Is a car needed in Windham, NH?

As of early 2026, 96% of users say car is needed

Is Windham, NH dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Is parking easy in Windham, NH?

As of early 2026, 92% of users say parking is easy

Would people walk alone at night in Windham, NH?

As of early 2026, 89% of users say people would walk alone at night

Is Windham, NH quiet?

As of early 2026, 88% of users say it's quiet

Does Windham, NH show holiday spirit?

As of early 2026, 87% of users say there's holiday spirit

Are yards well-kept in Windham, NH?

As of early 2026, 85% of users say yards are well-kept

Is there wildlife in Windham, NH?

As of early 2026, 82% of users say there's wildlife

Do kids play outside in Windham, NH?

As of early 2026, 69% of users say kids play outside

Are neighbors friendly in Windham, NH?

As of early 2026, 61% of users say neighbors are friendly

Do residents of Windham, NH plan to stay at least 5 years?

As of early 2026, 53% of users say they plan to stay for at least 5 years

Are there community events in Windham, NH?

As of early 2026, 52% of users say there are community events

Are the streets well-lit in Windham, NH?

As of early 2026, 14% of users say streets are well-lit

Is Windham, NH walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

Does Windham, NH have sidewalks?

As of early 2026, 12% of users say there are sidewalks

What is the estimated monthly payment for 17 Bennington Road?

Based on a $3,100,000 list price with 20% down at today's rates, the estimated monthly payment for 17 Bennington Road in Windham, NH is approximately $19,900 (about $16,260 principal & interest, $3,565 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

How does the list price for 17 Bennington Road compare to homes in Windham?

17 Bennington Road in Windham, NH is listed at $3,100,000, about 325% above the $730K median sale price in Windham .

What do residents say about Windham?

Residents describe Windham, NH as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Windham, NH .

What are the closest schools to 17 Bennington Road?

The closest schools to 17 Bennington Road in Windham, NH are Golden Brook Elementary School (Pre-K, rated 8/10), Windham Center School (Elementary, rated 9/10), Windham High School (rated 9/10).

Does 17 Bennington Road have air conditioning?

Yes, 17 Bennington Road in Windham, NH has air conditioning.

Does 17 Bennington Road have a pool?

Yes, 17 Bennington Road in Windham, NH has a pool.

FOR SALE

2.64 ACRES

Listed by Shannon DiPietro, DiPietro Group Real Estate, (603) 216-5086

17 Bennington Road
Windham, NH 03087

4 Beds
5.5 Baths
6,511 sqft (on 2.64 acres)

$3,100,000

4 Beds

5.5 Baths

6,511 sqft

(on 2.64 acres)

We estimate this home will sell faster than 97% nearby.

Home Highlights

Parking

Garage

Outdoor

Patio, Pool

Climate Control

Heating & Cooling

Price/Sqft

$476

Listed

5 days ago

Local Information

Map ViewExplore the area around 17 Bennington Road.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Last check for updates: about 20 hours ago

Listing courtesy of Shannon DiPietro

DiPietro Group Real Estate, (603) 216-5086

Source: PrimeMLS, MLS#5104676

Also Listed on PrimeMLS.

About this House

UNFORGETTABLE LUXURY | Distinctive, sophisticated and designed to leave a lasting impression, this exceptional custom Colonial by renowned builder DiPietro Homes offers 6,000+ sq. ft. of beautifully appointed living space. Thoughtfully enhanced with on-trend updates and improvements, this remarkable home blends exceptional craftsmanship with a fresh, elevated style for today's luxury lifestyle. From the moment you enter, custom millwork and impressive architectural details set this home apart. At the heart of the home, the stunning family room features a coffered ceiling and wood-burning fireplace, opening seamlessly to a showstopping chef's kitchen designed for both everyday living and effortless entertaining. Full-size refrigerator and freezer, generous workspace and a Butler's Pantry complement this thoughtfully designed space. An elegant dining room, private office and functional mudroom complete the main level. Upstairs, the luxurious primary suite is an unforgettable retreat with its own fireplace and spa-inspired bath featuring a soaking tub and steam shower. With 4 bedrooms, 5 bathrooms, a bonus room and a finished lower level offering a recreation room, full kitchen, built-ins and bath, there is exceptional space and versatility throughout. Outside, your private backyard awaits, complete with an in-ground saltwater pool with waterfall and a covered seating area perfect for relaxing, entertaining and enjoying summer days outdoors. Conveniently located near I-93, schools, shopping and community amenities, with Boston approximately 45 minutes away. A truly unforgettable home where luxury, comfort and exceptional design come together.

We estimate this home will sell faster than 97% nearby.

Home Details for 17 Bennington Road

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Climate Controlled,Concrete,Concrete Floor,Daylight,Finished,Full,Partially Finished,Interior Stairs,Storage Space,Sump Pump,Interior EntryNumber of Rooms: 10
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 6511 Square Feet
Appliances & Utilities Utilities: Cable Available, OtherAppliances: Gas Cooktop, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Dryer, Range Hood, Freezer, Microwave, Mini Fridge, Electric Range, Refrigerator, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Washer, Gas Stove, Tank Water Heater, Wine CoolerLaundry: 2nd Floor LaundryMicrowaveRefrigerator
Heating & Cooling Heating: Propane,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Fireplace & Spa Number of Fireplaces: 2Fireplace: Gas, 2 FireplacesHas a Fireplace
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Window: Blinds, Screens, Double Pane Windows, ENERGY STAR Qualified Windows, Low Emissivity WindowsFlooring: Hardwood, Tile
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: 1st Floor 1/2 Bathroom, 1st Floor 3 Ft. Doors, 3 Ft. Doors, Bathroom w/Tub, Kitchen w/5 Ft. Diameter, Paved ParkingFloors: Hardwood, Tile
View No View
Security Security: Security, Carbon Monoxide Detector(s), Security System, Smoke Detector(s), Hardwired Smoke Detector, HW/Batt Smoke Detector

Exterior Features
Exterior Home Features Roof: Architectural Shingle Standing SeamPatio / Porch: PatioExterior: StorageFoundation: ConcreteHas a Private Pool
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageParking Spaces: 3Parking: Paved,Garage,Attached
Pool Pool: In GroundPool
Frontage Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer Sewer: Private Sewer
Farm & Range Frontage Length: Road frontage: 225
Finished Area Finished Area (above surface): 5015 Square FeetFinished Area (below surface): 1496 Square Feet

Days on Market
Days on Market: 5

Property Information
Year Built Year Built: 2011
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: Wood Frame, Composition Exterior, Wood SidingNot a New Construction

Price & Status
Price List Price: $3,100,000Price Per Sqft: $476

Location
Direction & Address City: Windham
School Information Elementary School District: WindhamJr High / Middle School District: WindhamHigh School District: Windham

Agent Information
Listing Agent Listing ID: 5104676

Building
Building Area Building Area: 6987 Square Feet

Lot Information
Lot Area: 2.64 Acres

Energy
Energy Efficiency Features: Appliances, Insulation, Thermostat, Windows

Miscellaneous
BasementMls Number: 5104676Attic: Attic with Hatch/Scuttle, Pull Down StairsAbove Grade Unfinished Area: 5015Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 476Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Market trends in Windham

Last updated July 2026

Avg. sale price

$730K

$51.67KMoM

Sale-to-List Price

101.6%

0.7%MoM

Price per sq ft

$312

$8MoM

Available listings

6MoM

Price and Tax history

Date	Event	Price
Aug 12, 2026 Source: PrimeMLS #5104676	Listed For Sale	$3,100,000
Jun 15, 2023 Source: PrimeMLS #4944824	Sold	$2,525,000
May 25, 2023 Source: PrimeMLS #4944824	Contingent	$2,285,000
Mar 7, 2023 Source: PrimeMLS #4944824	Listed For Sale	$2,285,000
Nov 8, 2010 Source: N/A	Sold	$234,400

Year	Property tax	Tax assessment
2024	$23,740	$1,048,600

Similar Homes You May Like

Skip to last item

17.25 ACRES
$3,790,000
7 bd
7 ba
9,004 sqft
9 Storybrook Lane,
Amherst, NH 03031
PrimeMLS, Active
2.76 ACRES
$2,099,000
5 bd
5 ba
4,980 sqft
14 Aspen Lane,
Bedford, NH 03110
PrimeMLS, Active
2 ACRES
$2,145,000
4 bd
3.5 ba
3,570 sqft
109 Harvard Avenue,
Auburn, NH 03032
PrimeMLS, Active
1.52 ACRES
$1,850,000
4 bd
3.5 ba
4,182 sqft
32 Settlers Court,
Bedford, NH 03110
PrimeMLS, Active
4.72 ACRES
$1,749,900
4 bd
3.5 ba
4,799 sqft
13 Stone Creek Drive,
Exeter, NH 03833
PrimeMLS, Active
OPEN SAT, 11-12:30PM
1.02 ACRES
$1,650,000
4 bd
5 ba
6,078 sqft
12 Rachel Way,
Bedford, NH 03110
PrimeMLS, Active
1.65 ACRES
$4,500,000
4 bd
6.5 ba
9,498 sqft
1 Willowbrook Court,
Bedford, NH 03110
PrimeMLS, Active
2.09 ACRES
$1,550,000
5 bd
3.5 ba
4,107 sqft
6 Eastview Drive,
Derry, NH 03038
PrimeMLS, Active
1.94 ACRES
$3,250,000
4 bd
4.5 ba
5,911 sqft
43 Newfane Road,
Bedford, NH 03110
PrimeMLS, Active
3.45 ACRES
$2,290,000
7 bd
6 ba
8,852 sqft
241 Wallace Road,
Bedford, NH 03110
PrimeMLS, Active
1.96 ACRES
$1,990,000
5 bd
4 ba
6,404 sqft
15 Chardonnay Terrace,
Bedford, NH 03110
PrimeMLS, Active
NEW CONSTRUCTION
2.3 ACRES
$1,799,000
4 bd
2.5 ba
4,059 sqft
338 Pine Hill Road,
Hollis, NH 03049
PrimeMLS, Active
5.12 ACRES
$1,600,000
4 bd
3.5 ba
4,256 sqft
72 Joppa Hill Road,
Bedford, NH 03110
PrimeMLS, Active
2.84 ACRES
$1,599,000
4 bd
5.5 ba
8,281 sqft
25 Ellison Drive,
Bedford, NH 03110
PrimeMLS, Active
7.34 ACRES
$1,595,000
5 bd
3.5 ba
4,563 sqft
23 Old Manchester Road,
Amherst, NH 03031
PrimeMLS, Active
7.3 ACRES
$2,500,000
4 bd
4 ba
5,673 sqft
150 Brick Mill Road,
Bedford, NH 03110
PrimeMLS, Active
2.58 ACRES
$1,750,000
5 bd
3.5 ba
4,776 sqft
66A Merrimack Road,
Amherst, NH 03031
PrimeMLS, Active
2.32 ACRES
$3,000,000
6 bd
7.5 ba
8,865 sqft
56 Oak Drive,
Bedford, NH 03110
PrimeMLS, Active
0.84 ACRES
$2,250,000
4 bd
5.5 ba
4,838 sqft
48 Reservation Rd,
Andover, MA 01810
Angela Sweeney, William Raveis R.E. & Home Services
2.01 ACRES
$2,195,000
4 bd
5 ba
6,957 sqft
63 Old East St,
Carlisle, MA 01741
Butler Wheeler Team, Coldwell Banker Realty - Concord
5.07 ACRES
$1,799,999
4 bd
3.5 ba
5,003 sqft
83 Worcester Road,
Hollis, NH 03049
PrimeMLS, Active
0.75 ACRES
$3,750,000
4 bd
5 ba
7,032 sqft
56 Sunset Rock Rd,
Andover, MA 01810
Brette L'Italien, William Raveis R.E. & Home Services
3.01 ACRES
$2,895,000
5 bd
5 ba
8,350 sqft
59 William St,
Andover, MA 01810
The Lucci Witte Team, William Raveis R.E. & Home Services
2 ACRES
$1,600,000
4 bd
3.5 ba
4,295 sqft
9 Victoria Ridge,
Amherst, NH 03031
PrimeMLS, Active
0.43 ACRES
$1,680,000
4 bd
3.5 ba
4,193 sqft
10 Darby Ln,
Wilmington, MA 01887
Sanjana Sheth, eXp Realty LLC - Corporate Office
1.01 ACRES
$2,000,000
4 bd
3.5 ba
5,110 sqft
32 Colby Farm Rd,
Chester, NH 03036
Jo-Ellen Redmond, eXp Realty LLC - Corporate Office
0.92 ACRES
$2,239,000
4 bd
5.5 ba
5,736 sqft
14 Charles St,
North Reading, MA 01864
Rebecca Curran, RE/MAX Synergy
10.83 ACRES
$2,499,000
5 bd
4 ba
4,839 sqft
40-40A Pine Hill Road,
Hollis, NH 03049
PrimeMLS, Active
1.25 ACRES
$2,650,000
7 bd
8 ba
9,048 sqft
71 Regency Pl,
North Andover, MA 01845
Angela Sweeney, William Raveis R.E. & Home Services
0.84 ACRES
$1,799,000
5 bd
2.5 ba
4,608 sqft
275 S Main St,
Andover, MA 01810
The Lush Group, Compass
0.48 ACRES
$2,299,000
4 bd
3.5 ba
5,030 sqft
11 Cuba St,
Andover, MA 01810
Bill Lau, Windsor Real Estate LLC
2.15 ACRES
$2,495,000
6 bd
4.5 ba
6,238 sqft
58 Johnson Rd,
Carlisle, MA 01741
Peggy Dowcett, Coldwell Banker Realty - Concord
1.55 ACRES
$1,749,000
5 bd
4 ba
4,582 sqft
378 Salem St,
Andover, MA 01810
The Joe & Cindy Team, William Raveis R.E. & Home Services
5.34 ACRES
$2,394,888
5 bd
5.5 ba
7,600 sqft
8 Janice Ave,
North Reading, MA 01864
Christopher Gianatassio, CDG Realty Group
4.52 ACRES
$1,849,000
6 bd
4.5 ba
8,225 sqft
117 Castle Hill Rd,
Windham, NH 03087
Shannon DiPietro, DiPietro Group Real Estate
0.94 ACRES
$2,250,000
7 bd
5.5 ba
7,276 sqft
3 Hazelwood Cir,
Andover, MA 01810
Zhiqiang Zhang, Fairview Partners International LLC
0.48 ACRES
$1,735,000
4 bd
2.5 ba
3,470 sqft
16 Saint Paul Ln #20,
Westford, MA 01886
Dennis Page, LAER Realty Partners
2.02 ACRES
$1,899,000
5 bd
2.5 ba
3,532 sqft
106 Spofford Rd,
Boxford, MA 01921
Andrea Anastas, RE/MAX Village Properties
$2,299,000
5 bd
5.5 ba
4,934 sqft
8 Wendell Pl,
Westford, MA 01886
Flynn Team, Keller Williams Realty-Merrimack
0.69 ACRES
$1,949,900
5 bd
3.5 ba
7,005 sqft
3 Newman Hill Dr,
Andover, MA 01810
The Carroll Group, RE/MAX Partners
See more homes for sale in
Windham
Take a look

Skip to first item

New Listings near 17 Bennington Road

Skip to last item

4.52 ACRES
$1,849,000
6 bd
4.5 ba
8,225 sqft
117 Castle Hill Rd,
Windham, NH 03087
Shannon DiPietro, DiPietro Group Real Estate
0.25 ACRES
$1,795,000
2 bd
3.5 ba
2,532 sqft
50 Gaumont Road,
Windham, NH 03087
PrimeMLS, Active
1.88 ACRES
$1,550,000
4 bd
2.5 ba
5,330 sqft
3 Aberdeen St,
Windham, NH 03087
Karen Waystack, Berkshire Hathaway HomeServices Verani Realty
4 ACRES
$2,475,000
5 bd
4.5 ba
4,400 sqft
41 Heritage Hill Rd,
Windham, NH 03087
Mary-Jo Driggers, Keller Williams Gateway Realty
11.17 ACRES
$2,000,000
Bridge Street,
Pelham, NH 03076
PrimeMLS, Active
$2,200,000
6,452 sqft
84, 86, 88 Ryan Farm Road #1, 2, 3,
Windham, NH 03087
PrimeMLS, Active
See more homes for sale in
Windham
Take a look

Skip to first item

Home Value

Trulia Estimate

$2.97M

Since last month

$313K (+11.8%)

Since last year

$287K (+10.7%)

Since last sale

$446K (+17.7%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +209% in the last 10 years

Month	Estimated value
2026
August 2026	$2.97M
July 2026	$2.66M
June 2026	$2.65M
May 2026	$2.82M
April 2026	$2.77M
March 2026	$2.79M
February 2026	$2.69M
January 2026	$2.63M
2025
December 2025	$2.65M
November 2025	$2.66M
October 2025	$2.7M
September 2025	$2.68M
August 2025	$2.68M
July 2025	$2.68M
June 2025	$2.72M
May 2025	$2.7M
April 2025	$2.66M
March 2025	$2.6M
February 2025	$2.65M
January 2025	$2.68M
2024
December 2024	$2.76M
November 2024	$2.76M
October 2024	$2.73M
September 2024	$2.75M
August 2024	$2.76M
July 2024	$2.78M
June 2024	$2.75M
May 2024	$2.75M
April 2024	$2.73M
March 2024	$2.72M
February 2024	$2.67M
January 2024	$2.69M
2023
December 2023	$2.64M
November 2023	$2.6M
October 2023	$2.61M
September 2023	$2.57M
August 2023	$2.58M
July 2023	$2.55M
June 2023	$2.53M
May 2023	$2.28M
April 2023	$2.18M
March 2023	$2.16M
February 2023	$1.72M
January 2023	$1.73M
2022
December 2022	$1.75M
November 2022	$1.8M
October 2022	$1.8M
September 2022	$1.78M
August 2022	$1.79M
July 2022	$1.83M
June 2022	$1.84M
May 2022	$1.83M
April 2022	$1.8M
March 2022	$1.71M
February 2022	$1.61M
January 2022	$1.6M
2021
December 2021	$1.56M
November 2021	$1.57M
October 2021	$1.56M
September 2021	$1.54M
August 2021	$1.57M
July 2021	$1.59M
June 2021	$1.51M
May 2021	$1.37M
April 2021	$1.33M
March 2021	$1.31M
February 2021	$1.28M
January 2021	$1.24M
2020
December 2020	$1.2M
November 2020	$1.19M
October 2020	$1.17M
September 2020	$1.16M
August 2020	$1.16M
July 2020	$1.14M
June 2020	$1.14M
May 2020	$1.14M
April 2020	$1.12M
March 2020	$1.12M
February 2020	$1.1M
January 2020	$1.09M
2019
December 2019	$1.09M
November 2019	$1.08M
October 2019	$1.09M
September 2019	$1.1M
August 2019	$1.08M
July 2019	$1.08M
June 2019	$1.1M
May 2019	$1.1M
April 2019	$1.09M
March 2019	$1.1M
February 2019	$1.11M
January 2019	$1.1M
2018
December 2018	$1.1M
November 2018	$1.1M
October 2018	$1.1M
September 2018	$1.09M
August 2018	$1.09M
July 2018	$1.08M
June 2018	$1.1M
May 2018	$1.1M
April 2018	$1.06M
March 2018	$1.05M
February 2018	$1.03M
January 2018	$1.04M
2017
December 2017	$1.02M
November 2017	$1.03M
October 2017	$1.01M
September 2017	$999K
August 2017	$996K
July 2017	$993K
June 2017	$984K
May 2017	$982K
April 2017	$992K
March 2017	$985K
February 2017	$990K
January 2017	$953K
2016
December 2016	$954K
November 2016	$948K
October 2016	$973K
September 2016	$956K
August 2016	$960K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
29 Burnham Road, Windham, NH	0.10	Single-Family Home	$1,790,000	08/21/25	4	4.5	5,961
36 Burnham Road, Windham, NH	0.15	Single-Family Home	$1,690,000	05/15/26	5	4.5	4,653
5 Ryan Farm Road, Windham, NH	0.69	Single-Family Home	$2,200,000	07/31/26	5	5.5	4,804
10 Bear Hill Road, Windham, NH	0.59	Single-Family Home	$1,075,000	09/19/25	4	2.5	3,460
57 London Bridge Road, Windham, NH	0.74	Single-Family Home	$1,420,000	08/25/25	4	3	5,386
23 Bear Hill Road, Windham, NH	0.53	Single-Family Home	$959,000	08/22/25	3	2.5	3,590
22 Ryan Farm Road, Windham, NH	0.91	Single-Family Home	$1,400,000	05/21/26	4	2.5	4,462
23 Ryan Farm Road, Windham, NH	0.84	Single-Family Home	$1,090,000	07/30/26	4	2.5	4,304
63 Mammoth Road, Windham, NH	1.33	Single-Family Home	$2,000,000	03/20/26	4	3.5	4,854
6 Westchester Road, Windham, NH	1.17	Single-Family Home	$1,360,000	04/24/26	4	3	4,188

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
19 Bennington Rd, Windham, NH 03087	0.05	$2,854,400	4	4.5	6,553	Off Market
15 Bennington Road, Windham, NH 03087	0.04	$2,650,200	5	5.5	6,696	Off Market
29 Burnham Road, Windham, NH 03087	0.10	$1,823,300	4	4.5	5,961	Off Market
21 Bennington Rd, Windham, NH 03087	0.09	$1,909,200	4	3.5	4,093	Off Market
20 Bennington Road, Windham, NH 03087	0.11	$2,671,300	4	5.5	7,205	Off Market
36 Burnham Road, Windham, NH 03087	0.15	$1,690,000	5	4.5	4,653	Recently Sold
32 Burnham Rd, Windham, NH 03087	0.17	$3,258,700	7	6	9,825	Off Market
30 Burnham Rd, Windham, NH 03087	0.19	$1,771,100	4	3.5	4,019	Off Market
48 Burnham Road, Windham, NH 03087	0.24	$1,233,500	5	2.5	3,204	Off Market
41 Burnham Road, Windham, NH 03087	0.27	$2,126,700	4	5	5,500	Off Market
17 Burnham Road, Windham, NH 03087	0.26	$1,388,400	4	3.5	4,473	Off Market

Additional Cost

Around this home

Golden Brook Elementary School
PK-4
Public
1113 Students
Windham School District
8/10
GreatSchools Rating
Parent Rating Average
Golden 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 Review
4y ago
7 Reviews

View nearby schools on GreatSchools

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 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.

M Rideout
Resident
1y ago
"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. "
0
Flag
Viren.patel
Resident
2y ago
"You see dog owners walking here all the time. Everyone is so friendly & nice that you feel like a part of one big family. "
1
Flag
Renee C.
Resident
5y ago
"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 "
5
Flag
Caitlinschiffer
Resident
6y ago
"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. "
5
Flag
Tammy V.
Resident
7y ago
"all the dogs in my neighborhood are small and friendly, everyone picks up after their dogs for the most part. "
2
Flag
Morgan.pm
Resident
7y ago
"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"
2
Flag
Rebekah S.
Resident
7y ago
"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 "
3
Flag
13mnesti
Resident
7y ago
"Quiet small town community with all the necessary shops, delicious restaurants, and close proximity to the mountains, beach, and city "
2
Flag
Vismay S.
Resident
8y ago
"It’s an awesome town to raise kids & live your entire life in. It is very conveniently located suburb. "
4
Flag
deborahemyers
11y ago
"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."
0
Flag
deborahemyers
11y ago
"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. "
0
Flag
cb_bullock
11y ago
"Snob Quotient very high. Has become over-built Easy access to rte 93; state rtes 111, 128, 3"
0
Flag
karting4fun
11y ago
"The area is well kept, quiet, friendly, and clean. Very close to schools. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 17 Bennington Road

What is the estimated monthly payment for 17 Bennington Road?
Based on a $3,100,000 list price with 20% down at today's rates, the estimated monthly payment for 17 Bennington Road in Windham, NH is approximately $19,900 (about $16,260 principal & interest, $3,565 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
How does the list price for 17 Bennington Road compare to homes in Windham?
17 Bennington Road in Windham, NH is listed at $3,100,000, about 325% above the $730K median sale price in Windham.
What do residents say about Windham?
Residents describe Windham, NH as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Windham, NH.
What are the closest schools to 17 Bennington Road?
The closest schools to 17 Bennington Road in Windham, NH are Golden Brook Elementary School (Pre-K, rated 8/10), Windham Center School (Elementary, rated 9/10), Windham High School (rated 9/10).
Does 17 Bennington Road have air conditioning?
Yes, 17 Bennington Road in Windham, NH has air conditioning.
Does 17 Bennington Road have a pool?
Yes, 17 Bennington Road in Windham, NH has a pool.

Shannon DiPietro, DiPietro Group Real Estate, (603) 216-5086

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 2026-08-17 13:21:26 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.

17 Bennington Road, Windham, NH 03087 is a 4 bedroom, 6 bathroom, 6,511 sqft single-family home built in 2011. This property is currently available for sale and was listed by PrimeMLS on Aug 12, 2026. The MLS # for this home is MLS# 5104676.

17 Bennington Road Windham, NH 03087

$3,100,000

$3,100,000

Home Highlights

Local Information

About this House

Home Details for 17 Bennington Road

Active Status

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Location

Agent Information

Building

Lot Information

Energy

Miscellaneous

Market trends in Windham

Price and Tax history

Similar Homes You May Like

New Listings near 17 Bennington Road

Home Value

Trulia Estimate

Comparable sales

Nearby home prices

Additional Cost

Around this home

What Locals Say about Windham

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

Frequently asked questions about 17 Bennington Road

17 Bennington Road
Windham, NH 03087