138 Castle Hill Road, Windham, NH 03087
Property image
Property image
SOLD
DEC 6, 2025
Listed by Michael Caouette, Keller Williams Realty-Metropolitan, (603) 232-8282 . Bought with Foundation Brokerage Group

$741,700

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 2,593 sqft (on 5.39 acres)

138 Castle Hill Road, Windham, NH 03087

Refinance Your Home
Currently Off Market - Sold Dec 6, 2025 for $715,000 (1% below list price)

Home Value

Trulia Estimate
$742K
Since last month
Increased$4K (+0.5%)
Since last year
Decreased$78K (-9.5%)
Since last sale
Increased$22K (+3.1%)
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 +95% in the last 10 years
MonthEstimated value
2026
September 2026$737K
August 2026$742K
July 2026$733K
June 2026$727K
May 2026$721K
April 2026$732K
March 2026$733K
February 2026$719K
January 2026$718K
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
125 Castle Hill Road, Windham, NH
0.22
Single-Family Home
$893,000
08/26/26
3
2.5
2,535
153 Castle Hill Road, Windham, NH
0.24
Single-Family Home
$925,000
07/02/26
4
2.5
2,530
131 Castle Hill Rd, Windham, NH
0.11
Single-Family Home
$12,466
03/24/26
3
2.5
2,834
13 Karen Road, Windham, NH
0.47
Single-Family Home
$730,000
05/29/26
4
2
2,150
13 Sunridge Rd, Windham, NH
0.83
Single-Family Home
$1,085,000
07/21/26
4
3
2,689
22 Ryan Farm Road, Windham, NH
0.56
Single-Family Home
$1,400,000
05/21/26
4
2.5
4,462
23 Ryan Farm Road, Windham, NH
0.58
Single-Family Home
$1,090,000
07/30/26
4
2.5
4,304
63 Mammoth Road, Windham, NH
0.78
Single-Family Home
$2,000,000
03/20/26
4
3.5
4,854
12 Shelly Drive, Pelham, NH
0.99
Single-Family Home
$725,000
04/17/26
3
3.5
2,484

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
131 Castle Hill Rd, Windham, NH 03087
0.11
$12,466
3
2.5
2,834
Recently Sold
17 Autumn St, Windham, NH 03087
0.15
$737,100
3
2
2,346
Off Market
2 Winter Street, Windham, NH 03087
0.17
$884,500
5
3.5
3,074
Off Market
130 Castle Hill Road, Windham, NH 03087
0.15
$799,900
4
2.5
3,184
Off Market
15 Autumn Street, Windham, NH 03087
0.20
$777,600
4
2.5
2,916
Off Market
12 Autumn Street, Windham, NH 03087
0.21
$803,400
3
2.5
2,385
Off Market
125 Castle Hill Road, Windham, NH 03087
0.22
$893,000
3
2.5
2,535
Recently Sold
153 Castle Hill Road, Windham, NH 03087
0.24
$925,000
4
2.5
2,530
Recently Sold
24 Del Ray Dr #25, Windham, NH 03087
0.34
$745,000
2
2.5
2,336
Recently Sold
76 Heritage Hill Road, Windham, NH 03087
0.34
$2,053,700
7
7
7,761
Off Market
84, 86, 88 Ryan Farm Road #1, 2, 3, Windham, NH 03087
0.38
$2,200,000
Studio
-
6,452
For Sale

Local Information

  • Map ViewExplore the area around 138 Castle Hill Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1985
5.39 acre lot
2,593 sqft
$276/sqft
Garage

About this House

Set on 5 acres in one of Windham’s most desirable areas, this 5-bedroom, 4-bath home offers incredible potential for those ready to invest in space and location. Built in 1985, the home features a first-floor bedroom suite with potential private bath and separate entrance, ideal for in-laws, guests, or a home office. A walk-out daylight basement adds flexibility for future living or recreation space. Car enthusiasts will appreciate the detached 3-car garage, providing a total of 7 garage bays. Recent improvements include a newer septic system and furnace, both installed about 5 years ago. The property includes mature fruit trees, outbuildings, and wide-open land to explore. This home does need work to the siding, flooring and paint but offers solid bones, strong systems, and a fantastic layout to build equity. Power lines are visible from the property which is reflected in the price. Opportunities like this in Windham are rare. Bring your contractor, your ideas, and schedule your private showing today!
138 Castle Hill Road, Windham, NH 03087 is a 5 bedroom, 4 bathroom, 2,593 sqft single-family home built in 1985. It last sold for $715,000 on Dec 6, 2025 (1% below the $725,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $741,700, with a rent estimate of $5,661/month.

Home Details for 138 Castle Hill Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Walk-Out AccessNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2593 Square Feet
Appliances & Utilities
Utilities: Cable Available
Heating & Cooling
Heating: Oil,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Gas & Electric
Electric: Circuit Breakers
Levels, Entrance, & Accessibility
Stories: 2Levels: Two
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 7Number of Covered Spaces: 7No CarportHas a GarageParking Spaces: 7Parking: Paved,Direct Entry
Frontage
Road Frontage: TBDResponsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 2593 Square Feet

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $725,000Price Per Sqft: $276/sqft

Location

Direction & Address
City: Windham

Building

Building Area
Building Area: 3737 Square Feet

Lot Information

Lot Area: 5.39 Acres

Miscellaneous

BasementMls Number: 5067715Above Grade Unfinished Area: 2593Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1144Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Dec 6, 2025
Source: PrimeMLS #5067715
Sold
$715,000
Nov 14, 2025
Source: PrimeMLS #5067715
Contingent
$725,000
Nov 13, 2025
Source: PrimeMLS #5067715
PriceChange
$725,000
Price decreased by 3%
Oct 29, 2025
Source: PrimeMLS #5067715
Listed For Sale
$750,000
Jan 18, 2014
Source: Agent Provided
ListingRemoved
$329,900

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 2026-09-14 14:31:56 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 138 Castle Hill Road

  • What is 138 Castle Hill Road estimated to be worth?
    Trulia's estimated value for 138 Castle Hill Road in Windham, NH is $741,700.
  • What is the price history for 138 Castle Hill Road?
    138 Castle Hill Road in Windham, NH last sold for $715,000 in December 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.
  • How big is the lot at 138 Castle Hill Road?
    The lot at 138 Castle Hill Road in Windham, NH is about 5.4 acres.
  • Does 138 Castle Hill Road have a garage?
    Yes, 138 Castle Hill Road in Windham, NH has a garage.

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