Osprey Single-Story Homes for Sale · Page 3
92 single-story homes for sale in Osprey, median asking price $765,000.
All 92 single-story homes for sale in Osprey.
Newest first.
Active Under Contract$824,900
- 4 beds
- 3 baths
- 2,607 sqft
Address Available Upon Request
House · Osprey, FL 34229
MLS# A4699089 · Listing courtesy of DALTON WADE INC
For sale$480,000
- 3 beds
- 3 baths
- 2,006 sqft
2309 Jessie Harbor Drive #2402
Condo · Osprey, FL 34229
MLS# A4698434 · Listing courtesy of MICHAEL SAUNDERS & COMPANY
Active Under Contract$760,000
- 3 beds
- 2 baths
- 2,474 sqft
1495 Landview Lane
House · Osprey, FL 34229
MLS# A4697993 · Listing courtesy of PAT WILLIAMS REALTY, LLC
For sale$1,690,000
- 3 beds
- 2 baths
- 2,411 sqft
206 Four Knot Lane
House · Osprey, FL 34229
MLS# A4695429 · Listing courtesy of REALTY ONE GROUP MVP
For sale$395,000
- 2 beds
- 2 baths
- 1,255 sqft
7204 Jessie Harbor Drive #7204
Condo · Osprey, FL 34229
MLS# A4697473 · Listing courtesy of GENEROUS PROPERTY
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$1,595,000
- 4 beds
- 4 baths
- 4,001 sqft
75 Osprey Point Drive
House · Osprey, FL 34229
MLS# A4695145 · Listing courtesy of COLDWELL BANKER REALTY
For sale$1,495,000
- 3 beds
- 4 baths
- 2,913 sqft
360 N Point Road
House · Osprey, FL 34229
MLS# A4695959 · Listing courtesy of COLDWELL BANKER REALTY
For sale$4,790,000
- 4 beds
- 6 baths
- 5,087 sqft
101 Osprey Point Drive
House · Osprey, FL 34229
MLS# A4694716 · Listing courtesy of DOUGLAS ELLIMAN
For sale$699,000
- 3 beds
- 2 baths
- 2,034 sqft
103 Bishops Court Road
House · Osprey, FL 34229
MLS# A4694468 · Listing courtesy of GENEROUS PROPERTY
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$745,000
- 3 beds
- 2 baths
- 1,937 sqft
280 Hidden Bay Drive #302
Condo · Osprey, FL 34229
MLS# A4690813 · Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE
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$798,000
- 3 beds
- 4 baths
- 3,771 sqft
6100 Jessie Harbor Drive #202
Condo · Osprey, FL 34229
MLS# A4690969 · Listing courtesy of CORCORAN DWELLINGS REALTY
For sale$499,999
- 3 beds
- 2 baths
- 2,004 sqft
4429 Conchfish Lane
House · Osprey, FL 34229
MLS# A4689967 · Listing courtesy of EXP REALTY, LLC
For sale$999,900
- 3 beds
- 3 baths
- 2,187 sqft
14021 Bellagio Way #404
Condo · Osprey, FL 34229
MLS# N6144070 · Listing courtesy of PREMIER SOTHEBYS INTL REALTY
For sale$560,000
- 3 beds
- 3 baths
- 2,594 sqft
409 North Point Road #401
Condo · Osprey, FL 34229
MLS# A4690812 · 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
For sale$700,000
- 4 beds
- 4 baths
- 2,950 sqft
759 Fordingbridge Way
House · Osprey, FL 34229
MLS# O6399774 · Listing courtesy of BEYCOME OF FLORIDA LLC
For sale$700,000
- 3 beds
- 2 baths
- 1,799 sqft
14041 Bellagio Way #214
Condo · Osprey, FL 34229
MLS# A4689731 · Listing courtesy of COLDWELL BANKER REALTY
For sale$1,100,000
- 3 beds
- 3 baths
- 2,830 sqft
1527 Buoy Lane
House · Osprey, FL 34229
MLS# A4688266 · Listing courtesy of BRIGHT REALTY
For sale$879,000
- 3 beds
- 3 baths
- 2,199 sqft
14021 Bellagio Way #309
Condo · Osprey, FL 34229
MLS# A4681589 · Listing courtesy of COMPASS FLORIDA, LLC
For sale$525,000
- 3 beds
- 3 baths
- 2,680 sqft
3621 N Point Road #301
Condo · Osprey, FL 34229
MLS# A4681290 · Listing courtesy of COLDWELL BANKER REALTY
Homes the MLS lists as one level (for condos, the unit itself). Osprey (ZIP 34229). Nokomis has its own page. As of Oct 18, 2026.
More homes in Osprey.
Single-Story Homes near Osprey.
Questions about single-story homes in Osprey.
How many single-story homes are for sale in Osprey?
92 single-story homes 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 single-story homes in Osprey?
The median asking price is $765,000; most are listed between $397,000 and $1,991,000. 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 counts as single-story?
Homes the MLS lists as one level. For condos it describes the unit itself, not the building, so a single-story condo can be on an upper floor.

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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
Based on information submitted to the MLS GRID as of Oct 18, 2026, 10:30 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