Olympia Heights
Homes for Sale in Winter Park, FL
All 362 homes for sale in Winter Park, FL · median $692,000 · 172 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Olympia Heights in Winter Park, FL has 1 home for sale. As of October 2026, the MLS records 5 closed sales in Olympia Heights in Winter Park, FL since 2015, the most recent in February 2024. 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 no active pricing signal from current MLS data for Olympia Heights, which tells its own story: this is a pocket of Winter Park that turns over quietly rather than in visible waves. Absent a live median or day-on-market count, pricing here has to be built the old way, home by home, against recent comparable closings rather than a community-wide trend line.
For a buyer, that means less noise but more homework — you are not competing against a headline price point, you are competing against whatever specific homes happen to be listed when you look. For a seller, it means positioning matters more than following a market narrative, since there isn't one currently visible in the feed.
The 60-Second Overview
Olympia Heights sits within Winter Park in Orange County, an established address without a distinct amenity package showing up in current MLS listings — the draw here is the location itself rather than a packaged lifestyle.
Stellar MLS sales records identify 16 homes in Olympia Heights that have changed hands since 2011, built between 1925 and 1959 (median 1953), with a median living area of about 1,195 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.
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 Olympia Heights is best for.
Best for
- A buyer prioritizing the Winter Park location over a community amenity list
- A buyer comfortable evaluating homes individually rather than leaning on neighborhood-wide market data
- A buyer whose plan is longer-term ownership rather than trading on a hot, well-publicized market trend
Probably not for
- A buyer who wants a community with a defined amenity package like a pool, clubhouse, or gated entry
- A buyer who wants to lean on published median-price or days-on-market trends before making an offer
- A buyer looking for a heavily marketed, identity-driven neighborhood rather than an established, low-profile address
The market around Olympia Heights
Olympia Heights 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), 390 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.6% year over year, with a median 39 days on market. Right now 91 active and 26 pending listings put supply at about 5.2 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 Olympia Heights specifically. Momentum Research analysis of MLS records.
23% of homes for sale in ZIP 32789 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-02).
Olympia Heights Market Scorecard
Olympia Heights is currently a thin data market. Limited supply, a median asking price of $340,000, and homes go under contract in about 13 days.
Typical home value in the 32789 ZIP is $809,773, about 61.9% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Olympia Heights
Live MLS inventory for Olympia Heights. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Olympia Heights listings as of 2026-09-19, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2024. Tap any home to ask about it.
Every Home for Sale in Olympia Heights Right Now (1)
All 1 active and pending Olympia Heights listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1941 Oglesby Avenue · $340,000 · 2 bd / 1 ba · pending · listed Aug 28, 2026 · listed by Lpt Realty, Llc
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Killarney Elem · Elementary
- Glenridge Middle · Middle
- Edgewater High · High
Zoned schools reflect the assignments reported on recent Olympia Heights listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Olympia Heights address.
Shop the zone: Homes zoned for Edgewater High High School
The Olympia Heights buying strategy.
If we were buying in Olympia Heights 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 Olympia Heights.
A Winter Park Address Without a Marketed Identity
Some communities are built and sold as a concept — a clubhouse, a gate, a lake list of features in every listing description. Olympia Heights is not currently presenting that way in the data. No community amenities are being cited in active MLS listings, which usually means one of two things: the neighborhood was platted before amenity-driven marketing became standard, or its value case rests on the surrounding area rather than anything inside its own boundaries.
Either way, a buyer here should expect to evaluate homes on their own terms — lot, condition, layout, proximity to what Winter Park itself offers — rather than leaning on a shared amenity package to do the selling. That is not a knock. It just changes what due diligence looks like.
The location and the amenities are priced into every listing in Olympia Heights. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a community does not have a clean market narrative already written for it, that is exactly where local, current MLS knowledge earns its keep. We look at what is actually listed and closed nearby right now, not a stale summary, and we tell you plainly whether a given home is priced to the surrounding data or priced to hope.
Olympia Heights 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 Olympia Heights 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 Olympia Heights sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Olympia Heights, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Olympia Heights home worth?
Get a no-obligation home value based on real comparable sales in Olympia Heights, 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 Olympia Heights?
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 19, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2015 (5 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 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 Olympia Heights fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Olympia Heights
Where is Olympia Heights?
Olympia Heights is a community in Winter Park, Orange County, Florida, ZIP 32789.
Are there homes for sale in Olympia Heights right now?
Yes — 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Olympia Heights have an HOA or CDD?
No HOA is on record for Olympia Heights 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.
Nearby Communities
Explore more neighborhoods near Olympia Heights with Momentum Realty’s local guides.