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 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
96 active listings in Osprey

$175,000
145 Edgewood Dr
Osprey, FL 34229
2 bd · 2 ba · 960 sqft
Arbors
MLS ID #A4707317, GENEROUS PROPERTY.
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

$749,900
1328 Thornapple Dr
Osprey, FL 34229
3 bd · 2 ba · 2,174 sqft
Willowbend Ph 1
MLS ID #A4705435, RIVER HILLS PROPERTIES, LLC B.
Listing provided by Stellar MLS

$255,000
109 Woodland Pl
Osprey, FL 34229
2 bd · 2 ba · 1,223 sqft
Pine Run Ii
MLS ID #A4705745, PREFERRED SHORE 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

$625,000
250 Hidden Bay Dr #302
Osprey, FL 34229
3 bd · 2 ba · 1,937 sqft
Edgewater/Hidden Bay Ph 1 Bldg
MLS ID #A4706421, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS


$999,900
14021 Bellagio Way #404
Osprey, FL 34229
3 bd · 3 ba · 2,187 sqft
Villas At Bellagio Harbor Village
MLS ID #N6144070, PREMIER SOTHEBYS INTL REALTY.
Listing provided by Stellar MLS

$159,900
717 Pine Run Dr. #717
Osprey, FL 34229
1 bd · 1 ba · 586 sqft
Pine Run 1
MLS ID #A4708286, PAT WILLIAMS REALTY, LLC.
Listing provided by Stellar MLS

$1,200,000
401 N Point Rd #703
Osprey, FL 34229
3 bd · 3 ba · 2,203 sqft
Meridian At The Oaks Preserve
MLS ID #A4707244, GENEROUS PROPERTY.
Listing provided by Stellar MLS


$599,000
5100 Jessie Harbor Dr #404
Osprey, FL 34229
2 bd · 2 ba · 2,143 sqft
Blackburn Harbor Residences
MLS ID #A4703484, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS

$1,590,000
402 Macewen Dr
Osprey, FL 34229
3 bd · 4 ba · 3,565 sqft
Oaks
MLS ID #A4706228, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS

$4,590,000
275 Lookout Point Dr
Osprey, FL 34229
5 bd · 5 ba · 5,279 sqft
Southbay Yacht & Racquet Club
MLS ID #A4707430, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS


$1,690,000
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

$1,100,000
907 Eagle Isle Ct
Osprey, FL 34229
4 bd · 3 ba · 3,984 sqft
Rivendell The Woodlands
MLS ID #A4703534, CENTURY 21 ROSEBAY.
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

$799,000
1104 Mallard Marsh Dr
Osprey, FL 34229
3 bd · 3 ba · 2,678 sqft
Rivendell, The Woodlands
MLS ID #A4697695, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
Listing provided by Stellar MLS

$565,000
2046 Cordes St
Osprey, FL 34229
3 bd · 2 ba · 1,705 sqft
Cordes Cove
MLS ID #A4705136, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS


$769,000
13 Bayhead Ln
Osprey, FL 34229
3 bd · 2 ba · 2,310 sqft
Oaks
MLS ID #A4645829, GENEROUS PROPERTY.
Listing provided by Stellar MLS


$575,000
409 N Point Rd #502
Osprey, FL 34229
3 bd · 3 ba · 2,055 sqft
Meridian At The Oaks Preserve
MLS ID #A4621353, 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

$1,399,000
385 North Point Rd #701
Osprey, FL 34229
3 bd · 3 ba · 2,594 sqft
Meridian At The Oaks Preserve
MLS ID #A4707336, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS


$798,000
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


$499,999
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


$6,475,000
121 N Casey Key Rd
Osprey, FL 34229
4 bd · 6 ba · 4,096 sqft
Casey Key
MLS ID #A4667263, DOUGLAS ELLIMAN.
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 months of inventory. About 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 $635K based on recent Stellar MLS closed sales, down about 15.3% 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 96 active residential listings in 34229, with homes selling at roughly 19.3 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.