Homes for Sale in Osprey, FL

98 homes are for sale in Osprey, FL as of 2026-11-05, with 19 more under contract. The median list price is $779,000 ($373/sq ft), most homes list between $299K to $2.25M, and the median listing has been on the market 63 days. That is 54 houses, 36 condos and 2 townhouses. 8 homes came on the market this week and 233 sold in the last 12 months at a median of $625,000.

Osprey, FL key facts
LocationSarasota County, FL
ZIP codes with their own page1
For sale right now98 active, 19 under contract
Asking prices$779,000 median · $373 per sq ft · most homes $299K–$2.25M
Median days on market (active listings)63
Property types for sale54 houses, 36 condos, 2 townhouses
New listings this week8
Homes sold, last 12 months233 at a median of $625,000 (-14.4% year over year) · $281 per sq ft
Sale-to-list price91% · median 48 days to go under contract
Months of supply5.0 (balanced market)
Share of salescash buyers 59%, new construction 3%

Listing counts and prices as of 2026-11-05; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Osprey, FL key facts,” movewithmomentum.com/homes-for-sale/osprey-fl/, data as of 2026-11-05.

Browse all 124 homes for sale in Osprey, FL — the complete list, newest first.

98
Homes for sale
$779,000
Median list price
$299K to $2.25M
Typical range
63
Median days on market
8
New this week
19
Under contract
$5,243
Est. monthly cost at median
5.0
Months of supply

Newest homes for sale in Osprey

The most recently listed homes in Osprey, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

472 PARK TRACE BOULEVARD, home for sale in Osprey
$595,000 New
4 bd · 2 ba · 2,217 sq ft · built 2002
472 PARK TRACE BOULEVARD, 34229
Park Trace Estates
Listing courtesy of MEDWAY REALTY
452 BLUE GARDEN LANE, home for sale in Osprey
$1.93M New
3 bd · 3.5 ba · 3,910 sq ft · built 1992
452 BLUE GARDEN LANE, 34229
Osprey
Listing courtesy of GENEROUS PROPERTY
293 HIDDEN BAY DRIVE #103, home for sale in Osprey
$413,999 New
3 bd · 2 ba · 1,568 sq ft · built 2000
293 HIDDEN BAY DRIVE #103, 34229
Osprey
Listing courtesy of COLDWELL BANKER REALTY
312 YACHT HARBOR DRIVE, home for sale in Osprey
$2.25M New
3 bd · 4 ba · 2,572 sq ft · built 1978
312 YACHT HARBOR DRIVE, 34229
Southbay Yacht & Racquet Club
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
242 LOOKOUT POINT DRIVE, home for sale in Osprey
$995,000 New
4 bd · 2 ba · 2,413 sq ft · built 1978
242 LOOKOUT POINT DRIVE, 34229
Southbay Yacht & Racquet Club
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
117 BISHOPS COURT ROAD, home for sale in Osprey
$850,000 New
3 bd · 2 ba · 2,270 sq ft · built 1999
117 BISHOPS COURT ROAD, 34229
Osprey
Listing courtesy of MICHAEL SAUNDERS & COMPANY
3621 N POINT ROAD #603, home for sale in Osprey
$1.29M New
3 bd · 3 ba · 2,680 sq ft · built 2006
3621 N POINT ROAD #603, 34229
Meridian at The Oaks Preserve
Listing courtesy of COLDWELL BANKER REALTY
758 SARABAY ROAD #5, home for sale in Osprey
$598,000 New
2 bd · 2 ba · 1,574 sq ft · built 1981
758 SARABAY ROAD #5, 34229
Osprey
Listing courtesy of PREMIER SOTHEBYS INTL REALTY
871 MACEWEN DRIVE, home for sale in Osprey
$3.19M
5 bd · 5.5 ba · 5,218 sq ft · built 1990
871 MACEWEN DRIVE, 34229
Osprey
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
403 LONGBOW TRAIL, home for sale in Osprey
$1.10M
4 bd · 3 ba · 2,770 sq ft · built 1978
403 LONGBOW TRAIL, 34229
Osprey
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
455 OAK POINT ROAD, home for sale in Osprey
$600,000
4 bd · 3 ba · 3,192 sq ft · built 1994
455 OAK POINT ROAD, 34229
Osprey
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
819 GOLDEN POND COURT, home for sale in Osprey
$799,000
4 bd · 3 ba · 2,474 sq ft · built 2004
819 GOLDEN POND COURT, 34229
Rivendell
Listing courtesy of MICHAEL SAUNDERS & COMPANY
232 HIDDEN BAY DRIVE #303, home for sale in Osprey
$569,000
2 bd · 2 ba · 1,943 sq ft · built 2001
232 HIDDEN BAY DRIVE #303, 34229
Osprey
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
409 N POINT ROAD #601, home for sale in Osprey
$1.18M
3 bd · 3 ba · 2,594 sq ft · built 2004
409 N POINT ROAD #601, 34229
Meridian at The Oaks Preserve
Listing courtesy of COLDWELL BANKER REALTY
168 COASTAL HAMMOCK COURT, home for sale in Osprey
$1.90M
3 bd · 3.5 ba · 3,924 sq ft · built 1993
168 COASTAL HAMMOCK COURT, 34229
Osprey
Listing courtesy of MICHAEL SAUNDERS & COMPANY
250 HIDDEN BAY DRIVE #301, home for sale in Osprey
$695,000
3 bd · 2.5 ba · 2,168 sq ft · built 2017
250 HIDDEN BAY DRIVE #301, 34229
Osprey
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
453 S SHORE DRIVE, home for sale in Osprey
$499,999
3 bd · 3 ba · 2,422 sq ft · built 1981
453 S SHORE DRIVE, 34229
Osprey
Listing courtesy of RE/MAX PRIME PROPERTIES
14041 BELLAGIO WAY #315, home for sale in Osprey
$640,000
3 bd · 2 ba · 1,736 sq ft · built 2006
14041 BELLAGIO WAY #315, 34229
Osprey
Listing courtesy of WILLIAM RAVEIS - FLORIDA LLC
642 TRENTON WAY, home for sale in Osprey
$2.15M
4 bd · 4.5 ba · 3,939 sq ft · built 2002
642 TRENTON WAY, 34229
Osprey
Listing courtesy of COLDWELL BANKER REALTY
1474 LANDVIEW LANE, home for sale in Osprey
$1.49M
4 bd · 3 ba · 3,246 sq ft · built 1977
1474 LANDVIEW LANE, 34229
Southbay Yacht & Racquet Club
Listing courtesy of ANGELA FOWLER REAL ESTATE, LLC
335 PARK TRACE BOULEVARD, home for sale in Osprey
$689,000
3 bd · 2 ba · 2,326 sq ft · built 2001
335 PARK TRACE BOULEVARD, 34229
Park Trace Estates
Listing courtesy of COLDWELL BANKER REALTY
402 MACEWEN DRIVE, home for sale in Osprey
$1.59M
3 bd · 3.5 ba · 3,565 sq ft · built 1999
402 MACEWEN DRIVE, 34229
Osprey
Listing courtesy of COLDWELL BANKER REALTY
102 WINDWARD DRIVE, home for sale in Osprey
$1.05M
3 bd · 2.5 ba · 2,134 sq ft · built 1986
102 WINDWARD DRIVE, 34229
Southbay Yacht & Racquet Club
Listing courtesy of FUTURE HOME REALTY INC
366 S CREEK COURT, home for sale in Osprey
$1.05M
4 bd · 3 ba · 2,775 sq ft · built 2004
366 S CREEK COURT, 34229
Osprey
Listing courtesy of KELLER WILLIAMS ON THE WATER S

Osprey homes for sale by price

Every active listing in Osprey grouped by price, with the newest listings in each band. The median is $779,000; the busiest band is $1M and up.

Under $200K: 4 homes

$200K – $300K: 6 homes

$300K – $400K: 2 homes

$400K – $500K: 9 homes

$500K – $750K: 26 homes

$750K – $1M: 12 homes

$1M and up: 39 homes

Every home for sale in Osprey right now (98)

All 98 active Osprey listings with a detail page, newest first, refreshed twice a day from the MLS.

Pending and under contract in Osprey (19)

Osprey homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

Browse every listing on Momentum Realty.

Homes for sale in Osprey by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

ZIPHomes for saleMedian list price
3422998$779,000

Osprey communities with the most homes for sale

The Osprey neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Meridian at The Oaks Preserve14$1.00M——
Southbay Yacht & Racquet Club8$1.42M——
The Oaks5$2.40M——
Park Trace Estates2$642,000——
Rivendell2$714,500——
Casey Key2$7.92M——
Bay Acres Resub1$419,000——

What is for sale in Osprey: property types

Another 7 listings in Osprey are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Osprey (36).

The Osprey real estate market right now

Over the last 12 months 233 homes sold in Osprey at a median of $625,000 (-14.4% year over year), $281 per square foot. Sellers received 91% of list price and homes took a median 48 days to go under contract. With 98 homes for sale against that sales pace, months of supply is 5.0, a balanced market by the six-month rule. Cash buyers accounted for 59% of sales. New construction was 3% of sales.

Osprey home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

YearMedian sold priceHomes soldDays on marketSale-to-list
2017$465,020659189%
2019$484,2851416887%
2022$799,817817100%
2023$990,285212991%
2024$1.00M573394%
2025$953,840586192%
2026$858,484664891%

What a home in Osprey costs to own

Take the median $779,000 listing with 20% down at today’s 7.24% 30-year rate: principal and interest run about $4,247/month. Sarasota County’s typical millage of 13.48 puts property tax near $9,826/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Sarasota County is about $2,126/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $5,243/month plus any HOA or CDD assessment.

Explore Osprey

Homes for sale near Osprey

Recently off market in Osprey

Homes in Osprey that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

Osprey guides & data

Everything we publish about Osprey: live listings by type, prices and market data, taxes, insurance and what it costs to live here.

Common questions

How many homes are for sale in Osprey, FL?
As of 2026-11-05, Momentum's MLS record shows 98 residential homes actively listed for sale in Osprey and 19 under contract. 8 of them came on the market in the last 7 days.
What is the median home price in Osprey?
The median list price of homes for sale in Osprey is $779,000, about $373 per square foot for a typical 2,318-square-foot home. Ten percent of listings are under $299K and ten percent are above $2.25M. Over the last 12 months the median SOLD price was $625,000, -14.4% year over year.
How long do homes take to sell in Osprey?
Homes currently listed have been on the market a median of 63 days. Homes that sold in the last 12 months took a median of 48 days and sold at 91% of list price. At today's inventory that is 5.0 months of supply, a balanced market by the usual six-month rule.
What does a $779,000 home in Osprey cost per month?
Roughly $5,243 a month with 20% down at 7.24%: principal and interest of $4,247, Sarasota County property tax of about $819/month after the $50,000 homestead exemption, and insurance near $177/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Osprey neighborhoods have the most homes for sale?
The communities with the most active listings right now are Meridian at The Oaks Preserve (14), Southbay Yacht & Racquet Club (8), The Oaks (5), Park Trace Estates (2), Rivendell (2). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Osprey?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Osprey can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Osprey, FL, and what county is it in?
Osprey is in Sarasota County, Florida. Homes for sale there today carry the ZIP codes 34229. Nearby cities in the same county with homes for sale: Sarasota, Venice, North Port, Nokomis, Longboat Key.
What ZIP codes are in Osprey, FL?
Listings in Osprey are currently in 1 ZIP code: 34229. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Osprey, FL?
54 single-family houses are for sale in Osprey today, out of 98 total listings (36 condos, 2 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Osprey, FL?
Start with the numbers: 98 homes are for sale in Osprey today at a median asking price of $779,000, so a 20% down payment on the median home is about $155,800 and principal and interest run near $4,247/month at today's 7.24% 30-year rate. Connect with an agent first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Osprey in?
Osprey is in Sarasota County, Florida. Sarasota County's 12-month median sale price is $435K on 12,064 closings. Property tax, school zoning and permitting for Osprey run through Sarasota County.
Is Osprey a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Osprey: the median sale price over the last 12 months was $625K across 233 closings (-14.4% year over year), 44% above the Sarasota County median of $435K; homes took a median 48 days to go under contract; 100 homes are for sale today, 5.2 months of supply at the current pace, which is balanced; the communities with the most sales are Rivendell, PARK TRACE ESTATES, SOUTHBAY YACHT & RACQUET CLUB, OAKS 2 PH 2. The market tracker, price bands and community pages on this site carry the full numbers.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Osprey as of 2026-11-05 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.

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