21 Highclere Road, Windham, NH 03087
OFF MARKET
Listed by Patrick Flaven, Amicone & Associates, (978) 998-2867 . Bought with Amicone & Associates

$2,034,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,817 sqft (on 0.56 acres)

21 Highclere Road, Windham, NH 03087

Est. Refi. Payment $12,908/mo*
Refinance Your Home
Currently Off Market - Sold Mar 29, 2024 for $1,971,189

Home Value

Trulia Estimate
$2.04M
Since last month
Decreased$15K (-0.7%)
Since last year
Decreased$15K (-0.7%)
Since last sale
Increased$69K (+3.5%)
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 +3% in the last 10 years
MonthEstimated value
2026
August 2026$2.04M
August 2026$2.03M
July 2026$2.06M
June 2026$2.04M
May 2026$2.04M
April 2026$2M
March 2026$2.03M
February 2026$1.96M
January 2026$1.9M
2025
2024

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 Highclere Rd, Windham, NH
0.05
Single-Family Home
$1,450,000
06/23/26
4
3.5
4,029
5 Highclere Road, Windham, NH
0.13
Single-Family Home
$1,680,745
10/03/25
4
3.5
3,617
18 Hawthorne Road, Windham, NH
0.42
Single-Family Home
$1,150,000
05/18/26
4
3.5
4,708
11 Park Street, Windham, NH
0.60
Single-Family Home
$700,000
01/07/26
4
2.5
2,602
3 Hillside Road, Windham, NH
0.80
Single-Family Home
$874,000
08/06/26
4
3
3,130
14 Park Street, Windham, NH
0.53
Single-Family Home
$725,000
11/04/25
3
2
2,020
9 Floral Street, Windham, NH
0.65
Single-Family Home
$2,200,000
05/01/26
5
4.5
6,112
7 Buckhide Road, Windham, NH
1.30
Single-Family Home
$1,300,000
02/24/26
4
3.5
4,022
88 Meetinghouse Road, Windham, NH
0.54
Single-Family Home
$745,000
06/18/26
4
2
2,651
13 Tully Street, Windham, NH
0.75
Single-Family Home
$780,000
11/20/25
3
2
2,040

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 Highclere Road, Windham, NH 03087
0.03
$2,106,200
4
3.5
3,747
Off Market
17 Highclere, Windham, NH 03037
0.04
$1,679,100
4
2.5
4,666
Off Market
18 Highclere Rd, Windham, NH 03087
0.05
$1,450,000
4
3.5
4,029
Recently Sold
17 Highclere Rd, Windham, NH 03087
0.05
$1,679,100
4
2.5
4,666
Off Market
15 Highclere Road, Windham, NH 03087
0.06
$2,233,000
4
5
6,982
Off Market
11 Highclere Road, Windham, NH 03087
0.09
$1,858,600
4
3.5
5,140
Off Market
30 Highclere Road #1723, Windham, NH 03087
0.14
$2,325,200
5
5
5,365
Off Market
30 Highclere Rd, Windham, NH 03087
0.15
$1,844,900
5
5
5,365
Off Market
5 Highclere Road, Windham, NH 03087
0.13
$1,738,300
4
3.5
3,617
Off Market
47 Blossom Road, Windham, NH 03087
0.23
$1,165,200
4
2.5
3,979
Off Market
51 Blossom Road, Windham, NH 03087
0.29
$1,044,900
4
2.5
4,156
Off Market

Local Information

  • Map ViewExplore the area around 21 Highclere Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
0.56 acre lot
3,817 sqft
$533/sqft
Garage

About this House

Welcome to Highclere, a 32 lot high end subdivision in highly desired Windham NH for it's excellent school systems and easy access for commuting between NH and Massachusetts. New construction 3,544 sqft colonial with 4 bedrooms, 4 bathrooms and 3 car garage. This floor plan features a first floor primary suite with 2 additional bedrooms on the second floor. Open concept floor plan with a great room open to above, first floor laundry, walk in closets, double sink vanities and more. Choose all your finishes and customize everything from hardwood floors, kitchen cabinets, countertops, tile, lighting and more! Make your dream home become a reality!
21 Highclere Road, Windham, NH 03087 is a 4 bedroom, 4 bathroom, 3,817 sqft single-family home. It last sold for $1,971,189 on Mar 29, 2024 (31% above the $1,509,578 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,034,800, with a rent estimate of $6,472/month.

Home Details for 21 Highclere Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Interior EntryNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3817 Square Feet
Appliances & Utilities
Utilities: Cable, Underground UtilitiesAppliances: Electric Water Heater
Heating & Cooling
Heating: Propane,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Gas & Electric
Electric: 200+ Amp Service
Levels, Entrance, & Accessibility
Stories: 2Levels: Two
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleFoundation: Concrete
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageParking Spaces: 3Parking: Paved,Attached
Frontage
Road Frontage: Cul-de-Sac
Water & Sewer
Sewer: Septic Tank
Farm & Range
Frontage Length: Road frontage: 100
Finished Area
Finished Area (above surface): 3817 Square Feet

Property Information

Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Vinyl SidingIs a New Construction

Price & Status

Price
List Price: $1,509,578

Location

Direction & Address
City: WindhamCommunity: Highclere Conservation Subdivision

Building

Building Area
Building Area: 3817 Square Feet

Lot Information

Lot Area: 0.56 acres

Miscellaneous

BasementMls Number: 4935820Above Grade Unfinished Area: 3817Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Source: PlansBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Mar 29, 2024
Source: PrimeMLS #4935820
Sold
$1,971,189
Nov 29, 2022
Source: N/A
Sold
$375,000

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 2026-09-12 01:58:14 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 21 Highclere Road

  • What is 21 Highclere Road estimated to be worth?
    Trulia's estimated value for 21 Highclere Road in Windham, NH is $2,034,800.
  • What is the price history for 21 Highclere Road?
    21 Highclere Road in Windham, NH last sold for $1,971,189 in March 2024.
  • 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 21 Highclere Road have air conditioning?
    Yes, 21 Highclere Road in Windham, NH has air conditioning.
  • How big is the lot at 21 Highclere Road?
    The lot at 21 Highclere Road in Windham, NH is about 0.56 acres (24,394 sq ft).

Explore by feature - Air Conditioning

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