Milton Coste

Licensed Real Estate Associate Broker

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NYC Neighborhood Comparison

All Upper East Side vs Windsor Terrace

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

Manhattan|Brooklyn

All Upper East Side

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 All Upper East Side.

Investors analyzing rental yield will find Windsor Terrace offers a stronger rent-to-price ratio based on current market data.

Commuters have more transit options in All Upper East Side, which is served by 3 subway lines compared to 0 in Windsor Terrace.

Median Sale Price
$1.3M
$825K
Median Rent
$4K
$4K
Active Listings
1593
41
Avg Days on Market
59 days
31.5 days
YoY Price Change
+31.0%
-54.8%
Monthly Sales Volume
170
11

Detailed Comparison

MetricAll Upper East SideWindsor Terrace
Median Sale Price$1,332,500$825,000
Median Condo Price$1,800,000N/A
Median Co-op Price$1,167,500$837,250
Median Rent$4,270$3,897.5
Active Listings159341
Rental Inventory168666
Days on Market5931.5
Price Cut Share13.1%4.9%
Monthly Sales Volume17011
YoY Price Change+31.0%-54.8%
YoY Rent Change+6.9%+2.6%
YoY Inventory Change-3.7%-18.0%
Subway Lines4 5 6N/A

Year-Over-Year Price Movement

Prices in All Upper East Side moved +31.0% over the past year, compared to -54.8% in Windsor Terrace. All Upper East Side is seeing price appreciation while Windsor Terrace has softened, pointing to different supply-demand dynamics in each market.

Neighborhood Profiles

All Upper East Side

The Upper East Side stretches along Central Park from 59th to 96th Streets, encompassing Lenox Hill, Carnegie Hill, Yorkville, and the Museum Mile. The housing stock is predominantly prewar cooperative apartments in white-glove doorman buildings, complemented by luxury condominiums and historic limestone townhouses. The 4/5/6 trains run along Lexington Avenue, and the Q train serves Second Avenue with newer stations.

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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

All Upper East Side

456

77 St (6) — 0.2 mi

86 St (4 5 6) — 0.4 mi

68 St-Hunter College (6) — 0.5 mi

Windsor Terrace

No subway data available

Active Listings

All Upper East Side for sale

View all All Upper East Side 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 last updated: 1/1/1970.

Frequently Asked Questions

Is All Upper East Side cheaper than Windsor Terrace?
Windsor Terrace is more affordable, with a median sale price of $825,000 vs $1,332,500 in All Upper East Side. Pricing can vary widely by building, floor, and unit condition, so review current listings for accurate comparisons.
Which has better transit, All Upper East Side or Windsor Terrace?
All Upper East Side has access to 3 subway lines and Windsor Terrace has 0, making All Upper East Side 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, All Upper East Side or Windsor Terrace?
This depends on what type of home fits your household. All Upper East Side 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 All Upper East Side 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 All Upper East Side 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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