3 Bennington Rd, Windham, NH 03087
Property image
Property image
OFF MARKET

3 Bennington Rd
Windham, NH 03087

  • 5 Beds
  • 5 Baths
  • 4,546 sqft (on 1.80 acres)

$2,223,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $11,349/mo*
Refinance Your Home

$2,223,900

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $11,349/mo*
Refinance Your Home
5 Beds
5 Baths
4,546 sqft
(on 1.80 acres)

Home Value

Trulia Estimate
$2.22M
Since last month
Increased$16K (+0.7%)
Since last year
Increased$58K (+2.7%)
Since last sale
Increased$990K (+81.4%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$2.21M
July 2026$2.19M
June 2026$2.19M
May 2026$2.18M
April 2026$2.14M
March 2026$2.14M
February 2026$2.04M
January 2026$2.01M
2025
2024
2023
2022
2021
2020
2019
2018
2017

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
36 Burnham Road, Windham, NH
0.38
Single-Family Home
$1,690,000
05/15/26
5
4.5
4,653
29 Burnham Road, Windham, NH
0.30
Single-Family Home
$1,790,000
08/21/25
4
4.5
5,961
5 Ryan Farm Road, Windham, NH
0.48
Single-Family Home
$2,200,000
07/31/26
5
5.5
4,804
23 Ryan Farm Road, Windham, NH
0.62
Single-Family Home
$1,090,000
07/30/26
4
2.5
4,304
22 Ryan Farm Road, Windham, NH
0.68
Single-Family Home
$1,400,000
05/21/26
4
2.5
4,462
10 Bear Hill Road, Windham, NH
0.71
Single-Family Home
$1,075,000
09/19/25
4
2.5
3,460
23 Bear Hill Road, Windham, NH
0.75
Single-Family Home
$959,000
08/22/25
3
2.5
3,590
15 Autumn Street, Windham, NH
0.89
Single-Family Home
$753,750
08/21/25
4
2.5
2,916
57 London Bridge Road, Windham, NH
0.94
Single-Family Home
$1,420,000
08/25/25
4
3
5,386
13 Karen Road, Windham, NH
0.61
Single-Family Home
$730,000
05/29/26
4
2
2,150

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
15 Bennington Road, Windham, NH 03087
0.20
$2,636,900
5
5.5
6,696
Off Market
41 Heritage Hill Rd, Windham, NH 03087
0.24
$2,475,000
5
4.5
4,400
For Sale
17 Bennington Road, Windham, NH 03087
0.24
$3,100,000
4
5.5
6,511
For Sale
107 Castle Hill Road, Windham, NH 03087
0.24
$1,305,400
5
3
4,990
Off Market
19 Bennington Rd, Windham, NH 03087
0.29
$2,854,400
4
4.5
6,553
Off Market
6 Johnny Hill Road, Windham, NH 03087
0.32
$310,000
-
-
-
Recently Sold
31 Heritage Hill Road, Windham, NH 03087
0.33
$850,200
3
2.5
2,056
Off Market
29 Burnham Road, Windham, NH 03087
0.30
$1,823,300
4
4.5
5,961
Off Market
104 Castle Hill Road, Windham, NH 03087
0.30
$947,400
4
2.5
4,010
Off Market
20 Bennington Road, Windham, NH 03087
0.32
$2,666,400
4
5.5
7,205
Off Market
21 Bennington Rd, Windham, NH 03087
0.33
$1,898,800
4
3.5
4,093
Off Market
15 Timberlane Rd, Windham, NH 03087
0.35
$1,993,700
4
3.5
6,324
Off Market

Local Information

  • Map ViewExplore the area around 3 Bennington Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2016
Lot Size
1.8 acres
Living Area
4,546 sqft
Price/Sqft
$489
Parking
Garage

About this House

Build your dream home nestled in the heart of the Woods of Heritage Hill. Each home will be custom designed exclusively to reflect the exquisite attention to detail, architectural elegance as well as many amenities DiPietro Homes are known for. This beautiful farmhouse is just one example of the luxury homes to be featured in this prestigious area. ONLY 3 LOTS REMAINING!
3 Bennington Rd, Windham, NH 03087 is a 5 bedroom, 5 bathroom, 4,546 sqft single-family home built in 2016. It last sold for $1,215,440 on Oct 31, 2016. It is currently off market. The Trulia Estimate is $2,223,900, with a rent estimate of $7,799/month.

Home Details for 3 Bennington Rd

Interior Features

Interior Details
BasementNumber of Rooms: 14
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: Asphalt
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.80 acres

Price and Tax history

DateEventPrice
Oct 31, 2016
Source: PrimeMLS #4485813
Sold
$1,215,440
Aug 10, 2016
Source: N/A
Sold
$200,000
Mar 21, 2014
Source: N/A
Sold
$250,000

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$730K
$51.67KMoM
Sale-to-List Price
101.6%
0.7%MoM
Price per sq ft
$312
$8MoM
Available listings
52
6MoM
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Around this home

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
    "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
    "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.
    "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
    "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.
    "all the dogs in my neighborhood are small and friendly, everyone picks up after their dogs for the most part. "
    2
    Flag
  • 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"
    2
    Flag
  • 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 "
    3
    Flag
  • 13mnesti
    "Quiet small town community with all the necessary shops, delicious restaurants, and close proximity to the mountains, beach, and city "
    2
    Flag
  • Vismay S.
    "It’s an awesome town to raise kids & live your entire life in. It is very conveniently located suburb. "
    4
    Flag
  • 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."
    0
    Flag
  • 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. "
    0
    Flag
  • cb_bullock
    "Snob Quotient very high. Has become over-built Easy access to rte 93; state rtes 111, 128, 3"
    0
    Flag
  • karting4fun
    "The area is well kept, quiet, friendly, and clean. Very close to schools. "
    0
    Flag

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Apartments for Rent

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Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Windham, NH

Homes for sale near 3 Bennington Rd

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Off Market Homes Near 3 Bennington Rd

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Frequently asked questions about 3 Bennington Rd

  • What is 3 Bennington Rd estimated to be worth?
    Trulia's estimated value for 3 Bennington Rd in Windham, NH is $2,223,900.
  • What is the price history for 3 Bennington Rd?
    3 Bennington Rd in Windham, NH last sold for $1,215,440 in October 2016.
  • 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 $730K. That is up $51.67K from the prior month.
  • How big is the lot at 3 Bennington Rd?
    The lot at 3 Bennington Rd in Windham, NH is about 1.8 acres.
  • Does 3 Bennington Rd have a garage?
    Yes, 3 Bennington Rd in Windham, NH has a garage.