21 Bennington Rd
Windham, NH 03087
4 Beds
3.5 Baths
4,093 sqft (on 3.18 acres)
$1,879,300
as of May 9, 2026
$1,879,300
as of May 9, 2026
4 Beds
3.5 Baths
4,093 sqft
(on 3.18 acres)
Homes for sale near 21 Bennington Rd
NEW - 2 DAYS AGO4.52 ACRESPrimeMLS, Active
See more homes for sale inWindham
Apartments for Rent
Local Information
© Google
-- mins to
Description
EXQUISITE Executive Estate nestled within one of Windham NH's premier neighborhoods. Situated on 3+ acre corner lot, Sprawling Cape-style home boasts an unparalleled level of luxury & sophistication. Lush, meticulously maintained landscaping, timeless elegance & superior craftsmanship defines every corner of this home. Grand foyer w/ its soaring ceilings, wide plank hickory floors, & gracefully turned staircase sets stage for rest of the residence. Heart of the home is undoubtedly floor-to-ceiling family room, a truly exceptional space where natural light pours in through expansive windows. Adjacent gourmet kitchen featuring subzero/wolf appliances, custom cabinetry, granite countertops & spacious island. 1st level primary suite, stunning dining room, private office & secondary entrance complete this level. 3 bedrms, bonus room w/guest room & 2 private baths are located on 2nd level. Expansive rear yard features spacious deck & patio, perfect for entertaining or a quiet retreat.
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 February 14, 2024
Home Highlights
Parking
3 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
161 days ago
Home Details for 21 Bennington Rd
|
|---|
Interior Details Basement: Full,Bulkhead,Radon Remediation SystemNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Dining Room, Family Room, Kitchen, OfficeWet Bar |
Beds & Baths Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 4093 Square Feet |
Appliances & Utilities Utilities: for Gas Range, Washer Hookup, Generator ConnectionAppliances: Water Heater, Range, Microwave, Refrigerator, Washer, Dryer, Vacuum System, Range HoodDryerLaundry: Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,Washer Hookup,First FloorMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Propane,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 2Fireplace: Family RoomHas a FireplaceNo Spa |
Gas & Electric Electric: 200+ Amp Service, Generator Connection |
Windows, Doors, Floors & Walls Door: French DoorsFlooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile |
Levels, Entrance, & Accessibility Floors: Tile, Carpet, Hardwood, Flooring Wall To Wall Carpet, Flooring Stone Ceramic Tile |
Security Security: Security System |
|
|---|
Exterior Home Features Roof: ShinglePatio / Porch: Deck - Wood, PatioExterior: Deck - Wood, Patio, Professional Landscaping, Sprinkler SystemFoundation: Concrete PerimeterSprinkler System |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 9Parking: Attached,Garage Door Opener,Paved Drive,Paved |
Frontage Waterfront: Lake/Pond, 1/10 to 3/10 To Beach, Beach Ownership(Public)Road Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Private Sewer |
|
|---|
Year Built Year Built: 2010 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape |
Building Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty |
Property Information Parcel Number: 972968 |
|
|---|
Price List Price: $1,849,000 |
Status Change & Dates Off Market Date: Mon Jan 15 2024 |
|
|---|
MLS Status: Sold |
|
|---|
Direction & Address City: Windham |
School Information Elementary School: Golden BrookJr High / Middle School: Windham MiddleHigh School: Windham High |
|
|---|
Building Area Building Area: 4093 Square Feet |
|
|---|
Community Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Highway Access, House of Worship, Public SchoolNot Senior Community |
|
|---|
No HOA |
|
|---|
Lot Area: 3.18 Acres |
|
|---|
Contingencies: Inspection |
|
|---|
BasementMls Number: 73171717 |
|
|---|
ShoppingTennis Court(s)ParkWalk/Jog TrailsGolfBike PathHighway AccessHouse of WorshipPublic School |
Last check for updates: about 8 hours ago
Listed by Christine Carey, (603) 943-0014
DiPietro Group Real Estate, (603) 216-5086
Bought with: Darlene Couture, (978) 490-7961, Berkshire Hathaway HomeServices Verani Realty Salem, (603) 890-3226
Source: MLS PIN, MLS#73171717
Price History for 21 Bennington Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 02/14/2024 | $1,740,000 | Sold | MLS PIN #73171717 |
| 01/01/2024 | ListingRemoved | PrimeMLS #4973112 | |
| 11/29/2023 | $1,849,000 | ListingRemoved | MLS PIN #73171717 |
| 10/18/2023 | $1,849,000 | PriceChange | PrimeMLS #4973112 |
| 10/06/2023 | $1,975,000 | Listed For Sale | PrimeMLS #4973112 |
| 06/23/2010 | $225,000 | Sold | N/A |
- Results are loading
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $21,513 |
| Assessment | $950,200 |
Home facts updated by county records
Comparable Sales for 21 Bennington Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $1,790,000 | 08/21/25 | 4 | 4.5 | 5,961 | |
0.31 | Single-Family Home | $1,250,000 | 06/16/25 | 4 | 4 | 3,703 | |
0.44 | Single-Family Home | $959,000 | 08/22/25 | 3 | 2.5 | 3,590 | |
0.54 | Single-Family Home | $1,075,000 | 09/19/25 | 4 | 2.5 | 3,460 | |
0.69 | Single-Family Home | $1,420,000 | 08/25/25 | 4 | 3 | 5,386 | |
0.67 | Single-Family Home | $2,200,000 | 05/19/25 | 4 | 4.5 | 6,074 | |
0.08 | Single-Family Home | $3,200,000 | 08/11/25 | 7 | 6 | 9,825 | |
0.77 | Single-Family Home | $850,000 | 07/22/25 | 4 | 2.5 | 2,976 |
Assigned Schools
These are the assigned schools for 21 Bennington Rd.
- Windham Center School
- 5-6
- Public
- 418 Students
9/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Golden Brook Elementary School
- PK-4
- Public
- 1098 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
- 438 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
- 1055 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 21 Bennington Rd.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
Homes for rent near 21 Bennington Rd
- Results are loading
Off Market Homes Near 21 Bennington Rd
- SOLDMAY 1, 2026Siri Wilbur Kamien, Berkshire Hathaway HomeServices Verani Realty
- SOLDMAR 27, 2026PrimeMLS, Closed
- SOLDMAR 5, 2026
- See more homes for sale inWindham
Explore by feature
NEW - 1 DAY AGOAPPLY INSTANTLY
APPLY INSTANTLY
APPLY INSTANTLYPET FRIENDLYFURNISHED
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLYFURNISHED
NEW - 2 DAYS AGO
21 Bennington Rd, Windham, NH 03087 is a 4 bedroom, 4 bathroom, 4,093 sqft single-family home built in 2010. This property is not currently available for sale. 21 Bennington Rd was last sold on Feb 14, 2024 for $1,740,000 (6% lower than the asking price of $1,849,000). The current Trulia Estimate for 21 Bennington Rd is $1,879,300.