21 Windsor Cir, Chesterbrook, PA 19087
Property image
Property image
OFF MARKET

21 Windsor Cir
Chesterbrook, PA 19087

  • 3 Beds
  • 2.5 Baths
  • 2,525 sqft

$729,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $4,537/mo*
Refinance Your Home

$729,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $4,537/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,525 sqft

Home Value

Trulia Estimate
$729K
Since last month
Increased$2K (+0.3%)
Since last year
Increased$43K (+6.3%)
Since last sale
Increased$144K (+24.7%)
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 +106% in the last 10 years
MonthEstimated value
2026
August 2026$729K
July 2026$727K
June 2026$745K
May 2026$755K
April 2026$750K
March 2026$739K
February 2026$718K
January 2026$693K
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
1476 Salomon Ln, Chesterbrook, PA
0.21
Single-Family Home
$1,250,000
07/31/26
4
3
2,534
1586 Salomon Ln, Chesterbrook, PA
0.40
Single-Family Home
$940,000
01/30/26
4
3
2,560
290 Musket Ln, Chesterbrook, PA
0.36
Single-Family Home
$1,329,000
04/17/26
4
2.5
2,177
208 Anthony Wayne Dr, Wayne, PA
0.73
Single-Family Home
$600,000
04/17/26
3
3
2,166
131 Brookmead Rd, Wayne, PA
0.47
Single-Family Home
$1,140,000
10/28/25
4
2.5
2,400
19 Painters Ln, Chesterbrook, PA
0.78
Single-Family Home
$800,000
12/19/25
4
3
3,288
503 Mountainview Dr, Wayne, PA
0.59
Single-Family Home
$385,000
09/04/25
2
2
1,646
1442 Potter Ln, Wayne, PA
0.38
Single-Family Home
$1,460,000
06/15/26
5
2.5
3,242
450 Coldstream Dr, Berwyn, PA
0.63
Single-Family Home
$1,250,000
05/19/26
4
2.5
2,404
263 Lafayette Ln, Chesterbrook, PA
0.42
Single-Family Home
$925,000
12/03/25
5
3.5
4,422

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
103 Fairfax Ct, Chesterbrook, PA 19087
0.03
$462,300
2
2.5
1,328
Off Market
19 Windsor Cir, Chesterbrook, PA 19087
0.02
$590,500
3
2.5
2,043
Off Market
104 Camsten Ct, Chesterbrook, PA 19087
0.07
$572,800
3
2.5
1,856
Off Market
79 Abrams Ln, Chesterbrook, PA 19087
0.05
$680,000
3
2.5
1,983
Recently Sold
62 Shelbourne Ct, Chesterbrook, PA 19087
0.07
$535,000
3
2.5
1,352
Recently Sold
55 Abrams Ln, Chesterbrook, PA 19087
0.07
$489,500
2
3
1,316
Off Market
3 Windsor Cir, Chesterbrook, PA 19087
0.05
$535,077
2
2.5
1,676
Recently Sold
304 Camsten Ct, Chesterbrook, PA 19087
0.09
$570,000
3
2.5
2,458
Recently Sold
204 Camsten Ct, Chesterbrook, PA 19087
0.10
$557,000
3
2.5
1,856
Recently Sold
306 Hanover Ct, Chesterbrook, PA 19087
0.11
$652,500
4
2.5
2,080
Recently Sold
303 Hanover Ct, Chesterbrook, PA 19087
0.12
$525,000
3
2.5
1,574
For Sale
302 Hanover Ct, Chesterbrook, PA 19087
0.12
$549,700
3
2.5
1,574
Off Market

Local Information

  • Map ViewExplore the area around 21 Windsor Cir.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Living Area
2,525 sqft
Price/Sqft
$289
Parking
Garage

About this House

Lovely Bright End unit- This is the perfect location with lots of windows. One car garage, Formal living Room, Dining Rm, Eat in kitchen with hardwood floors, Family Rm with Fireplace, Laundry rm and powder room on first floor. Upstairs, Three large bedrooms- master has walk in and full bath, another hall bath. Full unfinished basement for storage! This is the bed floor plan in Greystone and extra windows to boot. Owner considering replacing bedroom carpets- tell us what you think! Prefer 24 month lease. Pets with extra security before carpet replacement. Tenant responsible for Gas, electric, water, sewer.
21 Windsor Cir, Chesterbrook, PA 19087 is a 3 bedroom, 3 bathroom, 2,525 sqft single-family home built in 1986. It last sold for $585,000 on Sep 30, 2022. More recently, it was listed as a rental in February 2012 with an asking price of $2,275 per month. That rental listing was removed on April 7, 2012. It is currently off market. The Trulia Estimate is $729,400, with a rent estimate of $3,561/month.

Home Details for 21 Windsor Cir

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7
Heating & Cooling
Heating: Heat PumpCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 5227 sqft

Price and Tax history

DateEventPrice
Sep 30, 2022
Source: Bright MLS #PACT2031440
Sold
$585,000
Sep 1, 2022
Source: Bright MLS #PACT2031440
Pending
$595,000
Aug 30, 2022
Source: Bright MLS #PACT2031440
Contingent
$595,000
Aug 26, 2022
Source: Bright MLS #PACT2031440
Listed For Sale
$595,000
Apr 7, 2012
Source: Agent Provided
ListingRemoved
$2,275

Market trends in Chesterbrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
2MoM

Around this home

What Locals Say about Chesterbrook

At least 41 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 91 % Say parking is easy

  • 86 % Say car is needed

  • 79 % Say people would walk alone at night

  • 77 % Say there's wildlife

  • 76 % Say it's quiet

  • 71 % Say there's holiday spirit

  • 66 % Say they plan to stay for at least 5 years

  • 65 % Say there are sidewalks

  • 63 % Say neighbors are friendly

  • 61 % Say streets are well-lit

  • 54 % Say kids play outside

  • 45 % Say it's walkable to restaurants

  • 36 % Say yards are well-kept

  • 31 % Say it's walkable to grocery stores

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Carly Kraihanzel
    "I mainly work from home but there is easy access to Route 202 to get to my office in Conshohoken when needed"
    0
    Flag
  • Jill Prettyman Demmy
    "Easy commute to my office my car via 202 and 422. Almost no traffic. Can pop home for lunch anytime! "
    0
    Flag
  • Cmfilan
    "Great place to live and raise a family I have lived here for 15 plus years and the neighborhood is amazing as is Wilson farm park for trails and walking "
    0
    Flag
  • Kiran Singh
    "Trails, creeks, and parks to enjoy the sunny days with families. Quite safe neighborhood where kids can ride their bike anytime of the day without any supervision. "
    0
    Flag
  • De B.
    "I am 7 miles from work, and 5 minutes from every major highway. Unbeatable accessibility, community and upkeep. Also located on the edge of Valley Forge National Park with trails running behind and into every neighborhood. There is a drug store at the top of the hill along with multiple restaurants, a bank, a dry cleaners and a salon. It is also located in the most sought after school district in the area. All around great place to live!"
    0
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  • Amy J.
    "Dogs are not allowed in my community so I cannot comment.. but in other complexes, there are a ton of dogs and it appears very dog friendly. "
    0
    Flag
  • Vivian H. R.
    "Love it! Lived here for over 3 years. It’s quiet, nice and clean. I enjoy seeing deer in my backyard in the AM and being close to the Valley Forge Park."
    1
    Flag
  • Jamesshaffer76
    "I’ve lived here for 1.5 years. It’s very conveniently located. Pretty friendly. Great park right next door. "
    0
    Flag
  • Monica S.
    "It’s very close to the highway and route to center city. God schools and lots of stores and shopping malls"
    0
    Flag
  • Jabbot
    "This neighborhood is calm, safe, yet within walking distance of everything from groceries, pharmacies, coffee shops, restaurants, dry cleaning , and office supplies. There are also within easy walking distance big parks for walks, exercise, fishing or picnics. The schools are top rated too."
    3
    Flag
  • Paola Aviles
    "Chesterbrook is amazing place to live, the school district is one of the best in all Pennsylvania, and very happy to live here. "
    1
    Flag
  • Bornivelli
    "I like the pets I am not pet owner, I see people with dogs going around and I have no problem for that at all... I see many people who doing joking around my neighborhood while..."
    0
    Flag
  • Amy J.
    "Great access to central areas, schools and community. People are friendly and there are a number of recreational areas close, including Wilson Farm Park and Valley Forge. "
    0
    Flag
  • Alisoncfell
    "The excellent school district. The clean and well maintained streets. The parks nearby and the green space."
    0
    Flag
  • Home_philly
    "It’s the best school district and people who lives here are educated with great manner, kind. It’s a safe neighborhood. And it’s beautiful. "
    0
    Flag
  • Nlang
    "It’s very pretty with lots of trees and sidewalks. Lots of people walking dogs and talking with neighbors. My neighbor helped me when I got locked out"
    0
    Flag
  • Nancy
    "Very cold, unfriendly area. I have been disappointed since moving here. The neighbor reported us to the hoa for having stuff on our porch 2 days after moving in. "
    5
    Flag
  • Nancy
    "Busybody neighbors. This area is the least friendly area I have every lived in. First week we were here, with boxes still to unpack, a neighbor reported us to the HOA that we had too much stuff on our back porch and we got fined $200. I hate it here. "
    9
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Windsor Cir

  • What is 21 Windsor Cir estimated to be worth?
    Trulia's estimated value for 21 Windsor Cir in Chesterbrook, PA is $729,400.
  • What is the price history for 21 Windsor Cir?
    21 Windsor Cir in Chesterbrook, PA last sold for $585,000 in September 2022.
  • Is Chesterbrook a buyer's or seller's market?
    Chesterbrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chesterbrook?
    Residents describe Chesterbrook, PA as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Chesterbrook, PA.
  • Does 21 Windsor Cir have air conditioning?
    Yes, 21 Windsor Cir in Chesterbrook, PA has air conditioning.
  • How big is the lot at 21 Windsor Cir?
    The lot at 21 Windsor Cir in Chesterbrook, PA is about 0.12 acres (5,017 sq ft).

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 21 Windsor Cir

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