Georgetown Estates
Homes for Sale in Winter Park, FL

A compact, mostly owner-occupied Winter Park neighborhood of mid-century and later homes on modest footprints, where the story is renovation status more than raw size. Turnover is limited, so timing and readiness matter.

Stellar MLS sales records identify 57 homes in Georgetown Estates that have changed hands since 2004, built between 1965 and 1995 (median 1966), with a median living area of about 1,508 sq ft and a typical 3-bedroom, 2-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.

County records show 7 qualified sales in Georgetown Estates across 2024–2025 (5 in 2024, 2 in 2025), median $395,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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.

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

In ZIP 32792, 151 homes are on the market and 19% are under contract — a steady corner of Winter Park.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

In ZIP 32792 (Winter Park), 617 homes closed in the last 12 months at a median of $408K ($256/sq ft), down 1.9% year over year, with a median 28 days on market. Right now 49 active and 13 pending listings put supply at about 3.4 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.

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

The building range runs from 1965 to 1995, but the median home is a 1966 build — meaning much of the stock is now decades old. That reality cuts both ways. Original homes carry deferred-maintenance risk in roofs, systems, and finishes, but they also offer a footprint and lot in an established Winter Park location that newer construction cannot replicate. Buyers should budget for inspections and, in many cases, updates; sellers who have already done that work should document it clearly.

At roughly 1,528 median square feet, these are right-sized homes rather than sprawling floor plans. That keeps them practical to maintain and renovate, and it puts a premium on smart layouts and thoughtful updates. The high homestead share suggests residents tend to stay, which is part of why listings are scarce — when a well-kept home does come to market, it usually deserves prompt attention.

In a low-turnover neighborhood where a handful of sales set the tone, pricing and timing are everything. We track what actually closes in Georgetown Estates, separate renovated comps from original ones, and help sellers position updated homes accurately — or help buyers underwrite the true cost of an older home before they commit. The goal is a number grounded in condition, not a rounded guess.

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