Milton Coste

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NYC Neighborhood Comparison

Chelsea vs Windsor Terrace

Side-by-side market data, transit, and neighborhood profiles to help you decide.

Manhattan|Brooklyn

Chelsea

Manhattan

Windsor Terrace

Brooklyn

How They Compare

For buyers focused on affordability, Windsor Terrace has the lower median sale price at $825K vs $1.3M in Chelsea.

Commuters have more transit options in Chelsea, which is served by 14 subway lines compared to 0 in Windsor Terrace.

Median Sale Price
$1.3M
$825K
Median Rent
$6K
$4K
Active Listings
366
41
Avg Days on Market
60.5 days
31.5 days
YoY Price Change
-19.4%
-54.8%
Monthly Sales Volume
39
11

Detailed Comparison

MetricChelseaWindsor Terrace
Median Sale Price$1,250,000$825,000
Median Condo Price$3,052,500N/A
Median Co-op Price$830,000$837,250
Median Rent$5,975$3,897.5
Active Listings36641
Rental Inventory72166
Days on Market60.531.5
Price Cut Share12.8%4.9%
Monthly Sales Volume3911
YoY Price Change-19.4%-54.8%
YoY Rent Change+7.7%+2.6%
YoY Inventory Change-12.9%-18.0%
Subway Lines1 2 3 A B C D E F M N Q R WN/A

Year-Over-Year Price Movement

Prices in Chelsea moved -19.4% over the past year, compared to -54.8% in Windsor Terrace. Both markets have seen price softening, with Windsor Terrace declining more sharply over the measured period.

Neighborhood Profiles

Chelsea

Chelsea is the epicenter of New York’s contemporary art world and a hub for innovative architecture. Home to the High Line and Chelsea Market, the neighborhood mixes industrial history with modern luxury. The real estate market here is dominated by high-end condominium developments designed by world-renowned architects, alongside historic pre-war lofts and historic townhouses in the Chelsea Historic District.

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Windsor Terrace

Windsor Terrace borders Prospect Park on three sides and Green-Wood Cemetery to the west, creating a compact residential neighborhood of brick and limestone rowhouses, Victorian-era wood-frame homes, and prewar apartment buildings along Prospect Avenue, Seeley Street, and Vanderbilt Street. The F and G trains stop at 15th Street-Prospect Park and Fort Hamilton Parkway, providing connections to Downtown Brooklyn and Manhattan. Prospect Park's Parade Ground, the city's oldest recreational facility, sits at the neighborhood's southeastern edge.

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Transit Access

Chelsea

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34 St-Penn Station (1 2 3 A C E) — 0.6 mi

34 St-Herald Sq (B D F M N Q R W) — 0.7 mi

Windsor Terrace

No subway data available

Active Listings

Chelsea for sale

View all Chelsea listings

Windsor Terrace for sale

View all Windsor Terrace listings

Listing data is derived in whole or in part from the RLS at REBNY (Real Estate Board of New York) Internet Data Exchange (IDX) database. Real estate listings held by brokerage firms other than Milton Coste | Keller Williams NYC are marked with the RLS logo. The information 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 is refreshed every 15 minutes per REBNY IDX requirements.

Chelsea vs Windsor Terrace: Home Price Resilience 2008-2020

From the 2008 financial crisis through the 2020 pandemic, the NYC metro Case-Shiller composite fell about 25% peak-to-trough between 2007 and 2012, then fully recovered by 2017 and gained another 15% through Q1 2020. Chelsea and Windsor Terrace both tracked this broader NYC arc, with annual closing volume contracting sharply in 2009 and again in Q2 2020 before normalizing.

Chelsea tracked the more resilient Manhattan price path with a 10% to 15% peak-to-trough decline, while Windsor Terrace moved closer to the broader NYC metro pattern of a 20% to 25% retracement before recovering through 2017.

Source: Per Case-Shiller Home Price Index, NYC metro subset, 2008-2020, cross-referenced with StreetEasy historical price data series.

Metric (2026)ChelseaWindsor Terrace
Median Sale Price$1,250,000$825,000
Median Rent$5,975/mo$3,897.5/mo
Year-over-Year Price Change-19.4%-54.8%
Average Days on Market60.5 days31.5 days
Distance to Nearest Subway0.59 miN/A

Table values reflect current 2026 market conditions. Historical 2008-2020 commentary is sourced from Case-Shiller NYC metro composite and StreetEasy historical series.

Frequently Asked Questions

Is Chelsea cheaper than Windsor Terrace?
Windsor Terrace is more affordable, with a median sale price of $825,000 vs $1,250,000 in Chelsea. Pricing can vary widely by building, floor, and unit condition, so review current listings for accurate comparisons.
Which has better transit, Chelsea or Windsor Terrace?
Chelsea has access to 14 subway lines and Windsor Terrace has 0, making Chelsea the stronger option for transit access. Windsor Terrace has 0 lines, which may still cover your commute depending on your destination.
Which is better for families, Chelsea or Windsor Terrace?
This depends on what type of home fits your household. Chelsea and Windsor Terrace both offer a mix of apartment and multi-room units in co-ops, condos, and townhouses. Larger 3- and 4-bedroom units, including townhouses and multi-family properties, tend to be more available in lower-density areas. Reviewing active listings filtered by bedroom count is the most reliable way to see what each neighborhood currently offers for larger households. A licensed broker can pull current inventory by bedroom count across both areas for a direct comparison.
Should I buy in Chelsea or Windsor Terrace?
The right neighborhood depends on your price range, commute needs, and preferred property type. A comparative market analysis (CMA) of recent sales in both Chelsea and Windsor Terrace gives you the clearest picture of what your budget gets in each location. Request a free CMA from Milton Coste to get a side-by-side breakdown of current opportunities.

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Need Help Choosing?

With 25+ years of experience across all five boroughs, I can help you find the right neighborhood for your lifestyle and budget.

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