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34229 Homes For Sale & 34229 FL Real Estate

Home For Sale $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 7 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 12 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 14 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

House exterior with palm trees and a well-manicured lawn at 247 Keel Way, Osprey, FL 34229
House exterior showcasing landscaping and palm trees at 247 Keel Way, Osprey, FL 34229
Elegant entryway with columns, a purple door, and lush plants at 247 Keel Way, Osprey, FL 34229
On Market For 14 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 21 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 20 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 $699,500

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 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2125

  • Year Built

    2002

  • $/SqFt

    $329

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 $1,850,000

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 23 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4388

  • Year Built

    1990

  • $/SqFt

    $422

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

Home For Sale $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 23 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.

Home For Sale $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 24 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.

Pended $789,000

Aerial view showcasing a community of homes near water at 5729 Long Shore Loop, Sarasota, FL 34229
Single-story home with a light-colored facade, landscaped yard, and paved driveway at 5729 Long Shore Loop, Sarasota, FL 34229
Home exterior showcasing a two-car garage and landscaped front yard at 5729 Long Shore Loop, Sarasota, FL 34229
On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2098

  • Year Built

    2022

  • $/SqFt

    $376

SUNRISE PRESERVE is a Highly Sought After, Amenity-rich, Gated Community with ease of access to I-75, area Beaches including #1-rated Siesta Beach, Shopping, Downtown Sarasota cultural venues, and all that Florida’s Gulf Coast Living has to offer. **ENJOY THE 3D VIRTUAL TOUR** GENEROUS PROPERTY.

Home For Sale $950,000

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 28 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3060

  • Year Built

    2002

  • $/SqFt

    $310

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 $625,000

Well-maintained lawn with tropical plants and a tree in the front yard at 111 Webb St, Osprey, FL 34229
House exterior showcasing a lush green lawn and mature trees at 111 Webb St, Osprey, FL 34229
Inviting front porch with red door and white railing at 111 Webb St, Osprey, FL 34229
On Market For 16 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1528

  • Year Built

    1954

  • $/SqFt

    $409

Home Is Available To Be Sold Fully Furnished. RE/MAX ALLIANCE 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 29 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..

Home For Sale $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 30 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 29 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 30 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 31 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 32 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 33 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 34 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 36 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 $379,000

Reduced By $1,000

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 41 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    2004

  • $/SqFt

    $347

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 44 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 44 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 52 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 $799,000

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 53 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2767

  • Year Built

    1998

  • $/SqFt

    $289

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

Home For Sale $959,000

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 55 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1402

  • Year Built

    1966

  • $/SqFt

    $684

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 56 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 $599,000

Reduced By $16,000

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 59 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1862

  • Year Built

    1990

  • $/SqFt

    $322

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.

Home For Sale $673,000

Reduced By $26,000

Enclosed pool and patio area, great for relaxing at 610 Pine Ranch East Rd, Osprey, FL 34229
Relaxing pool area with covered patio and wicker furniture 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
On Market For 60 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 $1,690,000

House nestled in a waterfront community with lush landscaping at 325 Osprey Point Dr, Osprey, FL 34229
Gray home with a paver driveway and landscaping at dusk at 325 Osprey Point Dr, Osprey, FL 34229
Peaceful waterfront scene with a vibrant sunset reflection at 325 Osprey Point Dr, Osprey, FL 34229
On Market For 62 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3905

  • Year Built

    1986

  • $/SqFt

    $433

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

Home For Sale $1,850,000

Single-Gathering home with lush landscaping and a three-car garage at 141 Sugar Mill Dr, Osprey, FL 34229
Beautiful home with a three-car garage and a paver driveway at 141 Sugar Mill Dr, Osprey, FL 34229
Luxury home showcasing a two-car garage and lush landscaping at 141 Sugar Mill Dr, Osprey, FL 34229
On Market For 65 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3118

  • Year Built

    2016

  • $/SqFt

    $593

With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth for social events, The Oaks is truly Sarasota’s premier golf and country club. COLDWELL BANKER REALTY.

Home For Sale $600,000

Reduced By $50,000

House exterior with a brick driveway and lush landscaping at 264 Woods Point Rd, Osprey, FL 34229
Aerial view of a waterfront community, showcasing a charming villa nestled amongst lush greenery at 264 Woods Point Rd, Osprey, FL 34229
Inviting front entry with brick pavers, a charming door, and a small sitting area at 264 Woods Point Rd, Osprey, FL 34229
*POTENTIAL GREAT VALUE
On Market For 82 Days
  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    2837

  • Year Built

    1992

  • $/SqFt

    $211

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

Home For Sale $925,000

Bird's eye view of single-story home with pool and lush surroundings at 13 Bayhead Ln, Osprey, FL 34229
Aerial view showcasing home near the waterfront in a tranquil community at 13 Bayhead Ln, Osprey, FL 34229
Single-story home nestled in a wooded area with a large yard at 13 Bayhead Ln, Osprey, FL 34229
On Market For 90 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2310

  • Year Built

    2001

  • $/SqFt

    $400

A Golf equity or Social membership is required with a real estate purchase. MICHAEL SAUNDERS & COMPANY.

Pended $699,000

Reduced By $30,000

Single-story home with palm trees and landscaped yard at 193 Willow Bend Way, Osprey, FL 34229
Single story home with lush landscaping and driveway at 193 Willow Bend Way, Osprey, FL 34229
Single-story home with a terracotta roof and mature trees at 193 Willow Bend Way, Osprey, FL 34229
On Market For 96 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2658

  • Year Built

    2002

  • $/SqFt

    $263

Being centrally located, enjoy all the amenities Sarasota and Venice have, including arts, entertainment, championship golf, restaurants and shopping. FLORIDA HOME TEAM LLC.

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 103 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.

Pended $550,000

Reduced By $25,000

Aerial view of a single-Gathering home with a pool, located in a residential neighborhood at 502 Oak Bay Dr, Osprey, FL 34229
Single-story home with white exterior, landscaping, and a paved driveway at 502 Oak Bay Dr, Osprey, FL 34229
House exterior showcasing white walls, landscaping, and a mailbox at 502 Oak Bay Dr, Osprey, FL 34229
On Market For 95 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2116

  • Year Built

    1995

  • $/SqFt

    $260

Schedule your private showing today and enjoy Florida living at its finest! RE/MAX ALLIANCE GROUP.

Home For Sale $439,900

Reduced By $10,000

Front view of the house showcasing the entrance and landscaping at 2068 Preymore St, Osprey, FL 34229
Inviting entryway with a red door, unique metalwork, and potted plants at 2068 Preymore St, Osprey, FL 34229
Bright and airy entryway with tile floors and built-in storage at 2068 Preymore St, Osprey, FL 34229
On Market For 110 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1648

  • Year Built

    1995

  • $/SqFt

    $267

Make this fabulous property your new home! You will love living here! COLDWELL BANKER SARASOTA CENT..

Home For Sale $3,995,000

Reduced By $255,000

Luxury waterfront home with circular driveway at 412 Cezanne Dr, Osprey, FL 34229
Luxury waterfront home with pool and expansive grounds at 412 Cezanne Dr, Osprey, FL 34229
Modern home with gray siding, metal roof and large windows at 412 Cezanne Dr, Osprey, FL 34229
On Market For 111 Days
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4535

  • Year Built

    1975

  • $/SqFt

    $881



This one-of-a-kind property offers luxury, privacy, and the ultimate Florida lifestyle—don’t miss the opportunity to make it yours! CORNERSTONE R.E OF SW FL.

Home For Sale $325,000

Spacious living room featuring a leather sectional sofa, electric fireplace, and hardwood floors at 427 Washington Ave, Osprey, FL 34229
Charming dining room with rustic table, wine storage, and colorful rug at 427 Washington Ave, Osprey, FL 34229
Bright bedroom with tiled floors and built-in closet at 427 Washington Ave, Osprey, FL 34229
On Market For 119 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1120

  • Year Built

    1957

  • $/SqFt

    $290

Call today for more information and to discuss setback details! KELLER WILLIAMS REALTY SELECT.

Home For Sale $888,000

Reduced By $42,000

Single-story house with a teal roof, waterfront property at 1768 S Creek Ln, Osprey, FL 34229
Aerial view of waterfront home community, showcasing houses with lush landscaping and a canal at 1768 S Creek Ln, Osprey, FL 34229
Aerial view of a residential neighborhood with houses, green spaces, and a glimpse of the city at 1768 S Creek Ln, Osprey, FL 34229
On Market For 125 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2837

  • Year Built

    1998

  • $/SqFt

    $313

Don't miss out on this Awesome home - Schedule your viewing today! COASTAL LUXURY PARTNERS, INC..

Home For Sale $2,225,000

Reduced By $70,000

Aerial view of luxury home near water and golf course at 627 Eagle Watch Ln, Osprey, FL 34229
Luxury home exterior with paver driveway and garage at 627 Eagle Watch Ln, Osprey, FL 34229
Luxury home exterior with paver driveway and entryway at 627 Eagle Watch Ln, Osprey, FL 34229
On Market For 131 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3896

  • Year Built

    1989

  • $/SqFt

    $571

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

Home For Sale $2,950,000

Reduced By $250,000

Waterfront home with private dock and lush landscaping at 503 Velasquez Dr, Osprey, FL 34229
Landscaped entryway with palm trees and brick walkway at 503 Velasquez Dr, Osprey, FL 34229
Spacious kitchen with granite countertops and stainless steel appliances at 503 Velasquez Dr, Osprey, FL 34229
On Market For 153 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2862

  • Year Built

    1979

  • $/SqFt

    $1,031

Sorrento Shores - This unique waterfront estate embodies the best of Florida living and offers a rare opportunity to own a slice of paradise on the bay. EXP REALTY LLC.

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 154 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.

Home For Sale $1,025,000

Reduced By $150,000

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 154 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2112

  • Year Built

    1975

  • $/SqFt

    $485

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

Home For Sale $649,900

Reduced By $79,100

Charming home with a two-car garage and manicured lawn at 593 Crane Prairie Way, Osprey, FL 34229
Luxury homes with private pools and lake access at 593 Crane Prairie Way, Osprey, FL 34229
Luxury homes with private pools and lake access at 593 Crane Prairie Way, Osprey, FL 34229
On Market For 160 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2340

  • Year Built

    2005

  • $/SqFt

    $278

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

Home For Sale $1,500,000

Elegant front entrance with columns and a glass door at 1108 Bayhead Ln, Osprey, FL 34229
Enclosed pool area overlooking a tranquil lake at sunset at 1108 Bayhead Ln, Osprey, FL 34229
Enclosed pool area overlooking a tranquil lake at sunset at 1108 Bayhead Ln, Osprey, FL 34229
On Market For 161 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3541

  • Year Built

    1997

  • $/SqFt

    $424

Bring your clothes & live happily in this incredibly comforting home. Cheers & welcome home! ILLUSTRATED PROPERTIES LLC (CO.

Home For Sale $425,000

Reduced By $24,900

Ranch-style home with a two-car garage and well-maintained lawn at 329 Bay Vista Ave, Osprey, FL 34229
Aerial view of waterfront homes and community at 329 Bay Vista Ave, Osprey, FL 34229
Aerial view showcasing home with large backyard at 329 Bay Vista Ave, Osprey, FL 34229
On Market For 136 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1346

  • Year Built

    1963

  • $/SqFt

    $316

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

Home For Sale $1,675,000

Reduced By $125,000

Two-story house with red tile roof, lush landscaping, and a brick driveway at 738 Macewen Dr, Osprey, FL 34229
Two-story house with red tile roof, lush landscaping, and a brick driveway at 738 Macewen Dr, Osprey, FL 34229
Two-story house with red tile roof, lush landscaping, and a brick driveway at 738 Macewen Dr, Osprey, FL 34229
On Market For 181 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4614

  • Year Built

    2003

  • $/SqFt

    $363

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

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.

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