Sylvan Park
Homes for Sale in Winter Park, FL

Sylvan Park is a small, established pocket in Winter Park where the housing stock reflects decades of individual building rather than a single subdivision-era plan, and where a high share of owners have filed homestead exemptions - a signal of longer-term occupancy over investor or short-term ownership.

Stellar MLS sales records identify 27 homes in Sylvan Park that have changed hands since 2004, built between 1915 and 2021 (median 1954), with a median living area of about 2,871 sq ft and a typical 3-bedroom, 3-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Sylvan Park is too small for its own price trend, so here is the market around it.

In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32789 (WINTER PARK), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 months - a balanced market. See the live ZIP 32789 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Sylvan Park specifically. Momentum Research analysis of MLS records.

• Brookshire Elem · Elementary
• Glenridge Middle · Middle
• Winter Park High · High

Zoned schools reflect the assignments reported on recent Sylvan Park listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Sylvan Park address.

The numbers here tell a story of scarcity more than anything else. Two active listings out of 233 total homes is a thin slice, and with zero closings logged in the current window, there is no fresh transaction trail to lean on. Anyone evaluating a home in Sylvan Park right now is largely working from the physical property itself - its year built, its square footage, its condition - rather than a stack of recent comparable sales.

The median year built of 1958 sits inside a full range from 1901 to 2024, which tells you this is not a uniform block of similarly aged homes. Median living area runs 2,392 square feet, a reasonably sized footprint that can show up in a well-maintained mid-century structure or a heavily updated and expanded version of one. The homestead share of 67.8% suggests a market where a majority of owners are treating these as primary residences rather than rentals or flips, which can mean listings surface less frequently and each one carries its own story.

A market with two active listings and no recent closings data is exactly where a generic online estimate falls apart. We track individual property history, permit and condition context, and off-market conversations in small pockets like this one, so you are not pricing a century-old home against a 2024 build using the same yardstick.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.