Parklando
Homes for Sale in Winter Park, FL

Parklando is a compact, established section of Winter Park where a mid-century median build year sits alongside a scattering of much older and much newer homes, and where a high share of owners hold homestead status on their properties.

Stellar MLS sales records identify 69 homes in Parklando that have changed hands since 2004, built between 1925 and 2026 (median 1988), with a median living area of about 2,050 sq ft and a typical 3-bedroom, 3-bath layout; 99% 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.

Parklando 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 Parklando specifically. Momentum Research analysis of MLS records.

• Audubon Park K8 · Elementary
• Winter Park High · High

Zoned schools reflect the assignments reported on recent Parklando 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 Parklando address.

At 108 homes total, this is not a community where inventory cycles predictably. A single active listing at the time of this snapshot underscores how little turns over here at any given moment, which puts real weight on timing for anyone trying to buy in.

The build-year range - 1901 to 2024 - tells you this is a neighborhood that has been infilled and redeveloped over more than a century rather than built out in one phase. The median living area of 1,787 square feet gives a sense of typical home size, but with a median year built around 1953.5, expect a mix of original mid-century construction, later renovations, and newer builds sitting on the same streets. A homestead share of 71.7% points to a market where a large majority of homes carry a primary-residence exemption, which is a useful signal of ownership stability but should not be read as a comment on any particular buyer profile.

In a market this thin - one active listing against 108 total homes - off-market awareness and pre-listing intelligence matter more than usual. We track this footprint closely enough to flag movement before it becomes a public listing, and we help buyers evaluate condition and vintage on a case-by-case basis rather than assume a neighborhood-wide price story that does not exist here.

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