Condos for Sale in Osprey, FL
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37 condos are for sale in Osprey, FL as of 2026-10-15. The median list price is $615,000 ($299/sq ft), most condos list between $245K to $1.10M, and the median listing has been on the market 98 days. 6 condos came on the market this week.
37
Condos for sale
$615,000
Median list price
$245K to $1.10M
Typical range
98
Median days on market
6
New this week
$4,218
Est. monthly cost at median
Newest condos 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.
Osprey condos for sale by price
Every active listing in Osprey grouped by price, with the newest listings in each band. The median is $615,000; the busiest band is $500K – $750K.
Under $200K: 1 home
$200K – $300K: 7 homes
- $244,900 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
- $235,000 · 1 bd / 1 ba / 595 sq ft · 51 MACEWEN DRIVE #5
- $215,000 · 2 bd / 2 ba / 1,325 sq ft · 110 WOODLAND PLACE #110
- $249,900 · 2 bd / 2 ba / 1,325 sq ft · 116 WOODLAND PLACE #116
$300K – $400K: 1 home
$400K – $500K: 4 homes
- $449,000 · 3 bd / 2 ba / 1,883 sq ft · 7303 JESSIE HARBOR DRIVE #7303
- $425,000 · 2 bd / 2 ba / 1,574 sq ft · 780 SARABAY ROAD #16
- $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
- $459,900 · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #301 (Meridian at The Oaks Preserve)
$500K – $750K: 14 homes
- $629,400 · 3 bd / 3 ba / 3,147 sq ft · 3603 N POINT ROAD #202 (Meridian at The Oaks Preserve)
- $695,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #401 (Meridian at The Oaks Preserve)
- $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
- $625,000 · 3 bd / 2 ba / 1,937 sq ft · 250 HIDDEN BAY DRIVE #302
$750K – $1M: 5 homes
- $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
- $775,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
- $798,000 · 3 bd / 3.5 ba / 3,771 sq ft · 6100 JESSIE HARBOR DRIVE #202
- $999,900 · 3 bd / 3 ba / 2,187 sq ft · 14021 BELLAGIO WAY #404
$1M and up: 5 homes
- $1.02M · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #404 (Meridian at The Oaks Preserve)
- $1.20M · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #703 (Meridian at The Oaks Preserve)
- $1.40M · 3 bd / 3 ba / 2,594 sq ft · 385 NORTH POINT ROAD #701 (Meridian at The Oaks Preserve)
- $2.00M · 3 bd / 3 ba / 3,029 sq ft · 401 N POINT ROAD #1001 (Meridian at The Oaks Preserve)
Every home for sale in Osprey right now (37)
All 37 active Osprey listings with a detail page, newest first, refreshed twice a day from the MLS.
- $1.20M · 3 bd / 3 ba / 2,203 sq ft · 401 N POINT ROAD #703 (Meridian at The Oaks Preserve)
- $1.02M · 3 bd / 3 ba / 2,778 sq ft · 401 N POINT ROAD #404 (Meridian at The Oaks Preserve)
- $695,000 · 3 bd / 3 ba / 2,594 sq ft · 385 N POINT ROAD #401 (Meridian at The Oaks Preserve)
- $629,400 · 3 bd / 3 ba / 3,147 sq ft · 3603 N POINT ROAD #202 (Meridian at The Oaks Preserve)
- $540,000 · 3 bd / 2.5 ba / 2,040 sq ft · 1140 BEACHCOMBER COURT #11
- $159,900 · 1 bd / 1 ba / 586 sq ft · 717 PINE RUN DR. #717
- $625,000 · 3 bd / 2 ba / 1,937 sq ft · 250 HIDDEN BAY DRIVE #302
- $449,000 · 3 bd / 2 ba / 1,883 sq ft · 7303 JESSIE HARBOR DRIVE #7303
- $1.40M · 3 bd / 3 ba / 2,594 sq ft · 385 NORTH POINT ROAD #701 (Meridian at The Oaks Preserve)
- $985,000 · 3 bd / 3 ba / 2,203 sq ft · 409 N POINT ROAD #803 (Meridian at The Oaks Preserve)
- $244,900 · 2 bd / 2 ba / 1,223 sq ft · 109 WOODLAND PLACE
- $235,000 · 1 bd / 1 ba / 595 sq ft · 51 MACEWEN DRIVE #5
- $695,000 · 3 bd / 3 ba / 2,837 sq ft · 264 WOODS POINT ROAD #264
- $599,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #404
- $395,000 · 2 bd / 2 ba / 1,255 sq ft · 7204 JESSIE HARBOR DRIVE #7204
- $425,000 · 2 bd / 2 ba / 1,574 sq ft · 780 SARABAY ROAD #16
- $775,000 · 3 bd / 2.5 ba / 1,950 sq ft · 260 HIDDEN BAY DRIVE #402
- $215,000 · 2 bd / 2 ba / 1,325 sq ft · 110 WOODLAND PLACE #110
- $480,000 · 3 bd / 2.5 ba / 2,006 sq ft · 2309 JESSIE HARBOR DRIVE #2402
- $249,900 · 2 bd / 2 ba / 1,325 sq ft · 116 WOODLAND PLACE #116
- $275,000 · 1 bd / 1 ba / 623 sq ft · 51 MACEWEN DRIVE #12
- $699,000 · 2 bd / 2 ba / 2,143 sq ft · 5100 JESSIE HARBOR DRIVE #304
- $560,000 · 3 bd / 3 ba / 2,594 sq ft · 409 NORTH POINT ROAD #401 (Meridian at The Oaks Preserve)
- $285,000 · 1 bd / 1 ba / 595 sq ft · 51 MAC EWEN DRIVE #14
- $719,000 · 3 bd / 2 ba / 1,937 sq ft · 280 HIDDEN BAY DRIVE #302
- $798,000 · 3 bd / 3.5 ba / 3,771 sq ft · 6100 JESSIE HARBOR DRIVE #202
- $299,000 · 2 bd / 2 ba / 1,135 sq ft · 4226 FRONTIER LANE #103
- $999,900 · 3 bd / 3 ba / 2,187 sq ft · 14021 BELLAGIO WAY #404
- $700,000 · 3 bd / 2 ba / 1,799 sq ft · 14041 BELLAGIO WAY #214
- $879,000 · 3 bd / 2.5 ba / 2,199 sq ft · 14021 BELLAGIO WAY #309
- $525,000 · 3 bd / 3 ba / 2,680 sq ft · 3621 N POINT ROAD #301 (Meridian at The Oaks Preserve)
- $2.00M · 3 bd / 3 ba / 3,029 sq ft · 401 N POINT ROAD #1001 (Meridian at The Oaks Preserve)
- $1.10M · 3 bd / 3 ba / 2,778 sq ft · 385 N POINT ROAD #304 (Meridian at The Oaks Preserve)
- $700,000 · 2 bd / 2 ba / 1,932 sq ft · 242 HIDDEN BAY DRIVE #602
- $615,000 · 3 bd / 3 ba / 2,055 sq ft · 385 N POINT ROAD #402 (Meridian at The Oaks Preserve)
- $459,900 · 3 bd / 3 ba / 2,594 sq ft · 401 N POINT ROAD #301 (Meridian at The Oaks Preserve)
- $575,000 · 3 bd / 3 ba / 2,055 sq ft · 409 N POINT ROAD #502 (Meridian at The Oaks Preserve)
Condos 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.
| ZIP | Condos for sale | Median list price |
|---|---|---|
| 34229 | 37 | $615,000 |
Osprey communities with the most condos 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.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Meridian at The Oaks Preserve | 13 | $695,000 | — | — |
What a home in Osprey costs to own
Take the median $615,000 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $3,407/month. Sarasota County’s typical millage of 13.48 puts property tax near $7,615/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 $4,218/month plus any HOA or CDD assessment.
Explore Osprey
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Condos for sale near Osprey
- Condos for sale in Sarasota, FL — 2637 listings
- Condos for sale in North Port, FL — 958 listings
- Condos for sale in Venice, FL — 925 listings
- Condos for sale in Nokomis, FL — 279 listings
- Condos for sale in Longboat Key, FL — 242 listings
- Condos for sale in North Venice, FL — 24 listings
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.
- 854 Macewen Drive · last listed $3,670,000 · off market Oct 14, 2026
- 547 Meadow Sweet Circle · last listed $550,000 · off market Oct 14, 2026
- 112 Osprey Point Drive · last listed $6,449,000 · off market Oct 14, 2026
- 650 Crane Prairie Way · last listed $799,990 · off market Oct 13, 2026
- 570 Blackburn Point Road #38 · last listed $32,500 · off market Oct 13, 2026
- 57 Bishops Court Road #121 · last listed $655,000 · off market Oct 13, 2026
- 447 N Shore Drive · last listed $499,000 · off market Oct 13, 2026
- 329 Bay Vista Avenue · last listed $399,000 · off market Oct 13, 2026
- 211 Woodland Drive #211 · last listed $200,000 · off market Oct 13, 2026
- 107 Sorrento Drive · last listed $425,000 · off market Oct 13, 2026
- 916 Macewen Drive · last listed $1,900,000 · off market Oct 9, 2026
- 401 N Point Road #603 · last listed $629,000 · off market Oct 9, 2026
Common questions
How many condos are for sale in Osprey, FL?
As of 2026-10-15, Momentum's MLS record shows 37 condos actively listed for sale in Osprey. 6 of them came on the market in the last 7 days.
What is the median home price in Osprey?
The median list price of condos for sale in Osprey is $615,000, about $299 per square foot for a typical 2,055-square-foot home. Ten percent of listings are under $245K and ten percent are above $1.10M.
How long do homes take to sell in Osprey?
Homes currently listed have been on the market a median of 98 days.
What does a $615,000 home in Osprey cost per month?
Roughly $4,218 a month with 20% down at 7.40%: principal and interest of $3,407, Sarasota County property tax of about $635/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 condos for sale?
The communities with the most active listings right now are Meridian at The Oaks Preserve (13). 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. Condos for sale there today carry the ZIP codes 34229. Nearby cities in the same county with condos for sale: Sarasota, North Port, Venice, 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 condos are for sale in each and the median asking price.
How do I buy a house in Osprey, FL?
Start with the numbers: 37 condos are for sale in Osprey today at a median asking price of $615,000, so a 20% down payment on the median home is about $123,000 and principal and interest run near $3,407/month at today's 7.40% 30-year rate. Get pre-approved 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.
Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Osprey as of 2026-10-15 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.