Ridge High
Homes for Sale in Winter Park, FL

This is a compact, older-vintage section of Winter Park in Seminole County, built out almost entirely between 1955 and 1977 with a typical home running around 1,289 square feet — a scale and era that favors buyers looking for a smaller, established footprint over new construction.

Stellar MLS sales records identify 30 homes in Ridge High that have changed hands since 2010, built between 1958 and 1973 (median 1959), with a median living area of about 1,235 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 10 qualified sales in Ridge High across 2024–2025 (7 in 2024, 3 in 2025), median $400,000 — 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.

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

In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.

Across Seminole County, 1,646 homes are active and 585 pending (26% 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 Ridge High specifically. Momentum Research analysis of MLS records.

• English Estates Elementary · Elementary
• Tuskawilla Middle · Middle
• Lake Howell High · High

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

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

The building stack here is unusually tight for a neighborhood analysis: nearly all 119 homes went up within a two-decade window, and the median year built of 1959 confirms this is original mid-century stock rather than a mixed-era community. At a median of 1,289 living square feet, homes trend compact by current construction standards, which keeps the buyer pool focused on those specifically wanting this size and era rather than a broader cross-section of the market.

No community amenities are identified from current MLS listings, meaning whatever draws a buyer here is the home and its immediate setting, not shared recreational infrastructure. Combined with a homestead share of 63.9%, the pattern reads as a neighborhood of longer-held homes where inventory turns over gradually rather than all at once — worth knowing whether you're timing a purchase or planning a sale.

In a small, mid-century inventory like this one, the difference between homes is almost entirely in what's been updated and what hasn't — plumbing, electrical, roof, kitchens — and that's not always obvious from photos or a listing sheet. We walk every comparable property with that lens, so you're pricing and negotiating against actual condition, not assumptions based on the build year alone.

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