Condos for Sale in Osprey, FL
36 condos are for sale in Osprey, FL as of 2026-11-06. The median list price is $634,700 ($341/sq ft), most condos list between $275K to $1.20M, and the median listing has been on the market 130 days. 2 condos came on the market this week and 233 sold in the last 12 months at a median of $625,000.
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 $634,700; the busiest band is $500K – $750K.
$200K – $300K: 6 homes
- $244,900 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
- $242,900 · 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
- $275,000 · 1 bd / 1 ba / 623 sq ft · 51 MACEWEN DRIVE #12
$300K – $400K: 1 home
$400K – $500K: 5 homes
- $413,999 · 3 bd / 2 ba / 1,568 sq ft · 293 HIDDEN BAY DRIVE #103
- $449,000 · 3 bd / 2 ba / 1,883 sq ft · 7303 JESSIE HARBOR DRIVE #7303
- $425,000 · 2 bd / 2 ba / 1,574 sq ft · 780 SARABAY ROAD #16
- $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
$500K – $750K: 12 homes
- $569,000 · 2 bd / 2 ba / 1,943 sq ft · 232 HIDDEN BAY DRIVE #303
- $695,000 · 3 bd / 2.5 ba / 2,168 sq ft · 250 HIDDEN BAY DRIVE #301
- $640,000 · 3 bd / 2 ba / 1,736 sq ft · 14041 BELLAGIO WAY #315
- $695,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #401 (Meridian at The Oaks Preserve)
$750K – $1M: 5 homes
- $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
- $760,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
- $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
$1M and up: 7 homes
- $1.29M · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #603 (Meridian at The Oaks Preserve)
- $1.18M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601 (Meridian at The Oaks Preserve)
- $1.02M · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #404 (Meridian at The Oaks Preserve)
- $1.20M · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #703 (Meridian at The Oaks Preserve)
Every home for sale in Osprey right now (36)
All 36 active Osprey listings with a detail page, newest first, refreshed twice a day from the MLS.
- $413,999 · 3 bd / 2 ba / 1,568 sq ft · 293 HIDDEN BAY DRIVE #103
- $1.29M · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #603 (Meridian at The Oaks Preserve)
- $569,000 · 2 bd / 2 ba / 1,943 sq ft · 232 HIDDEN BAY DRIVE #303
- $1.18M · 3 bd / 3 ba / 2,594 sq ft · 409 N POINT ROAD #601 (Meridian at The Oaks Preserve)
- $695,000 · 3 bd / 2.5 ba / 2,168 sq ft · 250 HIDDEN BAY DRIVE #301
- $640,000 · 3 bd / 2 ba / 1,736 sq ft · 14041 BELLAGIO WAY #315
- $1.02M · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #404 (Meridian at The Oaks Preserve)
- $1.20M · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #703 (Meridian at The Oaks Preserve)
- $1.40M · 3 bd / 3 ba / 2,594 sq ft · 385 NORTH POINT ROAD #701 (Meridian at The Oaks Preserve)
- $695,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #401 (Meridian at The Oaks Preserve)
- $449,000 · 3 bd / 2 ba / 1,883 sq ft · 7303 JESSIE HARBOR DRIVE #7303
- $629,400 · 3 bd / 3 ba / 3,147 sq ft · 3603 N POINT ROAD #202 (Meridian at The Oaks Preserve)
- $244,900 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
- $599,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #404
- $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
- $425,000 · 2 bd / 2 ba / 1,574 sq ft · 780 SARABAY ROAD #16
- $760,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
- $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
- $395,000 · 2 bd / 2 ba / 1,255 sq ft · 7204 JESSIE HARBOR DRIVE #7204
- $242,900 · 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
- $745,000 · 3 bd / 2 ba / 1,937 sq ft · 280 HIDDEN BAY DRIVE #302
- $275,000 · 1 bd / 1 ba / 623 sq ft · 51 MACEWEN DRIVE #12
- $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)
- $285,000 · 1 bd / 1 ba / 595 sq ft · 51 MAC EWEN DRIVE #14
- $235,000 · 1 bd / 1 ba / 595 sq ft · 51 MACEWEN DRIVE #5
- $700,000 · 3 bd / 2 ba / 1,799 sq ft · 14041 BELLAGIO WAY #214
- $879,000 · 3 bd / 2.5 ba / 2,199 sq ft · 14021 BELLAGIO WAY #309
- $525,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #301 (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)
- $700,000 · 2 bd / 2 ba / 1,932 sq ft · 242 HIDDEN BAY DRIVE #602
- $1.10M · 3 bd / 3 ba / 2,778 sq ft · 385 N POINT ROAD #304 (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)
- $575,000 · 3 bd / 3 ba / 2,055 sq ft · 409 N POINT ROAD #502 (Meridian at The Oaks Preserve)
Pending and under contract in Osprey (7)
Osprey homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.
- $1.48M · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #701
- $750,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #301
- $445,000 · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #303
- $625,000 · 3 bd / 2 ba / 1,937 sq ft · 250 HIDDEN BAY DRIVE #302
- $700,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #403
- $159,900 · 1 bd / 1 ba / 586 sq ft · 717 PINE RUN DR. #717
- $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
Browse every listing on Momentum Realty.
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 | 36 | $634,700 |
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 | 14 | $1.00M | — | — |
The Osprey real estate market right now
Over the last 12 months 233 homes sold in Osprey at a median of $625,000 (-14.4% year over year), $281 per square foot. Sellers received 91% of list price and homes took a median 48 days to go under contract. With 36 condos for sale against that sales pace, months of supply is 1.9, a seller’s market by the six-month rule. Cash buyers accounted for 59% of sales. New construction was 3% 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 |
|---|---|---|---|---|
| 2017 | $465,020 | 65 | 91 | 89% |
| 2019 | $484,285 | 14 | 168 | 87% |
| 2022 | $799,817 | 81 | 7 | 100% |
| 2023 | $990,285 | 21 | 29 | 91% |
| 2024 | $1.00M | 57 | 33 | 94% |
| 2025 | $953,840 | 58 | 61 | 92% |
| 2026 | $858,484 | 66 | 48 | 91% |
What a home in Osprey costs to own
Take the median $634,700 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $3,440/month. Sarasota County’s typical millage of 13.48 puts property tax near $7,881/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 $4,274/month plus any HOA or CDD assessment.
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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.
- 794 Lytham Circle · last listed $2,600,000 · off market Nov 3, 2026
- 447 E Macewen Drive · last listed $2,750,000 · off market Nov 1, 2026
- 385 N Point Road #402 · last listed $615,000 · off market Nov 1, 2026
- 293 Turquoise Lane · last listed $875,000 · off market Nov 1, 2026
- 313 Lookout Point Drive · last listed $5,299,999 · off market Oct 31, 2026
- 4296 Expedition Way #104 · last listed $289,000 · off market Oct 30, 2026
- 156 Bishops Court Road · last listed $1,289,000 · off market Oct 29, 2026
- 538 Dove Pointe Drive · last listed $1,950,000 · off market Oct 28, 2026
- 101 Osprey Point Drive · last listed $4,790,000 · off market Oct 27, 2026
- 586 Oak Bay Drive · last listed $649,000 · off market Oct 26, 2026
- 1495 Landview Lane · last listed $760,000 · off market Oct 20, 2026
- 130 Willow Bend Way · last listed $669,900 · off market Oct 20, 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 2026-11-06 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.