Gallery at Winter Park
Homes for Sale in Winter Park, FL
All 364 homes for sale in WINTER PARK, FL · median $684,500 · 121 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 15 closed sales in Gallery at Winter Park Sec 01 in Winter Park, FL since 2015, the most recent in February 2026. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $449,000, 33 median days on market, with 128 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,490 ($6,810 with the full homestead exemption).
There is not enough current listing activity in Gallery At Winter Park Sec 01 to draw a pricing picture from the MLS feed right now. That in itself is a data point: this is a small, quiet corner of Winter Park where inventory simply is not turning over in volume, so pricing here tends to be set home-by-home rather than by a visible comparable set.
For a buyer or seller, that means the usual shortcuts do not apply. You cannot lean on a median or a pace-of-market number that does not exist in the current feed. Any offer or listing strategy has to be built from a direct look at the specific home, its condition, and whatever comparable sales can be pulled from outside the immediate community, rather than from a trend line.
Nearby homes for sale
No active listings inside GALLERY AT WINTER PARK SEC 01 right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Gallery At Winter Park Sec 01 sits within Winter Park in Orange County, an established part of the Central Florida market, though current MLS activity for the community is too limited to characterize its pricing or pace with any real precision.
Stellar MLS sales records identify 21 homes in GALLERY AT WINTER PARK that have changed hands since 2005, built between 1984 and 1985 (median 1985), with a median living area of about 939 sq ft and a typical 2-bedroom, 2-bath layout; 100% are condominiums. 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.
Who Gallery at Winter Park is best for.
Best for
- A buyer specifically targeting Gallery At Winter Park Sec 01 by name, willing to evaluate a home directly rather than by trend
- A buyer comfortable doing extra diligence, including off-community comparables, before forming a price opinion
- A seller weighing a listing here who wants a broker who will source data rather than guess at it
Probably not for
- A buyer who wants a documented amenity package before deciding
- A buyer who needs an established days-on-market pattern to plan an offer strategy
- A seller expecting a ready-made comparable set from recent community activity
The market around Gallery at Winter Park
Gallery at Winter Park is a small community — 20 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 32792, 155 homes are on the market and 33% are under contract — a fast-moving corner of Winter Park.
Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).
Homes here are condominium.
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 Gallery at Winter Park specifically. Momentum Research analysis of MLS records.
The Gallery at Winter Park buying strategy.
If we were buying in Gallery at Winter Park today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Gallery at Winter Park.
A community without a current data trail
Every community we cover is only as informative as the listings feeding it, and Gallery At Winter Park Sec 01 currently shows nothing in the Stellar MLS feed that lets us describe a median price, a days-on-market pattern, or an amenity package. That is not a defect in the community; it is simply a snapshot of a moment when little to nothing is active or has closed recently within its boundaries.
It also means we are not going to manufacture a story here. No price range, no amenity list, no pace-of-market claim. What we can say is that it carries the Winter Park name and Orange County location, and that anyone weighing it should treat this as a starting point for direct research rather than a finished analysis.
The location and the amenities are priced into every listing in Gallery at Winter Park. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a community's MLS footprint is this thin, the value of a broker is in knowing how to look past the gap: pulling off-community comparables, checking public records for the last known activity, and being straightforward that a claim we cannot back with data is a claim we will not make.
Gallery at Winter Park in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Gallery at Winter Park buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Gallery at Winter Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Gallery at Winter Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Gallery at Winter Park home worth?
Get a no-obligation home value based on real comparable sales in Gallery at Winter Park, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Gallery at Winter Park on the map →
Frequently Asked Questions
Do cash buyers compete in Gallery at Winter Park?
Who is the best real estate agent for Gallery at Winter Park?
How do I find a top Winter Park real estate agent who knows Gallery at Winter Park?
Can Momentum Realty connect me with an agent for Gallery at Winter Park?
Where is Gallery at Winter Park, and what county is it in?
Should you buy in Gallery at Winter Park?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2015 (15 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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More Winter Park & Orlando & Orange County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Orlando & Orange County or the full Neighborhood Finder.
See how GALLERY AT Winter Park SEC 01 fits the bigger picture — live prices, inventory, and Momentum Scores:
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