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 6.6 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
99 active listings in Osprey
$595,000
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
$850,000
6100 Jessie Harbor Dr #202
Osprey, FL 34229
3 bd · 4 ba · 3,771 sqft
Blackburn Harbor Residences
MLS ID #A4690969, CORCORAN DWELLINGS REALTY.
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
$629,000
401 N Point Rd #603
Osprey, FL 34229
3 bd · 3 ba · 2,203 sqft
Meridian At The Oaks Preserve
MLS ID #A4671958, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$775,000
260 Hidden Bay Dr #402
Osprey, FL 34229
3 bd · 3 ba · 1,950 sqft
Edgewater/Hidden Bay Bldg B Ph
MLS ID #A4701000, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
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
$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
$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
$510,000
4429 Conchfish Ln
Osprey, FL 34229
3 bd · 2 ba · 2,004 sqft
Palms/Casey Key
MLS ID #A4689967, EXP REALTY, LLC.
Listing provided by Stellar MLS
$185,000
320 Tropic Dr
Osprey, FL 34229
2 bd · 2 ba · 1,199 sqft
Arbors
MLS ID #A4692490, RE/MAX PALM.
Listing provided by Stellar MLS
$399,000
764 Sarabay Rd #8
Osprey, FL 34229
2 bd · 2 ba · 1,392 sqft
Heron Bay Club Sec I
MLS ID #A4683747, PREMIER SOTHEBYS INTL REALTY.
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
$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
$1,795,000
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
$427,000
212 Washington Ave
Osprey, FL 34229
3 bd · 2 ba · 1,478 sqft
Ogburns T B Add
MLS ID #O6404307, MARK SPAIN REAL ESTATE.
Listing provided by Stellar MLS
$775,000
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
$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
$2,199,900
180 Lookout Point Dr
Osprey, FL 34229
5 bd · 4 ba · 3,236 sqft
Southbay Yacht & Racquet Club
MLS ID #A4672222, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$739,000
299 Turquoise Ln
Osprey, FL 34229
3 bd · 2 ba · 2,328 sqft
Emerald Woods At Oaks 03 Ph 02
MLS ID #A4701662, BRIGHT REALTY.
Listing provided by Stellar MLS
$630,000
1036 Oak Meadow Ln
Osprey, FL 34229
4 bd · 2 ba · 2,186 sqft
Rivendell, Unit 3-A
MLS ID #A4701532, BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE.
Listing provided by Stellar MLS
$395,000
7204 Jessie Harbor Dr #7204
Osprey, FL 34229
2 bd · 2 ba · 1,255 sqft
Heron House
MLS ID #A4697473, GENEROUS PROPERTY.
Listing provided by Stellar MLS
$419,000
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
$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
$417,000
352 Glenwood Ave
Osprey, FL 34229
3 bd · 2 ba · 1,300 sqft
Siesta Rev Resub Of Pt
MLS ID #N6138982, WHITE SANDS REALTY GROUP FL.
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 6.6 months of inventory. About 6.6 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 $635K based on recent Stellar MLS closed sales, down about 16.4% 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 99 active residential listings in 34229, with homes selling at roughly 14.9 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.