107 Results

View 107 Osprey Florida Homes for Sale

Home For Sale $579,000

Reduced By $4,000

Single-story home with attached garage and lush landscaping at 531 Latitude Ln, Osprey, FL 34229
Bird's eye view of a house and neighborhood with a lake at 531 Latitude Ln, Osprey, FL 34229
Aerial view showing home's location in a waterfront community at 531 Latitude Ln, Osprey, FL 34229
On Market For 70 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1857

  • Year Built

    2004

  • $/SqFt

    $312

The property is also free of CDD fees and is in a preferred X flood zone, making it an ideal blend of luxury, convenience and security. PREMIER SOTHEBYS INTL REALTY.

Pended $450,000

Reduced By $25,000

Aerial view showing the property's location in a residential neighborhood near the water at 441 N Shore Dr, Osprey, FL 34229
Bright and airy living room with tiled floors, comfortable seating, and a dining area at 441 N Shore Dr, Osprey, FL 34229
Spacious living room with tiled floors, sliding doors leading to a screened-in patio at 441 N Shore Dr, Osprey, FL 34229
On Market For 27 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1334

  • Year Built

    1970

  • $/SqFt

    $337

One or more photo(s) has been virtually staged. EXIT KING REALTY.

Home For Sale $2,995,000

Reduced By $155,000

Luxury home nestled in a quiet neighborhood with water views at 662 Fernwalk Ln, Osprey, FL 34229
Inviting pool and spa area with screened enclosure and patio furniture at 662 Fernwalk Ln, Osprey, FL 34229
Spacious living room featuring hardwood floors and a cozy fireplace at 662 Fernwalk Ln, Osprey, FL 34229
On Market For 75 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4359

  • Year Built

    1989

  • $/SqFt

    $687

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

Home For Sale $1,097,000

Reduced By $92,000

Tan house with tile roof, landscaping, and two-car garage at 3904 Waypoint Ave, Osprey, FL 34229
Aerial view of a single Gathering home with a two-car garage and lush landscaping at 3904 Waypoint Ave, Osprey, FL 34229
Wide aerial view of waterfront community with single Gathering home highlighted at 3904 Waypoint Ave, Osprey, FL 34229
On Market For 76 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2344

  • Year Built

    2016

  • $/SqFt

    $468

With its prime location on a quiet cul-de-sac, this home promises an incredible lifestyle enriched by the natural beauty of its surroundings. PREMIER SOTHEBYS INTL REALTY.

Pended $900,000

Reduced By $75,000

Sparkling screened-in pool and spa with lush tropical landscaping at 1237 Flying Bridge Ln, Osprey, FL 34229
Inviting front entrance with patterned tile and lush landscaping at 1237 Flying Bridge Ln, Osprey, FL 34229
Bright and airy entryway with a tiled floor and neutral color palette at 1237 Flying Bridge Ln, Osprey, FL 34229
On Market For 76 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2045

  • Year Built

    1978

  • $/SqFt

    $440

Conveniently located between Sarasota and Venice with shopping, dining, beaches and more, close a hand. PAT WILLIAMS REALTY, LLC.

Home For Sale $795,000

Reduced By $100,000

Bird's-eye view of a house and surrounding neighborhood at 424 Cezanne Dr, Osprey, FL 34229
Open dining area with kitchen access and tile floors at 424 Cezanne Dr, Osprey, FL 34229
Bright dining room with access to a screened porch at 424 Cezanne Dr, Osprey, FL 34229
On Market For 77 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    2945

  • Year Built

    1975

  • $/SqFt

    $270

Welcome home to your slice of paradise! MICHAEL SAUNDERS & COMPANY.

Home For Sale $1,285,000

Reduced By $115,000

Luxury home with pool, situated in a residential neighborhood near water at 135 N Creek Ln, Osprey, FL 34229
Community overview featuring a golf course, water features, and numerous houses at 135 N Creek Ln, Osprey, FL 34229
Beautiful house with a three-car garage, palm trees, and well-maintained landscaping at 135 N Creek Ln, Osprey, FL 34229
On Market For 80 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3160

  • Year Built

    2005

  • $/SqFt

    $407

Experience the pinnacle of Florida living in this exceptional home. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $749,900

Reduced By $30,100

An aerial view showcasing a home's location within a residential community at 1212 Windward Dr, Osprey, FL 34229
An aerial view of a single story home with a red tile roof in a residential neighborhood at 1212 Windward Dr, Osprey, FL 34229
Bright kitchen boasts white cabinets, tile floors, and ample counter space at 1212 Windward Dr, Osprey, FL 34229
On Market For 81 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1994

  • Year Built

    1982

  • $/SqFt

    $376

Community amenities include clubhouse, tennis & pickleball, and proximity to Pine View School, Legacy Trail, beaches & more! GENEROUS PROPERTY.

Home For Sale $2,450,000

Resort-style backyard oasis with pool, fire pit, and patio at 654 Trenton Way, Osprey, FL 34229
Inviting freeform pool and spa with covered patio and sunset views at 654 Trenton Way, Osprey, FL 34229
Relaxing fire pit area with comfortable seating in the backyard at 654 Trenton Way, Osprey, FL 34229
On Market For 83 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3582

  • Year Built

    1990

  • $/SqFt

    $684

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

Home For Sale $6,950,000

Reduced By $445,000

Private dock leading to a luxury waterfront home at 144 N Casey Key Rd, Osprey, FL 34229
Luxury waterfront home community with private docks at 144 N Casey Key Rd, Osprey, FL 34229
Grand waterfront home with elegant stone and blue exterior at 144 N Casey Key Rd, Osprey, FL 34229
On Market For 88 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5397

  • Year Built

    2003

  • $/SqFt

    $1,288

This is more than a home; it’s a sanctuary where luxury meets tranquility, and a legacy waiting to be claimed. Schedule your private showing today. EXP REALTY LLC.

Pended $1,250,000

House with circular driveway, waterfront property, and lush landscaping at 131 Tina Island Dr, Osprey, FL 34229
Single-story home with a white garage door, lush landscaping, and a circular driveway at 131 Tina Island Dr, Osprey, FL 34229
Inviting entryway with a decorative arch, white columns, and a walkway at 131 Tina Island Dr, Osprey, FL 34229
On Market For 58 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1787

  • Year Built

    1978

  • $/SqFt

    $699

Call today to schedule your private showing. WHITE SANDS REALTY GROUP FL.

Home For Sale $2,650,000

Inviting pool area with covered patio, outdoor kitchen, and ample seating at 370 Sugar Mill Dr, Osprey, FL 34229
Waterfront property with beautiful landscaping and a prime location at 370 Sugar Mill Dr, Osprey, FL 34229
Beautiful home showcasing tropical landscaping, circular drive and covered front entry at 370 Sugar Mill Dr, Osprey, FL 34229
On Market For 87 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4783

  • Year Built

    1996

  • $/SqFt

    $554

Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. GENEROUS PROPERTY.

Home For Sale $695,000

Reduced By $54,900

Single-story house with lush landscaping and a palm tree in front at 455 Park Trace Blvd, Osprey, FL 34229
Peaceful lakefront view with homes and lush greenery at 455 Park Trace Blvd, Osprey, FL 34229
Serene lake view from a lush, grassy backyard at 455 Park Trace Blvd, Osprey, FL 34229
On Market For 87 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2590

  • Year Built

    1999

  • $/SqFt

    $268

Nestled in a beautifully maintained neighborhood with unusually low HOA fees (under $57 a MONTH), this home offers a rare opportunity to experience waterfront living at an exceptional price! MICHAEL SAUNDERS & COMPANY.

Pended $1,095,000

Reduced By $100,000

An aerial view showcasing a waterfront community and a homesite with mature trees at 32 Bayhead Ln, Osprey, FL 34229
An aerial view showcasing a waterfront community and a homesite with mature trees at 32 Bayhead Ln, Osprey, FL 34229
An aerial view showcasing a waterfront community and a homesite with mature trees at 32 Bayhead Ln, Osprey, FL 34229
On Market For 81 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2570

  • Year Built

    1993

  • $/SqFt

    $426

This home is a must see. MICHAEL SAUNDERS & COMPANY.

Home For Sale $1,045,000

Reduced By $180,000

Relaxing screened patio with outdoor furniture and view of lush greenery at 227 Saint James Park, Osprey, FL 34229
Aerial view of house and golf course community at 227 Saint James Park, Osprey, FL 34229
Bright yellow house with a large driveway and manicured lawn at 227 Saint James Park, Osprey, FL 34229
On Market For 88 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2071

  • Year Built

    1986

  • $/SqFt

    $505

Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. GENEROUS PROPERTY.

Home For Sale $2,150,000

Luxury home with a spacious lot and water views at 85 Sugar Mill Dr, Osprey, FL 34229
Luxury home with a large driveway and manicured landscaping at 85 Sugar Mill Dr, Osprey, FL 34229
Inviting pool and spa area with covered patio at 85 Sugar Mill Dr, Osprey, FL 34229
On Market For 90 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4191

  • Year Built

    1991

  • $/SqFt

    $513

Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. GENEROUS PROPERTY.

Home For Sale $2,750,000

Reduced By $150,000

Open living room with comfortable seating, a fireplace, and kitchen views at 432 Sorrento Dr, Osprey, FL 34229
Stunning two-story home with a three-car garage and beautifully landscaped yard at 432 Sorrento Dr, Osprey, FL 34229
Inviting kidney-shaped pool with a screened enclosure and lounge chairs at 432 Sorrento Dr, Osprey, FL 34229
On Market For 95 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3640

  • Year Built

    2007

  • $/SqFt

    $755

Sorrento Shores - All major updates have already been done, there is nothing left to do but move in and enjoy this exquisite waterfront retreat. Schedule your private tour today! UKEEPCOMMISSION REAL ESTATE.

Home For Sale $829,000

Reduced By $8,000

Property's aerial view shows a large house with a pool and a lush green landscape at 790 Shadow Bay Way, Osprey, FL 34229
Aerial view showcasing the house's location and surrounding landscape at 790 Shadow Bay Way, Osprey, FL 34229
Front view of a stunning house with a large driveway and lush landscaping at 790 Shadow Bay Way, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 94 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3091

  • Year Built

    2002

  • $/SqFt

    $268

Plus, it's located in a preferred X flood zone with no CDD fees, making it a smart choice for any homeowner. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $910,000

Aerial view showcasing a home's location in a community with water access at 293 Turquoise Ln, Osprey, FL 34229
Single-story home with tile roof, paver driveway, and lush landscaping at 293 Turquoise Ln, Osprey, FL 34229
Bright entryway with double doors, wood-look floors, and neutral wall decor at 293 Turquoise Ln, Osprey, FL 34229
On Market For 95 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2271

  • Year Built

    2001

  • $/SqFt

    $401

Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. GENEROUS PROPERTY.

Home For Sale $724,900

Reduced By $21,000

Inviting single-story home boasts a three-car garage, tile roof, and lush landscaping at 644 Rivendell Blvd, Osprey, FL 34229
Close-up of an arched doorway with sidelights and lush landscaping surrounding the front entrance at 644 Rivendell Blvd, Osprey, FL 34229
Landscaped yard with lush greenery and palm trees, showcasing a beige house at 644 Rivendell Blvd, Osprey, FL 34229
On Market For 96 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2298

  • Year Built

    2001

  • $/SqFt

    $315

Rivendell - Within walking distance to Pine View School, this home also offers easy access to the Legacy Trail & Gulf beaches MICHAEL SAUNDERS & COMPANY.

Pended $399,000

Reduced By $66,000

Inviting front patio with tiled flooring, white picket fence, and small table at 418 Sarabay Rd, Osprey, FL 34229
Relaxing side patio with seating area and lush tropical landscaping at 418 Sarabay Rd, Osprey, FL 34229
Bright dining room featuring a neutral color palette and large picture window at 418 Sarabay Rd, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 96 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1767

  • Year Built

    1960

  • $/SqFt

    $226

Bay Acres - Come visit 418 Sarabay Road and come on home! DALTON WADE INC.

Pended $1,795,000

A stunning white modern home with palm trees and a paved walkway leading to the entrance at 269 Pine Ranch Trl, Osprey, FL 34229
Curved white stucco home with double doors and lush landscaping at 269 Pine Ranch Trl, Osprey, FL 34229
Modern double door entry with arched entryway and stone walkway at 269 Pine Ranch Trl, Osprey, FL 34229
On Market For 82 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3572

  • Year Built

    1997

  • $/SqFt

    $503

Add to all this a 2 CAR GARAGE with mechanic’s pit and a storage closet, a TWO MONTH OLD NEW ROOF, ALL IMPACT DOORS AND WINDOWS, a garden and gardener’s shed, with the ability to connect a sink, and so much more you truly must see this fabulous abode! COLDWELL BANKER REALTY.

Home For Sale $769,000

Reduced By $20,000

Charming single-story home featuring lush landscaping, a well-manicured lawn and a two-car garage at 518 Luminary Blvd, Osprey, FL 34229
Aerial view showcases this property's premier lakefront location with neighborhood views at 518 Luminary Blvd, Osprey, FL 34229
Aerial view of a lakeside property with lush landscaping and proximity to a serene lake at 518 Luminary Blvd, Osprey, FL 34229
On Market For 98 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2320

  • Year Built

    2005

  • $/SqFt

    $331

Embrace the lifestyle you’ve always dreamed of in this stunning Willowbend home. PREMIER SOTHEBYS INTL REALTY.

Pended $719,000

Reduced By $10,000

Overhead shot of a lovely home with a tile roof next to a lake in a beautiful community at 521 Luminary Blvd, Osprey, FL 34229
Stunning aerial view of a residential community with lush landscaping, serene lakes, and captivating ocean views at 521 Luminary Blvd, Osprey, FL 34229
Beautiful single-Gathering home featuring a well-manicured lawn, paved driveway, and a charming covered entryway at 521 Luminary Blvd, Osprey, FL 34229
On Market For 88 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2504

  • Year Built

    2004

  • $/SqFt

    $287

The property is conveniently near top-rated Pine View School, the Intracoastal Waterway, stunning beaches, the Legacy Trail, and a variety of shopping, dining and entertainment options, including iconic tiki bars. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $625,000

Reduced By $20,000

Gray house with blue door, columned porch, and landscaped yard at 566 Oak Bay Dr, Osprey, FL 34229
Gray house with blue door, columned porch, and landscaped yard at 566 Oak Bay Dr, Osprey, FL 34229
Gray house with blue door, columned porch, and landscaped yard at 566 Oak Bay Dr, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 103 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2559

  • Year Built

    1997

  • $/SqFt

    $244

If you are looking for a spacious pool home in a quiet secluded neighborhood look no more, you have found your forever home. SARABAY REAL ESTATE INC.

Home For Sale $1,649,000

Reduced By $225,000

Charming home with symmetrical design, elegant landscaping, and decorative exterior lighting at 75 Osprey Point Dr, Osprey, FL 34229
Expansive estate with lush greenery, sparkling pool, and architectural roofline at twilight at 75 Osprey Point Dr, Osprey, FL 34229
An aerial view showcasing a lush community, scenic water views, and beautiful residential properties at 75 Osprey Point Dr, Osprey, FL 34229
On Market For 107 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4001

  • Year Built

    1983

  • $/SqFt

    $412

Discover the unparalleled lifestyle and refined elegance of 75 Osprey Point, a home that stands apart in every detail. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $4,250,000

Reduced By $500,000

Grand estate with a circular driveway and lush landscaping at 275 Lookout Point Dr, Osprey, FL 34229
Waterfront property boasting a large home and beautiful views at 275 Lookout Point Dr, Osprey, FL 34229
Expansive waterfront property with a private dock at 275 Lookout Point Dr, Osprey, FL 34229
On Market For 108 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5279

  • Year Built

    2007

  • $/SqFt

    $805

For those who seek an exceptional waterfront life, nothing compares. PREMIER SOTHEBYS INTL REALTY.

Pended $730,000

Reduced By $65,000

A beautiful aerial view of a home featuring a tile roof, lush landscaping, and a paver driveway at 710 Shadow Bay Way, Osprey, FL 34229
Front entry with white double doors, a bench, and a tiled floor at 710 Shadow Bay Way, Osprey, FL 34229
Bright living room with hardwood floors and sliding glass doors to the pool at 710 Shadow Bay Way, Osprey, FL 34229
On Market For 123 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2533

  • Year Built

    2002

  • $/SqFt

    $288

Rivendell - This home provides the perfect combination of comfort, style, and convenience. MICHAEL SAUNDERS & COMPANY.

Pended $2,195,000

Reduced By $230,000

On Market For 84 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3598

  • Year Built

    1982

  • $/SqFt

    $610

The singular combination of location, waterfront and size make this a desirable property for an exceptional lifestyle. PREMIER SOTHEBYS INTL REALTY.

Pended $1,150,000

Beautiful home with lush landscaping and palm trees at 247 Keel Way, Osprey, FL 34229
Elegant entryway with columns and a purple door at 247 Keel Way, Osprey, FL 34229
Brick pathway leading to a view of the neighborhood at 247 Keel Way, Osprey, FL 34229
On Market For 82 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2871

  • Year Built

    1979

  • $/SqFt

    $401

Southbay Yacht & Racquet Club - Come take a look for yourself and see why this home in Southbay may be just what you are looking for! PAT WILLIAMS REALTY, LLC.

Home For Sale $2,695,000

Property with water access and many boats in a marina at 312 Yacht Harbor Dr, Osprey, FL 34229
House with tile roof, palm trees, and a manicured lawn at 312 Yacht Harbor Dr, Osprey, FL 34229
Open floor plan living area with seating, dining, and water views at 312 Yacht Harbor Dr, Osprey, FL 34229
On Market For 131 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2572

  • Year Built

    1978

  • $/SqFt

    $1,048

Be sure to request a copy of the 50-page digital property catalog, along with viewing the property film. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,825,000

Reduced By $25,000

Charming front entrance with brick walkway and well-maintained tropical landscaping at 401 Walls Way, Osprey, FL 34229
Charming exterior elevation with a large, well-manicured lawn and a long driveway at 401 Walls Way, Osprey, FL 34229
Inviting foyer with hardwood floors, a decorative mirror, and a grand double-door entry at 401 Walls Way, Osprey, FL 34229
On Market For 134 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4388

  • Year Built

    1990

  • $/SqFt

    $416

Don’t miss this opportunity to bring your most discerning clients to experience this extraordinary home. RE/MAX ALLIANCE GROUP.

Home For Sale $760,000

Reduced By $190,000

Property view showcasing its location in a waterfront community at 448 Park Trace Blvd, Osprey, FL 34229
Property view showcasing its location in a waterfront community at 448 Park Trace Blvd, Osprey, FL 34229
One-story home with tile roof, solar panels, and a paved driveway at 448 Park Trace Blvd, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 139 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3060

  • Year Built

    2002

  • $/SqFt

    $248

Park Trace Estates - **this Property Qualifies For A 1% Lender Incentive If Using Preferred Lender. Inquire For More Details. ** KW COASTAL LIVING III.

Pended $698,000

Reduced By $51,900

Exterior view of a house with tropical landscaping and palm trees at 123 Tina Island Dr, Osprey, FL 34229
Front entrance with terracotta-colored door and hanging plants at 123 Tina Island Dr, Osprey, FL 34229
Aerial view of the property and surrounding waterfront community at 123 Tina Island Dr, Osprey, FL 34229
On Market For 140 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1922

  • Year Built

    1964

  • $/SqFt

    $363

Property did not have any flood damage. COLDWELL BANKER SARASOTA CENT..

Pended $1,500,000

On Market For 140 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3094

  • Year Built

    1997

  • $/SqFt

    $485

Initiation Fees Going Up On 2/1/2025. Buy Now Before The Increase! COLDWELL BANKER REALTY.

Home For Sale $1,199,000

Reduced By $76,000

Aerial view showcasing the house and surrounding neighborhood at 120 Lookout Point Dr, Osprey, FL 34229
Gray house with metal roof, landscaping, and two palm trees at 120 Lookout Point Dr, Osprey, FL 34229
Gray house with metal roof, landscaping, and a walkway at 120 Lookout Point Dr, Osprey, FL 34229
On Market For 143 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2925

  • Year Built

    1985

  • $/SqFt

    $410

Southbay Yacht & Racquet Club - Private Marina, Tennis, Pickle Ball, Community Pool, Waterfront Park, Playground Clubhouse, Fitness Room and So much more! GOLF & BAY PROPERTIES LLC.

Home For Sale $695,000

Reduced By $34,000

One-story home with lush landscaping and walkway at 819 Shadow Bay Way, Osprey, FL 34229
Covered front porch with tiled flooring and seating area at 819 Shadow Bay Way, Osprey, FL 34229
Bright dining area with wicker chairs and glass top table at 819 Shadow Bay Way, Osprey, FL 34229
On Market For 144 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2145

  • Year Built

    2002

  • $/SqFt

    $324

Bedroom closet type is walk-in closet, primary bedroom. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $3,275,000

Two-story house with red tile roof, lush landscaping, and private dock at 135 Tina Island Dr, Osprey, FL 34229
Orange two-story house with double garage and Mediterranean style at 135 Tina Island Dr, Osprey, FL 34229
Waterfront property surrounded by canals, showcasing a luxurious home at 135 Tina Island Dr, Osprey, FL 34229
On Market For 145 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    2572

  • Year Built

    2011

  • $/SqFt

    $1,273

YOU CAN ENJOY THE DEEP WATER WITH NO BRIDGES TO THE BAY and much more. RE/MAX PALM REALTY OF VENICE.

Home For Sale $959,000

Bird's-eye view of a house and surrounding neighborhood, near the water at 21 Bayhead Ln, Osprey, FL 34229
Property showcasing a tile roof, and a lush green lawn at 21 Bayhead Ln, Osprey, FL 34229
House with tile roof and driveway, surrounded by trees and landscaping at 21 Bayhead Ln, Osprey, FL 34229
On Market For 147 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2216

  • Year Built

    2002

  • $/SqFt

    $433

There are two 18 hole championship golf courses, 12 HarTru tennis courts, 4 pickleball courts, croquet and many social activities. Membership is required. MICHAEL SAUNDERS & COMPANY.

Pended $325,000

Reduced By $55,000

Well maintained landscaping surrounds this single-story home with attached garage at 214 Patterson Ave, Osprey, FL 34229
Single story home with a large driveway and attached garage, nicely landscaped at 214 Patterson Ave, Osprey, FL 34229
Single story house with a fenced yard, lush lawn, and mature trees at 214 Patterson Ave, Osprey, FL 34229
On Market For 152 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    2004

  • $/SqFt

    $298

Live the Florida oasis lifestyle you’ve always dreamed of! RE/MAX ALLIANCE GROUP.

Home For Sale $4,195,000

Reduced By $300,000

Expansive pool and patio area with fire pit and outdoor kitchen at 854 Macewen Dr, Osprey, FL 34229
Large home with three-car garage and manicured landscaping at 854 Macewen Dr, Osprey, FL 34229
Spacious living room with a modern fireplace and pool view at 854 Macewen Dr, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 163 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    9081

  • Year Built

    2003

  • $/SqFt

    $462

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

Home For Sale $769,000

Reduced By $30,000

Single-story house with circular driveway and mature landscaping at 524 Oak Bay Dr, Osprey, FL 34229
Arial view of a house and surrounding neighborhood with golf course visible at 524 Oak Bay Dr, Osprey, FL 34229
Inviting entryway surrounded by tropical plants and a double door at 524 Oak Bay Dr, Osprey, FL 34229
On Market For 154 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2767

  • Year Built

    1998

  • $/SqFt

    $278

HOA fee is only $270.00 annually. New roof in 2019! COLDWELL BANKER REALTY.

Home For Sale $915,000

Reduced By $36,000

Enclosed pool and spa with scenic views at sunset at 650 Crane Prairie Way, Osprey, FL 34229
Community entrance sign for Willowbend at 650 Crane Prairie Way, Osprey, FL 34229
Street sign for Crane Prairie Way and Thompkins Dri at 650 Crane Prairie Way, Osprey, FL 34229
On Market For 167 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3183

  • Year Built

    2005

  • $/SqFt

    $287

Don't miss out on this rare opportunity to embrace the essence of coastal living in Osprey. Your dream home awaits! KELLER WILLIAMS ON THE WATER.

Home For Sale $525,000

Reduced By $90,000

Home with brick pavers, palm trees, and lush landscaping at 328 Woods Point Rd, Osprey, FL 34229
Tan house with tile roof, double garage, and lush landscaping at 328 Woods Point Rd, Osprey, FL 34229
Relaxing patio with seating area, plants and brick pavers at 328 Woods Point Rd, Osprey, FL 34229
On Market For 170 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1862

  • Year Built

    1990

  • $/SqFt

    $282

Come and visit this maintenance-free oasis today! COMPASS FLORIDA LLC.

Pended $673,000

Reduced By $26,000

Inviting kidney-shaped pool with screened enclosure at 610 Pine Ranch East Rd, Osprey, FL 34229
Modern kitchen with stainless steel appliances and quartz countertops at 610 Pine Ranch East Rd, Osprey, FL 34229
Inviting pool area with screened enclosure and patio furniture at 610 Pine Ranch East Rd, Osprey, FL 34229
On Market For 171 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2431

  • Year Built

    1995

  • $/SqFt

    $277

(Some Furniture available outside of contract) COLDWELL BANKER REALTY.

Home For Sale $515,000

Reduced By $135,000

Expansive aerial view of a community with lush greenery and a variety of beautiful homes featuring terracotta roofs at 264 Woods Point Rd, Osprey, FL 34229
House exterior with a brick driveway and lush landscaping at 264 Woods Point Rd, Osprey, FL 34229
Aerial view showcases coastal neighborhood; terracotta roofs, surrounding trees and proximity to the intercoastal waterway at 264 Woods Point Rd, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 165 Days
  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    2837

  • Year Built

    1992

  • $/SqFt

    $182

Don’t let this one get away. KELLER WILLIAMS ON THE WATER S.

Home For Sale $3,675,000

Reduced By $500,000

Ocean view pathway leads to home entrance, with landscaping and lighting at 5 N Casey Key Rd, Osprey, FL 34229
Bright living room with ocean view and sliding doors at 5 N Casey Key Rd, Osprey, FL 34229
Beachfront patio features white furniture and ocean views at 5 N Casey Key Rd, Osprey, FL 34229
On Market For 95 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2380

  • Year Built

    1969

  • $/SqFt

    $1,544

The allure of this locale is undeniable, as Casey Key Road was recently acclaimed the most coveted street nationwide, underscoring the status of this incredible barrier island. AYERS AND ASSOCIATES REAL ESTATE.

Home For Sale $1,795,000

Mediterranean style home with palm trees and circular driveway at 909 Macewen Dr, Osprey, FL 34229
Screened pool and spa with brick pavers and covered patio area at 909 Macewen Dr, Osprey, FL 34229
Elegant home with double doors and circular driveway at 909 Macewen Dr, Osprey, FL 34229
On Market For 214 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    4241

  • Year Built

    1991

  • $/SqFt

    $423

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

Home For Sale $1,595,000

Bird's eye view of single story home with red tile roof and circular driveway at 360 N Point Rd, Osprey, FL 34229
Aerial of luxury condos with water views and private villas at 360 N Point Rd, Osprey, FL 34229
Front view of charming Spanish style home with a covered entryway at 360 N Point Rd, Osprey, FL 34229
On Market For 265 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** GENEROUS PROPERTY.

Pended $899,900

Reduced By $275,100

Single story home with a large grassy yard at 124 Tina Island Dr, Osprey, FL 34229
Waterfront property with canal access shown in an aerial view at 124 Tina Island Dr, Osprey, FL 34229
Private dock with seating overlooking the canal at 124 Tina Island Dr, Osprey, FL 34229
On Market For 256 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2112

  • Year Built

    1975

  • $/SqFt

    $426

The property did not have any flood damage . COLDWELL BANKER SARASOTA CENT..

EasyStreet

Call to Schedule a Showing

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(727) 776-3277