5,093

Homes in ZIP Code 34229

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    • /2

      Est $1,890,638 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,368 Sq Ft

      451 E MacEwen Dr, Osprey, FL 34229

      451 E MacEwen Dr, Osprey, FL 34229
  • /4

    $109,000

    570 Blackburn Point Rd Unit 13, Osprey, FL 34229

    The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit 13, Osprey, FL 34229
  • /2

    $885,000 Sold Mar 31, 2025

    236 Hidden Bay Dr Unit 504, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $421/SF
    • 115 Days On Market

    Current Estimated Value $852,695

    Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    236 Hidden Bay Dr Unit 504, Osprey, FL 34229
    • /3

      Est $231,118 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 858 Sq Ft

      110 Oak St, Osprey, FL 34229

      110 Oak St, Osprey, FL 34229
  • /44

    $910,000

    • 3 Beds
    • 2 Baths
    • 2,271 Sq Ft

    293 Turquoise Ln, Osprey, FL 34229

    **STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s

    Mark Lyda GENEROUS PROPERTY

    293 Turquoise Ln, Osprey, FL 34229
  • /2

    $660,000 Sold Aug 26, 2025

    463 Park Trace Blvd, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft
    • Built 2002

    Last Sold Summary

    • 12% Below List Price
    • $307/SF
    • 63 Days On Market

    Current Estimated Value $658,827

    Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

    463 Park Trace Blvd, Osprey, FL 34229
    • /11

      Est $899,055 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,591 Sq Ft

      226 Saint James Park, Osprey, FL 34229

      226 Saint James Park, Osprey, FL 34229
  • /91

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 3,681 Sq Ft

    600 Eagle Watch Ln, Osprey, FL 34229

    One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3

    Mark Lyda GENEROUS PROPERTY

    600 Eagle Watch Ln, Osprey, FL 34229
  • /2

    $615,000 Sold Feb 21, 2025

    242 Hidden Bay Dr Unit 403, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • Built 1999

    Last Sold Summary

    • 12% Below List Price
    • $318/SF
    • 86 Days On Market

    Current Estimated Value $606,324

    Last Listing Agent Tina Renta KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    242 Hidden Bay Dr Unit 403, Osprey, FL 34229
    • /70

      Est $1,564,600 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,551 Sq Ft

      337 Passage Way, Osprey, FL 34229

      337 Passage Way, Osprey, FL 34229
  • /69

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    362 Pine Run Dr Unit 362, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck.

    Priscilla Adams COMPASS FLORIDA LLC

    362 Pine Run Dr Unit 362, Osprey, FL 34229
  • /2

    $1,700,000 Sold Jun 12, 2025

    525 S Shore Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,315 Sq Ft
    • Built 1972

    Last Sold Summary

    • 15% Below List Price
    • $734/SF
    • 108 Days On Market

    Current Estimated Value $1,658,798

    Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

    525 S Shore Dr, Osprey, FL 34229
    • /24

      Est $840,193 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,448 Sq Ft

      130 N Creek Ln, Osprey, FL 34229

      130 N Creek Ln, Osprey, FL 34229
  • /48

    $184,900

    • 1 Bed
    • 1.5 Baths
    • 865 Sq Ft

    238 Woodland Dr, Osprey, FL 34229

    GREAT NEW PRICE to live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding

    Kellie MacDonell COLDWELL BANKER REALTY

    238 Woodland Dr, Osprey, FL 34229
  • /2

    $1,160,000 Sold Apr 15, 2025

    131 Tina Island Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,787 Sq Ft
    • Built 1978

    Last Sold Summary

    • 7% Below List Price
    • $649/SF
    • 10 Days On Market

    Current Estimated Value $1,144,481

    Last Listing Agent Sarah McGuire WHITE SANDS REALTY GROUP FL

    131 Tina Island Dr, Osprey, FL 34229
    • /44

      Est $1,100,722 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,534 Sq Ft

      315 Sea Anchor Dr, Osprey, FL 34229

      315 Sea Anchor Dr, Osprey, FL 34229
  • /4

    $1,500

    • 1 Bed
    • 1 Bath

    124 Happy Haven Dr Unit 10, Osprey, FL 34229

    Calling all Investors! Huge opportunity to make a deal on this perfect renovation project. Quick Closing, Quick Renovation and Quick Profit! This home needs significant work and is priced accordingly. Given the amount of work necessary to bring this gem up to it's fiull potential, prospective investors must be licensed and experienced renovation specialists. Call today, we are currently

    Tori Coil Happy Haven

    124 Happy Haven Dr Unit 10, Osprey, FL 34229
  • /2

    $645,000 Sold Jul 31, 2025

    673 Crane Prairie Way, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,223 Sq Ft
    • Built 2003

    Last Sold Summary

    • 13% Below List Price
    • $290/SF
    • 9 Days On Market

    Current Estimated Value $652,979

    Last Listing Agent Laura Harris, PA PREMIER SOTHEBYS INTL REALTY

    673 Crane Prairie Way, Osprey, FL 34229
    • /46

      Est $1,611,410 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,740 Sq Ft

      345 S Shore Dr, Osprey, FL 34229

      345 S Shore Dr, Osprey, FL 34229
  • /33

    $164,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft

    216 Palm Air Dr, Osprey, FL 34229

    Under contract-accepting backup offers. This home is located in the sought-after 55+ community of The Arbors. It offers a blend of comfort, updates, and a prime location between Sarasota and Venice. Featuring 2 bedrooms, 2 bathrooms, and a newly built carport, this home is designed for easy and comfortable living. The bright and airy living room welcomes you with abundant natural light, while the

    Todd Goodman KELLER WILLIAMS ON THE WATER S

    216 Palm Air Dr, Osprey, FL 34229
  • /2

    $390,000 Sold Apr 15, 2025

    441 N Shore Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Built 1970

    Last Sold Summary

    • 18% Below List Price
    • $292/SF
    • 21 Days On Market

    Current Estimated Value $389,667

    Last Listing Agent Dawn Barnett EXIT KING REALTY

    441 N Shore Dr, Osprey, FL 34229
    • /32

      Est $293,701 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,397 Sq Ft

      112 Villa Dr, Osprey, FL 34229

      112 Villa Dr, Osprey, FL 34229
  • /56

    $735,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,498 Sq Ft

    1019 Scherer Way, Osprey, FL 34229

    Welcome to this beautiful 4 bedroom 3 full bath home situated in the desirable community of Rivendell. Minutes to the distinguished Pine View School, the #1 rated public gifted college-prep school in Florida. Open Floor plan boasts a 'Chef's Delight' kitchen with plenty of custom cabinets, quartz countertop, updated stainless steel appliance, under cabinet lighting and oversized aquarium window

    Christine Appice CENTURY 21 SCHMIDT REAL ESTATE

    1019 Scherer Way, Osprey, FL 34229
  • /2

    $2,315,000 Sold Oct 30, 2025

    112 Osprey Point Dr, Osprey, FL 34229

    • 4 Beds
    • 5.5 Baths
    • 8,635 Sq Ft
    • Built 1989

    Last Sold Summary

    • 41% Below List Price
    • $268/SF
    • 156 Days On Market

    Current Estimated Value $3,087,979

    Last Listing Agent Kara Money KARA MONEY LLC

    112 Osprey Point Dr, Osprey, FL 34229
    • /2

      Est $721,071 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,388 Sq Ft

      668 Clear Creek Dr, Osprey, FL 34229

      668 Clear Creek Dr, Osprey, FL 34229
  • /95

    $5,495,000

    • 4 Beds
    • 5.5 Baths
    • 6,308 Sq Ft

    730 Sarabay Rd, Osprey, FL 34229

    Premier Intracoastal Estate in Osprey4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront AcresA rare opportunity to own two acres of private waterfront property in Sarasota, 730 Sarabay is aconvergence of residential luxury and unparalleled waterfront living. The two-story home sits atthe end of a long drive behind a gated entrance and tranquil pond. With approximately 100

    Debbie Baraona ROBERT SLACK LLC

    730 Sarabay Rd, Osprey, FL 34229
  • /2

    $665,000 Sold Nov 06, 2025

    563 Pine Ranch Rd E, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,346 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $283/SF
    • 5 Days On Market

    Current Estimated Value $662,899

    Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

    563 Pine Ranch Rd E, Osprey, FL 34229
    • /100

      Est $1,161,928 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,215 Sq Ft

      328 Pine Ranch Trail, Osprey, FL 34229

      328 Pine Ranch Trail, Osprey, FL 34229
  • /8

    $750,000

    • Land
    • 0.47 Acre
    • $1,595,745 per Acre

    147 Osprey Point Dr, Osprey, FL 34229

    Your dream homesite awaits! This lot is located within the Oaks Bayside, one of Southwest Florida‘s most exclusive private, gated communities. This amazing property is near the community dock and fountain and is surrounded by some of the most grand and luxurious homes in the entire gulf coast region. The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of

    Mick Jordan BRIGHT REALTY

    147 Osprey Point Dr, Osprey, FL 34229
  • /2

    $2,400,000 Sold Jun 02, 2025

    230 Osprey Point Dr, Osprey, FL 34229

    • 3 Beds
    • 3.5 Baths
    • 3,586 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $669/SF
    • 42 Days On Market

    Current Estimated Value $2,377,772

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    230 Osprey Point Dr, Osprey, FL 34229
    • /54

      Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,168 Sq Ft

      871 MacEwen Dr, Osprey, FL 34229

      871 MacEwen Dr, Osprey, FL 34229
  • /35

    $289,000

    • 3 Beds
    • 2 Baths
    • 1,186 Sq Ft

    2043 Cordes St, Osprey, FL 34229

    Charming & Versatile Home Near the Beaches!This cute and cozy, well-maintained 3-bedroom, 2-bath residence offers exceptional flexibility including a private-entrance 1-bedroom, 1-bath suite plus den—perfect for an in-law suite, guest quarters, extra bedroom or home office setup. The home features durable tile and vinyl flooring throughout, updated bathrooms with newer showers, and a bright,

    Travis Matthews PREFERRED SHORE LLC

    2043 Cordes St, Osprey, FL 34229
  • /2

    $1,500,000 Sold Sep 19, 2025

    462 E MacEwen Dr, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,611 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $574/SF
    • 29 Days On Market

    Current Estimated Value $1,470,147

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    462 E MacEwen Dr, Osprey, FL 34229
    • /65

      Est $1,892,338 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,327 Sq Ft

      482 E MacEwen Dr, Osprey, FL 34229

      482 E MacEwen Dr, Osprey, FL 34229
  • /19

    $129,500 Pending

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    26 Siesta Cir W, Osprey, FL 34229

    Under contract-accepting backup offers. Just Move In ... Affordable Fully furnished 2-bedroom home with central air is located in an active 55 and over community Located in the heart of Osprey with nearby shopping and dining and easy access to nearby Siesta Key Beach, Casey Key and Nokomis Beach along with The Legacy Bike trail and Oscer Scherer State Park. The Arbors Mobile Home Park with Low

    Gary Hoskins COLDWELL BANKER REALTY

    26 Siesta Cir W, Osprey, FL 34229
  • /2

    $400,000 Sold Feb 18, 2025

    108 Park Dr, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft
    • Built 1956

    Last Sold Summary

    • 5% Below List Price
    • $145/SF
    • 41 Days On Market

    Current Estimated Value $472,011

    Last Listing Agent Michele Monteiro COLDWELL BANKER REALTY

    108 Park Dr, Osprey, FL 34229
    • /64

      Est $297,897 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,839 Sq Ft

      112 Woodland Place, Osprey, FL 34229

      112 Woodland Place, Osprey, FL 34229
  • /57

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 2,854 Sq Ft

    919 Tranquility Cir, Osprey, FL 34229

    WOW! 25,000 PRICE ADJUSTMENT! RARE OPPORTUNITY to own this stunning former John Cannon model home on peaceful Tranquility Circle. This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise on North Creek with direct access to Little Sarasota Bay via Kayak or Canoe offering abundant wildlife and serene water views. Enjoy an open, spacious split-plan layout with Four bedrooms,

    Ann Winger TIDELINE REAL ESTATE BROKERS

    919 Tranquility Cir, Osprey, FL 34229
  • /2

    $290,000 Sold Apr 07, 2025

    427 Washington Ave, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1957

    Last Sold Summary

    • 11% Below List Price
    • $259/SF
    • 195 Days On Market

    Current Estimated Value $290,703

    Last Listing Agent Kelly Jenkins KW COASTAL LIVING II

    427 Washington Ave, Osprey, FL 34229
    • /2

      Est $387,793 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,304 Sq Ft

      308 Kensey Ln, Osprey, FL 34229

      308 Kensey Ln, Osprey, FL 34229

Showing Results 281 - 320, Page 8 of 18

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