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 6.7 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
114 active listings in Osprey
$695,000
401 N Point Rd #304
Osprey, FL 34229
3 bd · 3 ba · 2,778 sqft
Meridian At The Oaks Preserve
MLS ID #A4659785, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$425,000
780 Sarabay Rd #16
Osprey, FL 34229
2 bd · 2 ba · 1,574 sqft
Heron Bay Club Sec I
MLS ID #TB8528486, RMS ELITE PROPERTIES.
Listing provided by Stellar MLS
$359,000
2251 Jessie Harbor Dr #2101
Osprey, FL 34229
2 bd · 2 ba · 1,400 sqft
Blackburn Harbor Waterfront Vi
MLS ID #A4698891, KELLER WILLIAMS ON THE WATER S.
Listing provided by Stellar MLS
$600,000
458 N Shore Dr
Osprey, FL 34229
0.34 acres
Sorrento Shores
MLS ID #N6144855, PREMIER SOTHEBYS INTL REALTY.
Listing provided by Stellar MLS
$429,000
329 Bay Vista Ave
Osprey, FL 34229
2 bd · 2 ba · 1,346 sqft
Bay Acres - Resub
MLS ID #A4699464, THE SHORELINE FL REALTY LLC.
Listing provided by Stellar MLS
$609,900
619 Oak River Ct
Osprey, FL 34229
3 bd · 2 ba · 2,047 sqft
Bay Oaks Estates
MLS ID #A4692331, FISHMAN GROUP REALTY LLC.
Listing provided by Stellar MLS
$1,100,000
385 N Point Rd #304
Osprey, FL 34229
3 bd · 3 ba · 2,778 sqft
Meridian At The Oaks Preserve
MLS ID #A4678422, GENEROUS PROPERTY.
Listing provided by Stellar MLS
$850,000
204 Windward Dr
Osprey, FL 34229
3 bd · 3 ba · 2,486 sqft
Southbay Yacht & Racquet Club
MLS ID #A4693139, GOLF & BAY PROPERTIES LLC.
Listing provided by Stellar MLS
$235,000
51 Macewen Dr #11
Osprey, FL 34229
1 bd · 1 ba · 623 sqft
Windsor Lodge At The Oaks
MLS ID #A4679180, 342 REAL ESTATE.
Listing provided by Stellar MLS
$319,500
173 Navigation Cir #107
Osprey, FL 34229
3 bd · 2 ba · 1,528 sqft
Bay Street Village
MLS ID #N6144704, EXIT KING REALTY.
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
$1,500,000
480 Oriskany Ct
Osprey, FL 34229
3 bd · 4 ba · 3,208 sqft
The Oaks Club
MLS ID #A4684136, MICHAEL SAUNDERS & COMPANY.
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
$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
$725,000
5100 Jessie Harbor Dr #304
Osprey, FL 34229
2 bd · 2 ba · 2,143 sqft
Blackburn Harbor Residences
MLS ID #A4690942, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$289,900
1801 Highland Rd
Osprey, FL 34229
2 bd · 2 ba · 1,165 sqft
Towns-End Shores
MLS ID #N6140508, RE/MAX ALLIANCE GROUP.
Listing provided by Stellar MLS
$548,000
4428 Conchfish Ln
Osprey, FL 34229
4 bd · 2 ba · 1,861 sqft
Palms/Casey Key
MLS ID #A4656074, HORIZON REALTY INTERNATIONAL.
Listing provided by Stellar MLS
$299,000
120 Woodland Pl #120
Osprey, FL 34229
2 bd · 2 ba · 1,325 sqft
Pine Run Ii
MLS ID #D6148025, EXP REALTY LLC.
Listing provided by Stellar MLS
$497,000
2309 Jessie Harbor Dr #2402
Osprey, FL 34229
3 bd · 3 ba · 2,006 sqft
Blackburn Harbor Waterfront Villas
MLS ID #A4698434, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$285,000
108 Woodland Pl #108
Osprey, FL 34229
2 bd · 2 ba · 1,316 sqft
Pine Run Ii
MLS ID #A4699279, PAT WILLIAMS REALTY, LLC.
Listing provided by Stellar MLS
$320,000
89 Navigation Cir
Osprey, FL 34229
2 bd · 2 ba · 1,449 sqft
Bay Street Village
MLS ID #A4694435, KW COASTAL LIVING II.
Listing provided by Stellar MLS
$699,000
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
$1,445,000
422 Blue Garden Ln
Osprey, FL 34229
3 bd · 4 ba · 3,872 sqft
Oaks
MLS ID #A4664436, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$715,000
759 Fordingbridge Way
Osprey, FL 34229
4 bd · 4 ba · 2,950 sqft
Rivendell Woodlands
MLS ID #O6399774, BEYCOME OF FLORIDA LLC.
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 6.7 months of inventory. About 6.7 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 $640K based on recent Stellar MLS closed sales, down about 15.0% 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 114 active residential listings in 34229, with homes selling at roughly 16.9 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.