82 Results

Osprey Homes For Sale & Osprey FL Real Estate

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
Elegant home showcasing a manicured lawn and palm trees at 370 Sugar Mill Dr, Osprey, FL 34229
On Market Today
  • 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 $999,500

Well-maintained house with lush landscaping and a paver driveway at 146 Yacht Harbor Dr, Osprey, FL 34229
Inviting entryway with brick walkway and modern front door at 146 Yacht Harbor Dr, Osprey, FL 34229
Open concept living area visible from the foyer with double doors at 146 Yacht Harbor Dr, Osprey, FL 34229
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2627

  • Year Built

    1986

  • $/SqFt

    $380

This house is a unique treasure, perfect for someone wanting to live in an exceptional home within an exceptional community! COLDWELL BANKER REALTY.

Home For Sale $749,900

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 Today
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2590

  • Year Built

    1999

  • $/SqFt

    $290

Don't miss out on this exceptional opportunity to make it yours today! MICHAEL SAUNDERS & COMPANY.

Home For Sale $1,225,000

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 Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2071

  • Year Built

    1986

  • $/SqFt

    $592

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

Home For Sale $1,195,000

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 Today
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2570

  • Year Built

    1993

  • $/SqFt

    $465

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

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 3 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 $2,900,000

Inviting kidney-shaped pool with a screened enclosure and lounge chairs at 432 Sorrento Dr, Osprey, FL 34229
Relaxing screened pool area with plenty of space for lounging at 432 Sorrento Dr, Osprey, FL 34229
Enjoy the sunshine by the refreshing pool with comfortable seating at 432 Sorrento Dr, Osprey, FL 34229
On Market For 8 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3640

  • Year Built

    2007

  • $/SqFt

    $797

Sorrento Shores - Don’t miss your chance to own this exquisite waterfront retreat—schedule your private tour today! Roof 2023, AC's 2019 UKEEPCOMMISSION REAL ESTATE.

Home For Sale $837,000

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 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3091

  • Year Built

    2002

  • $/SqFt

    $271

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 8 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 $745,900

Inviting front entrance with arched entryway, lush landscaping, and a red door at 644 Rivendell Blvd, Osprey, FL 34229
Tan house with a three-car garage and nicely landscaped yard 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 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2298

  • Year Built

    2001

  • $/SqFt

    $325

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

Home For Sale $465,000

Relaxing side patio with seating area and lush tropical landscaping at 418 Sarabay Rd, Osprey, FL 34229
Bright dining room featuring a light wood table and six chairs at 418 Sarabay Rd, Osprey, FL 34229
Spacious living room with tile flooring and access to other rooms at 418 Sarabay Rd, Osprey, FL 34229
On Market For 9 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1767

  • Year Built

    1960

  • $/SqFt

    $263

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

Home For Sale $1,795,000

Front entrance with a walkway, lush landscaping, and palm trees at 269 Pine Ranch Trl, Osprey, FL 34229
Front entry featuring an arched doorway and tropical landscaping at 269 Pine Ranch Trl, Osprey, FL 34229
Brick walkway leading through a landscaped archway to the home at 269 Pine Ranch Trl, Osprey, FL 34229
On Market For 9 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 $585,000

House exterior featuring landscaping and a paved driveway at 1219 Chalet Ct, Osprey, FL 34229
Spacious screened patio with seating area and outdoor dining set at 1219 Chalet Ct, Osprey, FL 34229
Relaxing patio with wicker furniture, providing a peaceful outdoor space at 1219 Chalet Ct, Osprey, FL 34229
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2165

  • Year Built

    2004

  • $/SqFt

    $270

Additionally: Aqua Pro RO system and water softener system. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,185,000

An aerial view showcasing a home's location in a residential neighborhood at 219 Keel Way, Osprey, FL 34229
Exterior of single-story home with a paved driveway and landscaping at 219 Keel Way, Osprey, FL 34229
Relaxing screened-in pool area with lounge chairs and patio furniture at 219 Keel Way, Osprey, FL 34229
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2735

  • Year Built

    1980

  • $/SqFt

    $433

Southbay Yacht & Racquet Club - **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO** GENEROUS PROPERTY.

Home For Sale $789,000

One-story home with manicured lawn and palm trees at 518 Luminary Blvd, Osprey, FL 34229
Lakefront property with spacious backyard and mature trees at 518 Luminary Blvd, Osprey, FL 34229
Community overview showcasing a tranquil lake setting at 518 Luminary Blvd, Osprey, FL 34229
On Market For 12 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2320

  • Year Built

    2005

  • $/SqFt

    $340

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

Home For Sale $1,799,000

Bird's-eye view showcasing waterfront property with lush landscaping at 716 Sarabay Rd, Osprey, FL 34229
Property situated on the waterfront, offering stunning bay views at 716 Sarabay Rd, Osprey, FL 34229
Waterfront home nestled amongst tropical foliage, showcasing its tranquil setting at 716 Sarabay Rd, Osprey, FL 34229
On Market For 13 Days
  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    1857

  • Year Built

    1975

  • $/SqFt

    $969

Don’t miss out on this unique opportunity in Sarabay Acres! COLDWELL BANKER SARASOTA CENT..

Pended $782,000

Single-Gathering home exterior, featuring a neutral color scheme and lush landscaping at 663 Crane Prairie Way, Osprey, FL 34229
Aerial view of a single Gathering home in a quiet residential neighborhood at 663 Crane Prairie Way, Osprey, FL 34229
Aerial view showcasing a single-Gathering home near the waterfront at 663 Crane Prairie Way, Osprey, FL 34229
On Market For 13 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2306

  • Year Built

    2003

  • $/SqFt

    $339

Living in this work of art makes perfecting the art of living effortless. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $729,000

Single-Gathering home nestled in a community by the lake at 521 Luminary Blvd, Osprey, FL 34229
Single-Gathering home with tile roof and paver driveway at 521 Luminary Blvd, Osprey, FL 34229
House exterior featuring a tile roof, landscaping, and paver driveway at 521 Luminary Blvd, Osprey, FL 34229
On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2504

  • Year Built

    2004

  • $/SqFt

    $291

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 $645,000

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 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2559

  • Year Built

    1997

  • $/SqFt

    $252

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 $2,000,000

Elegant home exterior with Mediterranean-style architecture and landscaping at 855 Macewen Dr, Osprey, FL 34229
Front view of a beautiful house featuring a three car garage and brick driveway at 855 Macewen Dr, Osprey, FL 34229
Mediterranean-style house with a brick driveway and manicured landscaping at 855 Macewen Dr, Osprey, FL 34229
On Market For 2 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4361

  • Year Built

    2006

  • $/SqFt

    $459

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

Home For Sale $1,874,000

White two-story home with long driveway and mature landscaping at 75 Osprey Point Dr, Osprey, FL 34229
Elegant white home with black shutters and a brick driveway at 75 Osprey Point Dr, Osprey, FL 34229
Inviting pool area with patio furniture and lush landscaping at 75 Osprey Point Dr, Osprey, FL 34229
On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4001

  • Year Built

    1983

  • $/SqFt

    $468

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 $4,750,000

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 22 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5279

  • Year Built

    2007

  • $/SqFt

    $900

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

Pended $1,795,000

Light blue home with tile roof and columns at sunset at 676 Eagle Watch Ln, Osprey, FL 34229
Front entry with double doors, columns, and a tiled walkway at 676 Eagle Watch Ln, Osprey, FL 34229
Light blue home with tile roof, surrounded by shrubs and trees at 676 Eagle Watch Ln, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 30 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    5399

  • Year Built

    1992

  • $/SqFt

    $332

Close to everything Sarasota County has to offer, including beaches, parks and top-ranking Pine View School. Schedule a tour today. COLDWELL BANKER REALTY.

Home For Sale $795,000

Property view showcasing the house's location within a residential neighborhood 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
Living room with hardwood floors, built-in shelves, and comfortable seating at 710 Shadow Bay Way, Osprey, FL 34229
On Market For 35 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2533

  • Year Built

    2002

  • $/SqFt

    $314

Rivendell - A one-time $500 capital contribution is due at closing. MICHAEL SAUNDERS & COMPANY.

Home For Sale $2,425,000

House exterior showcasing brick pathway, landscaping, and attached garage at 1862 Island Way, Osprey, FL 34229
Waterfront property showcasing home, dock, and lush landscaping at 1862 Island Way, Osprey, FL 34229
Bird's-eye view of a waterfront home with solar panels and a pool at 1862 Island Way, Osprey, FL 34229
On Market For 38 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3598

  • Year Built

    1982

  • $/SqFt

    $674

Due to flood damage on the first floor, the house is for sale as is. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $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 38 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
Landscaped walkway leading to the entrance of the home at 312 Yacht Harbor Dr, Osprey, FL 34229
On Market For 45 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.

Pended $1,925,000

Luxury property nestled in a golf course community at 533 N Macewen Dr, Osprey, FL 34229
Tan house with palm trees and a long driveway at 533 N Macewen Dr, Osprey, FL 34229
Elegant entryway with double doors and ornate details at 533 N Macewen Dr, Osprey, FL 34229
On Market For 44 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3794

  • Year Built

    1999

  • $/SqFt

    $507

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

Home For Sale $669,000

Reduced By $30,500

Single-story house with red tile roof, attached garage, and manicured lawn at 1109 Scherer Way, Osprey, FL 34229
Aerial view showcasing house's location within a neighborhood, near a lake at 1109 Scherer Way, Osprey, FL 34229
House with red tile roof, pool, and backyard, near a lake at 1109 Scherer Way, Osprey, FL 34229
On Market For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2125

  • Year Built

    2002

  • $/SqFt

    $315

Rivendell The Woodlands - Plus, top-rated Pine View School is just a short distance away, making this home ideal for families seeking a blend of luxury, comfort and an active lifestyle. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $1,825,000

Reduced By $25,000

Two-story house with tile roof, fountain, and lush landscaping at sunset at 401 Walls Way, Osprey, FL 34229
Front entry of two-story house with tile roof and walkway at 401 Walls Way, Osprey, FL 34229
Two-story house with tile roof and circular driveway at 401 Walls Way, Osprey, FL 34229
On Market For 46 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.

Pended $765,000

Single-story house with a three-car garage and well-maintained lawn at 1076 Mallard Marsh Dr, Osprey, FL 34229
Beautiful single-story house with a three-car garage and lush landscaping at 1076 Mallard Marsh Dr, Osprey, FL 34229
Three-car garage and well-maintained landscaping enhance this lovely home at 1076 Mallard Marsh Dr, Osprey, FL 34229
On Market For 44 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2707

  • Year Built

    2001

  • $/SqFt

    $283

Sarasota and Venice have many culinary and cultural venues for you to explore. RE/MAX ALLIANCE GROUP.

Pended $420,000

Two story home with attached garage and spacious yard at 108 Park Dr, Osprey, FL 34229
Elevated home with large yard and mature tree at 108 Park Dr, Osprey, FL 34229
Spacious living room with tile flooring and adjacent dining area at 108 Park Dr, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 45 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2768

  • Year Built

    1956

  • $/SqFt

    $152

Towns End Shores - Don't miss the opportunity to own a Florida gem with so many possibilities! COLDWELL BANKER REALTY.

Home For Sale $940,000

Reduced By $10,000

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
On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3060

  • Year Built

    2002

  • $/SqFt

    $307

Park Trace Estates - Sarasota County’s world-renowned beaches, vibrant downtown districts in Sarasota and Venice, and opportunities for saltwater fishing are all just moments from your doorstep. KELLER WILLIAMS CLASSIC GROUP.

Home For Sale $749,900

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 53 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1922

  • Year Built

    1964

  • $/SqFt

    $390

The Blackburn boat ramp is only minutes away, and easy access to I-75, and the new Sarasota Memorial Hospital campus. COLDWELL BANKER SARASOTA CENT..

Pended $2,500,000

Impressive home showcasing a grand entrance and manicured landscaping at 703 Macewen Dr, Osprey, FL 34229
Elegant home exterior featuring a three-car garage and beautiful landscaping at 703 Macewen Dr, Osprey, FL 34229
Luxury home with a three-car garage and meticulously landscaped grounds at 703 Macewen Dr, Osprey, FL 34229
On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4641

  • Year Built

    2007

  • $/SqFt

    $539

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

Pended $1,500,000

On Market For 53 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 $659,000

Single-story home with palm trees and well-manicured lawn at 818 Oak Pond Dr, Osprey, FL 34229
House exterior featuring a paved driveway and two-car garage at 818 Oak Pond Dr, Osprey, FL 34229
Inviting entryway with red double doors and unique tree-themed wall art at 818 Oak Pond Dr, Osprey, FL 34229
On Market For 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1975

  • Year Built

    1996

  • $/SqFt

    $334

Bay Oaks Estates - Enjoy the ideal location of this home: close to the famous Legacy Biking Trail connecting Venice to Sarasota, Nokomis Beach, Historic Spanish Point, Oscar Scherer State Park and Pineview School for the gifted. SUNSET REALTY.

Home For Sale $1,275,000

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 56 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2925

  • Year Built

    1985

  • $/SqFt

    $436

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.

Pended $589,000

Community overview showing a single-Gathering house among others at 1327 Thornapple Dr, Osprey, FL 34229
Single-Gathering house with a two-car garage and nicely landscaped yard at 1327 Thornapple Dr, Osprey, FL 34229
Single-story house with a two-car garage and manicured lawn at 1327 Thornapple Dr, Osprey, FL 34229
On Market For 20 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2165

  • Year Built

    2003

  • $/SqFt

    $272

Additional features of the home include hurricane shutters for peace of mind and air conditioner replaced in 2017. PREMIER SOTHEBYS INTL REALTY.

Home For Sale $729,000

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 57 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2145

  • Year Built

    2002

  • $/SqFt

    $340

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 58 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 60 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.

Home For Sale $365,000

Reduced By $15,000

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 65 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    2004

  • $/SqFt

    $334

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

Home For Sale $950,000

House exterior featuring a yellow two-car garage, paver driveway, and palm trees at 186 Turquoise Ln, Osprey, FL 34229
Front view of a single-story house with a yellow garage door and a well-maintained lawn at 186 Turquoise Ln, Osprey, FL 34229
Single story house with yellow painted exterior, two-car garage and mature landscaping at 186 Turquoise Ln, Osprey, FL 34229
On Market For 68 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2294

  • Year Built

    2002

  • $/SqFt

    $414

Add in a celebrated social calendar, and you know you have found the perfect place to live an incredible lifestyle on the gorgeous Gulf Coast. COLDWELL BANKER REALTY.

Pended $550,000

Bright kitchen with island and breakfast nook at 555 Meadow Sweet Cir, Osprey, FL 34229
Cozy bedroom with window seat and built-ins at 555 Meadow Sweet Cir, Osprey, FL 34229
On Market For 23 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1680

  • Year Built

    1997

  • $/SqFt

    $327

It's all taken care of as well as the large heated swimming pool which is a few footsteps from your back door. It's a real charmer! JACK KELLER INC.

Home For Sale $4,495,000

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 76 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    9081

  • Year Built

    2003

  • $/SqFt

    $495

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

Home For Sale $775,000

Reduced By $24,000

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 76 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2767

  • Year Built

    1998

  • $/SqFt

    $280

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

Home For Sale $929,000

Reduced By $30,000

Charming Florida ranch home with a newly landscaped front yard and paver driveway at 320 Gaugin Dr, Osprey, FL 34229
Relaxing pool area with sunset views and a canal-front location at 320 Gaugin Dr, Osprey, FL 34229
Landscaped front yard with lush lawn and tiki hut at 320 Gaugin Dr, Osprey, FL 34229
On Market For 79 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1402

  • Year Built

    1966

  • $/SqFt

    $663

Call today to see this great home! KELLER WILLIAMS REALTY GOLD.

Home For Sale $951,000

Enclosed pool and spa with scenic views at sunset at 650 Crane Prairie Way, Osprey, FL 34229
Aerial view of a community with lakefront homes and lush landscaping at 650 Crane Prairie Way, Osprey, FL 34229
Community entrance sign for Willowbend at 650 Crane Prairie Way, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 80 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3183

  • Year Built

    2005

  • $/SqFt

    $299

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 $565,000

Reduced By $50,000

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 82 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1862

  • Year Built

    1990

  • $/SqFt

    $303

The community is less than a mile from the Gulf of Mexico, and is proximate to Blackburn Point Marina, County park with boat launch, shopping, entertainment, dining, the Legacy Trail and the Gulf beaches. COMPASS FLORIDA LLC.

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 813-244-6940 and speak with one of our real estate consultants.

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