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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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  • 140 Sugar Mill Drive, Osprey, FL
    140 Sugar Mill Drive
    Osprey, FL
    Photo of 140 Sugar Mill Drive, Osprey, FL 34229 (MLS # A4655736)
    $1,970,000
    • Lot Size
      14,375 sqft

    • Home Size
      3,286 sqft

    • Beds
      4 Beds

    • Baths
      4 Baths

    • Year Built
      1989

    • Days on Market
      1

    View Virtual Tour
  • 1164 Beachcomber Court #19, Osprey, FL
    1164 Beachcomber Court #19
    Osprey, FL
    Photo of 1164 Beachcomber Court #19, Osprey, FL 34229 (MLS # N6139244)
    $550,000
    • Lot Size

    • Home Size
      1,952 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      2005

    • Days on Market
      1

    View Virtual Tour
  • 180 Lookout Point Drive, Osprey, FL
    180 Lookout Point Drive
    Osprey, FL
    Photo of 180 Lookout Point Drive, Osprey, FL 34229 (MLS # A4653130)
    $2,299,900
    • Lot Size
      17,424 sqft

    • Home Size
      3,236 sqft

    • Beds
      5 Beds

    • Baths
      4 Baths

    • Year Built
      1986

    • Days on Market
      2

    View Virtual Tour
  • 866 Oak Briar Lane, Osprey, FL
    866 Oak Briar Lane
    Osprey, FL
    Photo of 866 Oak Briar Lane, Osprey, FL 34229 (MLS # A4655042)
    $699,900
    • Lot Size
      10,019 sqft

    • Home Size
      2,434 sqft

    • Beds
      4 Beds

    • Baths
      2 Baths

    • Year Built
      2001

    • Days on Market
      5

    View Virtual Tour
  • 673 Crane Prairie Way, Osprey, FL
    673 Crane Prairie Way
    Osprey, FL
    Photo of 673 Crane Prairie Way, Osprey, FL 34229 (MLS # A4655248)
    $739,000
    • Lot Size
      8,277 sqft

    • Home Size
      2,223 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      2003

    • Days on Market
      8

    View Virtual Tour

See all Osprey Florida Homes for Sale.
(all data current as of 6/13/2025)

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

 
 

Osprey Florida Condominiums

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  • 1164 Beachcomber Court #19, Osprey, FL
    1164 Beachcomber Court #19
    Osprey, FL
    Photo of 1164 Beachcomber Court #19, Osprey, FL 34229 (MLS # N6139244)
    $550,000
    • Lot Size

    • Home Size
      1,952 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      2005

    • Days on Market
      1

    View Virtual Tour
  • 33 Bishops Court Road #118, Osprey, FL
    33 Bishops Court Road #118
    Osprey, FL
    Photo of 33 Bishops Court Road #118, Osprey, FL 34229 (MLS # A4652332)
    $695,000
    • Lot Size

    • Home Size
      1,890 sqft

    • Beds
      2 Beds

    • Baths
      3 Baths

    • Year Built
      1984

    • Days on Market
      15

    View Virtual Tour
  • 137 Woodland Place, Osprey, FL
    137 Woodland Place
    Osprey, FL
    Photo of 137 Woodland Place, Osprey, FL 34229 (MLS # A4654940)
    $190,000
    • Lot Size
      4.39 ac

    • Home Size
      1,325 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      1979

    • Days on Market
      16

    View Virtual Tour
  • 401 N Point Road #504, Osprey, FL
    401 N Point Road #504
    Osprey, FL
    Photo of 401 N Point Road #504, Osprey, FL 34229 (MLS # A4653470)
    $1,275,000
    • Lot Size
      2.41 ac

    • Home Size
      2,778 sqft

    • Beds
      3 Beds

    • Baths
      3 Baths

    • Year Built
      2003

    • Days on Market
      18

    View Virtual Tour
  • 107 Woodland Place #107, Osprey, FL
    107 Woodland Place #107
    Osprey, FL
    Photo of 107 Woodland Place #107, Osprey, FL 34229 (MLS # A4652303)
    $169,000
    • Lot Size

    • Home Size
      865 sqft

    • Beds
      1 Bed

    • Baths
      2 Baths

    • Year Built
      1979

    • Days on Market
      33

    View Virtual Tour

See all Osprey Florida Condos Townhomes for Sale.
(all data current as of 6/13/2025)

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

 
 

 

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The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • Email 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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  • 941-421-7375
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Latest Real Estate

  • $387,000 4038 Corydon Avenue
    North Port, FL
  • $699,900 MLS # A4653537
    Lakewood Ranch, FL
  • $349,900 4343 Arrow Avenue
    Sarasota, FL
  • $289,000 1060 Cockrill Street #1060
    Venice, FL
  • $390,000 7419 Birds Eye Terrace
    Bradenton, FL
  • $198,000 239 Cutter Court
    North Port, FL
  • $521,999 15127 Oxford Grey Drive
    Bradenton, FL
  • $615,000 12617 Oak Hill Way
    Parrish, FL
  • $459,000 5150 San Palermo Drive
    Bradenton, FL
  • $615,000 7840 34th Ave W #303
    Bradenton, FL
  • $1,200,000 355 Shore Drive
    Ellenton, FL
  • $150,000 1800 Englewood Road #123
    Englewood, FL
  • $549,000 1144 Hoover Street
    Nokomis, FL
  • $400,000 2558 Hawthorne Street
    Sarasota, FL
  • $410,000 1026 Graham Road
    Venice, FL
  • $419,777 4405 Weathered Moss Glen
    Palmetto, FL
  • $879,000 10309 Longmeadow Avenue
    Parrish, FL
  • $395,000 2794 Escambia Circle
    North Port, FL
  • $760,000 222 Toscavilla Boulevard
    Nokomis, FL
  • $445,000 1801 Marilyn Avenue
    Bradenton, FL
4038 Corydon Avenue
North Port, FL
Photo of 4038 Corydon Avenue, North Port, FL 34286 (MLS # C7511140)
$387,000
Lot Size
10,019 sqft

Home Size
1,880 sqft

Beds
3 Beds

Baths
2 Baths

MLS # A4653537
Lakewood Ranch, FL
Photo of Lakewood Ranch, FL 34202 (MLS # A4653537)
$699,900
Lot Size
9,584 sqft

Home Size
2,494 sqft

Beds
4 Beds

Baths
3 Baths

4343 Arrow Avenue
Sarasota, FL
Photo of 4343 Arrow Avenue, Sarasota, FL 34232 (MLS # A4655759)
$349,900
Lot Size
9,148 sqft

Home Size
1,616 sqft

Beds
3 Beds

Baths
2 Baths

1060 Cockrill Street #1060
Venice, FL
Photo of 1060 Cockrill Street #1060, Venice, FL 34285 (MLS # A4655791)
$289,000
Lot Size
3.64 ac

Home Size
1,067 sqft

Beds
2 Beds

Baths
2 Baths

7419 Birds Eye Terrace
Bradenton, FL
Photo of 7419 Birds Eye Terrace, Bradenton, FL 34203 (MLS # A4655715)
$390,000
Lot Size
5,663 sqft

Home Size
1,817 sqft

Beds
2 Beds

Baths
2 Baths

239 Cutter Court
North Port, FL
Photo of 239 Cutter Court, North Port, FL 34287 (MLS # N6139262)
$198,000
Lot Size
4,792 sqft

Home Size
1,446 sqft

Beds
2 Beds

Baths
2 Baths

15127 Oxford Grey Drive
Bradenton, FL
Photo of 15127 Oxford Grey Drive, Bradenton, FL 34211 (MLS # A4655856)
$521,999
Lot Size
7,841 sqft

Home Size
2,032 sqft

Beds
4 Beds

Baths
3 Baths

12617 Oak Hill Way
Parrish, FL
Photo of 12617 Oak Hill Way, Parrish, FL 34219 (MLS # N6139265)
$615,000
Lot Size
6,534 sqft

Home Size
2,762 sqft

Beds
4 Beds

Baths
3 Baths

5150 San Palermo Drive
Bradenton, FL
Photo of 5150 San Palermo Drive, Bradenton, FL 34208 (MLS # O6318221)
$459,000
Lot Size
6,099 sqft

Home Size
2,439 sqft

Beds
5 Beds

Baths
3 Baths

7840 34th Ave W #303
Bradenton, FL
Photo of 7840 34th Ave W #303, Bradenton, FL 34209 (MLS # A4655815)
$615,000
Lot Size
N/A

Home Size
1,857 sqft

Beds
3 Beds

Baths
3 Baths

355 Shore Drive
Ellenton, FL
Photo of 355 Shore Drive, Ellenton, FL 34222 (MLS # A4655797)
$1,200,000
Lot Size
32,670 sqft

Home Size
2,090 sqft

Beds
3 Beds

Baths
2 Baths

1800 Englewood Road #123
Englewood, FL
Photo of 1800 Englewood Road #123, Englewood, FL 34223 (MLS # D6142723)
$150,000
Lot Size
3,921 sqft

Home Size
960 sqft

Beds
2 Beds

Baths
2 Baths

1144 Hoover Street
Nokomis, FL
Photo of 1144 Hoover Street, Nokomis, FL 34275 (MLS # A4655733)
$549,000
Lot Size
10,890 sqft

Home Size
2,119 sqft

Beds
3 Beds

Baths
3 Baths

2558 Hawthorne Street
Sarasota, FL
Photo of 2558 Hawthorne Street, Sarasota, FL 34239 (MLS # A4655309)
$400,000
Lot Size
8,277 sqft

Home Size
696 sqft

Beds
2 Beds

Baths
1 Bath

1026 Graham Road
Venice, FL
Photo of 1026 Graham Road, Venice, FL 34293 (MLS # A4655344)
$410,000
Lot Size
12,197 sqft

Home Size
1,610 sqft

Beds
4 Beds

Baths
2 Baths

4405 Weathered Moss Glen
Palmetto, FL
Photo of 4405 Weathered Moss Glen, Palmetto, FL 34221 (MLS # A4655738)
$419,777
Lot Size
8,277 sqft

Home Size
2,033 sqft

Beds
4 Beds

Baths
3 Baths

10309 Longmeadow Avenue
Parrish, FL
Photo of 10309 Longmeadow Avenue, Parrish, FL 34219 (MLS # A4655698)
$879,000
Lot Size
7,841 sqft

Home Size
2,562 sqft

Beds
3 Beds

Baths
3 Baths

2794 Escambia Circle
North Port, FL
Photo of 2794 Escambia Circle, North Port, FL 34288 (MLS # A4655819)
$395,000
Lot Size
12,197 sqft

Home Size
1,652 sqft

Beds
3 Beds

Baths
2 Baths

222 Toscavilla Boulevard
Nokomis, FL
Photo of 222 Toscavilla Boulevard, Nokomis, FL 34275 (MLS # TB8391778)
$760,000
Lot Size
8,277 sqft

Home Size
1,984 sqft

Beds
3 Beds

Baths
2 Baths

1801 Marilyn Avenue
Bradenton, FL
Photo of 1801 Marilyn Avenue, Bradenton, FL 34207 (MLS # A4653868)
$445,000
Lot Size
7,841 sqft

Home Size
1,668 sqft

Beds
4 Beds

Baths
2 Baths

  • 4038 Corydon Avenue
    North Port, FL
    Photo of 4038 Corydon Avenue, North Port, FL 34286 (MLS # C7511140)
    $387,000
    Lot Size
    10,019 sqft

    Home Size
    1,880 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • MLS # A4653537
    Lakewood Ranch, FL
    Photo of Lakewood Ranch, FL 34202 (MLS # A4653537)
    $699,900
    Lot Size
    9,584 sqft

    Home Size
    2,494 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 4343 Arrow Avenue
    Sarasota, FL
    Photo of 4343 Arrow Avenue, Sarasota, FL 34232 (MLS # A4655759)
    $349,900
    Lot Size
    9,148 sqft

    Home Size
    1,616 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 1060 Cockrill Street #1060
    Venice, FL
    Photo of 1060 Cockrill Street #1060, Venice, FL 34285 (MLS # A4655791)
    $289,000
    Lot Size
    3.64 ac

    Home Size
    1,067 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 7419 Birds Eye Terrace
    Bradenton, FL
    Photo of 7419 Birds Eye Terrace, Bradenton, FL 34203 (MLS # A4655715)
    $390,000
    Lot Size
    5,663 sqft

    Home Size
    1,817 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 239 Cutter Court
    North Port, FL
    Photo of 239 Cutter Court, North Port, FL 34287 (MLS # N6139262)
    $198,000
    Lot Size
    4,792 sqft

    Home Size
    1,446 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 15127 Oxford Grey Drive
    Bradenton, FL
    Photo of 15127 Oxford Grey Drive, Bradenton, FL 34211 (MLS # A4655856)
    $521,999
    Lot Size
    7,841 sqft

    Home Size
    2,032 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 12617 Oak Hill Way
    Parrish, FL
    Photo of 12617 Oak Hill Way, Parrish, FL 34219 (MLS # N6139265)
    $615,000
    Lot Size
    6,534 sqft

    Home Size
    2,762 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 5150 San Palermo Drive
    Bradenton, FL
    Photo of 5150 San Palermo Drive, Bradenton, FL 34208 (MLS # O6318221)
    $459,000
    Lot Size
    6,099 sqft

    Home Size
    2,439 sqft

    Beds
    5 Beds

    Baths
    3 Baths

  • 7840 34th Ave W #303
    Bradenton, FL
    Photo of 7840 34th Ave W #303, Bradenton, FL 34209 (MLS # A4655815)
    $615,000
    Lot Size
    N/A

    Home Size
    1,857 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 355 Shore Drive
    Ellenton, FL
    Photo of 355 Shore Drive, Ellenton, FL 34222 (MLS # A4655797)
    $1,200,000
    Lot Size
    32,670 sqft

    Home Size
    2,090 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 1800 Englewood Road #123
    Englewood, FL
    Photo of 1800 Englewood Road #123, Englewood, FL 34223 (MLS # D6142723)
    $150,000
    Lot Size
    3,921 sqft

    Home Size
    960 sqft

    Beds
    2 Beds

    Baths
    2 Baths

  • 1144 Hoover Street
    Nokomis, FL
    Photo of 1144 Hoover Street, Nokomis, FL 34275 (MLS # A4655733)
    $549,000
    Lot Size
    10,890 sqft

    Home Size
    2,119 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 2558 Hawthorne Street
    Sarasota, FL
    Photo of 2558 Hawthorne Street, Sarasota, FL 34239 (MLS # A4655309)
    $400,000
    Lot Size
    8,277 sqft

    Home Size
    696 sqft

    Beds
    2 Beds

    Baths
    1 Bath

  • 1026 Graham Road
    Venice, FL
    Photo of 1026 Graham Road, Venice, FL 34293 (MLS # A4655344)
    $410,000
    Lot Size
    12,197 sqft

    Home Size
    1,610 sqft

    Beds
    4 Beds

    Baths
    2 Baths

  • 4405 Weathered Moss Glen
    Palmetto, FL
    Photo of 4405 Weathered Moss Glen, Palmetto, FL 34221 (MLS # A4655738)
    $419,777
    Lot Size
    8,277 sqft

    Home Size
    2,033 sqft

    Beds
    4 Beds

    Baths
    3 Baths

  • 10309 Longmeadow Avenue
    Parrish, FL
    Photo of 10309 Longmeadow Avenue, Parrish, FL 34219 (MLS # A4655698)
    $879,000
    Lot Size
    7,841 sqft

    Home Size
    2,562 sqft

    Beds
    3 Beds

    Baths
    3 Baths

  • 2794 Escambia Circle
    North Port, FL
    Photo of 2794 Escambia Circle, North Port, FL 34288 (MLS # A4655819)
    $395,000
    Lot Size
    12,197 sqft

    Home Size
    1,652 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 222 Toscavilla Boulevard
    Nokomis, FL
    Photo of 222 Toscavilla Boulevard, Nokomis, FL 34275 (MLS # TB8391778)
    $760,000
    Lot Size
    8,277 sqft

    Home Size
    1,984 sqft

    Beds
    3 Beds

    Baths
    2 Baths

  • 1801 Marilyn Avenue
    Bradenton, FL
    Photo of 1801 Marilyn Avenue, Bradenton, FL 34207 (MLS # A4653868)
    $445,000
    Lot Size
    7,841 sqft

    Home Size
    1,668 sqft

    Beds
    4 Beds

    Baths
    2 Baths

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