Live Market Tracker · 34229
Osprey Housing Market
Buyer's or seller's market in 34229? Here's the live read — measured from recent Stellar MLS sales and active inventory, updated automatically.
About 7 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.
Homes for Sale in 34229
120 active listings in Osprey
$6,475,000
121 N Casey Key Rd
Osprey, FL 34229
5 bd · 6 ba · 4,096 sqft
Casey Key
MLS ID #A4667263, DOUGLAS ELLIMAN.
Listing provided by Stellar MLS
$799,900
1495 Landview Ln
Osprey, FL 34229
3 bd · 2 ba · 2,474 sqft
Southbay Yacht & Racquet Club
MLS ID #A4697993, PAT WILLIAMS REALTY, LLC.
Listing provided by Stellar MLS
$774,900
919 Tranquility Cir
Osprey, FL 34229
4 bd · 4 ba · 2,854 sqft
North Creek Estates
MLS ID #N6144801, AYERS AND ASSOCIATES REAL ESTATE.
Listing provided by Stellar MLS
$1,850,000
206 Four Knot Ln
Osprey, FL 34229
3 bd · 2 ba · 2,411 sqft
Southbay Yacht & Racquet Club
MLS ID #A4695429, REALTY ONE GROUP MVP.
Listing provided by Stellar MLS
$899,995
14021 Bellagio Way #309
Osprey, FL 34229
3 bd · 3 ba · 2,199 sqft
Villas/Harbor Village
MLS ID #A4681589, COMPASS FLORIDA, LLC.
Listing provided by Stellar MLS
$540,000
523 Oak Bay Dr
Osprey, FL 34229
4 bd · 2 ba · 2,399 sqft
Bay Oaks Estates
MLS ID #A4696725, KELLER WILLIAMS ON THE WATER S.
Listing provided by Stellar MLS
$1,475,000
1474 Landview Ln
Osprey, FL 34229
4 bd · 3 ba · 3,246 sqft
Southbay Yacht & Racquet Club
MLS ID #A4696853, PAT WILLIAMS REALTY, LLC.
Listing provided by Stellar MLS
$999,000
14041 Bellagio Way #318
Osprey, FL 34229
3 bd · 2 ba · 2,086 sqft
Villas At Bellagio Harbor Village
MLS ID #A4696101, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$579,000
1367 Thornapple Dr
Osprey, FL 34229
3 bd · 2 ba · 2,182 sqft
Willowbend Ph 1
MLS ID #A4695210, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$3,295,000
135 Tina Island Dr
Osprey, FL 34229
3 bd · 5 ba · 2,572 sqft
Sorrento Shores
MLS ID #A4692366, GENEROUS PROPERTY.
Listing provided by Stellar MLS
$700,000
14041 Bellagio Way #214
Osprey, FL 34229
3 bd · 2 ba · 1,799 sqft
Villas At Bellagio Harbor Village
MLS ID #A4689731, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$254,900
116 Woodland Pl #116
Osprey, FL 34229
2 bd · 2 ba · 1,325 sqft
Pine Run Ii
MLS ID #A4696616, PAT WILLIAMS REALTY, LLC.
Listing provided by Stellar MLS
$2,995,000
14401 Masthead Dr
Osprey, FL 34229
3 bd · 4 ba · 2,665 sqft
Bayside
MLS ID #A4684834, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$449,000
811 Sarabay Rd
Osprey, FL 34229
2 bd · 1 ba · 1,211 sqft
Harms Sub
MLS ID #A4697921, LPT REALTY, LLC.
Listing provided by Stellar MLS
$1,095,000
403 Longbow Trl
Osprey, FL 34229
4 bd · 3 ba · 2,770 sqft
Pine Ranch
MLS ID #A4672081, DALTON WADE INC.
Listing provided by Stellar MLS
$1,165,000
1527 Buoy Ln
Osprey, FL 34229
3 bd · 3 ba · 2,830 sqft
Southbay Yacht & Racquet Club
MLS ID #A4688266, BRIGHT REALTY.
Listing provided by Stellar MLS
$999,000
353 S Shore Dr
Osprey, FL 34229
3 bd · 2 ba · 1,840 sqft
Sorrento Shores Rep Of 2
MLS ID #A4688006, COLDWELL BANKER SARASOTA CENT..
Listing provided by Stellar MLS
$599,000
472 Park Trace Blvd
Osprey, FL 34229
4 bd · 2 ba · 2,217 sqft
Park Trace Estates
MLS ID #A4680326, SUNDANCE REAL ESTATE SERVICES.
Listing provided by Stellar MLS
$739,000
347 Bayshore Dr
Osprey, FL 34229
3 bd · 3 ba · 2,216 sqft
Bay Acres - Resub
MLS ID #A4693374, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$655,000
816 Shadow Bay Way
Osprey, FL 34229
3 bd · 3 ba · 2,251 sqft
Rivendell
MLS ID #A4690226, COLDWELL BANKER SARASOTA CENT..
Listing provided by Stellar MLS
$2,189,000
433 E Macewen Dr
Osprey, FL 34229
4 bd · 4 ba · 4,012 sqft
Oaks
MLS ID #A4676505, GENEROUS PROPERTY.
Listing provided by Stellar MLS
$585,000
4424 Conchfish Ln
Osprey, FL 34229
4 bd · 3 ba · 2,370 sqft
Palms/Casey Key
MLS ID #A4691622, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$318,000
4304 Expedition Way Way #105
Osprey, FL 34229
3 bd · 2 ba · 1,528 sqft
Bay Street Village
MLS ID #N6143250, EXIT KING REALTY.
Listing provided by Stellar MLS
$175,000
14 Old Venice Rd
Osprey, FL 34229
0.48 acres
Sarabay Acres
MLS ID #A4682477, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
34229 Market — Common Questions
Is Osprey (34229) a buyer's or seller's market in 2026?+
34229 (Osprey) is currently a buyer's market with about 7 months of inventory. About 7 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).
What is the median home price in 34229?+
The median sale price in 34229 over the last 12 months is approximately $639K based on recent Stellar MLS closed sales, down about 14.8% from a year earlier.
How fast do homes sell in 34229?+
Homes in 34229 are selling in a median of about 44 days, at roughly 94% of asking price.
How many homes are for sale in 34229?+
There are currently 120 active residential listings in 34229, with homes selling at roughly 17.2 per month.
Thinking of buying or selling in 34229?
Get a precise, broker-prepared read on your home or your search — real local expertise, not an algorithm.