Homes in ZIP Code 34229

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  /11

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  110 Pine Ave, Osprey, FL 34229

  Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

  Marisa Marino BRIGHT REALTY

  110 Pine Ave, Osprey, FL 34229
• 

  

  /2

  $720,000 Sold Jun 16, 2025

  518 Luminary Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $310/SF
  • 130 Days On Market

  Current Estimated Value $710,827

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  518 Luminary Blvd, Osprey, FL 34229
• 

  

  

  /30

  Est $140,905 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft

  751 Pine Run Dr Unit 751, Osprey, FL 34229

  751 Pine Run Dr Unit 751, Osprey, FL 34229
• 

  

  

  /13

  $170,000 Pending

  • Land
  • 0.42 Acre
  • $404,762 per Acre

  911 Tranquility Cir, Osprey, FL 34229

  Beautiful and Private Buildable Lot in desirable North Creek Estates. Formerly under PID 0142020069 is currently combined with Lot 9 with home on listing A4674201, 919 Tranquility Cir but seller will separate the lot and sell lot and home as two transactions. See A4678841 for home without adjoining lot. These lots are a rarity in an already completed in such a great location. This lot has

  Mike Winger TIDELINE REAL ESTATE BROKERS

  911 Tranquility Cir, Osprey, FL 34229
• 

  

  /2

  $879,352 Sold Apr 15, 2025

  280 Hidden Bay Dr Unit 402, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • $454/SF
  • 14 Days On Market

  Current Estimated Value $857,294

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 402, Osprey, FL 34229
• 

  

  /50

  Est $530,173 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,789 Sq Ft

  529 Meadow Sweet Cir, Osprey, FL 34229

  529 Meadow Sweet Cir, Osprey, FL 34229
• 

  

  /47

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,557 Sq Ft

  104 Park Trace Blvd, Osprey, FL 34229

  Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of refined living in one of the most desirable communities along the Gulf Coast. With a freshly painted exterior, stunning hardwood floors throughout, and an exceptional layout designed for both comfort and style, this residence is move-in ready and perfectly suited for modern living. Boasting four bedrooms,

  Lisa Morreale PREMIER SOTHEBY'S INTERNATIONAL REALTY

  104 Park Trace Blvd, Osprey, FL 34229
• 

  /2

  $1,700,000 Sold Sep 18, 2025

  898 MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 4 Baths
  • 4,132 Sq Ft
  • Built 1997

  Last Sold Summary

  • 13% Below List Price
  • $411/SF
  • 0 Days On Market

  Current Estimated Value $1,728,561

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  898 MacEwen Dr, Osprey, FL 34229
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  /68

  Est $867,701 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 3,982 Sq Ft

  1081 Scherer Way, Osprey, FL 34229

  1081 Scherer Way, Osprey, FL 34229
• 

  

  /100

  $2,350,000

  • 3 Beds
  • 2.5 Baths
  • 3,738 Sq Ft

  393 N Point Rd Unit 1002, Osprey, FL 34229

  Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks Preserve. This stunning 3 bedroom, 2.5 bath penthouse offers a private 2-car garage and is designed for the discerning buyer who values quality, elegance, and an unparalleled location. From sunrise to dramatic color-drenched sunsets over the Gulf, your days will be filled with

  Steve Abbe COLDWELL BANKER REALTY

  393 N Point Rd Unit 1002, Osprey, FL 34229
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  /2

  $329,000 Sold Jan 14, 2026

  85 Navigation Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $230/SF
  • 8 Days On Market

  Last Listing Agent Kate Kwiecinski COLDWELL BANKER REALTY

  85 Navigation Cir, Osprey, FL 34229
• 

  

  /37

  Est $874,672 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft

  192 Park Trace Blvd, Osprey, FL 34229

  192 Park Trace Blvd, Osprey, FL 34229
• 

  

  /70

  $2,299,900

  • 5 Beds
  • 3.5 Baths
  • 3,236 Sq Ft

  180 Lookout Point Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  180 Lookout Point Dr, Osprey, FL 34229
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  /2

  $155,000 Sold Nov 26, 2025

  170 Edgewood Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $162/SF
  • 132 Days On Market

  Last Listing Agent Roberta Burish KW SUNCOAST

  170 Edgewood Dr, Osprey, FL 34229
• 

  /2

  Est $2,466,956 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,937 Sq Ft

  388 Bunker Hill, Osprey, FL 34229

  388 Bunker Hill, Osprey, FL 34229
• 

  

  /92

  $900,000

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  21 Bayhead Ln, Osprey, FL 34229

  Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull up to the pavered driveway, the care taken to maintain this property is evident. Walk past the two-car garage to the pretty, double front doors with

  Steve Abbe COLDWELL BANKER REALTY

  21 Bayhead Ln, Osprey, FL 34229
• 

  /2

  $3,900,000 Sold Aug 27, 2025

  426 N Casey Key Rd, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1992

  Last Sold Summary

  • 20% Below List Price
  • $2,079/SF
  • 657 Days On Market

  Current Estimated Value $4,024,006

  Last Listing Agent Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  426 N Casey Key Rd, Osprey, FL 34229
• 

  /2

  Est $2,270,280 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,153 Sq Ft

  425 E MacEwen Dr, Osprey, FL 34229

  425 E MacEwen Dr, Osprey, FL 34229
• 

  

  /58

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  291 Hidden Bay Dr Unit 102, Osprey, FL 34229

  In the lush and serene grounds of this private and peaceful community is a best-kept secret with a name that says it all. Within Hidden Bay, this condominium gem resides in a spot on the community lake with a stunning view and soothing sound of waterfalls from your own enclosed lanai. Fully furnished with mostly all new furniture in the owners’ suite, including a new king-size mattress, living

  Pat McMillan PREMIER SOTHEBY'S INTERNATIONAL REALTY

  291 Hidden Bay Dr Unit 102, Osprey, FL 34229
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  /2

  $3,500,000 Sold Dec 17, 2025

  431 Yacht Harbor Dr, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 3,006 Sq Ft
  • Built 1979

  Last Sold Summary

  • 19% Below List Price
  • $1,164/SF
  • 11 Days On Market

  Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

  431 Yacht Harbor Dr, Osprey, FL 34229
• 

  /2

  Est $917,967 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,932 Sq Ft

  434 N Shore Dr, Osprey, FL 34229

  434 N Shore Dr, Osprey, FL 34229
• 

  

  /99

  $1,345,000

  • 4 Beds
  • 3 Baths
  • 3,303 Sq Ft

  137 Osprey Point Dr, Osprey, FL 34229

  Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home's old-world charm.

  Steve Abbe COLDWELL BANKER REALTY

  137 Osprey Point Dr, Osprey, FL 34229
• 

  /2

  $2,400,000 Sold Jan 09, 2026

  432 Sorrento Dr, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,640 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $659/SF
  • 7 Days On Market

  Last Listing Agent Tanya Waxler UKEEPCOMMISSION REAL ESTATE

  432 Sorrento Dr, Osprey, FL 34229
• 

  

  /29

  Est $2,192,415 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,747 Sq Ft

  162 Puesta Del Sol, Osprey, FL 34229

  162 Puesta Del Sol, Osprey, FL 34229
• 

  

  /12

  $595,000

  • 3 Beds
  • 2 Baths
  • 2,151 Sq Ft

  584 Meadow Sweet Cir, Osprey, FL 34229

  Welcome to the cottages at Rivendell! Fall in love with the canopy tree lined circle, white picket fences, club house, pool and connection to the Legacy trail! This bright home boasts of newly painted walls, new granite countertops, newer air conditioning system, freshly decorated and newer roof. The wrap around front porch is perfect for morning coffee and afternoon chats with friends and

  Jack Keller JACK KELLER INC

  584 Meadow Sweet Cir, Osprey, FL 34229
• 

  /2

  $520,000 Sold Feb 14, 2025

  555 Meadow Sweet Cir, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $310/SF
  • 14 Days On Market

  Current Estimated Value $497,616

  Last Listing Agent Jack Keller JACK KELLER INC

  555 Meadow Sweet Cir, Osprey, FL 34229
• 

  

  /84

  Est $1,178,970 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,556 Sq Ft

  513 S Creek Dr, Osprey, FL 34229

  513 S Creek Dr, Osprey, FL 34229
• 

  

  /95

  $1,400,000

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  365 S Shore Dr, Osprey, FL 34229

  Wake up to ever-changing INTRACOASTAL VIEWS – SUNSETS dancing across the water, BOATS gliding by, and untouched wildlife. Set on an EXTRA-DEEP WATER FRONT LOT with GULF ACCESS, this exceptional residence offers a rare blend of privacy, sweeping WATERFRONT views, timeless COASTAL DESIGN, and a DOCK WITH A 10,000LB BOAT LIFT that places open water just minutes away. A BOATERS PARADISE, this refined

  Lisa Asaro EXIT KING REALTY

  365 S Shore Dr, Osprey, FL 34229
• 

  /2

  $649,000 Sold Aug 26, 2025

  0 Four Knot Ln, Osprey, FL 34229

  • Land
  • 0.26 Acre
  • $2,496,154 per Acre

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Gregory Wood CERUS REALTY

  0 Four Knot Ln, Osprey, FL 34229
• 

  /2

  Est $225,104 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  120 Woodland Place Unit 120, Osprey, FL 34229

  120 Woodland Place Unit 120, Osprey, FL 34229
• 

  

  /7

  $269,999

  • Land
  • 0.13 Acre
  • $2,076,915 per Acre

  456 Washington Ave, Osprey, FL 34229

  Owner Financing is Available. Prime Land at 456 Washington Ave, Osprey, FL 34229 – A Rare Gem Near Historic Spanish Point & Selby Gardens. Don’t miss out on this incredible opportunity to own a prime piece of land at 456 Washington Ave, located in the heart of Osprey, FL. Surrounded by natural beauty and rich history, this property is just moments from the renowned Historic Spanish Point and the

  Mike Vo FLOTACAL

  456 Washington Ave, Osprey, FL 34229
• 

  /2

  $43,000 Sold Nov 04, 2025

  570 Blackburn Point Rd Unit 6, Osprey, FL 34229

  Last Sold Summary

  • 2% Below List Price
  • 98 Days On Market

  Last Listing Agent Rick Bumbaca NORTHGROUP REAL ESTATE, INC

  570 Blackburn Point Rd Unit 6, Osprey, FL 34229
• 

  /2

  Est $760,419 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,695 Sq Ft

  1192 Mallard Marsh Dr, Osprey, FL 34229

  1192 Mallard Marsh Dr, Osprey, FL 34229
• 

  

  /25

  $119,000 Open Wed 12:01PM - 2:30PM

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  348 Tropic Dr, Osprey, FL 34229

  Perfect Home for a SNOW BIRD OR A "YEAR-ROUNDER "!! The Arbors is the BEST of the Florida sun belt communities. THE ROOF -- New in 2022 with 15-Year Transferable Waranty. THE CARPORT -- New 2023 No leaks. This lovingly maintained manufactured home is in a PET FRIENDLY zone. Your LOW $215/month HOA provides: YOUR Water. YOUR Sewer. YOUR Lawn care. YOUR Cable service. A lucky buyer could move in

  John Alexander FINE PROPERTIES

  348 Tropic Dr, Osprey, FL 34229
• 

  /2

  $220,000 Sold Oct 23, 2025

  216 Woodland Dr Unit 216, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1980

  Last Sold Summary

  • 10% Below List Price
  • $166/SF
  • 55 Days On Market

  Current Estimated Value $221,985

  Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

  216 Woodland Dr Unit 216, Osprey, FL 34229
• 

  /2

  Est $597,875 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,204 Sq Ft

  685 Clear Creek Dr, Osprey, FL 34229

  685 Clear Creek Dr, Osprey, FL 34229
• 

  

  /61

  $350,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,449 Sq Ft

  172 Explorer Dr, Osprey, FL 34229

  Under contract-accepting backup offers. Welcome to Bay Street Village, a gated community in the heart of Osprey offering maintenance-free Florida living in an ideal Sarasota County location. This beautifully maintained condo features two bedrooms, two bathrooms, a versatile den, and a private extended one-car garage with interior access, creating a layout that is both functional and inviting.

  Ashley Wallace COLDWELL BANKER REALTY

  172 Explorer Dr, Osprey, FL 34229
• 

  /2

  $1,015,000 Sold Aug 01, 2025

  678 Clear Creek Dr, Osprey, FL 34229

  • 5 Beds
  • 3 Baths
  • 3,912 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Below List Price
  • $259/SF
  • 11 Days On Market

  Current Estimated Value $1,001,696

  Last Listing Agent Dena Dominiczak EXIT KING REALTY

  678 Clear Creek Dr, Osprey, FL 34229
• 

  /2

  Est $825,490 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,433 Sq Ft

  1030 Scherer Way, Osprey, FL 34229

  1030 Scherer Way, Osprey, FL 34229
• 

  

  /32

  $1,295,000

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft

  3621 N Point Rd Unit 603, Osprey, FL 34229

  COMPLETELY UPDATED WITH GORGEOUS VIEWS! Prepare to be captivated by this updated 3 bedroom, 3 bath condo in Meridian at The Oaks Preserve. This spacious residence offers a carefree, luxury lifestyle with a private elevator, open layout, and stunning views from the screened balcony. The kitchen features ample counter space, KitchenAid stainless steel appliances, and white cabinetry. The master

  Steve Abbe COLDWELL BANKER REALTY

  3621 N Point Rd Unit 603, Osprey, FL 34229

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