Osprey & Nokomis Homes Under $500K for Sale
Every home priced under $500K currently for sale in Osprey & Nokomis — pulled live from the Stellar MLS and updated continuously. Pair this with the free Osprey & Nokomis market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Homes Under $500K in Osprey & Nokomis
$255,000
109 Woodland Pl
Osprey, FL 34229
2 bd · 2 ba · 1,223 sqft
Pine Run Ii
MLS ID #A4705745, PREFERRED SHORE LLC.
Listing provided by Stellar MLS
$249,900
116 Woodland Pl #116
Osprey, FL 34229
2 bd · 2 ba · 1,325 sqft
Pine Run Ii
MLS ID #A4696616, PAT WILLIAMS REALTY, LLC.
Listing provided by Stellar MLS
$499,999
4429 Conchfish Ln
Osprey, FL 34229
3 bd · 2 ba · 2,004 sqft
Palms/Casey Key
MLS ID #A4689967, EXP REALTY, LLC.
Listing provided by Stellar MLS
$449,000
7303 Jessie Harbor Dr #7303
Osprey, FL 34229
3 bd · 2 ba · 1,883 sqft
Heron House
MLS ID #A4706429, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$289,000
4296 Expedition Way #104
Osprey, FL 34229
2 bd · 2 ba · 1,135 sqft
Bay Street Village
MLS ID #A4694926, EXP REALTY LLC.
Listing provided by Stellar MLS
$104,900
348 Tropic Dr
Osprey, FL 34229
2 bd · 2 ba · 864 sqft
Arbors
MLS ID #A4668240, FINE PROPERTIES.
Listing provided by Stellar MLS
$480,000
2309 Jessie Harbor Dr #2402
Osprey, FL 34229
3 bd · 3 ba · 2,006 sqft
Blackburn Harbor Waterfront Villas
MLS ID #A4698434, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$165,000
23 Siesta Cir W
Osprey, FL 34229
2 bd · 2 ba · 924 sqft
Arbors
MLS ID #A4706691, COLDWELL BANKER SARASOTA CENT..
Listing provided by Stellar MLS
$299,999
456 Washington Ave
Osprey, FL 34229
0.13 acres
Osprey Park 2
MLS ID #A4623594, FLOTACAL.
Listing provided by Stellar MLS
$299,950
108 Villa Dr #108
Osprey, FL 34229
2 bd · 2 ba · 1,593 sqft
Sorrento Villas 1
MLS ID #TB8539148, LOKATION.
Listing provided by Stellar MLS
$409,900
1811 Highland Rd
Osprey, FL 34229
2 bd · 2 ba · 1,725 sqft
Towns-End Shores
MLS ID #TB8443161, REALTY OF RIVERVIEW LLC.
Listing provided by Stellar MLS
$459,900
401 N Point Rd #301
Osprey, FL 34229
3 bd · 3 ba · 2,594 sqft
Meridian At The Oaks Preserve
MLS ID #A4603773, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$275,000
51 Macewen Dr #12
Osprey, FL 34229
1 bd · 1 ba · 623 sqft
Oaks
MLS ID #A4690540, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$285,000
51 Mac Ewen Dr #14
Osprey, FL 34229
1 bd · 1 ba · 595 sqft
Oaks
MLS ID #A4690371, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$319,000
1819 Highland Rd
Osprey, FL 34229
2 bd · 3 ba · 1,240 sqft
Towns-End Shores
MLS ID #A4703963, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$419,000
524 Sarabay Rd
Osprey, FL 34229
3 bd · 2 ba · 1,760 sqft
Bay Acres - Resub
MLS ID #A4676179, SUN N SAND REAL ESTATE LLC.
Listing provided by Stellar MLS
$89,000
570 Blackburn Point Rd #23
Osprey, FL 34229
Dry Slips At Bellagio Village
MLS ID #A4697977, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$185,000
320 Tropic Dr
Osprey, FL 34229
2 bd · 2 ba · 1,199 sqft
Arbors
MLS ID #A4692490, RE/MAX PALM.
Listing provided by Stellar MLS
$36,000
570 Blackburn Point Rd #26
Osprey, FL 34229
1.04 ac
Dry Slips At Bellagio Village
MLS ID #A4680901, BRIGHT REALTY.
Listing provided by Stellar MLS
$395,000
7204 Jessie Harbor Dr #7204
Osprey, FL 34229
2 bd · 2 ba · 1,255 sqft
Heron House
MLS ID #A4697473, GENEROUS PROPERTY.
Listing provided by Stellar MLS
$99,500
570 Blackburn Point Rd #36
Osprey, FL 34229
1.04 ac
Dry Slips At Bellagio Village
MLS ID #A4700865, BRIGHT REALTY.
Listing provided by Stellar MLS
$39,500
570 Blackburn Point Rd #11
Osprey, FL 34229
1.04 ac
Dry Slips At Bellagio Village
MLS ID #A4658755, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$109,000
570 Blackburn Point Rd #13
Osprey, FL 34229
1.04 ac
Dry Slips At Bellagio Village
MLS ID #A4674344, BRIGHT REALTY.
Listing provided by Stellar MLS
$115,000
570 Blackburn Point Rd #43
Osprey, FL 34229
1.04 ac
Dry Slips At Bellagio Village
MLS ID #A4672823, BRIGHT REALTY.
Listing provided by Stellar MLS
More Osprey & Nokomis Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 29, 2026 at 5:17 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA