Osprey Homes Under $300K
12 homes under $300K for sale in Osprey, median asking price $240,000.
Homes under $300K for sale in Osprey.
Newest first.
For sale$175,000
- 2 beds
- 2 baths
- 960 sqft
145 Edgewood Drive
Mobile home · Osprey, FL 34229
MLS# A4707317 · Listing courtesy of GENEROUS PROPERTY
For sale$159,900
- 1 bed
- 1 bath
- 586 sqft
717 Pine Run Dr. #717
Condo · Osprey, FL 34229
MLS# A4708286 · Listing courtesy of PAT WILLIAMS REALTY, LLC
For sale$165,000
- 2 beds
- 2 baths
- 924 sqft
23 Siesta Circle
Mobile home · Osprey, FL 34229
MLS# A4706691 · Listing courtesy of COLDWELL BANKER SARASOTA CENT.
For sale$244,900
- 2 beds
- 2 baths
- 1,223 sqft
109 Woodland Place
Condo · Osprey, FL 34229
MLS# A4705745 · Listing courtesy of PREFERRED SHORE LLC
For sale$249,900
- 2 beds
- 2 baths
- 1,325 sqft
116 Woodland Place #116
Condo · Osprey, FL 34229
MLS# A4696616 · Listing courtesy of PAT WILLIAMS REALTY, LLC
For sale$289,000
- 2 beds
- 2 baths
- 1,135 sqft
4296 Expedition Way #104
Townhome · Osprey, FL 34229
MLS# A4694926 · Listing courtesy of EXP REALTY LLC
Active Under Contract$185,000
- 2 beds
- 2 baths
- 1,199 sqft
320 Tropic Drive
Mobile home · Osprey, FL 34229
MLS# A4692490 · Listing courtesy of RE/MAX PALM
For sale$275,000
- 1 bed
- 1 bath
- 623 sqft
51 Macewen Drive #12
Condo · Osprey, FL 34229
MLS# A4690540 · Listing courtesy of COLDWELL BANKER REALTY
For sale$285,000
- 1 bed
- 1 bath
- 595 sqft
51 Mac Ewen Drive #14
Condo · Osprey, FL 34229
MLS# A4690371 · Listing courtesy of COLDWELL BANKER REALTY
For sale$235,000
- 1 bed
- 1 bath
- 595 sqft
51 Macewen Drive #5
Condo · Osprey, FL 34229
MLS# A4689838 · Listing courtesy of 342 REAL ESTATE
Active Under Contract$299,000
- 2 beds
- 2 baths
- 1,135 sqft
4226 Frontier Lane #103
Condo · Osprey, FL 34229
MLS# A4687965 · Listing courtesy of COLDWELL BANKER REALTY
For sale$104,900
- 2 beds
- 2 baths
- 864 sqft
348 Tropic Drive
Mobile home · Osprey, FL 34229
MLS# A4668240 · Listing courtesy of FINE PROPERTIES
Homes with an asking price under $300,000. Osprey (ZIP 34229). Nokomis has its own page. As of Oct 18, 2026.
Homes under $300K for sale in Osprey at a glance.
From the listings on this page, live from Stellar MLS.
- Typical size
- 950 sq ft
- Most common
- 2 bedrooms
- 67% of them
- Typical year built
- 1985
- Waterfront
- 17%
- Median days listed
- 152
Most listings by subdivision
- Arbors 4
- Pine Run 3
- Bay Street Village 2
- Oaks 2
Shares count only listings where the listing agent filled in that detail. Subdivision names as entered in the MLS. As of Oct 18, 2026.
More homes in Osprey.
Homes Under $300K near Osprey.
Questions about homes under $300K in Osprey.
How many homes under $300K are for sale in Osprey?
12 homes under $300K are listed on this site as of Oct 18, 2026, from Stellar MLS. Listings update every 15 minutes; counts and prices are recalculated hourly.
What is the median asking price of homes under $300K in Osprey?
The median asking price is $240,000; most are listed between $160,000 and $289,000. These are asking prices, not sale prices.
Can George help me buy in Osprey?
Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here and answer your questions. Call or text (941) 899-3045.
What kinds of homes are under $300K in Osprey?
Mostly condos, villas, mobile and manufactured homes, and some smaller single-family homes. HOA, condo or lot fees add to the monthly cost, so compare the total.
Like one of these?
George can show it to you.
George Predescu, REALTOR® with Horizon Realty International. Showings for any home here, and answers to your questions.
Osprey by type
Osprey Homes for Sale: All Listings · Osprey Single-Family Homes for Sale · Osprey Condos for Sale · Osprey Land for Sale · Osprey Commercial Property for Sale · Osprey Waterfront Homes for Sale · Osprey Pool Homes for Sale · Osprey Luxury Homes for Sale · Osprey Homes Under $500K · Osprey Price-Reduced Homes for Sale · Osprey No-HOA Homes for Sale · Osprey Single-Story Homes for Sale · Osprey Homes for Rent · Osprey Recently Sold Homes
Listings courtesy of Stellar MLS as distributed by MLS GRID
Based on information submitted to the MLS GRID as of Oct 18, 2026, 9:00 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. 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. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer