20 Bear Hill Rd, Windham, NH 03087
OFF MARKET

20 Bear Hill Rd
Windham, NH 03087

  • 4 Beds
  • 3 Baths
  • 2,578 sqft (on 4.12 acres)

$929,800

Trulia Estimate
as of Aug 16, 2026

$929,800

Trulia Estimate
as of Aug 16, 2026
4 Beds
3 Baths
2,578 sqft
(on 4.12 acres)

Home Value

Trulia Estimate
$930K
Since last month
Decreased$8K (-0.8%)
Since last year
Decreased$6K (-0.7%)
Since last sale
Increased$470K (+102.1%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$930K
July 2026$938K
June 2026$938K
May 2026$945K
April 2026$928K
March 2026$928K
February 2026$888K
January 2026$872K
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
0.21
Single-Family Home
$470,000
10/10/25
3
3
2,059
0.21
Single-Family Home
$1,075,000
09/19/25
4
2.5
3,460
0.29
Single-Family Home
$959,000
08/22/25
3
2.5
3,590
0.30
Single-Family Home
$755,000
08/04/26
3
2.5
1,944
0.31
Single-Family Home
$640,000
01/16/26
5
2.5
2,464
0.59
Single-Family Home
$535,000
12/12/25
4
2.5
2,200
0.38
Single-Family Home
$550,000
09/02/25
3
3
1,596
0.47
Single-Family Home
$680,000
12/12/25
4
3
3,539
0.68
Single-Family Home
$610,000
04/23/26
3
2.5
2,069
0.70
Single-Family Home
$715,000
12/15/25
4
3
2,706

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
0.15
$1,540,200
5
3.5
4,241
Off Market
0.19
$865,400
4
2.5
2,976
Off Market
0.21
$1,095,900
4
2.5
3,460
Off Market
0.29
$976,900
3
2.5
3,590
Off Market
0.27
$1,578,500
4
3.5
4,482
Off Market
0.30
$1,273,000
4
4
3,703
Off Market
0.30
$755,000
3
2.5
1,944
Recently Sold
0.33
$1,447,800
4
3.5
4,222
Off Market
0.31
$640,000
5
2.5
2,464
Recently Sold
0.41
$1,388,400
4
3.5
4,473
Off Market
0.41
$745,300
3
1.5
1,956
Off Market
0.47
$680,000
4
3
3,539
Recently Sold

Local Information

  • Map ViewExplore the area around 20 Bear Hill Rd.
  • 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
4.12 acres
Living Area
2,578 sqft
Price/Sqft
$361
Parking
Garage

About this House

LOCATION, LOCATION, LOCATION! CLASSIC COLONIAL LOCATED IN THE HIGHLY DESIRABLE BEAR HILL! This four bedroom home offers an open concept floor plan that is perfect for entertaining. A spacious kitchen with premium appliances, center island and breakfast area open to a fabulous family room with vaulted ceilings and wood burning fireplace. Hardwood and tile throughout first floor. A formal dining and living room with custom millwork. Second floor offers three large bedrooms and a beautiful master suite with spa bath. Walkout basement ready to be finished all situated on a 4+ acre wooded lot. Conveniently located to schools, shopping and commuter routes. This home is sure to exceed your expectations! Make this the perfect place to call home!
20 Bear Hill Rd, Windham, NH 03087 is a 4 bedroom, 3 bathroom, 2,578 sqft single-family home built in 2000. It last sold for $460,000 on Jul 17, 2015. It is currently off market. The Trulia Estimate is $929,800, with a rent estimate of $5,287/month.

Home Details for 20 Bear Hill Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Dining RoomCeiling Fan
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Cable ReadyDishwasherMicrowave
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: VinylPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 4.12 acres

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Jul 17, 2015
Source: N/A
Sold
$460,000
Apr 26, 2015
Source: Agent Provided
Pending
$469,000
Mar 12, 2015
Source: Agent Provided
Listed For Sale
$469,000
Sep 15, 2014
Source: Agent Provided
ListingRemoved
$467,000
Aug 7, 2014
Source: Agent Provided
PriceChange
$467,000
Price decreased by 4%

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$730K
$51.67K
MoM
Sale-to-List Price
101.6%
0.7%
MoM
Price per sq ft
$312
$8
MoM
Available listings
52
6
MoM
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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. "
  • 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. "
  • 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 "
  • 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. "
  • Tammy V.
    "all the dogs in my neighborhood are small and friendly, everyone picks up after their dogs for the most part. "
  • 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"
  • 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 "
  • 13mnesti
    "Quiet small town community with all the necessary shops, delicious restaurants, and close proximity to the mountains, beach, and city "
  • Vismay S.
    "It’s an awesome town to raise kids & live your entire life in. It is very conveniently located suburb. "
  • 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."
  • 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. "
  • cb_bullock
    "Snob Quotient very high. Has become over-built Easy access to rte 93; state rtes 111, 128, 3"
  • karting4fun
    "The area is well kept, quiet, friendly, and clean. Very close to schools. "

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Homes for sale near 20 Bear Hill Rd

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Off Market Homes Near 20 Bear Hill Rd

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Frequently asked questions about 20 Bear Hill Rd

  • What is 20 Bear Hill Rd estimated to be worth?
    Trulia's estimated value for 20 Bear Hill Rd in Windham, NH is $929,800.
  • What is the price history for 20 Bear Hill Rd?
    20 Bear Hill Rd in Windham, NH last sold for $460,000 in July 2015.
  • 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 20 Bear Hill Rd have air conditioning?
    Yes, 20 Bear Hill Rd in Windham, NH has air conditioning.
  • Does 20 Bear Hill Rd have laundry facilities?
    Yes, 20 Bear Hill Rd in Windham, NH has laundry facilities.