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 5.5 months of inventory — supply and demand are roughly even, so neither side has a clear edge (4–6 months = balanced).
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
87 active listings in Osprey
$550,000
547 Meadow Sweet Cir
Osprey, FL 34229
3 bd · 2 ba · 1,731 sqft
Rivendell
MLS ID #A4701316, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$1,775,000
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
$529,900
432 S Shore Dr
Osprey, FL 34229
2 bd · 2 ba · 1,704 sqft
Sorrento Shores Unit 5
MLS ID #A4703634, KW COASTAL LIVING III.
Listing provided by Stellar MLS
$172,000
701 Pine Run Dr #701
Osprey, FL 34229
1 bd · 1 ba · 586 sqft
Pine Run I
MLS ID #A4700416, PAT WILLIAMS REALTY, LLC.
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
$249,900
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
$525,000
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
$399,000
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
$525,000
1361 New Forest Ln
Osprey, FL 34229
3 bd · 2 ba · 2,074 sqft
Rivendell Woodlands
MLS ID #A4691036, NEXTHOME EXCELLENCE.
Listing provided by Stellar MLS
$1,950,000
97 Sugar Mill Dr
Osprey, FL 34229
5 bd · 6 ba · 4,885 sqft
Oaks
MLS ID #A4691789, PALM PARADISE REALTY GROUP.
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
$760,000
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
$700,000
264 Woods Point Rd
Osprey, FL 34229
3 bd · 3 ba · 2,837 sqft
Blackburn Point Woods
MLS ID #A4703025, MICHAEL SAUNDERS & COMPANY.
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
$985,000
409 N Point Rd #803
Osprey, FL 34229
3 bd · 3 ba · 2,203 sqft
Meridian At The Oaks Preserve
MLS ID #A4703407, GENEROUS PROPERTY.
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
$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
$1,250,000
409 N Point Rd #601
Osprey, FL 34229
3 bd · 3 ba · 2,594 sqft
Meridian At The Oaks Preserve
MLS ID #A4679994, GENEROUS PROPERTY.
Listing provided by Stellar MLS
$319,000
108 Villa Dr #108
Osprey, FL 34229
2 bd · 2 ba · 1,593 sqft
Sorrento Villas 1
MLS ID #TB8539148, LOKATION.
Listing provided by Stellar MLS
$260,000
4271 Expedition Way #103
Osprey, FL 34229
2 bd · 2 ba · 1,135 sqft
Bay Street Village
MLS ID #A4689541, KW COASTAL LIVING III.
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
$699,000
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
$474,000
447 N Shore Dr
Osprey, FL 34229
3 bd · 2 ba · 1,874 sqft
Sorrento Shores
MLS ID #A4684009, COLDWELL BANKER SARASOTA CENT..
Listing provided by Stellar MLS
$419,000
524 Sarabay Rd
Osprey, FL 34229
3 bd · 2 ba · 1,760 sqft
Bay Acres - Resub
MLS ID #A4676179, SUN N SAND REAL ESTATE 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 balanced market with about 5.5 months of inventory. About 5.5 months of inventory — supply and demand are roughly even, so neither side has a clear edge (4–6 months = balanced).
What is the median home price in 34229?+
The median sale price in 34229 over the last 12 months is approximately $638K based on recent Stellar MLS closed sales, down about 16.1% 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 87 active residential listings in 34229, with homes selling at roughly 15.8 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.