23 Bear Hill Road, Windham, NH 03087
Property image
Property image
OFF MARKET
Listed by Kristie Dinsmore, Coldwell Banker Dinsmore Associates, (603) 898-9038 . Bought with REAL Broker NH, LLC

$994,800

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 3,590 sqft (on 3.33 acres)

23 Bear Hill Road, Windham, NH 03087

Refinance Your Home
Currently Off Market - Sold Aug 22, 2025 for $959,000

Home Value

Trulia Estimate
$995K
Since last month
Increased$6K (+0.6%)
Since last year
Increased$34K (+3.6%)
Since last sale
Increased$36K (+3.7%)
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 +72% in the last 10 years
MonthEstimated value
2026
September 2026$995K
August 2026$989K
July 2026$982K
June 2026$977K
May 2026$971K
April 2026$974K
March 2026$985K
February 2026$971K
January 2026$970K
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
10 Golden Brook Road, Windham, NH
0.58
Single-Family Home
$755,000
08/04/26
3
2.5
1,944
36 Burnham Road, Windham, NH
0.41
Single-Family Home
$1,690,000
05/15/26
5
4.5
4,653
20 Cobbetts Pond Road, Windham, NH
0.87
Single-Family Home
$1,299,000
07/23/26
4
3.5
3,743
6 Westchester Road, Windham, NH
0.65
Single-Family Home
$1,360,000
04/24/26
4
3
4,188
14 Woodland Road, Windham, NH
0.66
Single-Family Home
$680,000
12/12/25
4
3
3,539
1 Alpine Road, Windham, NH
0.57
Single-Family Home
$640,000
01/16/26
5
2.5
2,464
210 Range Road, Windham, NH
0.93
Single-Family Home
$610,000
04/23/26
3
2.5
2,069
6 Bancroft Street, Windham, NH
1.38
Single-Family Home
$950,000
06/29/26
3
2.5
2,962

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 Bear Hill Road, Windham, NH 03087
0.13
$1,569,900
5
3.5
4,241
Off Market
16 Burnham Road, Windham, NH 03087
0.27
$1,299,600
4
4
3,703
Off Market
40 Bear Hill Road, Windham, NH 03087
0.28
$1,432,800
4
3.5
4,222
Off Market
10 Burnham Road Lot 20-D-4002, Windham, NH 03087
0.33
$1,637,800
4
3.5
4,482
Off Market
30 Burnham Rd, Windham, NH 03087
0.34
$1,765,600
4
3.5
4,019
Off Market
32 Burnham Rd, Windham, NH 03087
0.36
$3,319,700
7
6
9,825
Off Market
72 Lowell Road, Windham, NH 03087
0.40
$882,100
4
2.5
2,976
Off Market
10 Bear Hill Road, Windham, NH 03087
0.41
$1,115,400
4
2.5
3,460
Off Market
36 Burnham Road, Windham, NH 03087
0.41
$1,690,000
5
4.5
4,653
Recently Sold
8 Bear Hill Road, Windham, NH 03087
0.44
$1,200,000
4
2.5
3,943
For Sale
20 Bennington Road, Windham, NH 03087
0.43
$2,656,300
4
5.5
7,205
Off Market

Local Information

  • Map ViewExplore the area around 23 Bear Hill Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
3.33 acre lot
3,590 sqft
$277/sqft
Garage

About this House

What's unique:Masonry fireplaceTwo car detached garageWooded knollPrivate retreatPrivate spa bathFormal dining room
Price Reduction!!! A great value for Windham! Escape to Southern New Hampshire! Set on a wooded knoll, in sought after Bear Hill neighborhood, with a long drive leading to a 3.33 acre private retreat. Beautifully refinished Southern Heart Pine Floors! Inviting front porch offers plenty of room to enjoy the wooded views. Entrance hall features soaring vaulted ceilings opening to the balcony above. Right off the foyer is a place for a formal dining room, a spacious living room and powder room. The great-room is a gorgeous with cathedral ceilings, masonry fireplace and atrium doors leading to the deck and fenced yard. Charming country kitchen with plenty of cabinet and counter space, a big center island, cathedral ceilings, walk-in pantry and bay-front breakfast area. Big laundry room with cabinets and work-space. This home allows one floor living with a luxurious first floor Primary bedroom suite featuring cathedral ceilings, bay-front patio doors, and a full wall of custom bookshelves and cabinetry. Private spa bath and walk-in closet off master. The second floor has a full bath, additional bedrooms and a bonus room over the two car attached garage. Bonus room has separate staircase. Beautifully private fenced yard abuts the Foster-Clyde Farm Open Space areas. Plus there is a wonderful two car detached garage with future room above with lift. All kinds of unique features and amenities. This is the one you've been searching for in Windham. Welcome Home!
23 Bear Hill Road, Windham, NH 03087 is a 3 bedroom, 3 bathroom, 3,590 sqft single-family home built in 1999. It last sold for $959,000 on Aug 22, 2025 (4% below the $999,999 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $994,800, with a rent estimate of $5,555/month.

Home Details for 23 Bear Hill Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Concrete,Full,Interior Stairs,Unfinished,Basement Stairs,Interior EntryNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3590 Square Feet
Appliances & Utilities
Utilities: Cable, Underground Utilities
Heating & Cooling
Heating: Oil,Hot Water,ZonedNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 1.75Levels: 1.75
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4Has a GarageParking Spaces: 4Parking: Paved
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Leach Field, Private Sewer, Septic Tank
Farm & Range
Frontage Length: Road frontage: 175
Finished Area
Finished Area (above surface): 3590 Square Feet

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: OtherNot a New Construction
Property Information
Not Included in Sale: Washer, Dryer, Refrigerator in kitchen and garage, All bird houses

Price & Status

Price
List Price: $999,999

Location

Direction & Address
City: Windham
School Information
Elementary School: Golden Brook Elementary SchoolElementary School District: WindhamJr High / Middle School: Windham Middle SchoolJr High / Middle School District: WindhamHigh School: Windham High SchoolHigh School District: Windham

Building

Building Area
Building Area: 5724 Square Feet

Lot Information

Lot Area: 3.33 Acres

Miscellaneous

BasementMls Number: 5036543Above Grade Unfinished Area: 3590Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 2134Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Aug 22, 2025
Source: PrimeMLS #5036543
Sold
$959,000
Jun 26, 2025
Source: PrimeMLS #5036543
PriceChange
$999,999
Price decreased by 5%
May 16, 2025
Source: PrimeMLS #5036543
PriceChange
$1,050,000
Price decreased by 7%
Apr 16, 2025
Source: PrimeMLS #5036543
Listed For Sale
$1,125,000
Aug 30, 1999
Source: N/A
Sold
$197,000

Market trends in Windham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
2MoM

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

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 2026-09-22 17:49:32 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.

Frequently asked questions about 23 Bear Hill Road

  • What is 23 Bear Hill Road estimated to be worth?
    Trulia's estimated value for 23 Bear Hill Road in Windham, NH is $994,800.
  • What is the price history for 23 Bear Hill Road?
    23 Bear Hill Road in Windham, NH last sold for $959,000 in August 2025.
  • Is Windham a buyer's or seller's market?
    Windham is currently a seller's market, based on recent for-sale activity.
  • 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 recently sold homes in Windham, NH.
  • Does 23 Bear Hill Road have laundry facilities?
    Yes, 23 Bear Hill Road in Windham, NH has laundry facilities.
  • How big is the lot at 23 Bear Hill Road?
    The lot at 23 Bear Hill Road in Windham, NH is about 3.3 acres.

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