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You are here: Home / Osprey Florida : Real Estate for Sale at Very Attractive Prices

Osprey Florida : Real Estate for Sale at Very Attractive Prices

Sorrento Shores in Osprey Waterfront Homes for Sale 2 Osprey is one of the reasons the Sarasota County housing market has gotten so much attention in the last few years. This residential area offers history, nature, quality of life, and spectacular real estate offerings. Families, retirees, history buffs, boaters, and lovers of the outdoors are just some of the house hunters who are routinely attracted to Osprey and the incredible deals it has to offer.

Most of the neighborhoods in Osprey feature single-family residences listed at very attractive prices. Home shoppers looking for waterfront properties in Southwest Florida should consider making Osprey their first stop. About 10 percent of inland Osprey consists of lakes, canals and creeks, and there are also two miles of coastline on the Gulf of Mexico that stretch from Dryman Bay on the south to Little Sarasota Bay on the north.

Osprey is named after a majestic hawk species that feeds on fish. Bird watchers will find plenty of opportunities to spot ospreys and rare species such as the Florida scrub jay at the Oscar Scherer State Park. In fact, some of the best neighborhoods in Osprey are located near this park, and this is where home shoppers are bound to find great value in new, spacious homes built within forest patches and near natural lakes, creeks and ponds.

Pricing in Osprey ranges from under $150K for modest homes and condominium units to more than $16M for spectacular mansions overlooking the Gulf of Mexico. The residential offerings include country clubs, yacht clubs, horse ranches, historical neighborhoods, and resort-style communities.

Osprey is home to some of the most peaceful communities in Florida, but residents are by no means isolated. Many families are attracted to Osprey by the prestigious Pine View private school and the fine Sarasota County public schools that serve the area. With the Tamiami Trail cutting across Osprey, neighbors are never far from amenities, shopping or entertainment.

Osprey Florida Homes

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  • 116 Navigation Circle #106, Osprey, FL
    116 Navigation Circle #106
    Osprey, FL
    Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
    $329,900
    • Lot Size
      30.50 ac

    • Home Size
      1,430 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      2016

    • Days on Market
      1

    View Virtual Tour
  • 1042 N Casey Key Road, Osprey, FL
    1042 N Casey Key Road
    Osprey, FL
    Photo of 1042 N Casey Key Road, Osprey, FL 34229 (MLS # A4650216)
    $3,750,000
    • Lot Size
      29,621 sqft

    • Home Size
      4,781 sqft

    • Beds
      4 Beds

    • Baths
      5 Baths

    • Year Built
      1995

    • Days on Market
      6

    View Virtual Tour
  • 238 Lookout Point Drive, Osprey, FL
    238 Lookout Point Drive
    Osprey, FL
    Photo of 238 Lookout Point Drive, Osprey, FL 34229 (MLS # A4650720)
    $999,000
    • Lot Size
      12,197 sqft

    • Home Size
      2,676 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      1981

    • Days on Market
      6

  • 750 Anna Hope Lane, Osprey, FL
    750 Anna Hope Lane
    Osprey, FL
    Photo of 750 Anna Hope Lane, Osprey, FL 34229 (MLS # A4651227)
    $669,000
    • Lot Size
      8,712 sqft

    • Home Size
      2,135 sqft

    • Beds
      4 Beds

    • Baths
      2 Baths

    • Year Built
      2000

    • Days on Market
      6

  • 112 Osprey Point Drive, Osprey, FL
    112 Osprey Point Drive
    Osprey, FL
    Photo of 112 Osprey Point Drive, Osprey, FL 34229 (MLS # O6305818)
    $3,900,000
    • Lot Size
      26,136 sqft

    • Home Size
      8,635 sqft

    • Beds
      4 Beds

    • Baths
      6 Baths

    • Year Built
      1989

    • Days on Market
      7

    View Virtual Tour

See all Osprey Florida Homes for Sale.
(all data current as of 5/11/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

Osprey Florida Condominiums

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  • 116 Navigation Circle #106, Osprey, FL
    116 Navigation Circle #106
    Osprey, FL
    Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
    $329,900
    • Lot Size
      30.50 ac

    • Home Size
      1,430 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      2016

    • Days on Market
      1

    View Virtual Tour
  • 754 Pine Run Drive #754, Osprey, FL
    754 Pine Run Drive #754
    Osprey, FL
    Photo of 754 Pine Run Drive #754, Osprey, FL 34229 (MLS # A4651184)
    $269,000
    • Lot Size

    • Home Size
      1,379 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1973

    • Days on Market
      10

    View Virtual Tour
  • 260 Hidden Bay Drive #305, Osprey, FL
    260 Hidden Bay Drive #305
    Osprey, FL
    Photo of 260 Hidden Bay Drive #305, Osprey, FL 34229 (MLS # A4650487)
    $878,000
    • Lot Size
      1.06 ac

    • Home Size
      2,168 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      2019

    • Days on Market
      13

    View Virtual Tour
  • 242 Hidden Bay Drive #603, Osprey, FL
    242 Hidden Bay Drive #603
    Osprey, FL
    Photo of 242 Hidden Bay Drive #603, Osprey, FL 34229 (MLS # A4650286)
    $650,000
    • Lot Size
      42,689 sqft

    • Home Size
      1,750 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1999

    • Days on Market
      17

    View Virtual Tour
  • 385 N Point Road #903, Osprey, FL
    385 N Point Road #903
    Osprey, FL
    Photo of 385 N Point Road #903, Osprey, FL 34229 (MLS # A4649389)
    $1,295,000
    • Lot Size

    • Home Size
      2,778 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      2000

    • Days on Market
      23

    View Virtual Tour

See all Osprey Florida Condos Townhomes for Sale.
(all data current as of 5/11/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

 

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The Lynn Group - Wendy Lynn - eXp Sarasota

eXp Realty
Phone: (941) 421-7375
E-mail Us!

Osprey Neighborhoods

  • Bay Acres
  • Bay Oaks
  • Bay Street
  • Baypointe Vista
  • Bayside on Little Sarasota Bay
  • Bellagio Harbor
  • Bishops Court
  • Bishopscourt TH
  • Blackburn Harbor
  • Emerald Woods
  • Heron Bay Club
  • Hidden Bay
  • Meridian
  • North Casey Key
  • North Creek
  • Oak Creek
  • Oaks Bayside
  • Oaks Clubside
  • Oaks Preserve
  • Ogburns
  • Osprey Harbor Village
  • Osprey Park
  • Osprey Woods
  • Park Trace Estates
  • Pine Ranch
  • Pine Run
  • Rivendell
  • Sarabay Acres
  • Sorrento Shores
  • Southbay YRC
  • South Creek
  • Sunset Place
  • Towns End Shores
  • Trinity Acres
  • Willowbend

Areas We Serve

  • Anna Maria Island
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

Things to do in Osprey Florida

https://www.youtube.com/watch?v=JJT1XzDeJLU

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eXp Realty
Phone: (941) 421-7375
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Latest Real Estate

  • $899,999 11367 Perico Isle Circle
    Bradenton, FL
  • $379,900 17130 11th Ter E
    Bradenton, FL
  • $1,450,000 401 Sunset Drive
    Venice, FL
  • $2,275,000 5850 Saddle Oak Trail
    Sarasota, FL
  • $425,000 181 Padova Way
    Nokomis, FL
  • $4,500,000 705 89th Court NW
    Bradenton, FL
  • $625,000 13873 Karina Street
    Venice, FL
  • $449,000 3263 Woodberry Lane #LOT 15
    Sarasota, FL
  • $425,000 6627 Heritage Ln
    Bradenton, FL
  • $219,900 7201 29th Avenue Drive W #306
    Bradenton, FL
  • $1,250,000 15605 Derna Terrace
    Bradenton, FL
  • $329,900 116 Navigation Circle #106
    Osprey, FL
  • $449,900 4613 Muirfield Drive
    Bradenton, FL
  • $474,900 3718 61st Drive E
    Bradenton, FL
  • $699,900 708 32nd Street W
    Bradenton, FL
  • $410,000 10732 Chippewa Drive
    Parrish, FL
  • $169,900 12 Hacienda Drive
    Englewood, FL
  • $525,000 6512 Bowline Drive
    Sarasota, FL
  • $625,000 18113 Gawthrop Dr #101
    Lakewood Ranch, FL
  • $542,000 212 River Enclave Court
    Bradenton, FL
11367 Perico Isle Circle
Bradenton, FL
Photo of 11367 Perico Isle Circle, Bradenton, FL 34209 (MLS # A4652170)
$899,999
Lot Size
7,841 sqft

Home Size
1,908 sqft

Beds
3 Beds

Baths
3 Baths

17130 11th Ter E
Bradenton, FL
Photo of 17130 11th Ter E, Bradenton, FL 34212 (MLS # S5126645)
$379,900
Lot Size
6,534 sqft

Home Size
1,300 sqft

Beds
3 Beds

Baths
2 Baths

401 Sunset Drive
Venice, FL
Photo of 401 Sunset Drive, Venice, FL 34285 (MLS # G5096934)
$1,450,000
Lot Size
8,712 sqft

Home Size
2,370 sqft

Beds
4 Beds

Baths
4 Baths

5850 Saddle Oak Trail
Sarasota, FL
Photo of 5850 Saddle Oak Trail, Sarasota, FL 34241 (MLS # N6138843)
$2,275,000
Lot Size
5.33 ac

Home Size
3,871 sqft

Beds
4 Beds

Baths
4 Baths

181 Padova Way
Nokomis, FL
Photo of 181 Padova Way, Nokomis, FL 34275 (MLS # C7509752)
$425,000
Lot Size
N/A

Home Size
1,500 sqft

Beds
2 Beds

Baths
2 Baths

705 89th Court NW
Bradenton, FL
Photo of 705 89th Court NW, Bradenton, FL 34209 (MLS # A4651773)
$4,500,000
Lot Size
33,542 sqft

Home Size
5,447 sqft

Beds
5 Beds

Baths
6 Baths

13873 Karina Street
Venice, FL
Photo of 13873 Karina Street, Venice, FL 34293 (MLS # N6138840)
$625,000
Lot Size
6,534 sqft

Home Size
1,965 sqft

Beds
2 Beds

Baths
2 Baths

3263 Woodberry Lane #LOT 15
Sarasota, FL
Photo of 3263 Woodberry Lane #LOT 15, Sarasota, FL 34231 (MLS # A4651873)
$449,000
Lot Size
4,792 sqft

Home Size
1,548 sqft

Beds
3 Beds

Baths
2 Baths

6627 Heritage Ln
Bradenton, FL
Photo of 6627 Heritage Ln, Bradenton, FL 34209 (MLS # A4652233)
$425,000
Lot Size
13,940 sqft

Home Size
2,116 sqft

Beds
3 Beds

Baths
2 Baths

7201 29th Avenue Drive W #306
Bradenton, FL
Photo of 7201 29th Avenue Drive W #306, Bradenton, FL 34209 (MLS # A4652033)
$219,900
Lot Size
N/A

Home Size
1,123 sqft

Beds
2 Beds

Baths
2 Baths

15605 Derna Terrace
Bradenton, FL
Photo of 15605 Derna Terrace, Bradenton, FL 34211 (MLS # A4651985)
$1,250,000
Lot Size
10,019 sqft

Home Size
3,101 sqft

Beds
3 Beds

Baths
3 Baths

116 Navigation Circle #106
Osprey, FL
Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
$329,900
Lot Size
30.50 ac

Home Size
1,430 sqft

Beds
3 Beds

Baths
2 Baths

4613 Muirfield Drive
Bradenton, FL
Photo of 4613 Muirfield Drive, Bradenton, FL 34210 (MLS # A4651997)
$449,900
Lot Size
6,970 sqft

Home Size
1,726 sqft

Beds
3 Beds

Baths
2 Baths

3718 61st Drive E
Bradenton, FL
Photo of 3718 61st Drive E, Bradenton, FL 34203 (MLS # A4652221)
$474,900
Lot Size
6,534 sqft

Home Size
1,531 sqft

Beds
3 Beds

Baths
2 Baths

708 32nd Street W
Bradenton, FL
Photo of 708 32nd Street W, Bradenton, FL 34205 (MLS # A4652019)
$699,900
Lot Size
13,940 sqft

Home Size
2,885 sqft

Beds
4 Beds

Baths
3 Baths

10732 Chippewa Drive
Parrish, FL
Photo of 10732 Chippewa Drive, Parrish, FL 34219 (MLS # TB8383583)
$410,000
Lot Size
6,970 sqft

Home Size
1,827 sqft

Beds
4 Beds

Baths
2 Baths

12 Hacienda Drive
Englewood, FL
Photo of 12 Hacienda Drive, Englewood, FL 34223 (MLS # D6142253)
$169,900
Lot Size
4,356 sqft

Home Size
1,464 sqft

Beds
2 Beds

Baths
2 Baths

6512 Bowline Drive
Sarasota, FL
Photo of 6512 Bowline Drive, Sarasota, FL 34231 (MLS # A4652207)
$525,000
Lot Size
10,890 sqft

Home Size
1,496 sqft

Beds
3 Beds

Baths
2 Baths

18113 Gawthrop Dr #101
Lakewood Ranch, FL
Photo of 18113 Gawthrop Dr #101, Lakewood Ranch, FL 34211 (MLS # A4651900)
$625,000
Lot Size
N/A

Home Size
1,786 sqft

Beds
3 Beds

Baths
2 Baths

212 River Enclave Court
Bradenton, FL
Photo of 212 River Enclave Court, Bradenton, FL 34212 (MLS # A4651643)
$542,000
Lot Size
6,534 sqft

Home Size
2,036 sqft

Beds
3 Beds

Baths
2 Baths

  • 11367 Perico Isle Circle
    Bradenton, FL
    Photo of 11367 Perico Isle Circle, Bradenton, FL 34209 (MLS # A4652170)
    $899,999
    Lot Size
    7,841 sqft

    Home Size
    1,908 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 17130 11th Ter E
    Bradenton, FL
    Photo of 17130 11th Ter E, Bradenton, FL 34212 (MLS # S5126645)
    $379,900
    Lot Size
    6,534 sqft

    Home Size
    1,300 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 401 Sunset Drive
    Venice, FL
    Photo of 401 Sunset Drive, Venice, FL 34285 (MLS # G5096934)
    $1,450,000
    Lot Size
    8,712 sqft

    Home Size
    2,370 sqft

    Beds
    4 Beds

    Baths
    4 Baths

  • 5850 Saddle Oak Trail
    Sarasota, FL
    Photo of 5850 Saddle Oak Trail, Sarasota, FL 34241 (MLS # N6138843)
    $2,275,000
    Lot Size
    5.33 ac

    Home Size
    3,871 sqft

    Beds
    4 Beds

    Baths
    4 Baths

  • 181 Padova Way
    Nokomis, FL
    Photo of 181 Padova Way, Nokomis, FL 34275 (MLS # C7509752)
    $425,000
    Lot Size
    N/A

    Home Size
    1,500 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 705 89th Court NW
    Bradenton, FL
    Photo of 705 89th Court NW, Bradenton, FL 34209 (MLS # A4651773)
    $4,500,000
    Lot Size
    33,542 sqft

    Home Size
    5,447 sqft

    Beds
    5 Beds

    Baths
    6 Baths

  • 13873 Karina Street
    Venice, FL
    Photo of 13873 Karina Street, Venice, FL 34293 (MLS # N6138840)
    $625,000
    Lot Size
    6,534 sqft

    Home Size
    1,965 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 3263 Woodberry Lane #LOT 15
    Sarasota, FL
    Photo of 3263 Woodberry Lane #LOT 15, Sarasota, FL 34231 (MLS # A4651873)
    $449,000
    Lot Size
    4,792 sqft

    Home Size
    1,548 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 6627 Heritage Ln
    Bradenton, FL
    Photo of 6627 Heritage Ln, Bradenton, FL 34209 (MLS # A4652233)
    $425,000
    Lot Size
    13,940 sqft

    Home Size
    2,116 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 7201 29th Avenue Drive W #306
    Bradenton, FL
    Photo of 7201 29th Avenue Drive W #306, Bradenton, FL 34209 (MLS # A4652033)
    $219,900
    Lot Size
    N/A

    Home Size
    1,123 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 15605 Derna Terrace
    Bradenton, FL
    Photo of 15605 Derna Terrace, Bradenton, FL 34211 (MLS # A4651985)
    $1,250,000
    Lot Size
    10,019 sqft

    Home Size
    3,101 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 116 Navigation Circle #106
    Osprey, FL
    Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
    $329,900
    Lot Size
    30.50 ac

    Home Size
    1,430 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 4613 Muirfield Drive
    Bradenton, FL
    Photo of 4613 Muirfield Drive, Bradenton, FL 34210 (MLS # A4651997)
    $449,900
    Lot Size
    6,970 sqft

    Home Size
    1,726 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 3718 61st Drive E
    Bradenton, FL
    Photo of 3718 61st Drive E, Bradenton, FL 34203 (MLS # A4652221)
    $474,900
    Lot Size
    6,534 sqft

    Home Size
    1,531 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 708 32nd Street W
    Bradenton, FL
    Photo of 708 32nd Street W, Bradenton, FL 34205 (MLS # A4652019)
    $699,900
    Lot Size
    13,940 sqft

    Home Size
    2,885 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 10732 Chippewa Drive
    Parrish, FL
    Photo of 10732 Chippewa Drive, Parrish, FL 34219 (MLS # TB8383583)
    $410,000
    Lot Size
    6,970 sqft

    Home Size
    1,827 sqft

    Beds
    4 Beds

    Baths
    2 Baths

  • 12 Hacienda Drive
    Englewood, FL
    Photo of 12 Hacienda Drive, Englewood, FL 34223 (MLS # D6142253)
    $169,900
    Lot Size
    4,356 sqft

    Home Size
    1,464 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 6512 Bowline Drive
    Sarasota, FL
    Photo of 6512 Bowline Drive, Sarasota, FL 34231 (MLS # A4652207)
    $525,000
    Lot Size
    10,890 sqft

    Home Size
    1,496 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 18113 Gawthrop Dr #101
    Lakewood Ranch, FL
    Photo of 18113 Gawthrop Dr #101, Lakewood Ranch, FL 34211 (MLS # A4651900)
    $625,000
    Lot Size
    N/A

    Home Size
    1,786 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 212 River Enclave Court
    Bradenton, FL
    Photo of 212 River Enclave Court, Bradenton, FL 34212 (MLS # A4651643)
    $542,000
    Lot Size
    6,534 sqft

    Home Size
    2,036 sqft

    Beds
    3 Beds

    Baths
    2 Baths

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