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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. Latest pricing in Osprey Florida will be found below if there is inventory.

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

353 S SHORE DRIVE OSPREY FL 34229
New Listing - 5 days on site
1 / 60
$1,200,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,840
SQFT
353 S SHORE DRIVE
OSPREY, FL 34229
SORRENTO SHORES REP OF 2 Subdivision
448 E MACEWEN DRIVE OSPREY FL 34229
New Listing - a week on site
1 / 52
$2,100,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,768
SQFT
448 E MACEWEN DRIVE
OSPREY, FL 34229
OAKS Subdivision
642 TRENTON WAY OSPREY FL 34229
New Listing - 2 weeks on site
1 / 86
$2,150,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,939
SQFT
642 TRENTON WAY
OSPREY, FL 34229
OAKS 2 PH 2 Subdivision
437 S SHORE DRIVE OSPREY FL 34229
New Listing - 2 weeks on site
1 / 23
$525,000
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,947
SQFT
437 S SHORE DRIVE
OSPREY, FL 34229
SORRENTO SHORES Subdivision
230 OSPREY POINT DRIVE OSPREY FL 34229
New Listing - 2 weeks on site
1 / 100
$2,495,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,586
SQFT
230 OSPREY POINT DRIVE
OSPREY, FL 34229
OAKS Subdivision
228 SAINT JAMES PARK OSPREY FL 34229
Open House Sun, Apr 12, 1 PM
1 / 100
$1,695,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,425
SQFT
228 SAINT JAMES PARK
OSPREY, FL 34229
OAKS 2 PH 1 Subdivision
665 CRANE PRAIRIE WAY OSPREY FL 34229
New Listing - 4 weeks on site
1 / 61
$719,000
Single Family Residence For Sale
Active
4
BEDS
3
TOTAL BATHS
2,306
SQFT
665 CRANE PRAIRIE WAY
OSPREY, FL 34229
WILLOWBEND PH 2 Subdivision
140 SUGAR MILL DRIVE OSPREY FL 34229
New Listing - 4 weeks on site
1 / 74
$1,695,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,286
SQFT
140 SUGAR MILL DRIVE
OSPREY, FL 34229
OAKS Subdivision
745 FORDINGBRIDGE WAY OSPREY FL 34229
New Listing - 4 weeks on site
1 / 53
$650,000
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
1,893
SQFT
745 FORDINGBRIDGE WAY
OSPREY, FL 34229
RIVENDELL WOODLANDS Subdivision
408 PARK TRACE BOULEVARD OSPREY FL 34229
1 / 34
$630,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,840
SQFT
408 PARK TRACE BOULEVARD
OSPREY, FL 34229
PARK TRACE ESTATES Subdivision
14401 MASTHEAD DRIVE OSPREY FL 34229
1 / 96
$3,250,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
2,665
SQFT
14401 MASTHEAD DRIVE
OSPREY, FL 34229
BAYSIDE Subdivision
447 N SHORE DRIVE OSPREY FL 34229
Price Change - 4 days ago
1 / 45
$515,350
Single Family Residence For Sale
Active
3
BEDS
2
TOTAL BATHS
1,874
SQFT
447 N SHORE DRIVE
OSPREY, FL 34229
SORRENTO SHORES Subdivision
107 SORRENTO DRIVE OSPREY FL 34229
1 / 51
$449,000
Single Family Residence For Sale
Active
2
BEDS
2
TOTAL BATHS
1,284
SQFT
107 SORRENTO DRIVE
OSPREY, FL 34229
SORRENTO SHORES Subdivision
480 ORISKANY COURT OSPREY FL 34229
1 / 100
$1,695,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,208
SQFT
480 ORISKANY COURT
OSPREY, FL 34229
OAKS Subdivision
819 SHADOW BAY WAY OSPREY FL 34229
Open House Sun, Apr 12, 1 PM
1 / 43
$639,000
Single Family Residence For Sale
Active
4
BEDS
2
TOTAL BATHS
2,145
SQFT
819 SHADOW BAY WAY
OSPREY, FL 34229
RIVENDELL Subdivision
324 BAYSHORE DRIVE OSPREY FL 34229
1 / 40
$4,250,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,389
SQFT
324 BAYSHORE DRIVE
OSPREY, FL 34229
BAY ACRES - RESUB Subdivision
664 CRANE PRAIRIE WAY OSPREY FL 34229
1 / 69
$897,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
2,870
SQFT
664 CRANE PRAIRIE WAY
OSPREY, FL 34229
WILLOWBEND PH 2 Subdivision
650 CRANE PRAIRIE WAY OSPREY FL 34229
1 / 64
$799,990
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,183
SQFT
650 CRANE PRAIRIE WAY
OSPREY, FL 34229
WILLOWBEND PH 3 Subdivision
156 BISHOPSCOURT ROAD OSPREY FL 34229
1 / 100
$1,299,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
3,112
SQFT
156 BISHOPSCOURT ROAD
OSPREY, FL 34229
BISHOPSCOURT AT THE OAKS PRESERVE Subdivision
401 WALLS WAY OSPREY FL 34229
1 / 51
$1,800,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
4,387
SQFT
401 WALLS WAY
OSPREY, FL 34229
OAKS 2 PH 1 Subdivision

Osprey Florida Condominiums

4235 EXPEDITION WAY 102 OSPREY FL 34229
New Listing - 2 days on site
1 / 71
$379,900
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,574
SQFT
4235 EXPEDITION WAY 102
OSPREY, FL 34229
BAY STREET VILLAGE Subdivision
1116 BEACHCOMBER COURT 3 OSPREY FL 34229
New Listing - 3 days on site
1 / 65
$545,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,040
SQFT
1116 BEACHCOMBER COURT 3
OSPREY, FL 34229
BLACKBURN POINT MARINA VILLAGE Subdivision
385 NORTH POINT ROAD 701 OSPREY FL 34229
New Listing - a week on site
1 / 97
$1,399,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,594
SQFT
385 NORTH POINT ROAD 701
OSPREY, FL 34229
MERIDAN AT THE OAKS PRESERVE Subdivision
135 WOODLAND PLACE OSPREY FL 34229
New Listing - a week on site
1 / 82
$269,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,316
SQFT
135 WOODLAND PLACE
OSPREY, FL 34229
PINE RUN II Subdivision
393 N POINT ROAD 401 OSPREY FL 34229
New Listing - 2 weeks on site
1 / 63
$785,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,594
SQFT
393 N POINT ROAD 401
OSPREY, FL 34229
MERIDIAN AT THE OAKS PRESERVE Subdivision
4304 EXPEDITION WAY WAY 105 OSPREY FL 34229
Price Change - 2 weeks ago
1 / 68
$329,900
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,528
SQFT
4304 EXPEDITION WAY WAY 105
OSPREY, FL 34229
BAY STREET VILLAGE Subdivision
211 WOODLAND DRIVE 211 OSPREY FL 34229
1 / 42
$200,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,223
SQFT
211 WOODLAND DRIVE 211
OSPREY, FL 34229
PINE RUN III Subdivision
764 SARABAY ROAD 8 OSPREY FL 34229
1 / 64
$450,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,392
SQFT
764 SARABAY ROAD 8
OSPREY, FL 34229
HERON BAY CLUB SEC I Subdivision
1140 BEACHCOMBER COURT 11 OSPREY FL 34229
1 / 52
$600,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,040
SQFT
1140 BEACHCOMBER COURT 11
OSPREY, FL 34229
BLACKBURN POINT MARINA VILLAGE Subdivision
393 N POINT ROAD 301 OSPREY FL 34229
1 / 85
$625,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,594
SQFT
393 N POINT ROAD 301
OSPREY, FL 34229
MERIDIAN AT THE OAKS PRESERVE Subdivision
260 HIDDEN BAY DRIVE 304 OSPREY FL 34229
1 / 70
$699,000
Condominium For Sale
Active
2
BEDS
3
TOTAL BATHS
1,950
SQFT
260 HIDDEN BAY DRIVE 304
OSPREY, FL 34229
EDGEWATER/HIDDEN BAY PH 2 BLDG Subdivision
4284 EXPEDITION WAY NA OSPREY FL 34229
1 / 40
$339,900
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,430
SQFT
4284 EXPEDITION WAY NA
OSPREY, FL 34229
BAY STREET VILLAGE Subdivision
57 BISHOPS COURT ROAD 121 OSPREY FL 34229
Price Change - 4 weeks ago
1 / 86
$655,000
Townhouse For Sale
Active
2
BEDS
3
TOTAL BATHS
1,890
SQFT
57 BISHOPS COURT ROAD 121
OSPREY, FL 34229
OAKS Subdivision
291 HIDDEN BAY DRIVE 102 OSPREY FL 34229
1 / 58
$399,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,479
SQFT
291 HIDDEN BAY DRIVE 102
OSPREY, FL 34229
HIDDEN BAY / LAKE VISTA Subdivision
3621 N POINT ROAD 301 OSPREY FL 34229
1 / 95
$625,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,680
SQFT
3621 N POINT ROAD 301
OSPREY, FL 34229
MERIDIAN AT THE OAKS PRESERVE Subdivision
409 N POINT ROAD 601 OSPREY FL 34229
1 / 63
$1,250,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
2,594
SQFT
409 N POINT ROAD 601
OSPREY, FL 34229
MERIDIAN AT THE OAKS PRESERVE Subdivision
14041 BELLAGIO WAY 415 OSPREY FL 34229
1 / 41
$699,000
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,736
SQFT
14041 BELLAGIO WAY 415
OSPREY, FL 34229
VILLAS AT BELLAGIO HARBOR VILLAGE Subdivision
401 N POINT ROAD 1001 OSPREY FL 34229
1 / 60
$1,995,000
Condominium For Sale
Active
3
BEDS
3
TOTAL BATHS
3,029
SQFT
401 N POINT ROAD 1001
OSPREY, FL 34229
MERIDIAN AT THE OAKS PRESERVE Subdivision
242 HIDDEN BAY DRIVE 602 OSPREY FL 34229
1 / 41
$719,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,932
SQFT
242 HIDDEN BAY DRIVE 602
OSPREY, FL 34229
BAYPOINTE VISTA 1 Subdivision
51 MACEWEN DRIVE 11 OSPREY FL 34229
Price Change - 4 weeks ago
1 / 42
$275,000
Condominium For Sale
Active
1
BED
1
TOTAL BATH
623
SQFT
51 MACEWEN DRIVE 11
OSPREY, FL 34229
WINDSOR LODGE AT THE OAKS Subdivision

 

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The Wendy Lynn Group Sarasota exp Realty



  • 1300 Main Street, Sarasota, FL 34236

  • 941-421-7375

  • info@sunnysarasotahomes.com

Osprey Neighborhoods

  • Bay Street
  • Sorrento Shores
  • Southbay YRC

Areas We Serve

  • Anna Maria
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Myakka City
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • South Hillsborough
  • 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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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

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Wendy Lynn on X

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
17h 2041127563632759164

Overpricing in week one often leads to reductions later. Positioning matters.,#PricingStrategy,https://www.wendylynngroup.com/seller/valuation/

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
3 Apr 2040040400149160253

Ellenton offers proximity to I-75 and growing commuter appeal.,#EllentonFlorida,

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Ellenton offers Homes for Sale & Condos in a Growing Community

Ellenton offers Homes for Sale & Condos in a Growing Community. Ellenton Real Estate includes spacious homes & con...

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
2 Apr 2039678022995833173

"Security, privacy, and amenities continue to drive demand for gated communities.",#GatedLiving,

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Homes for Sale in Gated Communities of Manatee & Sarasota County

This preconfigured search includes Gated Community Homes for Sale in Manatee & Sarasota County including Lakewood Ranch & the Sarasota Keys.

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
1 Apr 2039315626804543527

Price adjustments are not weakness � they are strategy when aligned with buyer demand.,#MarketUpdate,https://www.wendylynngroup.com/market-report.php

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
31 Mar 2039040449261064202

🛌 2 🛀 2 🚘 2
📍 2 bed | 2 bath | 2 car

It was our pleasure to help get this one sold!
Need to Sell Yours? Just Say "WEN" 941-421-7375

https://rma.reviews/6nn3w8oyi7zs

...
#sold #wendylynngroup #realtor #sarasota #bradenton #srq #lwr #realestate #lakewoodranch...

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
31 Mar 2038953234790818108

Siesta Key remains one of Florida�s most recognizable coastal destinations.,#SiestaKey,

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Siesta Key : A Most Distinguished Island with Homes for Sale & Condos

Siesta Key is a Most Distinguished Island with Homes for Sale & Condos. Waterfront estates, beachfront condominium t...

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