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Osprey Homes For Sale & Osprey FL Real Estate

Home For Sale $3,200,000

View 503 Velasquez Dr Osprey FL
View Details 32 Photos
View 503 Velasquez Dr Osprey FL
View 503 Velasquez Dr Osprey FL
View 503 Velasquez Dr Osprey FL
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2862

  • Year Built

    1979

  • $/SqFt

    $1,118

Sorrento Shores - Don't miss your opportunity to own your own piece of paradise! MLS#A4617786. EXP REALTY LLC.

Home For Sale $1,595,000

View 360 N Point Rd Osprey FL
View Details 57 Photos
View 360 N Point Rd Osprey FL
View 360 N Point Rd Osprey FL
View 360 N Point Rd Osprey FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2913

  • Year Built

    2023

  • $/SqFt

    $548

One or more photo(s) has been virtually staged. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4617671. GENEROUS PROPERTY.

Home For Sale $1,175,000

View 124 Tina Island Dr Osprey FL
View Details 35 Photos
View 124 Tina Island Dr Osprey FL
View 124 Tina Island Dr Osprey FL
View 124 Tina Island Dr Osprey FL
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2112

  • Year Built

    1975

  • $/SqFt

    $556

This is the waterfront opportunity you have been waiting for... MLS#A4616602. COLDWELL BANKER SARASOTA CENT..

Home For Sale $1,095,000

View 128 Sea Anchor Dr Osprey FL
View Details 79 Photos
View 128 Sea Anchor Dr Osprey FL
View 128 Sea Anchor Dr Osprey FL
View 128 Sea Anchor Dr Osprey FL
On Market For 3 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2677

  • Year Built

    1978

  • $/SqFt

    $409

The private community park offers beautiful waterfront views, and you'll be close to top-rated schools, restaurants, shopping and a state park. MLS#N6133895. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $729,000

View Details 72 Photos
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2340

  • Year Built

    2005

  • $/SqFt

    $312

Centrally located in Osprey within a short distance to beaches, restaurants & shopping. MLS#A4617437. COLDWELL BANKER SARASOTA CENT..

Home For Sale $1,399,999

View Details 30 Photos
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3541

  • Year Built

    1997

  • $/SqFt

    $395

Experience dreamy and peaceful living at its finest. MLS#G5084149. ILLUSTRATED PROPERTIES LLC (CO.

Home For Sale $449,900

View Details 19 Photos
*POTENTIAL GREAT VALUE
On Market For 10 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1758

  • Year Built

    1962

  • $/SqFt

    $256

This is a great opportunity to own a home in one of the most popular “west of the Trail” communities in the Sarasota area. Schedule your private tour today. MLS#A4617457. RE/MAX ALLIANCE GROUP.

Home For Sale $925,000

View Details 65 Photos
On Market For 11 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2433

  • Year Built

    2003

  • $/SqFt

    $380

Rivendell The Woodlands - Come see this home today, as it is truly a rare find! MLS#A4617081. BERKSHIRE HATHAWAY HOMESERVICE.

Home For Sale $5,350,000

View Details 90 Photos
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    4000

  • Year Built

    2024

  • $/SqFt

    $1,338

Bay Acres - This meticulously designed brand-new home offers unparalleled elegance for the exclusive waterfront lifestyle. MLS#N6133415. KELLER WILLIAMS ON THE WATER S.

Home For Sale $429,900

Reduced By $20,000
View Details 37 Photos
On Market For 14 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1963

  • $/SqFt

    $319

Bay Acres - Electric bill for a full year 2023 was $636.28 MLS#A4617047. HORIZON REALTY INTERNATIONAL.

Home For Sale $580,000

View Details 63 Photos
On Market For 15 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1981

  • Year Built

    1996

  • $/SqFt

    $293

Make an appointment to see it Today! MLS#A4616270. KELLER WILLIAMS REALTY SELECT.

Pended $779,000

View Details 54 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2323

  • Year Built

    2003

  • $/SqFt

    $335

Willowbend - While a short distance from the Intracoastal and Gulf of Mexico, this home is in a preferred X flood zone. MLS#A4616401. PREMIER SOTHEBYS INTL REALTY.

Pended $1,295,000

View Details 68 Photos
*POTENTIAL GREAT VALUE
On Market For 21 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4071

  • Year Built

    2002

  • $/SqFt

    $318

Schedule your private showing today and step into your dream home. MLS#A4615935. ROSEBAY INTERNATIONAL REALTY INC.

Home For Sale $1,800,000

View Details 100 Photos
On Market For 30 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4614

  • Year Built

    2003

  • $/SqFt

    $390

The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options. Membership is required with homeownership. MLS#A4615296. COLDWELL BANKER REALTY.

Home For Sale $825,000

View Details 63 Photos
On Market For 31 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2314

  • Year Built

    2003

  • $/SqFt

    $357

While a short distance from the Intracoastal and Gulf of Mexico, this home is in a preferred X flood zone. MLS#A4615081. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,220,000

View Details 52 Photos
On Market For 32 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2391

  • Year Built

    2016

  • $/SqFt

    $510

Don’t miss out on this rare opportunity to experience Sarasota living at its finest! MLS#A4615178. PREMIER SOTHEBYS INTL REALTY.

Pended $939,000

View Details 53 Photos
On Market For 32 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2504

  • Year Built

    2004

  • $/SqFt

    $375

Schedule your private showing today and start enjoying the perfect Florida lifestyle!! ! MLS#N6133515. CENTURY 21 SCHMIDT REAL ESTATE.

Home For Sale $759,000

View Details 65 Photos
On Market For 35 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2153

  • Year Built

    2002

  • $/SqFt

    $353

Priced to sell, this home is a must-see. Schedule your private showing today! MLS#A4614408. KELLER WILLIAMS ISLAND LIFE REAL ESTATE.

Pended $635,000

Reduced By $15,000
View Details 63 Photos
On Market For 39 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2229

  • Year Built

    1996

  • $/SqFt

    $285

**Click on Virtual Tour 1 For a 3D Tour** MLS#N6133406. ENGEL & VOELKERS VENICE DOWNTOWN.

Home For Sale $1,895,000

View Details 58 Photos
On Market For 42 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3464

  • Year Built

    2014

  • $/SqFt

    $547

Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4613147. GENEROUS PROPERTY.

Home For Sale $580,000

Reduced By $20,000
View Details 39 Photos
On Market For 44 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1867

  • Year Built

    1996

  • $/SqFt

    $311

Centrally located, this home offers convenient access to the area's picturesque gulf beaches, A-rated schools, the scenic Legacy Trail, Oscar Scherer State Park, and an abundance of shopping, dining, and entertainment options. MLS#A4611341. KELLER WILLIAMS CLASSIC GROUP.

Home For Sale $910,000

Reduced By $40,000
View Details 49 Photos
On Market For 45 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2513

  • Year Built

    1987

  • $/SqFt

    $362

Southbay Yacht & Racquet Club - Schedule your private tour today and experience firsthand the exceptional living this home offers. MLS#A4612015. COLDWELL BANKER SARASOTA CENT..

Home For Sale $999,000

Reduced By $101,000
View Details 50 Photos
On Market For 55 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3060

  • Year Built

    2002

  • $/SqFt

    $326

Park Trace Estates - A treasured lifestyle awaits you & yours, right here, right now!! ! MLS#N6133208. BRIGHT REALTY.

Home For Sale $1,100,000

Reduced By $70,000
View Details 31 Photos
On Market For 62 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2928

  • Year Built

    2002

  • $/SqFt

    $376

Rivendell The Woodlands - Award winning Pine View High School is within walking distance and was voted the #1 High School in the entire state of Florida!! ! MLS#N6133115. RESULTS REALTY GROUP LLC.

Home For Sale $3,350,000

Reduced By $150,000
View Details 89 Photos
*POTENTIAL GREAT VALUE
On Market For 63 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6863

  • Year Built

    1992

  • $/SqFt

    $488

Schedule a viewing today and step into a lifestyle defined by comfort, elegance, and unparalleled beauty. MLS#A4611882. WHITE SANDS REALTY GROUP FL.

Pended $1,900,000

View Details 100 Photos
On Market For 66 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4368

  • Year Built

    1998

  • $/SqFt

    $435

Located in south Sarasota, the community is minutes from nationally ranked Pine View School, and close to the Legacy Bike Trail, world renowned area beaches and all the shopping, dining and cultural offerings of downtown Sarasota. MLS#A4610759. COLDWELL BANKER REALTY.

Home For Sale $1,695,000

Reduced By $100,000
View Details 73 Photos
On Market For 66 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4001

  • Year Built

    1983

  • $/SqFt

    $424

Call now to schedule a private showing! MLS#A4611113. KELLER WILLIAMS ON THE WATER S.

Pended $619,000

Reduced By $66,000
View Details 31 Photos
On Market For 66 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2102

  • Year Built

    2002

  • $/SqFt

    $294

Rivendell The Woodlands - Culturally rich downtown Sarasota and charming Venice are moments away along with many public Gulf beaches. MLS#A4611383. RE/MAX ALLIANCE GROUP.

Home For Sale $865,000

View Details 40 Photos
On Market For 68 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2358

  • Year Built

    2001

  • $/SqFt

    $367

Membership is required and available. **MUST SEE! ** MLS#A4611066. COLDWELL BANKER REALTY.

Home For Sale $962,500

View Details 78 Photos
On Market For 73 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2176

  • Year Built

    1997

  • $/SqFt

    $442

Don’t miss your chance to explore this exclusive offering—schedule your private showing today! MLS#A4610560. FINE PROPERTIES.

Home For Sale $1,549,000

View Details 100 Photos
*POTENTIAL GREAT VALUE
On Market For 75 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4406

  • Year Built

    1989

  • $/SqFt

    $352

The Oaks has two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickleball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. MLS#A4610414. COLDWELL BANKER REALTY.

Home For Sale $6,500,000

View Details 38 Photos
On Market For 78 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3086

  • Year Built

    1916

  • $/SqFt

    $2,106

The allure of this locale is undeniable, as Casey Key Road was recently acclaimed as the most impressive street nationwide, underscoring the unparalleled status of this magical barrier island. MLS#N6132859. AYERS AND ASSOCIATES REAL ESTATE.

Home For Sale $1,259,000

Reduced By $40,000
View Details 50 Photos
On Market For 78 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3160

  • Year Built

    2005

  • $/SqFt

    $398

Located near "The Oaks" and “Stoney Brook” Country Clubs, beautiful beaches, nature trails, and more, this remarkable home seamlessly blends functionality, refinement, and the coveted Florida lifestyle. MLS#A4610275. RE/MAX ALLIANCE GROUP.

Home For Sale $965,000

Reduced By $135,000
View Details 93 Photos
On Market For 78 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2888

  • Year Built

    2002

  • $/SqFt

    $334

Rivendell The Woodlands - This lovely home has a serene Florida feel with its privacy and tropical beauty surrounding you. MLS#A4609658. COLDWELL BANKER REALTY.

Pended $3,100,000

View Details 100 Photos
On Market For 81 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4937

  • Year Built

    1999

  • $/SqFt

    $628

Featuring two championship golf courses, lighted pickleball courts, 12 HAR-TRU tennis courts (5 lighted), a state-of-the-art fitness center, croquet lawn, and a vast array of dining and social options, the Oaks is situated close to the gorgeous local beaches, and all the shopping, cultural and recreational offerings of Downtown Sarasota. MLS#A4609703. COLDWELL BANKER REALTY.

Pended $1,390,000

Reduced By $100,000
View Details 90 Photos
On Market For 81 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3526

  • Year Built

    2001

  • $/SqFt

    $394

Oaks - )Electric hurricane shutters, NEW ROOF 7/24. MLS#A4606078. CARON REALTY INC.

Home For Sale $1,900,000

Reduced By $200,000
View Details 89 Photos
On Market For 88 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    4885

  • Year Built

    1990

  • $/SqFt

    $389

Last but not least a wrap-around second floor balcony that sets the stage for pure elegance. Brand New roof installed 2024! ! MLS#A4608902. COLDWELL BANKER REALTY.

Home For Sale $1,295,000

Reduced By $94,000
View Details 62 Photos
On Market For 93 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2844

  • Year Built

    1988

  • $/SqFt

    $455

Social or Golf Membership is required at the Oaks. MLS#A4608440. SOLUTIONS REALTY.

Home For Sale $525,000

Reduced By $25,000
View Details 41 Photos
On Market For 95 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1334

  • Year Built

    1970

  • $/SqFt

    $394

Some of the photos have been virtually staged. Schedule a showing today! MLS#N6132543. PELICAN REALTY CORP.

Home For Sale $2,800,000

Reduced By $600,000
View Details 91 Photos
On Market For 114 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2473

  • Year Built

    1985

  • $/SqFt

    $1,132

Whether you purchase this home for entertainment or relaxation, you need to schedule a viewing. MLS#T3505796. LPT REALTY.

Pended $925,000

Reduced By $40,000
View Details 26 Photos
On Market For 107 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2015

  • Year Built

    1986

  • $/SqFt

    $459

Southbay Yacht & Racquet Club - Southbay offers the active Florida lifestyle you'll love. MLS#A4605059. HORIZON REALTY INTERNATIONAL.

Home For Sale $539,000

Reduced By $100,000
View Details 30 Photos
On Market For 117 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1977

  • Year Built

    1995

  • $/SqFt

    $273

Bay Oaks Estates - With Siesta and Nokomis Beaches nearby, you'll have endless opportunities to soak up the sun, swim in the crystal-clear waters, or simply unwind and take in the breathtaking views. MLS#A4605531. RE/MAX ALLIANCE GROUP.

Pended $425,000

Reduced By $70,000
View Details 55 Photos
On Market For 122 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1304

  • Year Built

    1972

  • $/SqFt

    $326

Great location in proximity to restaurants, shopping, Oscar Scherer State Park, Legacy Trail, Casey Key, Siesta Key, downtown Venice, and the world famous beaches of Florida's Gulf Coast! ! MLS#A4605082. UKEEPCOMMISSION REAL ESTATE.

Home For Sale $1,995,000

View Details 95 Photos
On Market For 119 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3912

  • Year Built

    1989

  • $/SqFt

    $510

Club membership is required with homeownership. MLS#A4603094. COLDWELL BANKER REALTY.

Home For Sale $995,000

View Details 76 Photos
*POTENTIAL GREAT VALUE
On Market For 127 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3182

  • Year Built

    1996

  • $/SqFt

    $313

Membership is required, either social or golf, and it's all waiting for you to enjoy the wonderful lifestyle convenient to everything Sarasota has to offer. MLS#A4604256. COLDWELL BANKER SARASOTA CENT..

Home For Sale $3,995,000

View Details 80 Photos
On Market For 127 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5453

  • Year Built

    1986

  • $/SqFt

    $733

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4600730. GENEROUS PROPERTY.

Home For Sale $655,000

Reduced By $15,000
View Details 40 Photos
On Market For 127 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    2002

  • $/SqFt

    $312

Rivendell The Woodlands - Located minutes from beaches, Oscar Scherer State Park and Legacy Trail. MLS#A4604523. MICHAEL SAUNDERS & COMPANY.

Home For Sale $999,000

Reduced By $101,000
View Details 79 Photos
*POTENTIAL GREAT VALUE
On Market For 131 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4031

  • Year Built

    1978

  • $/SqFt

    $248

Visit this home now to see its full potential for yourself MLS#A4603906. COLDWELL BANKER REALTY.

Home For Sale $1,689,900

View Details 45 Photos
On Market For 137 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3905

  • Year Built

    1986

  • $/SqFt

    $433

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4601618. GENEROUS PROPERTY.

Home For Sale $799,999

Reduced By $55,001
View Details 69 Photos
On Market For 125 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2695

  • Year Built

    2002

  • $/SqFt

    $297

Rivendell The Woodlands - There is also a heated community pool maintained by the Association.This property is minutes away from the nationally recognized Sarasota County public gifted Pine View School . MLS#A4602604. M H FOGARTY AND COMPANY LLC.

Viewing HOMES 1 to 50 of 71

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-252-3959 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,971,973
$2,912,500
74
0.0%
52.7%
177

Bradenton
$750,003
$585,000
1420
0.6%
57.7%
82

Bradenton Beach
$4,506,383
$3,899,000
29
0.0%
34.5%
138

Cortez
$1,652,600
$1,495,000
15
0.0%
33.3%
84

Ellenton
$533,614
$460,000
45
0.0%
71.1%
106

Englewood
$790,984
$475,000
387
0.8%
58.9%
105

Holmes Beach
$3,583,558
$2,250,000
84
0.0%
54.8%
147

Lakewood Ranch
$1,116,771
$783,029
286
0.3%
61.9%
96

Longboat Key
$4,066,845
$2,445,000
78
0.0%
52.6%
143

Myakka City
$1,096,377
$759,999
31
0.0%
64.5%
109

Nokomis
$956,032
$599,000
311
0.6%
63.3%
97

North Port
$399,052
$374,900
1041
1.1%
57.4%
124

Palmetto
$497,185
$420,055
403
1.7%
56.6%
83

Parrish
$519,985
$445,550
772
0.4%
53.6%
81

Sarasota
$1,391,534
$729,500
1554
0.7%
53.2%
96

Terra Ceia
$1,665,800
$1,199,000
5
0.0%
40.0%
93

Venice
$609,734
$539,000
749
0.5%
61.8%
103

EasyStreet

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