Town
Homes for Sale in Winter Park, FL
All 394 homes for sale in Winter Park, FL · median $636,250 · 169 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 1 closed sale in Town in Winter Park, FL, the most recent in July 2026. Across Winter Park as a whole, 887 homes closed in the last 12 months at a median of $499,000, 37 median days on market, with 326 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,320 ($7,650 with the full homestead exemption).
As of this snapshot, Town shows zero active listings on the MLS. That is not a data gap we can spin into a trend read - it simply means there is nothing on the market right now to price against, and any commentary on value or pace here would be guesswork rather than analysis.
For a buyer, this means watching the feed rather than acting on assumptions; for a seller, it means very limited direct comparables exist within the community itself right now, so pricing a listing would lean more heavily on nearby Winter Park activity than on this community's own recent sales.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Town 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
Town is a community in Winter Park, Orange County, with a pool listed among its shared amenities; current MLS data shows no active listings to reference for pricing or pace.
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 Town is best for.
Best for
- A buyer targeting this specific Winter Park community who can wait for a listing to surface rather than needing immediate options
- A seller comfortable pricing primarily off broader Winter Park market data given no in-community comparables exist right now
- Someone tracking the area for a future purchase who wants to be alerted the moment inventory appears
Probably not for
- A buyer who needs to compare multiple active listings within this community today
- Anyone requiring current price or day-on-market data before making a decision
- A buyer or seller working a tight, fixed closing timeline who cannot wait on inventory
The market around Town
Town 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), 111 homes closed in the last 12 months at a median of $627K ($396/sq ft), down 21.6% year over year, with a median 42 days on market. Right now 34 active and 4 pending listings put supply at about 3.7 months - a buyer's market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Town specifically. Momentum Research analysis of MLS records.
Life at Town
- Pool · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Town buying strategy.
If we were buying in Town 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 Town.
A community with no current inventory
With zero active listings as of this snapshot, there is no price data, no day-on-market pattern, and no unit mix to describe with any confidence. What we can say is limited to structure: this is a named community within Winter Park, in Orange County, and its MLS-reported amenity set includes a pool.
That amenity note comes with a caveat worth repeating: it reflects what has been reported across the community's MLS listings historically, not a confirmed, current HOA amenity roster. Anyone evaluating this community should verify pool access, condition, and any associated fees directly with the HOA rather than assuming continuity from past listings.
The location and the amenities are priced into every listing in Town. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a community shows no active inventory, the value of a broker shifts from analyzing what is listed to knowing how to find what is not yet listed and how to interpret sparse data honestly. We track this feed daily, so when something in Town does surface, you hear about it before the listing is stale, and you get a straight read on how to compare it against the broader Winter Park market rather than an inflated pitch built on absent data.
Town 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 Town 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 Town sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Town, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Town home worth?
Get a no-obligation home value based on real comparable sales in Town, 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 all homes for sale in Winter Park →
Should you buy in Town?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2021 (2 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. A Momentum agent can price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Town fits the bigger picture — live prices, inventory, and Momentum Scores:
Email me new listings in Town
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Town
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Town will answer, and the answer is published on this page for the next buyer.
Common questions about Town
Where is Town?
Town is a community in Winter Park, Orange County, Florida, ZIP 32789.
Are there homes for sale in Town right now?
No active listings inside Town at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Town have an HOA or CDD?
No HOA is on record for Town in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
More on Town
- Find an agent · How to choose the best real estate agent in Town