Homes for sale in
Osprey, Florida
Coastal calm between Sarasota and Venice
88
Homes for sale
$669,500
Median list price
$394
Avg price / sqft
107
Median days on market
Osprey sits on the Gulf side of Sarasota County, a quiet stretch of Little Sarasota Bay where boaters, golfers, and families all find their footing. It's the kind of place where you can live in a country-club setting like the Oaks or keep a boat slip at Southbay Yacht & Racquet Club, and still be minutes from the beaches and top-rated schools that draw people here. The pace is unhurried, the water is close, and the whole area feeds into Pine View School, one of Florida's most sought-after magnet programs.
For buyers, the market is active but not frantic: 93 homes are listed right now with a median price of $649,000, and homes are taking a median 95 days to sell. That patience shows up at the closing table too — sellers have been getting about 94% of asking across the 216 sales in the past year. If you're weighing options, it's worth watching just reduced listings and comparing single-family homes against the deep pool of townhomes & condos.
Osprey is in Sarasota County, Florida.
Quick facts
$36,000 – $6.5M price range
2,188 sqft median home
$4,800/mo median rent
Leans seller right now
Drive times
Fresh on the market
Newest homes in Osprey
View all 88 homes →
$319,000
1819 HIGHLAND ROAD, OSPREY
2 bd · 2.5 ba · 1,240 sqft
$649,000
586 OAK BAY DRIVE, OSPREY
3 bd · 2 ba · 2,084 sqft
$1,100,000
907 EAGLE ISLE COURT, OSPREY
4 bd · 3 ba · 3,984 sqft
$749,000
103 BISHOPS COURT ROAD, OSPREY
3 bd · 2 ba · 2,034 sqft
$599,000
5100 JESSIE HARBOR DRIVE UNIT 404, OSPREY
2 bd · 2 ba · 2,143 sqft
$540,000
1140 BEACHCOMBER COURT UNIT 11, OSPREY
3 bd · 2.5 ba · 2,040 sqft
$985,000
409 N POINT ROAD UNIT 803, OSPREY
3 bd · 3 ba · 2,203 sqft
$299,990
4296 EXPEDITION WAY UNIT 104, OSPREY
2 bd · 2 ba · 1,135 sqft
$275,000
51 MACEWEN DRIVE UNIT 12, OSPREY
1 bd · 1 ba · 623 sqft
$99,500
570 BLACKBURN POINT ROAD UNIT 36, OSPREY
$700,000
264 WOODS POINT ROAD, OSPREY
3 bd · 3 ba · 2,837 sqft
$775,000
260 HIDDEN BAY DRIVE UNIT 402, OSPREY
3 bd · 2.5 ba · 1,950 sqft
85 of 88 active listings shown
Open full map search →Find your fit
Most popular Osprey searches
Popular searches
Property features
The numbers that matter
The Osprey market
Leans seller
4.3 months of inventory
Demand still outpaces supply, but buyers have a little more room.
217
Sold, last 12 months
$625,000
Median sold price
94%
Sale-to-list ratio
What sellers actually get vs asking
44 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
▼ 8.7% 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
12 homes · $1.9M median
Sarabay Acres
11 homes · $425K median
Southbay Yacht & Racquet Club
7 homes · $1.2M median
Rivendell
6 homes · $543K median
Bay Oaks Estates
1 home · $825K 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
Boating and bay access
With 21 waterfront listings and dedicated dock-rackominium options, Osprey is built for people who want to keep a boat close to home.
Gated and golf living
Nearly half the active listings — 47 of 93 — sit in gated communities, and 29 are tied to golf, so private, amenity-rich neighborhoods are the norm here.
Pine View School zone
The area feeds into Pine View School along with Laurel Nokomis Elementary and Middle, a major draw for families prioritizing academics.
A real range of price points
Active listings run from $36,000 all the way to $6.475 million, with 26 homes priced above $1M for the luxury end of the market.
Pool homes in supply
Thirty of the current listings include a private pool, an easy expectation to meet in this stretch of the Gulf coast.
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
≈ $4,755/mo
$669,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
27%
In a FEMA flood zone
Ask about flood insurance early — it changes the payment
$4,800/mo
Median rent
23 homes for rent right now
Straight answers
Osprey real estate FAQs
Is Osprey a good place to live?+
It's a quiet, water-oriented community between Sarasota and Venice that appeals to boaters, golfers, and families alike. The schools are a big part of the draw, with assignments to Pine View School and Laurel Nokomis Elementary and Middle. You'll find everything from bayfront estates to gated communities built around amenities.
Is Osprey expensive?+
It sits in the mid-to-upper range for the Gulf coast, with a median list price of $649,000 and average pricing around $391 per square foot. That said, the market spans from $36,000 up to nearly $6.5 million, so there's room across budgets — you can browse by price to see where you fit.
What do homes cost in Osprey?+
The median list price is $649,000 for a home around 2,186 square feet, and homes that sold over the past year closed at a median of $625,000. The 26 listings above $1 million reflect the waterfront and luxury end of the market, while townhomes & condos offer more accessible entry points.
How is the Osprey real estate market right now?+
There are 93 active listings and homes are taking a median of 95 days to sell, so buyers have some negotiating room. Over the last 12 months 216 homes sold, with sellers averaging 94% of their asking price. Watching the just reduced listings can help you spot motivated sellers.
What about HOA fees and property taxes?+
The median HOA runs about $479 per month, which reflects how many homes here sit in gated or golf communities with shared amenities. Median property taxes are around $5,783 per year, and many of the homes with a pool and waterfront properties carry the higher end of those figures.
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.
Never miss a listing
New Osprey homes, in your inbox
A daily digest of every new listing in Osprey — straight from the MLS, hours after it goes live. Unsubscribe anytime.