Osprey Price-Reduced Homes for Sale
49 price-reduced homes for sale in Osprey, median asking price $760,000.
All 49 price-reduced homes for sale in Osprey.
Newest first.
For sale$1,270,000
- 3 beds
- 2 baths
- 2,850 sqft
17 Bayhead Lane
House · Osprey, FL 34229
MLS# A4706711 · Listing courtesy of COLDWELL BANKER REALTY
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$1,349,999
- 4 beds
- 4 baths
- 3,255 sqft
1417 Landview Lane
House · Osprey, FL 34229
MLS# A4705553 · Listing courtesy of PAT WILLIAMS REALTY, LLC
For sale$565,000
- 3 beds
- 2 baths
- 1,705 sqft
2046 Cordes Street
House · Osprey, FL 34229
MLS# A4705136 · Listing courtesy of MICHAEL SAUNDERS & COMPANY
For sale$950,000
- 3 beds
- 2 baths
- 2,084 sqft
210 Patterson Avenue
House · Osprey, FL 34229
MLS# A4704911 · Listing courtesy of REALTY ONE GROUP MVP
For sale$1,350,000
- 3 beds
- 3 baths
- 2,591 sqft
226 Saint James Park
House · Osprey, FL 34229
MLS# A4704489 · Listing courtesy of KELLER WILLIAMS ON THE WATER S
For sale$2,095,000
- 4 beds
- 4 baths
- 4,578 sqft
154 Lookout Point Drive
House · Osprey, FL 34229
MLS# TB8543439 · Listing courtesy of FLAT FEE MLS REALTY
For sale$699,000
- 3 beds
- 2 baths
- 2,328 sqft
299 Turquoise Lane
House · Osprey, FL 34229
MLS# A4701662 · Listing courtesy of BRIGHT REALTY
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$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$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
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$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$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$1,100,000
- 3 beds
- 3 baths
- 2,830 sqft
1527 Buoy Lane
House · Osprey, FL 34229
MLS# A4688266 · Listing courtesy of BRIGHT REALTY
Homes whose asking price is now below the original asking price. Osprey (ZIP 34229). Nokomis has its own page. As of Oct 18, 2026.
Price-reduced homes for sale in Osprey at a glance.
From the listings on this page, live from Stellar MLS.
- Typical size
- 2,250 sq ft
- Most common
- 3 bedrooms
- 61% of them
- Typical year built
- 1999
- Built 2021 or later
- 2%
- Waterfront
- 20%
- Private pool
- 43%
- New construction
- 2%
- Median days listed
- 195
Most listings by subdivision
- Oaks 10
- Meridian at the Oaks Preserve 6
- Southbay Yacht & Racquet Club 6
- Arbors 2
- Bay Street Village 2
- Casey Key 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.
Price-Reduced Homes near Osprey.
Questions about price-reduced homes in Osprey.
How many price-reduced homes are for sale in Osprey?
49 price-reduced 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 price-reduced homes in Osprey?
The median asking price is $760,000; most are listed between $281,000 and $2,155,000. 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.
Does a price cut mean I can offer less?
Sometimes. A reduced price can mean the seller is ready to negotiate, but it can also simply bring the price in line with recent sales. George can pull the comparable sales before you offer.
How is "price reduced" decided?
The current asking price is below the original asking price in the MLS. It doesn’t show how many times the price changed or when.

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 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