Condos for Sale in Osprey, FL
31 condos are for sale in Osprey, FL as of 2026-09-25. The median list price is $615,000 ($286/sq ft), most condos list between $255K to $1000K, and the median listing has been on the market 111 days. 5 condos came on the market this week.
Newest condos for sale in Osprey
The most recently listed homes in Osprey, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Osprey condos for sale by price
Every active listing in Osprey grouped by price, with the newest listings in each band. The median is $615,000; the busiest band is $500K – $750K.
$200K – $300K: 5 homes
- $255,000 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
- $235,000 · 1 bd / 1 ba / 595 sq ft · 51 MACEWEN DRIVE #5
- $215,000 · 2 bd / 2 ba / 1,325 sq ft · 110 WOODLAND PLACE #110
- $249,900 · 2 bd / 2 ba / 1,325 sq ft · 116 WOODLAND PLACE #116
$300K – $400K: 3 homes
- $395,000 · 2 bd / 2 ba / 1,255 sq ft · 7204 JESSIE HARBOR DRIVE #7204
- $317,000 · 3 bd / 2 ba / 1,430 sq ft · 4213 EXPEDITION WAY #107
- $318,000 · 3 bd / 2 ba / 1,528 sq ft · 4304 EXPEDITION WAY WAY #105
$400K – $500K: 2 homes
- $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
- $459,900 · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #301 (Meridian at The Oaks Preserve)
$500K – $750K: 12 homes
- $700,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 NORTH POINT ROAD #403
- $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
- $695,000 · 3 bd / 3 ba / 2,837 sq ft · 264 WOODS POINT ROAD #264
- $599,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #404
$750K – $1M: 6 homes
- $750,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #301 (Meridian at The Oaks Preserve)
- $775,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
- $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
- $795,000 · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #504
$1M and up: 3 homes
- $1.25M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601 (Meridian at The Oaks Preserve)
- $2.00M · 3 bd / 3 ba / 3,029 sq ft · 401 N POINT ROAD #1001 (Meridian at The Oaks Preserve)
- $1.10M · 3 bd / 3 ba / 2,778 sq ft · 385 N POINT ROAD #304 (Meridian at The Oaks Preserve)
Every home for sale in Osprey right now (31)
All 31 active Osprey listings with a detail page, newest first, refreshed twice a day from the MLS.
- $750,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #301 (Meridian at The Oaks Preserve)
- $700,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 NORTH POINT ROAD #403
- $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
- $775,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
- $255,000 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
- $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
- $235,000 · 1 bd / 1 ba / 595 sq ft · 51 MACEWEN DRIVE #5
- $695,000 · 3 bd / 3 ba / 2,837 sq ft · 264 WOODS POINT ROAD #264
- $599,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #404
- $395,000 · 2 bd / 2 ba / 1,255 sq ft · 7204 JESSIE HARBOR DRIVE #7204
- $317,000 · 3 bd / 2 ba / 1,430 sq ft · 4213 EXPEDITION WAY #107
- $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
- $795,000 · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #504
- $215,000 · 2 bd / 2 ba / 1,325 sq ft · 110 WOODLAND PLACE #110
- $249,900 · 2 bd / 2 ba / 1,325 sq ft · 116 WOODLAND PLACE #116
- $719,000 · 3 bd / 2 ba / 1,937 sq ft · 280 HIDDEN BAY DRIVE #302
- $699,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #304
- $318,000 · 3 bd / 2 ba / 1,528 sq ft · 4304 EXPEDITION WAY WAY #105
- $798,000 · 3 bd / 3.5 ba / 3,771 sq ft · 6100 JESSIE HARBOR DRIVE #202
- $999,900 · 3 bd / 3 ba / 2,187 sq ft · 14021 BELLAGIO WAY #404
- $560,000 · 3 bd / 3 ba / 2,594 sq ft · 409 NORTH POINT ROAD #401 (Meridian at The Oaks Preserve)
- $700,000 · 3 bd / 2 ba / 1,799 sq ft · 14041 BELLAGIO WAY #214
- $299,000 · 2 bd / 2 ba / 1,135 sq ft · 4226 FRONTIER LANE #103
- $525,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #301 (Meridian at The Oaks Preserve)
- $1.25M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601 (Meridian at The Oaks Preserve)
- $2.00M · 3 bd / 3 ba / 3,029 sq ft · 401 N POINT ROAD #1001 (Meridian at The Oaks Preserve)
- $1.10M · 3 bd / 3 ba / 2,778 sq ft · 385 N POINT ROAD #304 (Meridian at The Oaks Preserve)
- $700,000 · 2 bd / 2 ba / 1,932 sq ft · 242 HIDDEN BAY DRIVE #602
- $615,000 · 3 bd / 3 ba / 2,055 sq ft · 385 N POINT ROAD #402 (Meridian at The Oaks Preserve)
- $459,900 · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #301 (Meridian at The Oaks Preserve)
- $599,000 · 3 bd / 3 ba / 2,055 sq ft · 409 N POINT ROAD #502 (Meridian at The Oaks Preserve)
Condos for sale in Osprey by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Condos for sale | Median list price |
|---|---|---|
| 34229 | 31 | $615,000 |
Osprey communities with the most condos for sale
The Osprey neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Meridian at The Oaks Preserve | 10 | $682,500 | — | — |
What a home in Osprey costs to own
Take the median $615,000 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $3,257/month. Sarasota County’s typical millage of 13.48 puts property tax near $7,615/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Sarasota County is about $2,126/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $4,069/month plus any HOA or CDD assessment.
Explore Osprey
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Recently off market in Osprey
Homes in Osprey that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.
- 570 Blackburn Point Road #22 · last listed $145,000 · off market Sep 25, 2026
- 212 Washington Avenue · last listed $420,000 · off market Sep 24, 2026
- 1361 New Forest Lane · last listed $525,000 · off market Sep 23, 2026
- 1211 Lost Creek Court · last listed $829,000 · off market Sep 23, 2026
- 89 Navigation Circle · last listed $320,000 · off market Sep 22, 2026
- 780 Sarabay Road #16 · last listed $425,000 · off market Sep 22, 2026
- 4271 Expedition Way #103 · last listed $260,000 · off market Sep 22, 2026
- 347 Bayshore Drive · last listed $675,000 · off market Sep 19, 2026
- 480 Blackburn Point Road #6 · last listed $269,000 · off market Sep 17, 2026
- 700 Faith Avenue · last listed $1,200,000 · off market Sep 16, 2026
- 184 Explorer Drive · last listed $284,900 · off market Sep 16, 2026
- 742 Harms Drive · last listed $499,900 · off market Sep 15, 2026
Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Osprey as of 2026-09-25 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.