Condos for Sale in Osprey, FL
32 condos are for sale in Osprey, FL as of 2026-09-06. The median list price is $599,000 ($284/sq ft), most condos list between $250K to $1.10M, and the median listing has been on the market 105 days. 3 condos came on the market this week and 47 sold in the last 12 months at a median of $550,000.
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 $599,000; the busiest band is $500K – $750K.
Under $200K: 1 home
$200K – $300K: 5 homes
- $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
- $299,000 · 2 bd / 2 ba / 1,135 sq ft · 4226 FRONTIER LANE #103
$300K – $400K: 4 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
- $320,000 · 2 bd / 2 ba / 1,449 sq ft · 89 NAVIGATION CIRCLE
- $318,000 · 3 bd / 2 ba / 1,528 sq ft · 4304 EXPEDITION WAY WAY #105
$400K – $500K: 2 homes
- $497,000 · 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
$500K – $750K: 12 homes
- $599,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #404
- $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
- $700,000 · 3 bd / 3 ba / 2,837 sq ft · 264 WOODS POINT ROAD #264
- $700,000 · 3 bd / 2 ba / 1,799 sq ft · 14041 BELLAGIO WAY #214
$750K – $1M: 4 homes
- $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
- $795,000 · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #504
- $798,000 · 3 bd / 3.5 ba / 3,771 sq ft · 6100 JESSIE HARBOR DRIVE #202
$1M and up: 4 homes
- $1.10M · 3 bd / 3 ba / 2,187 sq ft · 14021 BELLAGIO WAY #404
- $1.25M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601
- $2.00M · 3 bd / 3 ba / 3,029 sq ft · 401 N POINT ROAD #1001
- $1.10M · 3 bd / 3 ba / 2,778 sq ft · 385 N POINT ROAD #304
The Osprey housing market right now
Over the last 12 months 47 homes sold in Osprey at a median of $550,000 (+0.5% year over year), $271 per square foot. Sellers received 92% of list price and homes took a median 39 days to go under contract. With 32 condos for sale against that sales pace, months of supply is 8.2, a buyer’s market by the six-month rule. Cash buyers accounted for 46% of sales. New construction was 2% of sales.
Osprey home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $386,996 | 31 | 140 | 92% |
| 2021 | $644,687 | 16 | 5 | 99% |
| 2022 | $723,334 | 135 | 6 | 100% |
| 2023 | $793,264 | 34 | 19 | 93% |
| 2024 | $847,616 | 86 | 30 | 94% |
| 2025 | $844,961 | 85 | 53 | 93% |
| 2026 | $749,936 | 101 | 39 | 92% |
What a home in Osprey costs to own
Take the median $599,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $3,095/month. Sarasota County’s typical millage of 13.48 puts property tax near $7,399/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 $3,889/month plus any HOA or CDD assessment.
Explore Osprey
- All condos for sale in Sarasota County, FL
- Osprey market intelligence: prices, supply and trends
- Sarasota County property tax guide
- Search every Osprey community
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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 2026-09-06 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.