve. They do suffer from staffing shortages, and because of high praise nationally, the classes have become overcrowded, which is unacceptable given they built the high school such a short time ago. The curriculum is rounded and promotes critical thinking. They promote A/P coursework and high academic performance. I would not recommend the school for special needs. It is not so much the school's fault than it is a New Hampshire issue. For special education, the district is supportive in elementary, but for middle school and high school, too much parental oversight is needed for effective implementation of basic executive function development. Special education paraprofessionals are under-trained and under-staffed. There is a lot of lip service, and you are better served in Massachusetts, where the state funding is put to good use. There should be less emphasis on sports, but that's an observation that could be made of most high schools in the US. It is a positive place to raise a child. I do think the policies of inclusion, tolerance, and acceptance overall are a notch over adequate.Parent Review3y ago 
Check out schools near 20 Bennington Road.
What Locals Say about Windham
At least 42 Trulia users voted on each feature.
96 % Say car is needed
94 % Say it's dog friendly
92 % Say parking is easy
89 % Say people would walk alone at night
88 % Say it's quiet
87 % Say there's holiday spirit
85 % Say yards are well-kept
82 % Say there's wildlife
69 % Say kids play outside
61 % Say neighbors are friendly
53 % Say they plan to stay for at least 5 years
52 % Say there are community events
14 % Say streets are well-lit
13 % Say it's walkable to grocery stores
12 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 20 Bennington Road
4 ACRESMary-Jo Driggers, Keller Williams Gateway Realty
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Off Market Homes Near 20 Bennington Road
SOLDJUL 17, 2026PrimeMLS, Closed
SOLDJUN 29, 2026Gagnon Lindquist Team, RE/MAX Innovative Properties
SOLDJUN 23, 2026Christine Koutrobis, Coldwell Banker Realty - Andovers/Readings Regional
SOLDJUN 18, 2026PrimeMLS, Closed- See more homes for sale inWindham
Frequently asked questions about 20 Bennington Road
- What is 20 Bennington Road estimated to be worth?Trulia's estimated value for 20 Bennington Road in Windham, NH is $2,666,400.
- What is the price history for 20 Bennington Road?20 Bennington Road in Windham, NH last sold for $2,430,000 in August 2024.
- Is Windham a buyer's or seller's market?Windham is currently a seller's market, based on recent for-sale activity.
- What's the median sale price in Windham?The median sale price in Windham is $678K.
- Does 20 Bennington Road have air conditioning?Yes, 20 Bennington Road in Windham, NH has air conditioning.
- Does 20 Bennington Road have laundry facilities?Yes, 20 Bennington Road in Windham, NH has in-unit laundry.
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 2026-08-07 14:44:32 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.
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.