Milton Coste

Licensed Real Estate Associate Broker

(917) 416-7433

NYC Neighborhood Comparison

Upper East Side vs Windsor Terrace

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

Manhattan|Brooklyn

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 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 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

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

Neighborhood Profiles

Upper East Side

The Upper East Side remains the gold standard for classic New York elegance. Known for 'Museum Mile' and its low-traffic, tree-lined streets, the neighborhood offers a refined lifestyle away from the midtown bustle. While famous for its historic cooperatives, the area has seen a recent surge in ultra-luxury new construction condos, particularly along the Second Avenue Subway corridor, making it a top choice for both traditionalists and modern buyers.

View Full Market Report

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.

View Full Market Report

Transit Access

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

Upper East Side for sale

View 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 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 Upper East Side. Pricing can vary widely by building, floor, and unit condition, so review current listings for accurate comparisons.
Which has better transit, Upper East Side or Windsor Terrace?
Upper East Side has access to 3 subway lines and Windsor Terrace has 0, making 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, Upper East Side or Windsor Terrace?
This depends on what type of home fits your household. 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 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 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.

More Comparisons

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.

Call Milton WhatsApp