Homes for sale in
Osprey, Florida
Coastal quiet between Sarasota and Venice
126
Homes for sale
$692,000
Median list price
$401
Avg price / sqft
57
Median days on market
Osprey sits on the Gulf Coast in Sarasota County, a low-key strip of bayfront living between Sarasota and Venice where boating clubs, nature preserves, and mature-tree neighborhoods set the pace. This is where you find waterfront homes on the bay, established communities like the Oaks golf enclave and the sailing-minded Southbay Yacht & Racquet Club, and a mix of full-time residents and seasonal owners. If you want the water and the calm without downtown Sarasota's density, this is the trade-off that works.
Right now there are 126 active listings with a median list price of $692,000, and homes are taking a median of 56.5 days to sell — enough runway to negotiate rather than rush. The market splits between single-family houses and a deep bench of townhomes & condos, so budgets from the low $30,000s for a dock slip up to multi-million-dollar estates all have a place here. Keep an eye on what's just reduced if you're price-sensitive.
Osprey is in Sarasota County, Florida.
Within a 30-minute drive
Quick facts
$32,500 – $6.5M price range
2,201 sqft median home
$3,980/mo median rent
Balanced right now
Drive times
Fresh on the market
Newest homes in Osprey
View all 126 homes →
$299,000
120 WOODLAND PLACE UNIT 120, OSPREY
2 bd · 2 ba · 1,325 sqft
$36,000
570 BLACKBURN POINT ROAD UNIT 26, OSPREY
$200,000
211 WOODLAND DRIVE UNIT 211, OSPREY
2 bd · 2 ba · 1,223 sqft
$32,500
570 BLACKBURN POINT ROAD UNIT 38, OSPREY
$275,000
51 MACEWEN DRIVE UNIT 12, OSPREY
1 bd · 1 ba · 623 sqft
$749,000
103 BISHOPS COURT ROAD, OSPREY
3 bd · 2 ba · 2,034 sqft
$799,000
810 OAK BRIAR LANE, OSPREY
4 bd · 3 ba · 2,607 sqft
$299,990
4296 EXPEDITION WAY UNIT 104, OSPREY
2 bd · 2 ba · 1,135 sqft
$395,000
7204 JESSIE HARBOR DRIVE UNIT 7204, OSPREY
2 bd · 2 ba · 1,255 sqft
$285,000
108 WOODLAND PLACE UNIT 108, OSPREY
2 bd · 2 ba · 1,316 sqft
$294,900
184 EXPLORER DRIVE, OSPREY
2 bd · 2 ba · 1,244 sqft
$445,000
329 BAY VISTA AVENUE, OSPREY
2 bd · 2 ba · 1,346 sqft
114 of 126 active listings shown
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Property features
The numbers that matter
The Osprey market
Balanced
6.6 months of inventory
Supply and demand are roughly even — negotiation cuts both ways.
Osprey vs Sarasota County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 25.4% yr/yr
Homes on the market
▲ 4.2% 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
19 homes · $1.9M median
Sarabay Acres
16 homes · $377K median
Southbay Yacht & Racquet Club
10 homes · $1.3M median
Rivendell
10 homes · $592K median
Bay Oaks Estates
2 homes · $589K 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.
Beyond the listings
Living in Osprey
Real waterfront inventory
Thirty-five of the active listings are waterfront, including bay-access properties and dedicated dock-rackominium slips for boaters.
Gated and golf options
Fifty-three gated listings and 35 in golf communities give buyers who want managed, amenity-rich living plenty to compare.
Pools are common
Forty-seven active homes come with a private pool, a near-necessity for Gulf Coast summers.
Established named communities
Neighborhoods like Rivendell, Sarabay Acres, and Bay Oaks Estates offer distinct character rather than cookie-cutter sprawl.
Wide price spectrum
With list prices from $32,500 to nearly $6.5 million, both entry buyers and luxury shoppers have room to work.
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.
On the calendar
Near Osprey
Jul
12
Sun
Venice Doll Club and FX Toy Shows
The FX Toy Show, once hailed as the Super Bowl of collectible toy shows, was the largest of its kind in the Southeastern United States from 1990 to 2006. Now, it's making…
Jul
12
Sun
Robert Louis Stevenson: A Child’s Garden of Verses
10:00am
This exhibition celebrates childhood and the imagination of youth through the words and images of A Child's Garden of Verses, a beloved children's poetry book by the reno…
Jul
12
Sun
ReptiDay
The event strictly adheres to the recent Florida law changes, disallowing the display of pet Iguanas and Tegus, regardless of permit status. Attendees are encouraged to v…
Jul
12
Sun
Something Borrowed, Something New
The event features a never-before-seen exhibition of works from acclaimed modern and contemporary artists like Louise Bourgeois, Chuck Close, David Hockney, Yoko Ono, Kar…
Jul
12
Sun
Penumbra
In a new solo exhibition, Maria A. Guzmán Capron presents her vibrant figurative textiles that explore the complexities of identity, drawing from her own multicultural ex…
Jul
12
Sun
Beautiful Ideas: The Prints of Sol LeWitt
The event showcases the extensive print work of Sol LeWitt, a pioneer of minimalism and conceptual art, known for his large-scale wall drawings and modular structures. At…
What it really costs
Owning here
Owning the median Osprey home
≈ $4,816/mo
$692,000 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
$3,980/mo
Median rent
31 homes for rent right now
Straight answers
Osprey real estate FAQs
Is Osprey a good place to live?+
Osprey suits buyers who want Gulf Coast water access and preserve-lined quiet without downtown Sarasota's pace. Established gated communities and boating-focused neighborhoods anchor the area, and it stays within easy reach of both Sarasota and Venice. Downtown Tampa is about 75 minutes north for occasional bigger-city trips.
Is Osprey expensive?+
It runs above the Florida median, with a current median list price of $692,000 and an average of $401 per square foot. That said, the range is wide — listings start as low as $32,500 and climb to $6,475,000 — so there's more flexibility than the median suggests, especially among townhomes & condos.
What do homes cost in Osprey?+
The median list price is $692,000 for a typical home around 2,201 square feet. Forty of the 126 active listings are priced at $1 million or more, while condos and smaller units pull the low end down considerably — you can browse by price to filter to your budget.
How is the Osprey market right now?+
There are 126 active listings and homes are sitting a median of 56.5 days on market, which gives buyers time to negotiate rather than compete blind. Inventory spans 62 single-family homes and 45 condos, so pace and leverage vary by segment — checking open houses this week is a good way to gauge demand firsthand.
What about HOA fees and property taxes?+
The median HOA runs about $475 per month, reflecting how many listings sit in gated communities and amenity-driven developments. Median property tax is around $5,814 per year, and if you're considering a rental, the median rent is $3,980 per month.
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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