Howell Forest
Homes for Sale in Winter Park, FL

This is a compact, established Winter Park enclave where roughly three-quarters of homes are homesteaded, a sign of long-hold ownership and limited turnover. The result is a market where inventory is thin and each listing carries real weight.

Stellar MLS sales records identify 11 homes in Howell Forest that have changed hands since 2014, built between 1966 and 1970 (median 1969), with a median living area of about 2,025 sq ft and a typical 4-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.

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.

Howell Forest 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 Howell Forest specifically. Momentum Research analysis of MLS records.

The defining feature of Howell Forest is the age spread. Homes built in 1959 sit near homes built in 2021, and the median year built lands in the late 1960s. In practice that means two houses on the same street can be entirely different products: an original mid-century home due for systems work, or a modern rebuild. Do not anchor your expectations to a neighborhood 'type' — read each house individually.

The homestead share of roughly 76% tells you owners tend to stay. That supports stability but also constrains supply, so when a home does list, it may not sit long and comparable sales can be sparse. With only 32 homes total, a single closing moves the picture, so treat any short-window snapshot as directional rather than definitive.

In a 32-home enclave with a wide age range and few sales to lean on, pricing and offer strategy come down to reading individual homes, not averages. We know how to weigh original mid-century stock against newer rebuilds, where the renovation dollars actually show up, and how to underwrite a purchase when comparable sales are thin. That judgment is the difference in a market this small.

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