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NYC Neighborhood Comparison

Sheepshead Bay vs Windsor Terrace

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

Brooklyn|Brooklyn

Sheepshead Bay

Brooklyn

Windsor Terrace

Brooklyn

How They Compare

For buyers focused on affordability, Sheepshead Bay has the lower median sale price at $753K vs $825K in Windsor Terrace.

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

Median Sale Price
$753K
$825K
Median Rent
$3K
$4K
Active Listings
332
41
Avg Days on Market
90 days
31.5 days
YoY Price Change
+13.2%
-54.8%
Monthly Sales Volume
48
11

Detailed Comparison

MetricSheepshead BayWindsor Terrace
Median Sale Price$752,500$825,000
Median Condo Price$450,000N/A
Median Co-op Price$245,000$837,250
Median Rent$2,999.5$3,897.5
Active Listings33241
Rental Inventory8666
Days on Market9031.5
Price Cut Share10.2%4.9%
Monthly Sales Volume4811
YoY Price Change+13.2%-54.8%
YoY Rent Change+9.1%+2.6%
YoY Inventory Change+31.7%-18.0%
Subway LinesN/AN/A

Year-Over-Year Price Movement

Prices in Sheepshead Bay moved +13.2% over the past year, compared to -54.8% in Windsor Terrace. Sheepshead Bay is seeing price appreciation while Windsor Terrace has softened, pointing to different supply-demand dynamics in each market.

Neighborhood Profiles

Sheepshead Bay

Sheepshead Bay is a scenic waterfront neighborhood in Southern Brooklyn, famous for its fishing fleet, piers, and seafood restaurants. The area offers a unique maritime atmosphere with a relaxed, residential vibe. The real estate market features a mix of traditional multi-family brick houses, spacious pre-war cooperatives, and a growing number of modern luxury condominiums that offer stunning views of the bay and easy access to the beaches of Coney Island and Manhattan Beach.

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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

Sheepshead Bay

No subway data available

Windsor Terrace

No subway data available

Active Listings

Sheepshead Bay for sale

View all Sheepshead Bay 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.

Sheepshead Bay 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. Sheepshead Bay and Windsor Terrace both tracked this broader NYC arc, with annual closing volume contracting sharply in 2009 and again in Q2 2020 before normalizing.

Outer-borough submarkets including Sheepshead Bay and Windsor Terrace generally tracked the broader NYC metro pattern of a 20% to 25% peak-to-trough decline before fully recovering by 2017 and posting further gains through early 2020.

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

Metric (2026)Sheepshead BayWindsor Terrace
Median Sale Price$752,500$825,000
Median Rent$2,999.5/mo$3,897.5/mo
Year-over-Year Price Change+13.2%-54.8%
Average Days on Market90 days31.5 days
Distance to Nearest SubwayN/AN/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 Sheepshead Bay cheaper than Windsor Terrace?
Yes, Sheepshead Bay has a lower median sale price at $752,500 compared to $825,000 in Windsor Terrace as of the most recent market data. Co-op and condo prices within each neighborhood can vary significantly, so the right fit depends on property type and building.
Which has better transit, Sheepshead Bay or Windsor Terrace?
Transit data is not available for these neighborhoods. Check the MTA website for current service maps.
Which is better for families, Sheepshead Bay or Windsor Terrace?
This depends on what type of home fits your household. Sheepshead Bay 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 Sheepshead Bay 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 Sheepshead Bay 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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