Osprey Single-Story Homes for Sale
92 single-story homes for sale in Osprey, median asking price $765,000.
All 92 single-story homes for sale in Osprey.
Newest first.
For sale$640,000
- 3 beds
- 2 baths
- 1,736 sqft
14041 Bellagio Way #315
Condo · Osprey, FL 34229
MLS# A4709865 · Listing courtesy of WILLIAM RAVEIS - FLORIDA LLC
For sale$2,150,000
- 4 beds
- 5 baths
- 3,939 sqft
642 Trenton Way
House · Osprey, FL 34229
MLS# A4709515 · Listing courtesy of COLDWELL BANKER REALTY
For sale$739,000
- 3 beds
- 2 baths
- 2,326 sqft
335 Park Trace Boulevard
House · Osprey, FL 34229
MLS# A4704665 · Listing courtesy of COLDWELL BANKER REALTY
For sale$1,047,000
- 3 beds
- 3 baths
- 2,134 sqft
102 Windward Drive
House · Osprey, FL 34229
MLS# TB8556740 · Listing courtesy of FUTURE HOME REALTY INC
For sale$1,049,000
- 4 beds
- 3 baths
- 2,775 sqft
366 Creek Court
House · Osprey, FL 34229
MLS# A4708943 · Listing courtesy of KELLER WILLIAMS ON THE WATER S
Pending$639,000
- 3 beds
- 3 baths
- 2,222 sqft
649 Crane Prairie Way
House · Osprey, FL 34229
MLS# A4702490 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
For sale$1,025,000
- 3 beds
- 3 baths
- 2,778 sqft
401 N Point Road #404
Condo · Osprey, FL 34229
MLS# A4708169 · Listing courtesy of COLDWELL BANKER REALTY
For sale$465,000
- 2 beds
- 2 baths
- 1,404 sqft
120 Villa Drive #120
Villa · Osprey, FL 34229
MLS# A4708477 · Listing courtesy of MANGROVE REALTY ASSOCIATES
For sale$1,445,000
- 3 beds
- 4 baths
- 3,872 sqft
422 Blue Garden Lane
House · Osprey, FL 34229
MLS# A4707058 · Listing courtesy of COLDWELL BANKER REALTY
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
Pending$625,000
- 3 beds
- 2 baths
- 1,937 sqft
250 Hidden Bay Drive #302
Condo · Osprey, FL 34229
MLS# A4706421 · Listing courtesy of COLDWELL BANKER REALTY
For sale$1,200,000
- 3 beds
- 3 baths
- 2,203 sqft
401 Point Road #703
Condo · Osprey, FL 34229
MLS# A4707244 · Listing courtesy of GENEROUS PROPERTY
Pending$995,000
- 3 beds
- 2 baths
- 2,351 sqft
256 Turquoise Lane
House · Osprey, FL 34229
MLS# A4707269 · Listing courtesy of MICHAEL SAUNDERS & COMPANY
Pending$895,000
- 3 beds
- 3 baths
- 2,683 sqft
155 Sea Anchor Drive
House · Osprey, FL 34229
MLS# A4707489 · Listing courtesy of PAT WILLIAMS REALTY, LLC
Active Under Contract$799,000
- 3 beds
- 3 baths
- 2,678 sqft
1104 Mallard Marsh Drive
House · Osprey, FL 34229
MLS# A4697695 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
For sale$1,399,000
- 3 beds
- 3 baths
- 2,594 sqft
385 North Point Road #701
Condo · Osprey, FL 34229
MLS# A4707336 · Listing courtesy of MICHAEL SAUNDERS & COMPANY
For sale$449,000
- 3 beds
- 2 baths
- 1,883 sqft
7303 Jessie Harbor Drive #7303
Condo · Osprey, FL 34229
MLS# A4706429 · Listing courtesy of COLDWELL BANKER REALTY
For sale$695,000
- 3 beds
- 3 baths
- 2,594 sqft
385 N Point Road #401
Condo · Osprey, FL 34229
MLS# A4707057 · Listing courtesy of COLDWELL BANKER REALTY
For sale$629,400
- 3 beds
- 3 baths
- 3,147 sqft
3603 Point Road #202
Condo · Osprey, FL 34229
MLS# A4707579 · Listing courtesy of GENEROUS PROPERTY
For sale$540,000
- 3 beds
- 2 baths
- 2,248 sqft
1346 Thornapple Drive
House · Osprey, FL 34229
MLS# A4707282 · Listing courtesy of RE/MAX ALLIANCE GROUP
For sale$1,399,000
- 3 beds
- 3 baths
- 2,695 sqft
256 Sugar Mill
House · Osprey, FL 34229
MLS# A4707187 · Listing courtesy of KIMBERLITE WEST 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$3,700,000
- 5 beds
- 5 baths
- 6,234 sqft
324 Osprey Point Drive
House · Osprey, FL 34229
MLS# A4706333 · 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.
Single-story homes for sale in Osprey at a glance.
From the listings on this page, live from Stellar MLS.
- Typical size
- 2,300 sq ft
- Most common
- 3 bedrooms
- 66% of them
- Typical year built
- 2000
- Built 2021 or later
- 2%
- Waterfront
- 29%
- Private pool
- 41%
- New construction
- 1%
- Median days listed
- 80
Most listings by subdivision
- Oaks 21
- Meridian at the Oaks Preserve 17
- Southbay Yacht & Racquet Club 5
- Arbors 4
- Bay Oaks Estates 3
- Willowbend 3
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.
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.
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 Homes Under $300K · Osprey Price-Reduced Homes for Sale · Osprey No-HOA 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