Osprey house flips
Homes in Osprey, Florida (Sarasota County) bought and resold within 24 months, from public records.
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The Osprey, FL flip market at a glance
Since January 2023, county public records show 27 house flips in Osprey, FL: homes bought and resold within 24 months at a meaningful markup. The typical flip was bought for $600,000 and resold for $725,000 after 633 days, a median gross spread of $150,000 (average $240,400). Flip volume rose 25% from 4 resales in 2024 to 5 in 2025, while the median spread moved from $248,600 to $225,000. 4% of flips here resold within six months. The property mix is 70% single-family, 30% condo. The largest gross spread on record here is $1,250,000, bought at $1,650,000 and resold at $2,900,000.
Flips by year
| Resale year | Flips | Median buy | Median resale | Median spread | Median days held |
|---|---|---|---|---|---|
| 2023 | 14 | $500,000 | $612,500 | $115,000 | 629 |
| 2024 | 4 | $967,500 | $1,216,100 | $248,600 | 660 |
| 2025 | 5 | $1,525,000 | $1,750,000 | $225,000 | 633 |
| 2026 (to Oct 21, 2026) | 4 | $325,000 | $547,500 | $222,500 | 494 |
Streets with the most flips
Street names only; we never publish owner names.
Latest flips in Osprey
| 264 Woods Point RdOsprey, 34229 · Single-family · 2,835 sq ft | Oct 29, 2025 | $425,000 | Oct 15, 2026 | $665,000 | 351 | $240,000 | +56% |
| 120 Woodland PlOsprey, 34229 · Condo · 1,325 sq ft | Sep 6, 2024 | $210,000 | Aug 17, 2026 | $285,900 | 710 | $75,900 | +36% |
| 408 Yacht Harbor DrOsprey, 34229 · Single-family · 2,624 sq ft | Jan 3, 2025 | $1,000,000 | Jun 1, 2026 | $1,250,000 | 514 | $250,000 | +25% |
| 328 Bay St EOsprey, 34229 · Single-family · 884 sq ft | Jan 31, 2025 | $225,000 | May 19, 2026 | $430,000 | 473 | $205,000 | +91% |
| 627 Mac Ewen Dr NOsprey, 34229 · Single-family · 3,857 sq ft | Dec 18, 2023 | $1,525,000 | Oct 27, 2025 | $1,750,000 | 679 | $225,000 | +15% |
| 419 Yacht Harbor DrOsprey, 34229 · Single-family · 2,417 sq ft | Jul 1, 2024 | $2,500,000 | Feb 12, 2025 | $3,335,000 | 226 | $835,000 | +33% |
| 874 Mac Ewen DrOsprey, 34229 · Single-family · 3,930 sq ft | Feb 28, 2023 | $1,735,000 | Jan 31, 2025 | $2,225,000 | 703 | $490,000 | +28% |
| 1814 Highland RdOsprey, 34229 · Single-family · 1,260 sq ft | May 12, 2023 | $299,900 | Jan 17, 2025 | $355,000 | 616 | $55,100 | +18% |
| 51 Mac Ewen Dr Unit 20Osprey, 34229 · Condo · 623 sq ft | Apr 25, 2023 | $190,000 | Jan 17, 2025 | $325,000 | 633 | $135,000 | +71% |
| 217 Glenwood AveOsprey, 34229 · Single-family · 1,402 sq ft | Feb 9, 2023 | $250,000 | Dec 31, 2024 | $300,000 | 691 | $50,000 | +20% |
| 385 North Point Rd Unit 403 Bld 1Osprey, 34229 · Condo · 2,203 sq ft | Feb 6, 2023 | $600,000 | Dec 4, 2024 | $842,200 | 667 | $242,200 | +40% |
| 38 Osprey Point DrOsprey, 34229 · Single-family · 3,974 sq ft | Aug 30, 2022 | $1,650,000 | Jun 14, 2024 | $2,900,000 | 654 | $1,250,000 | +76% |
| 935 Blue Heron OverlookOsprey, 34229 · Single-family · 3,665 sq ft | Nov 14, 2023 | $1,335,000 | May 31, 2024 | $1,590,000 | 199 | $255,000 | +19% |
| 1353 Thornapple DrOsprey, 34229 · Single-family · 2,173 sq ft | Apr 26, 2022 | $670,000 | Sep 15, 2023 | $740,000 | 507 | $70,000 | +10% |
| 4260 Expedition WayOsprey, 34229 · Condo · 1,581 sq ft | Sep 15, 2021 | $350,000 | Sep 6, 2023 | $435,000 | 721 | $85,000 | +24% |
| 121 Burney RdOsprey, 34229 · Single-family · 1,316 sq ft | Apr 7, 2023 | $400,000 | Sep 5, 2023 | $490,000 | 151 | $90,000 | +22% |
| 3932 Waypoint AveOsprey, 34229 · Single-family · 2,416 sq ft | Sep 19, 2022 | $1,190,000 | Aug 31, 2023 | $1,367,500 | 346 | $177,500 | +15% |
| 250 Hidden Bay Dr Unit 504Osprey, 34229 · Condo · 2,168 sq ft | Jul 29, 2021 | $730,000 | Jun 23, 2023 | $865,000 | 694 | $135,000 | +18% |
| 4185 Frontier LnOsprey, 34229 · Condo · 1,449 sq ft | Sep 1, 2021 | $365,000 | Jun 20, 2023 | $420,000 | 657 | $55,000 | +15% |
| 138 Willow Bend WayOsprey, 34229 · Single-family · 2,506 sq ft | Nov 16, 2022 | $725,000 | Jun 15, 2023 | $825,000 | 211 | $100,000 | +14% |
| 248 Washington AveOsprey, 34229 · Single-family · 995 sq ft | Jul 8, 2021 | $147,500 | May 23, 2023 | $297,500 | 684 | $150,000 | +102% |
| 501 Velasquez DrOsprey, 34229 · Single-family · 3,028 sq ft | Jul 23, 2021 | $844,900 | May 4, 2023 | $1,000,000 | 650 | $155,100 | +18% |
| 4222 Frontier LnOsprey, 34229 · Condo · 1,430 sq ft | Aug 31, 2021 | $325,000 | May 1, 2023 | $430,000 | 608 | $105,000 | +32% |
| 121 Burney RdOsprey, 34229 · Single-family · 1,316 sq ft | Apr 7, 2021 | $345,000 | Apr 7, 2023 | $400,000 | 730 | $55,000 | +16% |
| 84 Bishops Court RdOsprey, 34229 · Single-family · 2,573 sq ft | Feb 14, 2022 | $600,000 | Apr 5, 2023 | $725,000 | 415 | $125,000 | +21% |
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ZIP codes in Osprey
Frequently asked questions
How many homes are flipped in Osprey, FL?
Suncoast Flips found 27 home flips in Osprey, FL with a resale between January 1, 2023 and Oct 21, 2026, including 5 in the last 12 months of recorded sales. A flip here means the same home sold twice within 24 months, both as qualified market sales, with the resale at least 10% and $20,000 higher.
What is the average house flip profit in Osprey, FL?
The median gross spread (resale price minus purchase price) is $150,000; the average is $240,400. The median gain is 22% of the purchase price. Gross spread is before rehab, holding, financing and closing costs, so actual profit is lower.
How long do flippers hold homes in Osprey, FL?
The median time between purchase and resale is 633 days, or about 21 months.
What do flipped homes in Osprey, FL sell for?
The median flip was bought for $600,000 and resold for $725,000.
Which ZIP code in Osprey has the most flips?
ZIP 34229 has the most, with 27 flips since 2023. See flips in 34229.
How does Osprey compare with the rest of Sarasota County?
Osprey accounts for 2% of Sarasota County flips. Its median gross spread is $150,000 versus $117,700 countywide. See Sarasota County flips.
Nearby Sarasota County cities
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