The current prices for all Real Estate Listings in Osceola Heights - Winter Park, FL are reflected in the the table below.
Market Snapshot
Averages based on current search criteria as of 06/06/2026 1:57 PM
| Class | Total | Price | Beds | Baths | Age |
|---|---|---|---|---|---|
| Vacant Land | 1 | $329,000 | - | - | - |
| Residential | 5 | $751,360 | 4 | 2.8 | 52 |
| Income | 1 | $269,000 | 2 | - | 76 |
1870 Walker Avenue
Winter Park, FL 32789
Osceola Heights
Residential
MLS# O6390504 / Active
This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coast...
Reduced -$100,000
10928 Osceola Drive
New Port Richey, FL 34654
Osceola Heights
Residential
MLS# W7886218 / Active
HONEY, STOP THE CAR! This stunning (2026) brand-new custom-built home is the total package and sure to check every box on your wishlist! Situated o...
920 NW 20th Street
Gainesville, FL 32603
Osceola Heights
Residential
MLS# GC537023 / Active
Prime UF Location | Flexible Layout | Creekfront PrivacySpacious 3-bedroom, 1-bath home just minutes from the University of Florida, offering excep...
Reduced -$46,000
9741 Star Trail
New Port Richey, FL 34654
Osceola Heights
Residential
MLS# W7879215 / Active
One or more photo(s) has been virtually staged. Back on market!!! Buyers could not perform!!! Welcome home to Golden Acres!! NEW ROOF's going on be...
Reduced -$16,000
10909 Candy Lane
New Port Richey, FL 34654
Osceola Heights
Residential
MLS# W7882726 / Active
One or more photo(s) has been virtually staged. Welcome to Golden Acres, where privacy, space, and modern updates come together beautifully. This f...
Reduced -$4,100
9670 Star Trl
New Port Richey, FL 34654
Osceola Heights
Vacant Land
MLS# TB8430389 / Active
Don't miss this rare opportunity to own 3.99 acres of undeveloped land in the peaceful Osceola Heights community of Pasco County. Nestled on the qu...
720 22nd Avenue
Bradenton, FL 34205
Osceola Heights
Income
MLS# A4693697 / Active
*Buy as a package deal for $550,000 with 2014 10th St W, Bradenton - 4 Total Units!*Duplex for sale1 bed 1 bath & 1 bed 1 bathBoth units leased for...
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MLS IDX data last updated on 06-06-2026 1:27 PM EST.