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Osprey Homes For Sale & Osprey FL Real Estate

Pended $2,400,000

View 406 Walls Way Osprey FL
View Details 1 Photo
On Market For 99 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4284

  • Year Built

    1998

  • $/SqFt

    $560

The Oaks, Sarasota's premier golf and country club, features two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. MLS#A4606371. COLDWELL BANKER REALTY.

Home For Sale $3,400,000

View 140 N Casey Key Rd Osprey FL
View Details 88 Photos
View 140 N Casey Key Rd Osprey FL
View 140 N Casey Key Rd Osprey FL
View 140 N Casey Key Rd Osprey FL
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2473

  • Year Built

    1985

  • $/SqFt

    $1,375

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

Pended $899,000

View 800 Eaglenook Way Osprey FL
View Details 65 Photos
View 800 Eaglenook Way Osprey FL
View 800 Eaglenook Way Osprey FL
View 800 Eaglenook Way Osprey FL
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2632

  • Year Built

    1978

  • $/SqFt

    $342

Schedule your showing today, don’t let THE ONE get away! MLS#A4605689. MAVREALTY.

Home For Sale $965,000

View 1251 Windward Dr Osprey FL
View Details 20 Photos
View 1251 Windward Dr Osprey FL
View 1251 Windward Dr Osprey FL
View 1251 Windward Dr Osprey FL
On Market For 19 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2015

  • Year Built

    1986

  • $/SqFt

    $479

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

Home For Sale $639,000

View Details 30 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1977

  • Year Built

    1995

  • $/SqFt

    $323

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.

Home For Sale $1,995,000

View Details 68 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3674

  • Year Built

    2015

  • $/SqFt

    $543

Schedule your private tour today and prepare to be captivated by everything there is to offer! MLS#A4604065. MICHAEL SAUNDERS & COMPANY.

Home For Sale $475,000

Reduced By $20,000
View Details 55 Photos
On Market For 20 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1304

  • Year Built

    1972

  • $/SqFt

    $364

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 $155,000

View Details 42 Photos
*POTENTIAL GREAT VALUE
On Market For 25 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    673

  • Year Built

    1971

  • $/SqFt

    $230

Note to investors: This is an owner occupied community, No leasing permitted. MLS#A4604977. KELLER WILLIAMS CLASSIC GROUP.

Home For Sale $1,995,000

View Details 95 Photos
On Market For 22 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 $3,600,000

View Details 95 Photos
*POTENTIAL GREAT VALUE
On Market For 28 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6863

  • Year Built

    1992

  • $/SqFt

    $525

Bay-side residents also enjoy direct Bay access to the community Dock. MLS#A4603537. BERKSHIRE HATHAWAY HOMESERVICE.

Home For Sale $995,000

View Details 76 Photos
On Market For 29 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 25 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 $670,000

View Details 40 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    2002

  • $/SqFt

    $319

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

Home For Sale $1,100,000

View Details 79 Photos
*POTENTIAL GREAT VALUE
On Market For 123 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4031

  • Year Built

    1978

  • $/SqFt

    $273

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

Pended $2,875,000

View Details 78 Photos
On Market For 2 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4443

  • Year Built

    1988

  • $/SqFt

    $647

**ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** MLS#A4601951. GENEROUS PROPERTY.

Pended $1,150,000

View Details 100 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3215

  • Year Built

    1991

  • $/SqFt

    $358

3 Car Garage, Ac 2022, Kitchen Remodel 2018, Roof 2014 MLS#N6131630. RE/MAX PLATINUM REALTY.

Pended $829,900

View Details 46 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2027

  • Year Built

    1971

  • $/SqFt

    $409

Don't miss this chance to call this house your home. MLS#A4602378. BRIGHT REALTY.

Home For Sale $569,000

View Details 66 Photos
On Market For 35 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1680

  • Year Built

    1997

  • $/SqFt

    $339

Ideal as Year-round or Seasonal Residence---Move in Today! MLS#A4603307. KELLER WILLIAMS ON THE WATER S.

Home For Sale $1,689,900

View Details 45 Photos
On Market For 35 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 $818,000

Reduced By $21,000
View Details 29 Photos
On Market For 36 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2326

  • Year Built

    2004

  • $/SqFt

    $352

Rivendell The Woodlands - This home located in the preferred flood zone X. MLS#A4602936. RE/MAX ALLIANCE GROUP.

Pended $799,000

Reduced By $50,000
View Details 69 Photos
On Market For 29 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2069

  • Year Built

    1985

  • $/SqFt

    $386

Southbay Yacht & Racquet Club - Come live your dream in one of Sarasota’s best communities. MLS#A4602795. MICHAEL SAUNDERS & COMPANY.

Home For Sale $855,000

View Details 69 Photos
On Market For 40 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2695

  • Year Built

    2002

  • $/SqFt

    $317

Rivendell The Woodlands - There is also a heated community pool maintained by the Association. MLS#A4602604. M H FOGARTY AND COMPANY LLC.

Home For Sale $775,000

View Details 69 Photos
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2335

  • Year Built

    1992

  • $/SqFt

    $332

Don’t miss the opportunity to make 17 Bayhead Lane your place to enjoy an amazing Florida lifestyle. MLS#A4602140. MICHAEL SAUNDERS & COMPANY.

Home For Sale $624,000

Reduced By $36,000
View Details 50 Photos
*POTENTIAL GREAT VALUE
On Market For 46 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2165

  • Year Built

    2004

  • $/SqFt

    $288

Hurricane shutters and a central vacuum system are included. MLS#A4602443. PREMIER SOTHEBYS INTL REALTY.

Pended $1,195,000

Reduced By $100,000
View Details 80 Photos
On Market For 46 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2573

  • Year Built

    1989

  • $/SqFt

    $464

The Oaks Club is a Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World, and is minutes to Sarasota’s award winning beaches, downtown’s cultural arts, and shopping. MLS#A4601227. COLDWELL BANKER SARASOTA CENT..

Home For Sale $625,000

Reduced By $14,900
View Details 66 Photos
*POTENTIAL GREAT VALUE
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2165

  • Year Built

    2004

  • $/SqFt

    $289

Schedule your private showing today and experience luxury living at its finest! MLS#N6131596. RE/MAX PALM REALTY OF VENICE.

Home For Sale $674,500

Reduced By $15,500
View Details 49 Photos
On Market For 46 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2298

  • Year Built

    2005

  • $/SqFt

    $294

Gulf beaches and waterfront dining are minutes away, as well as the Legacy Trail and Oscar Scherer State Park. MLS#A4599724. KELLER WILLIAMS CLASSIC GROUP.

Pended $3,200,000

View Details 63 Photos
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3875

  • Year Built

    2024

  • $/SqFt

    $826

No waiting for membership and access to golf and all activities! MLS#A4601108. COLDWELL BANKER REALTY.

Home For Sale $1,095,000

View Details 64 Photos
On Market For 47 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2855

  • Year Built

    1997

  • $/SqFt

    $384

There is no shortage of shopping and dining options as well. Schedule your showing today! MLS#A4600972. ROSEBAY INTERNATIONAL REALTY INC.

Home For Sale $675,000

Reduced By $24,000
View Details 52 Photos
On Market For 50 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2312

  • Year Built

    1997

  • $/SqFt

    $292

Put this one on the top of your list! MLS#A4599768. COLDWELL BANKER REALTY.

Pended $789,000

View Details 49 Photos
On Market For 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2168

  • Year Built

    2001

  • $/SqFt

    $364

CLUB MEMBERSHIP IS AVAILABLE AND IS REQUIRED WITH PURCHASE. Paradise awaits. MLS#A4600903. COLDWELL BANKER SARASOTA CENT..

Home For Sale $525,000

View Details 63 Photos
On Market For 52 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1604

  • Year Built

    2000

  • $/SqFt

    $327

Community Clubhouse with generous-size pool is a short walk up the street and the beach is only 2 stoplights away! ! MLS#A4600898. FLORIDA HOME TEAM LLC.

Home For Sale $1,099,900

Reduced By $100,000
View Details 36 Photos
On Market For 53 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2932

  • Year Built

    1989

  • $/SqFt

    $375

Schedule your private showing today and make this slice of paradise yours! MLS#N6131393. ENGEL + VOELKERS SARASOTA.

Home For Sale $699,500

Reduced By $29,500
View Details 51 Photos
On Market For 68 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2125

  • Year Built

    2002

  • $/SqFt

    $329

Rivendell The Woodlands - Top-rated Pine View School is a short distance. MLS#A4599840. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,125,000

Reduced By $75,000
View Details 72 Photos
On Market For 57 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2614

  • Year Built

    2004

  • $/SqFt

    $430

Rivendell The Woodlands - This is Florida living at its best! MLS#A4596071. WIEGAND REALTY.

Pended $999,900

Reduced By $100,100
View Details 85 Photos
On Market For 59 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3420

  • Year Built

    2003

  • $/SqFt

    $292

Park Trace Estates - All the high-end furnishings in home available separately under a second transaction. MLS#A4600014. COLDWELL BANKER REALTY.

Pended $375,000

View Details 13 Photos
On Market For 30 Days

  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1163

  • Year Built

    1960

  • $/SqFt

    $322

See this one for yourself; book a showing today. MLS#A4600249. FINE PROPERTIES.

Home For Sale $4,400,000

Reduced By $350,000
View Details 63 Photos
On Market For 59 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2380

  • Year Built

    1969

  • $/SqFt

    $1,849

Easy access to the mainland and I-75 via the iconic Blackburn Point Bridge nearby. MLS#U8231292. CHARLES RUTENBERG REALTY INC.

Home For Sale $439,900

View Details 34 Photos
On Market For 59 Days

  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1173

  • Year Built

    1979

  • $/SqFt

    $375

Schedule a showing and let's have a conversation! (New HVAC 2023) MLS#C7487863. COLDWELL BANKER SUNSTAR REALTY.

Pended $1,400,000

View Details 70 Photos
*POTENTIAL GREAT VALUE
On Market For 59 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4551

  • Year Built

    1984

  • $/SqFt

    $308

Southbay Yacht & Racquet Club - The cherry on top is that the nationally recognized Pine View School is just up the street from this amazing home. MLS#A4599207. KELLER WILLIAMS ON THE WATER S.

Pended $1,140,000

View Details 57 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2541

  • Year Built

    1994

  • $/SqFt

    $449

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4599111. GENEROUS PROPERTY.

Pended $535,000

View Details 41 Photos
On Market For 39 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1800

  • Year Built

    2000

  • $/SqFt

    $297

Magnificent white sandy beaches, arts and culture, shopping, the Legacy Trail and the incredible Oscar Scherer State Park are all within easy reach. MLS#A4599309. COLDWELL BANKER REALTY.

Pended $1,950,000

View Details 68 Photos
On Market For 46 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4318

  • Year Built

    2002

  • $/SqFt

    $452

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4597332. GENEROUS PROPERTY.

Pended $1,250,000

Reduced By $45,000
View Details 55 Photos
On Market For 44 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2323

  • Year Built

    2016

  • $/SqFt

    $538

With Numerous Options for Restaurants, Shops, Beaches, and Golf Courses just Minutes Away, this Pristine, Move In Ready Residence Offers the Ultimate in Florida Living! MLS#A4599137. BRIGHT REALTY.

Home For Sale $674,000

Reduced By $91,900
View Details 64 Photos
On Market For 68 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1404

  • Year Built

    1978

  • $/SqFt

    $480

This is unique, rarely available and will not last long! MLS#T3502207. KEYS TO THE BAY REAL ESTATE.

Pended $2,250,000

View Details 69 Photos
On Market For 17 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4495

  • Year Built

    2008

  • $/SqFt

    $501

Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR** MLS#A4597331. GENEROUS PROPERTY.

Pended $997,000

View Details 45 Photos
On Market For 102 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3333

  • Year Built

    2001

  • $/SqFt

    $299

Rivendell The Woodlands - While a short distance from the Intracoastal and Gulf of Mexico, this home is in a preferred X flood zone. MLS#A4598201. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $745,000

Reduced By $20,000
View Details 44 Photos
On Market For 79 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2145

  • Year Built

    2002

  • $/SqFt

    $347

*Furniture available for purchase in separate agreement. * MLS#N6130841. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $824,900

Reduced By $50,100
View Details 45 Photos
On Market For 81 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2388

  • Year Built

    2002

  • $/SqFt

    $345

This home is the perfect mix of form and function, giving you the utmost privacy and relaxation in this extraordinary Osprey location! MLS#A4597181. WORTHINGTON PROPERTY GROUP INC.

Pended $624,000

Reduced By $25,000
View Details 33 Photos
On Market For 69 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1981

  • Year Built

    2001

  • $/SqFt

    $315

Now is your opportunity to call the Cottages at Rivendell your home. MLS#A4595816. MICHAEL SAUNDERS & COMPANY.

Viewing HOMES 1 to 50 of 90

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 863-557-1027 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,672,836
$2,925,000
113
0.0%
51.3%
141

Bradenton
$752,076
$575,000
1449
0.6%
57.6%
88

Bradenton Beach
$4,484,068
$3,500,000
31
0.0%
48.4%
135

Cortez
$1,339,400
$1,550,000
15
0.0%
40.0%
80

Ellenton
$511,500
$449,900
55
0.0%
54.5%
88

Englewood
$866,708
$519,495
474
0.8%
56.1%
109

Holmes Beach
$3,209,892
$2,000,000
111
0.0%
58.6%
120

Lakewood Ranch
$1,200,793
$849,000
340
0.3%
57.4%
87

Longboat Key
$3,372,804
$2,287,500
114
0.0%
57.9%
116

Myakka City
$998,568
$779,999
45
0.0%
62.2%
129

Nokomis
$1,079,102
$619,000
342
0.0%
55.0%
106

North Port
$407,961
$388,299
1133
0.8%
57.9%
133

Palmetto
$520,308
$426,445
456
1.3%
51.1%
94

Parrish
$528,353
$455,000
719
0.1%
60.1%
108

Sarasota
$1,522,929
$769,950
1694
0.5%
49.8%
101

Terra Ceia
$1,459,124
$1,087,500
8
0.0%
50.0%
97

Venice
$613,669
$559,000
930
0.3%
62.8%
96

EasyStreet

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