34229 Homes for Sale — Osprey, FL
Every active MLS listing in Osprey’s 34229 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Osprey, FL (97 listings); for the ZIP’s values, taxes and growth see the 34229 housing scorecard.
34229 at a glance
ZIP 34229 is Osprey, Sarasota County, FL. The numbers below are computed from MLS closings and live listings for every community in the ZIP and refresh with each data pull.
| Where it is | Osprey, Sarasota County, FL |
|---|---|
| Communities | 15 MLS communities, 15 with 12-month sales data |
| Median sold price, 12 months | $675K (+4.9% year over year) |
| Price per square foot | $281 |
| For sale / under contract now | 1 / 1 |
| Homes sold, 12 months | 4 |
| Days to contract (median) | 68 |
| Months of supply | 3.0 |
| New construction share of sales | 3% |
| Sale-to-original-list | 90.4% |
| FEMA flood zone (SFHA) share | about 96% of 23 sampled homes in the ZIP's largest communities sit in a Special Flood Hazard Area |
| Schools listings report most | Sarasota County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Magnet and choice options may apply |
| Communities with the most sales | CALUSA LAKES ($675K), SORRENTO EAST ($450K), WILLOWBROOK ($221K), TURTLE ROCK ($675K), SARASOTA BEACH ($1.46M), CASEY KEY ($3.25M) |
34229 housing market tracker · all homes for sale in Osprey, FL · Sarasota County property tax
98 homes are for sale in ZIP 34229 (Osprey, FL) right now, from $165,000 to $2,399,000 for the middle 80%, at a median asking price of $742,000 and $373 per square foot. The typical listing is 2,310 sq ft, built 2000; 7 came on the market in the last 7 days and 1% are new construction.
Newest homes for sale in 34229
Every home for sale in 34229 right now (96)
All 96 active listings in ZIP 34229 with a detail page, newest first, refreshed twice a day from the MLS.
- 455 Oak Point Road · $600,000 · 4 bd · 3 ba · 3,192 sq ft
- 819 Golden Pond Court · $799,000 · 4 bd · 3 ba · 2,474 sq ft
- 227 Saint James Park · $775,000 · 2 bd · 2 ba · 2,071 sq ft
- 232 Hidden Bay Drive #303 · $569,000 · 2 bd · 2 ba · 1,943 sq ft
- 409 N Point Road #601 · $1,175,000 · 3 bd · 3 ba · 2,594 sq ft
- 168 Coastal Hammock Court · $1,900,000 · 3 bd · 3.5 ba · 3,924 sq ft
- 250 Hidden Bay Drive #301 · $695,000 · 3 bd · 2.5 ba · 2,168 sq ft
- 1474 Landview Lane · $1,485,999 · 4 bd · 3 ba · 3,246 sq ft
- 14041 Bellagio Way #315 · $640,000 · 3 bd · 2 ba · 1,736 sq ft
- 642 Trenton Way · $2,150,000 · 4 bd · 4.5 ba · 3,939 sq ft
- 335 Park Trace Boulevard · $739,000 · 3 bd · 2 ba · 2,326 sq ft
- 102 Windward Drive · $1,047,000 · 3 bd · 2.5 ba · 2,134 sq ft
- 366 S Creek Court · $1,049,000 · 4 bd · 3 ba · 2,775 sq ft
- 570 Blackburn Point Road #Siesta 25 · $149,900
- 422 Blue Garden Lane · $1,445,000 · 3 bd · 3.5 ba · 3,872 sq ft
- 401 N Point Road #404 · $1,025,000 · 3 bd · 3 ba · 2,778 sq ft
- 120 Villa Drive #120 · $465,000 · 2 bd · 2 ba · 1,404 sq ft
- 145 Edgewood Drive · $175,000 · 2 bd · 2 ba · 960 sq ft
- 401 N Point Road #703 · $1,200,000 · 3 bd · 3 ba · 2,203 sq ft
- 717 Pine Run Dr. #717 · $159,900 · 1 bd · 1 ba · 586 sq ft
- 275 Lookout Point Drive · $4,590,000 · 5 bd · 5 ba · 5,279 sq ft
- 385 North Point Road #701 · $1,399,000 · 3 bd · 3 ba · 2,594 sq ft
- 650 Oaks Creek Court · $3,700,000 · 4 bd · 4 ba · 4,314 sq ft
- 385 N Point Road #401 · $695,000 · 3 bd · 3 ba · 2,594 sq ft
- 7303 Jessie Harbor Drive #7303 · $449,000 · 3 bd · 2 ba · 1,883 sq ft
- 3603 N Point Road #202 · $629,400 · 3 bd · 3 ba · 3,147 sq ft
- 33 Bishops Court Road #118 · $679,000 · 2 bd · 2.5 ba · 1,890 sq ft
- 1346 Thornapple Drive · $540,000 · 3 bd · 2 ba · 2,248 sq ft
- 256 Sugar Mill · $1,399,000 · 3 bd · 3 ba · 2,695 sq ft
- 324 Osprey Point Drive · $3,700,000 · 5 bd · 5 ba · 6,234 sq ft
- 23 Siesta Circle · $165,000 · 2 bd · 2 ba · 924 sq ft
- 17 Bayhead Lane · $1,245,000 · 3 bd · 2 ba · 2,850 sq ft
- 1036 Oak Meadow Lane · $630,000 · 4 bd · 2 ba · 2,186 sq ft
- 1417 Landview Lane · $1,349,999 · 4 bd · 4 ba · 3,255 sq ft
- 1328 Thornapple Drive · $719,900 · 3 bd · 2 ba · 2,174 sq ft
- 2046 Cordes Street · $565,000 · 3 bd · 2 ba · 1,705 sq ft
- 210 Patterson Avenue · $850,000 · 3 bd · 1.5 ba · 2,084 sq ft
- 1216 N Casey Key Road · $9,750,000 · 5 bd · 7 ba · 8,050 sq ft
- 226 Saint James Park · $1,350,000 · 3 bd · 2.5 ba · 2,591 sq ft
- 154 Lookout Point Drive · $2,095,000 · 4 bd · 3.5 ba · 4,578 sq ft
- 296 Pine Ranch Trail · $1,100,000 · 5 bd · 3.5 ba · 3,354 sq ft
- 5100 Jessie Harbor Drive #404 · $599,000 · 2 bd · 2 ba · 2,143 sq ft
- 409 N Point Road #803 · $985,000 · 3 bd · 3 ba · 2,203 sq ft
- 780 Sarabay Road #16 · $425,000 · 2 bd · 2 ba · 1,574 sq ft
- 299 Turquoise Lane · $699,000 · 3 bd · 2 ba · 2,328 sq ft
- 260 Hidden Bay Drive #402 · $775,000 · 3 bd · 2.5 ba · 1,950 sq ft
- 570 Blackburn Point Road #36 · $99,500
- 2309 Jessie Harbor Drive #2402 · $480,000 · 3 bd · 2.5 ba · 2,006 sq ft
- 570 Blackburn Point Road #23 · $89,000
- 75 Osprey Point Drive · $1,595,000 · 4 bd · 4 ba · 4,001 sq ft
- 7204 Jessie Harbor Drive #7204 · $395,000 · 2 bd · 2 ba · 1,255 sq ft
- 116 Woodland Place #116 · $242,900 · 2 bd · 2 ba · 1,325 sq ft
- 360 N Point Road · $1,495,000 · 3 bd · 3.5 ba · 2,913 sq ft
- 4296 Expedition Way #104 · $289,000 · 2 bd · 2 ba · 1,135 sq ft
- 101 Osprey Point Drive · $4,790,000 · 4 bd · 5.5 ba · 5,087 sq ft
- 103 Bishops Court Road · $699,000 · 3 bd · 2 ba · 2,034 sq ft
- 320 Tropic Drive · $165,000 · 2 bd · 2 ba · 1,199 sq ft
- 280 Hidden Bay Drive #302 · $745,000 · 3 bd · 2 ba · 1,937 sq ft
- 156 Bishops Court Road · $1,289,000 · 3 bd · 3.5 ba · 3,112 sq ft
- 4429 Conchfish Lane · $499,999 · 3 bd · 2 ba · 2,004 sq ft
- 51 Macewen Drive #12 · $275,000 · 1 bd · 1 ba · 623 sq ft
- 6100 Jessie Harbor Drive #202 · $798,000 · 3 bd · 3.5 ba · 3,771 sq ft
- 97 Sugar Mill Drive · $1,950,000 · 5 bd · 5.5 ba · 4,885 sq ft
- 14021 Bellagio Way #404 · $999,900 · 3 bd · 3 ba · 2,187 sq ft
- 409 North Point Road #401 · $560,000 · 3 bd · 3 ba · 2,594 sq ft
- 51 Mac Ewen Drive #14 · $285,000 · 1 bd · 1 ba · 595 sq ft
- 51 Macewen Drive #5 · $235,000 · 1 bd · 1 ba · 595 sq ft
- 759 Fordingbridge Way · $700,000 · 4 bd · 3.5 ba · 2,950 sq ft
- 14041 Bellagio Way #214 · $700,000 · 3 bd · 2 ba · 1,799 sq ft
- 1527 Buoy Lane · $1,100,000 · 3 bd · 2.5 ba · 2,830 sq ft
- 313 Lookout Point Drive · $5,299,999 · 4 bd · 4.5 ba · 5,337 sq ft
- 14021 Bellagio Way #309 · $879,000 · 3 bd · 2.5 ba · 2,199 sq ft
- 570 Blackburn Point Road #26 · $36,000
- 3621 N Point Road #301 · $525,000 · 3 bd · 3 ba · 2,680 sq ft
- 401 N Point Road #1001 · $1,995,000 · 3 bd · 3 ba · 3,029 sq ft
- 524 Sarabay Road · $419,000 · 3 bd · 2 ba · 1,760 sq ft
- 242 Hidden Bay Drive #602 · $700,000 · 2 bd · 2 ba · 1,932 sq ft
- 385 N Point Road #304 · $1,100,000 · 3 bd · 3 ba · 2,778 sq ft
- 570 Blackburn Point Road #43 · $115,000
- 570 Blackburn Point Road #13 · $109,000
- 49 Osprey Point Drive · $2,399,000 · 4 bd · 3.5 ba · 3,953 sq ft
- 348 Tropic Drive · $104,900 · 2 bd · 2 ba · 864 sq ft
- 1811 Highland Road · $399,000 · 2 bd · 2 ba · 1,725 sq ft
- 599 Pine Ranch East Road · $815,000 · 3 bd · 2 ba · 2,188 sq ft
- 121 N Casey Key Road · $6,100,000 · 4 bd · 5.5 ba · 4,096 sq ft
- 21 Bayhead Lane · $789,000 · 3 bd · 2 ba · 2,246 sq ft
- 852 Macewen Drive · $2,395,000 · 3 bd · 3.5 ba · 4,519 sq ft
- 570 Blackburn Point Road #11 · $39,500
- 110 Pine Avenue · $599,000 · 3 bd · 2 ba · 2,058 sq ft
- 13 Bayhead Lane · $769,000 · 3 bd · 2 ba · 2,310 sq ft
- 236 Saint James Park · $2,700,000 · 6 bd · 6.5 ba · 6,246 sq ft
- 385 N Point Road #402 · $615,000 · 3 bd · 3 ba · 2,055 sq ft
- 293 Turquoise Lane · $875,000 · 3 bd · 2 ba · 2,271 sq ft
- 401 N Point Road #301 · $459,900 · 3 bd · 3 ba · 2,594 sq ft
- 909 Macewen Drive · $1,595,000 · 3 bd · 3.5 ba · 4,241 sq ft
- 409 N Point Road #502 · $575,000 · 3 bd · 3 ba · 2,055 sq ft
Homes for sale in 34229 by price
| Price band | For sale | Share |
|---|---|---|
| Under $200K | 12 | 12% |
| $200K–$300K | 5 | 5% |
| $300K–$400K | 2 | 2% |
| $400K–$500K | 7 | 7% |
| $500K–$750K | 24 | 24% |
| $750K+ | 48 | 49% |
Communities in 34229 with the most homes for sale
- Meridian At The Oaks Preserve · 15 for sale · median $985,000
- Southbay Yacht & Racquet Club · 7 for sale · median $1,485,999
- Oaks 2 Ph 2 · 6 for sale · median $1,995,000
- Rivendell · 2 for sale · median $714,500
- Casey Key · 2 for sale · median $7,925,000
- Park Trace Estates · 1 for sale · median $739,000
How to read this
Counts and medians are from active MLS listings with a 34229 mailing ZIP as of October 24, 2026; property mix Single-family 49%, Condo 36%, Townhouse 3%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also homes for sale in Sarasota County. More: Osprey condos, luxury homes in Osprey, new listings this week in Osprey, Osprey homes by street.