OSCEOLA PLACE in WINTER PARK

OSCEOLA PLACE
Homes for Sale in WINTER PARK, FL

Community in WINTER PARK · Orange County · ZIP 32789
121 homesBuilt 1921–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · OSCEOLA PLACE Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Orange: 26% (2,054 of 7,927)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
77%
Owner-occupied · OSCEOLA PLACE
96 of 124 parcels homesteaded (FL DOR 2025)
23%
Non-owner-occupied · OSCEOLA PLACE
incl. 14% trust or LLC-held · 100% out-of-state
121
Homes in the community
plus 3 vacant residential lots · 124 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1921
Community established
homes built 1921-2024, median 1956 (FL DOR 2025)
0
Failed listings · 2024
peaked at 2 in 2009

The market around OSCEOLA PLACE

OSCEOLA PLACE is a small community — 9 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

In ZIP 32789, 243 homes are on the market and 28% are under contract — a steady corner of WINTER PARK.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not OSCEOLA PLACE specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in OSCEOLA PLACE, WINTER PARK

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 3 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-08-24)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.

If we were buying in OSCEOLA PLACE today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 OSCEOLA PLACE.

A closer look at the OSCEOLA PLACE market

The housing stock is 121 homes built between 1921 and 2024, and 77% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in OSCEOLA PLACE. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed OSCEOLA PLACE sales matched to your home.

What is your OSCEOLA PLACE home worth?

Get a no-obligation home value based on real comparable sales in OSCEOLA PLACE, 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 OSCEOLA PLACE on the map →

Real comps, not an automated estimate.

OSCEOLA PLACE Market Scorecard

Thin data

OSCEOLA PLACE is currently a thin data market. Limited supply, a median asking price of $6,495,000, and homes go under contract in about 219 days.

n/a
Months supply
$6,495,000
Median list
n/a
Median sold
$1094
Per sqft
219
Days on mkt
1/0/0
Active/Pend/Sold

Go deeper: 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.

Frequently Asked Questions

How many homes are in OSCEOLA PLACE?
The Florida DOR 2025 assessment roll shows 121 homes plus 3 vacant residential lots in OSCEOLA PLACE (public records).
What share of OSCEOLA PLACE is owner-occupied?
77% of OSCEOLA PLACE parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in OSCEOLA PLACE built?
Homes in OSCEOLA PLACE were built between 1921 and 2024, with a median year built of 1956 (FL DOR 2025 roll).
Who is the best real estate agent for OSCEOLA PLACE?
The best agent for OSCEOLA PLACE is one who actively works WINTER PARK and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for OSCEOLA PLACE.
How do I find a top WINTER PARK real estate agent who knows OSCEOLA PLACE?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows OSCEOLA PLACE and the wider WINTER PARK area.
Can Momentum Realty connect me with an agent for OSCEOLA PLACE?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your OSCEOLA PLACE purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near OSCEOLA PLACE with Momentum Realty’s local guides.

J Kronenberger Sub Winter Park0.2 mi awayRobert Dhu Macdonald Park Winter Park0.2 mi awayPark Hill Winter Park0.5 mi awayPhillips Circle Rep Winter Park0.6 mi awayWhispering Waters Phillips Circle Rep Winter Park0.6 mi awayHowell Estates 2Nd Add Winter Park0.6 mi awaySlovak Village Winter Park0.6 mi awayGreen Terrace Winter Park0.6 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32789))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2012 (4 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.

Looking to buy here? Search homes for sale →

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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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