Market Snapshot of Listings in Osceola Heights - Winter Park, FL 32789
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 07/23/2026 8:53 PM

Class Total Price Beds Baths Age
Residential 6 $651,150 3.8 2.7 49
Income 1 $269,000 2 - 76
Displaying results 1-7 of 7
32 Photos 1870 Walker Avenue Winter Park, FL 32789

1870 Walker Avenue
Winter Park, FL 32789
Osceola Heights
Residential

MLS# O6390504 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2046 Sqft
Area: 32789 - Winter Park, Subdivision: Osceola Heights

This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coast... 

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$1,225,000
Reduced -$74,000
Provided courtesy of PREMIER SOTHEBY'S INTL. REALTY
51 Photos 10928 Osceola Drive New Port Richey, FL 34654

10928 Osceola Drive
New Port Richey, FL 34654
Osceola Heights
Residential

MLS# W7886218 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3423 Sqft
Area: 34654 - New Port Richey, Subdivision: Osceola Heights

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... 

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$899,000
Reduced -$40,900
Provided courtesy of CHARLES RUTENBERG REALTY INC
12 Photos 920 NW 20th Street Gainesville, FL 32603

920 NW 20th Street
Gainesville, FL 32603
Osceola Heights
Residential

MLS# GC537023 / Active
5 Beds, 2.00 Total Baths, 2 Full Bath, 1981 Sqft
Area: 32603 - Gainesville, Subdivision: Osceola Heights

Prime UF Location | Flexible Layout | Creekfront PrivacySpacious 3-bedroom, 1-bath home just minutes from the University of Florida, offering excep... 

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$549,000
Reduced -$46,000
Provided courtesy of CORNERSTONE REALTY & MANAGEMENT SERVICES LLC
38 Photos 9741 Star Trail New Port Richey, FL 34654

9741 Star Trail
New Port Richey, FL 34654
Osceola Heights
Residential

MLS# W7879215 / Active
5 Beds, 5.00 Total Baths, 5 Full Bath, 3876 Sqft
Area: 34654 - New Port Richey, Subdivision: Osceola Heights

Virtually Staged. Back on market!!! Buyers could not perform!!! Welcome home to Golden Acres!! NEW ROOF`s going on before closing!! Two Homes on Ne... 

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$475,000
Reduced -$24,000
Provided courtesy of RE/MAX ALLIANCE GROUP
37 Photos 10909 Candy Lane New Port Richey, FL 34654

10909 Candy Lane
New Port Richey, FL 34654
Osceola Heights
Residential

MLS# W7882726 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1817 Sqft
Area: 34654 - New Port Richey, Subdivision: Osceola Heights

Virtually Staged. Welcome to Golden Acres, where privacy, space, and modern updates come together beautifully. This fully remodeled 3 bedroom, 2 ba... 

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$459,900
Reduced -$10,000
Provided courtesy of RE/MAX ALLIANCE GROUP
14 Photos 11501 Minnieola Drive New Port Richey, FL 34654

11501 Minnieola Drive
New Port Richey, FL 34654
Osceola Heights
Residential

MLS# TB8527340 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1816 Sqft
Area: 34654 - New Port Richey, Subdivision: Osceola Heights

Auction Property. LIST PRICE IS FOR MLS PURPOSES ONLY. ACTUAL PRICE WILL BE DETERMINED AT AUCTION. ONLINE AUCTION ENDS AUGUST 5 AT 11:30 AM ET. Thi... 

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$299,000
Provided courtesy of TRANZON DRIGGERS
5 Photos 720 22nd Avenue Bradenton, FL 34205

720 22nd Avenue
Bradenton, FL 34205
Osceola Heights
Income

MLS# A4693697 / Active
0.15 Acres, 1656 Sqft, Location Info: n/a
Type: Duplex, Area: 34205 - Bradenton

*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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$269,000
Provided courtesy of WAGNER REALTY

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