8 Chestnut St, Windham, NH 03087
Property image
Property image
OFF MARKET

$1,564,500

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 5,988 sqft (on 1.36 acres)

8 Chestnut St, Windham, NH 03087

Est. Refi. Payment $9,917/mo*
Refinance Your Home
Currently Off Market - Sold Oct 5, 2016 for $741,000

Home Value

Trulia Estimate
$1.56M
Since last month
Increased$4K (+0.3%)
Since last year
Increased$53K (+3.5%)
Since last sale
Increased$827K (+111.6%)
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 +113% in the last 10 years
MonthEstimated value
2026
August 2026$1.57M
July 2026$1.56M
June 2026$1.57M
May 2026$1.55M
April 2026$1.55M
March 2026$1.54M
February 2026$1.47M
January 2026$1.44M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
18 Hawthorne Road, Windham, NH
0.31
Single-Family Home
$1,150,000
05/18/26
4
3.5
4,708
11 Park Street, Windham, NH
0.36
Single-Family Home
$700,000
01/07/26
4
2.5
2,602
18 Highclere Rd, Windham, NH
0.24
Single-Family Home
$1,450,000
06/23/26
4
3.5
4,029
5 Highclere Road, Windham, NH
0.19
Single-Family Home
$1,680,745
10/03/25
4
3.5
3,617
3 Hillside Road, Windham, NH
0.66
Single-Family Home
$874,000
08/06/26
4
3
3,130
14 Park Street, Windham, NH
0.31
Single-Family Home
$725,000
11/04/25
3
2
2,020
88 Meetinghouse Road, Windham, NH
0.44
Single-Family Home
$745,000
06/18/26
4
2
2,651
13 Tully Street, Windham, NH
0.58
Single-Family Home
$780,000
11/20/25
3
2
2,040
7 Kent Street, Windham, NH
0.99
Single-Family Home
$930,000
05/22/26
4
2.5
3,132
6 Sirod Rd, Windham, NH
0.84
Single-Family Home
$660,000
06/10/26
4
1.5
2,550

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
41 Hawthorne Rd, Windham, NH 03087
0.11
$1,653,400
6
3.5
6,760
Off Market
35 Hawthorne Road, Windham, NH 03087
0.10
$2,121,200
5
4.5
7,709
Off Market
5 Highclere Road, Windham, NH 03087
0.19
$1,714,100
4
3.5
3,617
Off Market
11 Highclere Road, Windham, NH 03087
0.22
$1,843,400
4
3.5
5,140
Off Market
18 Highclere Rd, Windham, NH 03087
0.24
$1,450,000
4
3.5
4,029
Recently Sold
15 Highclere Road, Windham, NH 03087
0.25
$2,207,600
4
5
6,982
Off Market
17 Highclere, Windham, NH 03037
0.25
$1,663,500
4
2.5
4,666
Off Market
17 Highclere Rd, Windham, NH 03087
0.26
$1,663,500
4
2.5
4,666
Off Market
19 Highclere Road, Windham, NH 03087
0.28
$2,106,200
4
3.5
3,747
Off Market
21 Highclere Road, Windham, NH 03087
0.28
$2,043,300
4
3.5
3,817
Off Market
23 Hawthorne Road, Windham, NH 03087
0.25
$1,547,100
4
3.5
5,719
Off Market
10 Cricket Ridge Drive, Windham, NH 03087
0.36
$912,000
3
2.5
2,114
Off Market

Local Information

  • Map ViewExplore the area around 8 Chestnut St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
1.36 acres
Living Area
5,988 sqft
Price/Sqft
$261
Parking
Garage

About this House

Stunning Colonial in one of the most sought-after neighborhoods in Windham. This well maintained home is situated on a level cul-de-sac lot with professionally landscaped grounds in a private setting. Busting with exquisite details this striking home boasts 5 bedrooms including a master suite with a custom tile shower. Cherry cabinetry, granite and an open floor plan will be perfect for entertaining. The grand 2 story family room, the back staircase/servant steps, and the lower level game room with guest suite are a few custom features that make this home truly impressive. Let's not forget the heated inground pool and entertaining area.....complete perfection!
8 Chestnut St, Windham, NH 03087 is a 5 bedroom, 4 bathroom, 5,988 sqft single-family home built in 2000. It last sold for $741,000 on Oct 5, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,564,500, with a rent estimate of $7,667/month.

Home Details for 8 Chestnut St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Sun RoomWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, Oil, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable Ready
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Stone, WoodLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.36 acres

Price and Tax history

DateEventPrice
Oct 5, 2016
Source: PrimeMLS #4475876
Sold
$741,000
Aug 3, 2016
Source: Agent Provided
Pending
$745,000
Jul 4, 2016
Source: Agent Provided
PriceChange
$745,000
Price decreased by 4%
May 10, 2016
Source: Agent Provided
PriceChange
$775,000
Price decreased by 3%
Mar 12, 2016
Source: Agent Provided
Listed For Sale
$799,000

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

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

LGBTQ Local Legal Protections

Frequently asked questions about 8 Chestnut St

  • What is 8 Chestnut St estimated to be worth?
    Trulia's estimated value for 8 Chestnut St in Windham, NH is $1,564,500.
  • What is the price history for 8 Chestnut St?
    8 Chestnut St in Windham, NH last sold for $741,000 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.
  • Does 8 Chestnut St have air conditioning?
    Yes, 8 Chestnut St in Windham, NH has air conditioning.
  • Does 8 Chestnut St have a pool?
    Yes, 8 Chestnut St in Windham, NH has a pool.

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