
Homes for sale in
Osprey, Florida
Bayfront living between Sarasota and Venice
99
Homes for sale
$700,000
Median list price
$419
Avg price / sqft
109
Median days on market
Osprey sits on the Gulf side of Sarasota County, a quiet stretch of bay, boat docks, and mature oak canopy between Sarasota and Venice. Its character runs from the country-club fairways of the Oaks to the sailboat slips of Southbay Yacht & Racquet Club and the wooded lots of Rivendell. Families come for the schools — Pine View among them — while boaters come for direct access to the bay and the intracoastal.
Today there are 84 active listings with a median list price of $719,000, and the market rewards patience: homes are taking a median of 104 days to sell, and sellers are netting about 94% of asking. Over the last year 235 homes closed at a median of $605,000, so there's real negotiating room. With 30 listings above $1M alongside condos and docks, the range is wide — worth watching just reduced listings and setting a budget before you shop.
Osprey is in Sarasota County, Florida.
Quick facts
$36,000 – $9.8M price range
2,260 sqft median home
$4,448/mo median rent
Leans seller right now
Drive times
Fresh on the market
Newest homes in Osprey
View all 99 homes →
$149,900
570 BLACKBURN POINT ROAD UNIT Siesta 25, OSPREY

$1,049,000
366 S CREEK COURT, OSPREY
4 bd · 3 ba · 2,775 sqft

$1,047,000
102 WINDWARD DRIVE, OSPREY
3 bd · 2.5 ba · 2,134 sqft

$3,670,000
854 MACEWEN DRIVE, OSPREY
4 bd · 5 ba · 9,081 sqft

$1,025,000
401 N POINT ROAD UNIT 404, OSPREY
3 bd · 3 ba · 2,778 sqft

$639,000
649 CRANE PRAIRIE WAY, OSPREY
3 bd · 3 ba · 2,222 sqft

$1,445,000
422 BLUE GARDEN LANE, OSPREY
3 bd · 3.5 ba · 3,872 sqft

$175,000
145 EDGEWOOD DRIVE, OSPREY
2 bd · 2 ba · 960 sqft

$1,200,000
401 N POINT ROAD UNIT 703, OSPREY
3 bd · 3 ba · 2,203 sqft

$159,900
717 PINE RUN DR. UNIT 717, OSPREY
1 bd · 1 ba · 586 sqft

$4,590,000
275 LOOKOUT POINT DRIVE, OSPREY
5 bd · 5 ba · 5,279 sqft

$465,000
120 VILLA DRIVE UNIT 120, OSPREY
2 bd · 2 ba · 1,404 sqft
99 of 99 active listings shown
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Property features
The numbers that matter
The Osprey market
Leans seller
4.8 months of inventory
Demand still outpaces supply, but buyers have a little more room.
240
Sold, last 12 months
$620,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
45 days
Median time to sell
Osprey vs Sarasota County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 7.7% yr/yr
Homes on the market
▼ 8.1% yr/yr
Homes sold per month
Live Stellar MLS data — listings and closed sales in Osprey, FL. Rolling medians smooth single-month swings in thin markets.
Where to look
Osprey neighborhoods
Oaks
18 homes · $1.6M median
Southbay Yacht & Racquet Club
10 homes · $1.2M median
Rivendell
7 homes · $639K median
Sarabay Acres
6 homes · $663K median
Bay Oaks Estates
2 homes · $958K median
Cozy Cove
1 home · $399K median
Fishermans Cove
1 home · $799K median
Show all 13 Osprey neighborhoods A–ZHide the full neighborhood list+
Neighborhood boundaries by edgeAI — listings matched to the actual polygon, not agent-entered subdivision names.
For the school run
School zones with homes for sale
Middle
Assigned schools as reported on active MLS listings — always verify zoning with the district.
Beyond the listings
Living in Osprey
Boater's bay access
Twenty-four active [waterfront homes](/area/osprey-fl/waterfront-homes) plus six dock-rackominiums put slips and intracoastal access within reach.
Gated and golf-friendly
Forty-one gated listings and 34 in [golf communities](/area/osprey-fl/golf-course-communities) reflect Osprey's country-club roots, led by the Oaks.
Pool homes in supply
Thirty-two of the active listings include a pool, a practical must-have in the Gulf-coast climate.
Strong school assignments
Homes here feed into well-regarded schools including Pine View and Laurel Nokomis Elementary and Middle.
Range for every budget
From condos in the $36,000s to a $9.75M estate, the price spread here is unusually wide for a small town.
Population
5,790
Median age
64.2
Median income
$94,815
Median home value
$680,200
What people here are into
Culture
Top 14% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Beliefs
Top 20% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Hobbies & Interests
Top 25% in the U.S.Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Appearance oriented
Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
Active
Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Emotional
Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
What it really costs
Owning here
Owning the median Osprey home
≈ $5,030/mo
$700,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
28%
In a FEMA flood zone
Ask about flood insurance early — it changes the payment
$4,448/mo
Median rent
22 homes for rent right now
Straight answers
Osprey real estate FAQs
Is Osprey a good place to live?+
Osprey works well for boaters, golfers, and families who want a quieter alternative to Sarasota. Communities like Rivendell and the Oaks offer wooded lots and fairways, and assigned schools include the highly rated Pine View. Downtown Tampa is about 75 minutes north when you need a bigger city.
Is Osprey expensive?+
It sits on the higher end of Sarasota County, with a median list price of $719,000 and average pricing around $416 per square foot. That said, 30 of the 84 active listings are above $1M, which pulls the top of the range up — townhomes & condos start far lower, down toward the $36,000 mark.
What do homes cost in Osprey?+
The median list price is $719,000, while homes that actually closed over the last year did so at a median of $605,000. For a typical 2,291-square-foot home, expect pricing near $416 per square foot, with plenty of variation across single-family homes, condos, and waterfront properties.
How is the Osprey market right now?+
It favors prepared buyers. Homes are taking a median of 104 days to sell and sellers are averaging 94% of their asking price, so there's room to negotiate. With 235 sales in the past year against 84 active listings, inventory is healthy — keep an eye on just reduced properties.
What about HOA fees and property taxes?+
The median HOA runs about $488 per month, which is common given the number of gated and golf communities here — 41 and 34 active listings respectively. Median property tax is roughly $6,216 per year. Fees vary widely, so confirm the specifics before you commit in any gated community.
Keep exploring
Nearby areas
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS. Market statistics are computed from listing and sold data and change as the market moves.
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