Florida · 150 active listings

Osprey Real Estate

Osprey market snapshot

Calculated by INNOVATE Real Estate from MLS-sourced listing data for Osprey, refreshed nightly -- updated Oct 21, 2026.

Median list price
$607,500
Median sale price (12mo)
$545,000
Avg. days on market
181 days
Sale-to-list ratio
94.7%
Year over year
-10.3%

Currently for sale in Osprey

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168 COASTAL HAMMOCK CT
New
$1,900,000
168 COASTAL HAMMOCK CT
OSPREY, 34229
3 bd·3.5 ba·3,924 sqft
0 days on market
WaterfrontPool
Listed by Lenore Treiman, MICHAEL SAUNDERS & COMPANY
250 HIDDEN BAY DR #301
New
$695,000
250 HIDDEN BAY DR #301
OSPREY, 34229
3 bd·2.5 ba·2,168 sqft
1 day on market
Waterfront
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
1474 LANDVIEW LN
New
$1,485,999
1474 LANDVIEW LN
OSPREY, 34229
4 bd·3 ba·3,246 sqft
1 day on market
Pool
Listed by Angela Fowler
14041 BELLAGIO WAY #315
New
$640,000
14041 BELLAGIO WAY #315
OSPREY, 34229
3 bd·2 ba·1,736 sqft
1 day on market
Waterfront
Listed by Dawn Bear, WILLIAM RAVEIS - FLORIDA LLC
642 TRENTON WAY
New
$2,150,000
642 TRENTON WAY
OSPREY, 34229
4 bd·4.5 ba·3,939 sqft
1 day on market
Pool
Listed by Steve Abbe, COLDWELL BANKER REALTY
335 PARK TRACE BLVD
$739,000
335 PARK TRACE BLVD
OSPREY, 34229
3 bd·2 ba·2,326 sqft
5 days on market
WaterfrontPool
Listed by Kim Klee, COLDWELL BANKER REALTY
854 MACEWEN DR
New
$3,670,000
854 MACEWEN DR
OSPREY, 34229
4 bd·5 ba·9,081 sqft
1 day on market
Pool
Listed by Joe Murphy, COLDWELL BANKER REALTY
102 WINDWARD DR
New
$1,047,000
102 WINDWARD DR
OSPREY, 34229
3 bd·2.5 ba·2,134 sqft
1 day on market
Pool
Listed by Adam Leinwand, FUTURE HOME REALTY INC
366 S CREEK CT
$1,049,000
366 S CREEK CT
OSPREY, 34229
4 bd·3 ba·2,775 sqft
11 days on market
Pool
Listed by KELLER WILLIAMS ON THE WATER S
570 BLACKBURN POINT RD #Siesta 25
$149,900
570 BLACKBURN POINT RD #Siesta 25
OSPREY, 34229
11 days on market
Waterfront
Listed by David Babel, BRIGHT REALTY
422 BLUE GARDEN LN
$1,445,000
422 BLUE GARDEN LN
OSPREY, 34229
3 bd·3.5 ba·3,872 sqft
3 days on market
Pool
Listed by Steve Abbe, COLDWELL BANKER REALTY
401 N POINT RD #404
New
$1,025,000
401 N POINT RD #404
OSPREY, 34229
3 bd·3 ba·2,778 sqft
1 day on market
Listed by Steve Abbe, COLDWELL BANKER REALTY

Recently sold in Osprey

Last 6 months. Real comps from the MLS, not estimates.

1495 LANDVIEW LN
Sold 4 days ago
$650,000
Listed at $760,000
1495 LANDVIEW LN
OSPREY, 34229
3 bd·2 ba·2,474 sqft
130 WILLOW BEND WAY
Sold 1 wk ago
$675,000
Listed at $669,900
130 WILLOW BEND WAY
OSPREY, 34229
4 bd·3 ba·2,683 sqft
701 PINE RUN DR #701
Sold 1 wk ago
$150,000
Listed at $151,000
701 PINE RUN DR #701
OSPREY, 34229
1 bd·1 ba·586 sqft
1801 HIGHLAND RD
Sold 1 wk ago
$255,850
Listed at $289,900
1801 HIGHLAND RD
OSPREY, 34229
2 bd·2 ba·1,165 sqft
110 WOODLAND PL #110
Sold 1 wk ago
$210,000
Listed at $215,000
110 WOODLAND PL #110
OSPREY, 34229
2 bd·2 ba·1,325 sqft
264 WOODS POINT RD #264
Sold 1 wk ago
$665,000
Listed at $695,000
264 WOODS POINT RD #264
OSPREY, 34229
3 bd·3 ba·2,837 sqft

Popular neighborhoods in Osprey

Ranked by active MLS listings right now.

Walkability

Blended score for Osprey's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

73
Walkable
out of 100
EPA National Walkability Index
13.8 / 20 -- Above average walkable
Google Places amenity density
78 / 100
Restaurants & cafes11
Grocery stores3
Parks6
Schools1
Transit stops13
Pharmacies1

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

ElementaryCharter
IMAGINE SCHOOL AT PALMER RANCH
4.85 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
409
Student:teacher ratio
16.4:1
District
SARASOTA
Middle
SARASOTA MIDDLE SCHOOL
5.73 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,217
Student:teacher ratio
17.9:1
District
SARASOTA
High
SUNCOAST TECHNICAL COLLEGE
6.43 mi away · Grades 12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
0
Student:teacher ratio
0.0:1
District
SARASOTA

Current Weather

Live conditions in Osprey, from Venice Municipal Airport.

Clear
67°F
Clear

Cities near Osprey

ZIP codes in Osprey

Osprey real estate FAQ

How many homes are for sale in Osprey right now?+

There are currently 150 active listings in Osprey, Florida, pulled directly from the MLS.

What is the median home price in Osprey?+

The median list price for active listings in Osprey is $607,500. Homes are spending an average of 181 days on market.

Is Osprey's housing market up or down this year?+

Median closed-sale prices in Osprey have fallen 10.3% year over year, based on trailing 12-month MLS sales.

What are the most popular neighborhoods in Osprey?+

Based on current active listings, the neighborhoods with the most homes for sale in Osprey are OAKS, MERIDIAN AT THE OAKS PRESERVE, SOUTHBAY YACHT & RACQUET CLUB.

What schools serve Osprey?+

The closest public schools to Osprey's center are IMAGINE SCHOOL AT PALMER RANCH, SARASOTA MIDDLE SCHOOL, SUNCOAST TECHNICAL COLLEGE. See the schools section above for grade levels and district details.

Is Osprey walkable?+

Osprey's center has a walkability score of 73 out of 100, blending EPA's National Walkability Index with nearby-amenity density.

Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: 2 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.