Milton Coste

Licensed Real Estate Associate Broker

(917) 416-7433

NYC Neighborhood Comparison

Upper West Side vs Windsor Terrace

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

Manhattan|Brooklyn

Upper West Side

Manhattan

Windsor Terrace

Brooklyn

How They Compare

For buyers focused on affordability, Windsor Terrace has the lower median sale price at $825K vs $1.2M in Upper West 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 West Side, which is served by 5 subway lines compared to 0 in Windsor Terrace.

Median Sale Price
$1.2M
$825K
Median Rent
$5K
$4K
Active Listings
1081
41
Avg Days on Market
56 days
31.5 days
YoY Price Change
-10.9%
-54.8%
Monthly Sales Volume
131
11

Detailed Comparison

MetricUpper West SideWindsor Terrace
Median Sale Price$1,247,356$825,000
Median Condo Price$1,790,968.5N/A
Median Co-op Price$847,500$837,250
Median Rent$4,750$3,897.5
Active Listings108141
Rental Inventory151866
Days on Market5631.5
Price Cut Share10.5%4.9%
Monthly Sales Volume13111
YoY Price Change-10.9%-54.8%
YoY Rent Change+5.6%+2.6%
YoY Inventory Change-12.5%-18.0%
Subway Lines1 2 3 B CN/A

Year-Over-Year Price Movement

Prices in Upper West Side moved -10.9% 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

Upper West Side

The Upper West Side (UWS) is celebrated for its cultural richness and architectural grandeur. Set between Central Park and Riverside Park, the neighborhood provides direct access to green space within the urban grid. Residents enjoy easy access to Lincoln Center, the American Museum of Natural History, and a popular culinary scene. The real estate landscape is famous for its historic brownstones and iconic 'white-glove' apartment buildings along Central Park West and Riverside Drive.

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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

Upper West Side

123BC

86 St (1 B C) — 0.2 mi

79 St (1) — 0.3 mi

81 St-Museum of Natural History (B C) — 0.4 mi

96 St (1 2 3 B C) — 0.5 mi

72 St (1 2 3) — 0.7 mi

Windsor Terrace

No subway data available

Active Listings

Upper West Side for sale

View all Upper West 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 West Side cheaper than Windsor Terrace?
Windsor Terrace is more affordable, with a median sale price of $825,000 vs $1,247,356 in Upper West Side. Pricing can vary widely by building, floor, and unit condition, so review current listings for accurate comparisons.
Which has better transit, Upper West Side or Windsor Terrace?
Upper West Side has access to 5 subway lines and Windsor Terrace has 0, making Upper West 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 West Side or Windsor Terrace?
This depends on what type of home fits your household. Upper West 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 West 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 West 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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