West Chester Area School District, Chester County, PA
Chesterfield
Performance Tier
Underperformer
Median Sold
$467,500
Avg. Appreciation
77%
Avg. $ Gain
$210,564
2025 Sales
8
Low Activity
Compared to the West Chester Area district average, Chesterfield is
underperforming by 28%.
Based on 33 years of public sales records across 2418 neighborhoods in 4 counties.
About
Chesterfield is a 208-unit townhome subdivision in Westtown Township, Chester County, developed by Brandolini between 1985 and 1989. The community is organized around a series of British-named cul-de-sac courts — Eton Court, Newmarket Court, Winchester Court, and others — accessed from South Chester Road (PA Route 352). Homes are predominantly three-bedroom, 2.5-bath interior row townhouses with approximately 1,800 sq ft of median interior living space; recurring listing features include wood-burning fireplaces, rear decks, and breakfast rooms with skylights. The active HOA covers lawn maintenance, snow removal, and common-area upkeep, and most units include assigned carport parking in lieu of an attached garage.
Specifications
Home Stock
Three-bedroom, 2.5-bath interior row townhouses, some with basements and one-car attached garage, some with carport parking. Recurring interior features documented across public records include wood-burning fireplaces, rear decks accessed via sliding doors, breakfast rooms with skylights, hardwood floors, and main-floor powder rooms. Upper levels typically include a primary bedroom suite with en-suite bath, two additional bedrooms, and a hall bath.
Location & Access
Primary access via South Chester Road (PA Route 352) onto Chesterfield Drive. Route 352 connects northward toward West Chester Borough and Route 3 (West Chester Pike); U.S. Route 202 is accessible a short drive south via Wilmington Pike.
Location Anchors
What Makes This Distinct
Chesterfield’s 33-year appreciation index shows average dollar gains that trail the broader West Chester Area School District by a meaningful margin, a pattern consistent with the community’s smaller square footage and carport-rather-than-garage parking configuration relative to newer competing townhome communities in the same ZIP code. Buyers seeking the district’s school access at a relative discount to district norms will find Chesterfield’s price tier among the more accessible entry points in 19382.
For Buyers & Sellers
If You’re Buying
Accessible at $468k median. solid appreciation track record. competitive market.
If You’re Selling
Strong appreciation – sellers gained $211k on average. trailing the district by 28%. solid 77% return on investment. active market (13 day median). median sale price $468k.
Worth Asking
Have you considered what the absence of an attached garage — replaced here by assigned carport parking — means for your resale position relative to newer townhome communities like The Reserve at Chesterfield, which was built circa 2004 with full basements and one-to-two-car garages just a short distance away in the same ZIP code?
Common Questions
What school does Chesterfield feed into?
Elementary-age children in Chesterfield are most commonly assigned to Penn Wood Elementary School, located at 1470 Johnny’s Way in West Chester (part of the West Chester Area School District). Penn Wood serves grades K–5 with approximately 448 students and a student-teacher ratio of roughly 14:1. Most Westtown Township students then proceed to Stetson Middle School and West Chester Rustin High School. School boundary assignments can change; verify your specific unit’s current assignment directly with the West Chester Area School District before making any enrollment decisions.
What does the HOA cover in Chesterfield?
Based on recorded public records disclosures for Chesterfield units, the HOA fee has been documented to cover all ground fees, common area maintenance, lawn maintenance, and snow removal. The association is identified in public records as the Chesterfield Homeowners Association. Buyers should request the current HOA budget, reserve fund study, and governing documents (Declaration, Bylaws, Rules & Regulations) during due diligence to confirm current coverage, fee amounts, and any special assessments.
How does Chesterfield compare to The Reserve at Chesterfield in the same ZIP code?
These are two distinct subdivisions in Westtown Township that share proximity and a similar name. Chesterfield was developed by Brandolini between 1985 and 1989 and consists of approximately 208 townhouses with a median interior size of roughly 1,800 sq ft and carport parking. The Reserve at Chesterfield is a separate community built circa 2004 with larger homes — approximately 2,700 sq ft median interior — full basements, and one-to-two-car attached garages. The two communities have different HOA structures, price ranges, and public records identifiers. Confirm which community any specific listing belongs to before submitting an offer.
Items to Verify with Your Agent
A few specifics on this page are sourced from secondary aggregators or older filings. Confirm before relying:
- Hoa Name — The HOA directory listing confirms ‘Chesterfield Homeowners Association’ exists for West Chester PA, but the chesterfieldhomeowners.com site with that exact name resolves to a North Aurora, IL community — not the Westtown Township PA subdivision. The PA-specific HOA legal name and current management company could not be confirmed from a primary source. Buyer should request governing documents to confirm.
- Approx Homes — 208-unit count comes from mainlinephillyhomes.com (a Berkshire Hathaway Fox & Roach IDX-sourced site), not a municipal record or original plat. Treat as a reliable estimate, not a verified count.
- Builder — Builder name ‘Brandolini’ appears consistently on two related pages of the same Berkshire Hathaway site but has not been independently confirmed via Chester County recorder records or a permit database. Plausible and internally consistent with the 1985–1989 construction window, but not verified from a primary source.
- Interior Sqft Range Text — LivingPlaces.com lists median interior space as approximately 1,800 sq ft. Individual listings show units ranging from roughly 1,400 to 2,065+ sq ft with finished lower levels. No comprehensive floor-plan data is available to define a precise range across all 208 units.
- Avg Year Built Note — The MI tool reports avg_year_built of 1990, which is consistent with the documented 1985–1989 construction completion window. No anomaly — the 1990 figure likely reflects settlement dates slightly lagging construction completion. No flag needed.
School District
Chesterfield is served by the West Chester Area School District. Buyers should verify current school assignments directly with the district.
View West Chester Area School District Information
Sources Consulted
Public deed records · Chester County Recorder · mainlinephillyhomes.com · livingplaces.com · movoto.com · billdudleyandassociates.com · pwe.wcasd.net · niche.com · en.wikipedia.org · homeownersassociationdirectory.com
Data refreshed: April 25, 2026 (median sold, appreciation, performance tiers, narratives) · Content reviewed: April 25, 2026 (overview, structural insight, FAQs)
The Cyr Team · 2418 neighborhoods · 4 counties · 33 years of public sales records