Homes in ZIP Code 34229

• 

  

  

  /55

  Est $982,435 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,360 Sq Ft

  792 Placid Lake Dr, Osprey, FL 34229

  792 Placid Lake Dr, Osprey, FL 34229
• 

  

  

  /92

  $1,300,000

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  393 N Point Rd Unit 604, Osprey, FL 34229

  Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome

  Debbie Baraona ROBERT SLACK LLC

  393 N Point Rd Unit 604, Osprey, FL 34229
• 

  

  /2

  $2,400,000 Sold Dec 16, 2024

  • 5,153 Sq Ft
  • $466/SF
  • 62 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1999

  425 E MacEwen Dr, Osprey, FL 34229

  WELCOME HOME - NO STORM DAMAGE AT THIS PROPERTY (ELEVATION / OVERALL BUILD) ~ THE OAKS COUNTRY CLUB - SARASOTA, FL. THIS HOME @ #425, BOASTS BEAUTIFUL GOLF COURSE AND SELECT WATER VIEWS THROUGHOUT. A 27,000 SF +/- PRIVATE LOT. ONE CAN LOOK DIRECTLY AT THE PAR 3 - 4TH HOLE (THE OAKS HERON COURSE). MATURE STUNNING LANDSCAPING SURROUNDS THE PROPERTY. THE HOUSE OFFERS A TOTAL OF 5,100 SQUARE FEET OF

  Robert Anderson Jr RE/MAX ALLIANCE GROUP

  425 E MacEwen Dr, Osprey, FL 34229
• 

  

  

  /45

  Est $699,607 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  573 Crane Prairie Way, Osprey, FL 34229

  573 Crane Prairie Way, Osprey, FL 34229
• 

  

  

  /53

  $395,000

  • Land
  • 0.24 Acre
  • $1,645,833 per Acre

  51 N Tamiami Trail, Osprey, FL 34229

  Excellent location! Corner lot Zoned CG (Commercial General) with 117 feet of frontage on US 41 in Osprey, just north of Bay Street. Prime area of growth in Sarasota County next to Calico Corners, Bay St., Spanish Point restaurants, Sarasota crew and Super Walmart. Perfect opportunity for your own business or investment. Great accessibility on 3 sides for ingress and egress (US 41, Shumard, and

  Betsy De Manio COLDWELL BANKER REALTY

  51 N Tamiami Trail, Osprey, FL 34229
• 

  /2

  $975,000 Sold Dec 13, 2024

  • 3,093 Sq Ft
  • $315/SF
  • 109 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  209 Keel Way, Osprey, FL 34229

  This quintessential Spanish Mediterranean mini estate will immediately wow you as you drive up the bricked driveway, open the wrought iron gated entry to the exquisite arched Roman front door creating the old world ambience. Entertain in this meticulously maintained home with a light & bright open floor plan where cathedral ceilings showcase the dining & living areas, the stunning kitchen with

  Cindy Furtado WATERSIDE REALTY LLC

  209 Keel Way, Osprey, FL 34229
• 

  

  /39

  Est $843,114 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,203 Sq Ft

  401 N Point Rd Unit 703, Osprey, FL 34229

  401 N Point Rd Unit 703, Osprey, FL 34229
• 

  

  /49

  $2,350,000

  • 3 Beds
  • 2 Baths
  • 1,977 Sq Ft

  18 N Casey Key Rd, Osprey, FL 34229

  Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The living room, kitchen and family room are great places to gather, and the split floor plan provides room for all, privacy to retreat with a good book or work from home options. The classic coastal style provides a view of the bay and intracoastal waterway from the primary bedroom.

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  18 N Casey Key Rd, Osprey, FL 34229
• 

  /2

  $300,000 Sold Dec 13, 2024

  • 1,135 Sq Ft
  • $264/SF
  • 150 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2014

  153 Navigation Cir Unit 106, Osprey, FL 34229

  Live your best days in this gated community where peace and tranquility will find you. This two-bedroom, two-bath condominium comes with a one-car garage directly underneath the residence giving the homeowner ease and comfort when entering and exiting their home. Upon entering you will notice the great flow throughout, the high ceilings, the spacious layout, and the natural lighting coming

  Peggy Olson PREMIER SOTHEBYS INTL REALTY

  153 Navigation Cir Unit 106, Osprey, FL 34229
• 

  

  /40

  Est $763,645 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft

  669 Crane Prairie Way, Osprey, FL 34229

  669 Crane Prairie Way, Osprey, FL 34229
• 

  

  /62

  $660,000

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

  385 N Point Rd Unit 402, Osprey, FL 34229

  **BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 402, Osprey, FL 34229
• 

  /2

  $1,275,000 Sold Dec 12, 2024

  • 2,594 Sq Ft
  • $492/SF
  • 293 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  401 N Point Rd Unit 701, Osprey, FL 34229

  Enjoy luxury living at its finest in this TOTALLY RENOVATED 3 bedroom, 3 bath residence with a PRIVATE ONE CAR GARAGE plus one parking space under the building. Located in Meridian, behind the secure gates of The Oaks Preserve, you truly feel like you have found the perfect tropical hide-a-away. From the entrance, with gleaming wood floors, to the large master bedroom and new bath with an

  Steve Abbe COLDWELL BANKER REALTY

  401 N Point Rd Unit 701, Osprey, FL 34229
• 

  

  /32

  Est $621,082 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft

  727 Shadow Bay Way, Osprey, FL 34229

  727 Shadow Bay Way, Osprey, FL 34229
• 

  

  /59

  $284,000

  • 2 Beds
  • 2 Baths
  • 1,729 Sq Ft

  304 Pine Run Dr, Osprey, FL 34229

  HUGE PRICE REDUCTION " LOWEST Price In The Community - Your Opportunity To Add Your Personal Touch! Charming Coastal Retreat in the Heart of Osprey Welcome to 304 Pine Run Dr., a beautifully architecturally designed property nestled in the sought-after Pine Run community in Osprey, FL. Surrounded by lush tropical landscaping and just minutes from the Gulf Coast’s pristine beaches, this residence

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  304 Pine Run Dr, Osprey, FL 34229
• 

  /2

  $755,000 Sold Dec 10, 2024

  • 2,441 Sq Ft
  • $309/SF
  • 54 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  1000 Scherer Way, Osprey, FL 34229

  Ideally positioned on a quarter-acre lot, this tranquil retreat invites splendid staycations in a picturesque setting. The four-bedroom, three-bath home offers breathtaking water views of Oscar Scherer State Park, exuding privacy amid a beautiful backdrop. Inside awaits a meticulously kept interior with vaulted ceilings, crown molding, a whole-house reverse osmosis system, and an open-concept

  Jody Callan PREMIER SOTHEBYS INTL REALTY

  1000 Scherer Way, Osprey, FL 34229
• 

  

  /100

  Est $2,698,958 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,493 Sq Ft

  458 E MacEwen Dr, Osprey, FL 34229

  458 E MacEwen Dr, 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

  $900,000 Sold Dec 06, 2024

  • 2,932 Sq Ft
  • $307/SF
  • 254 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  434 N Shore Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Experience the beauty of waterfront living in the desirable neighborhood of Sorrento Shores, tucked away west of the Trail. This home is a dream for boaters, with no fixed bridges and easy access to the Gulf of Mexico. This three-bedroom, three-bathroom residence features a thoughtfully designed split floor plan, offering both privacy and

  Victoria Stultz ENGEL + VOELKERS SARASOTA

  434 N Shore Dr, Osprey, FL 34229
• 

  

  /11

  Est $342,359 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  217 Glenwood Ave, Osprey, FL 34229

  217 Glenwood Ave, Osprey, FL 34229
• 

  

  /64

  $699,900 Open Sun 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,298 Sq Ft

  644 Rivendell Blvd, Osprey, FL 34229

  Optional Turnkey! Built in 2001, this home features high tray ceilings and a smart, functional layout.The formal living and family rooms, along with the en-suite primary bedroom, open to the lanai. The dining room includes custom built-ins, while two guest bedrooms share a hall bathroom. A private in-law suite, currently used as an office, has its own bathroom and lanai access.The

  Veronica Manes MICHAEL SAUNDERS & COMPANY

  644 Rivendell Blvd, Osprey, FL 34229
• 

  /2

  $400,000 Sold Dec 05, 2024

  • 1,604 Sq Ft
  • $249/SF
  • 140 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  508 Meadow Sweet Cir, Osprey, FL 34229

  Price Adjustment!! The Cottages of Rivendell are always sought-after. With only 84 homes, surrounded by lush landscaping and tree-lined streets, this charming neighborhood is centrally located to all of the best amenities Sarasota and Venice have to offer. 2 bedroom, 2 bathroom, with den/office is perfect for someone looking for a seasonal residence, looking to downsize, even a great

  Bill Cantrell FLORIDA HOME TEAM LLC

  508 Meadow Sweet Cir, Osprey, FL 34229
• 

  

  /33

  Est $2,835,601 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 8,763 Sq Ft

  692 Oaks Creek Ct, Osprey, FL 34229

  692 Oaks Creek Ct, Osprey, FL 34229
• 

  

  /51

  $550,000

  • 3 Beds
  • 2 Baths
  • 2,559 Sq Ft

  566 Oak Bay Dr, Osprey, FL 34229

  **Seller is motivated**Welcome to Bay Oaks Estates. This 3-bedroom 2 bath plus den is a classic Florida home featuring a pool with mosaic inspired ocean theme. And with no one behind you and no houses in front offers plenty of privacy. Oh, I almost forgot this home offers a wood burning fire place for those couple of cold nights a year, lol. New roof September 2022 newer water heater. This

  Greg Walters SARABAY REAL ESTATE INC

  566 Oak Bay Dr, Osprey, FL 34229
• 

  /2

  $842,190 Sold Dec 04, 2024

  • 2,203 Sq Ft
  • $382/SF
  • 48 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  385 N Point Rd Unit 403, Osprey, FL 34229

  **STUNNINGLY UPDATED CONDO with MARVELOUS VIEW** This Spacious unit of over 2200sf features 3-Beds & 3-Baths, Open Floorplan plus Separate Dining Room (or possible Den/Flex area) and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the BEAUTIFULLY RENOVATED interior

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 403, Osprey, FL 34229
• 

  

  /48

  Est $658,087 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,424 Sq Ft

  522 Meadow Sweet Cir, Osprey, FL 34229

  522 Meadow Sweet Cir, Osprey, FL 34229
• 

  

  /68

  $324,900 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft

  294 Hidden Bay Dr Unit 203, Osprey, FL 34229

  Escape from the hustle and bustle of the real world to the charms of Hidden Bay. Located on 12 beautiful acres on Little Sarasota Bay, this gated community offers waterfront play and relaxation. Spend your perfect day at the amenity rich community clubhouse/pool or kayaking on Intracoastal waters. This lovely two-bedroom, two-bath home is roomy and bright, offering a den/office along with a

  Kristen Redding MICHAEL SAUNDERS & COMPANY

  294 Hidden Bay Dr Unit 203, Osprey, FL 34229
• 

  /2

  $759,000 Sold Dec 03, 2024

  • 2,328 Sq Ft
  • $326/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  513 Habitat Blvd, Osprey, FL 34229

  Nestled within the charming landscape community of Willowbend, this exquisite four-bedroom, three-bath home designed by Lee Wetherington Homes is a true work of art. Ideally positioned on a corner lot with abundance of landscaping this Ashley floor plan has a stunning paver-trimmed drive and walkway that leads to a stunning residence. Step inside to discover a home filled with light, luxurious

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  513 Habitat Blvd, Osprey, FL 34229
• 

  

  /38

  Est $644,485 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,325 Sq Ft

  574 Oak Bay Dr, Osprey, FL 34229

  574 Oak Bay Dr, Osprey, FL 34229
• 

  

  /62

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2251 Jessie Harbor Dr, Osprey, FL 34229

  **1ST FLOOR END UNIT CONDO with WATER VIEW and PRIVATE 1-CAR GARAGE, WEST OF TRAIL! BRING YOUR BOAT & KAYAK for DIRECT ACCESS TO INTRACOASTAL WATERWAY and GULF OF MEXICO (No Bridges)** Featuring 2 BEDS and 2 FULL BATHS, this LIGHT AND BRIGHT, 1ST FLOOR END UNIT dwelling features an Impressive Kitchen with Granite counters, Stainless Steel appliances and solid wood cabinets while the Spacious

  Mark Lyda GENEROUS PROPERTY

  2251 Jessie Harbor Dr, Osprey, FL 34229
• 

  /2

  $98,000 Sold Nov 28, 2024

  • 104 Days On Market

  570 Blackburn Point Rd Unit Siesta 40, Osprey, FL 34229

  Desirable inside storage first floor boat rack. Take the stress out of boating and eliminate the boat ramps. This first class facility offers Full service amenities including deli, ice, drinks, bait, work racks, water, electric, fillet tables, pump out, detailing services and a host of other on site amenities. The building is fully enclosed and is hurricane rated. Unlimited in/out service that

  David Babel BRIGHT REALTY

  570 Blackburn Point Rd Unit Siesta 40, Osprey, FL 34229
• 

  

  /48

  Est $887,368 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,093 Sq Ft

  763 Shadow Bay Way, Osprey, FL 34229

  763 Shadow Bay Way, Osprey, FL 34229
• 

  

  /69

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 2,572 Sq Ft

  312 Yacht Harbor Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a 6-foot depth at mean low tide, the marina can accommodate 175 boats owned by

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  312 Yacht Harbor Dr, Osprey, FL 34229
• 

  /2

  $1,225,000 Sold Nov 27, 2024

  • 2,680 Sq Ft
  • $457/SF
  • 101 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  3621 N Point Rd Unit 601, Osprey, FL 34229

  Located on the south end of building V in Meridian at The Oaks Preserve, this 3 bedroom, 3 bath residence is an incredible find. Enter through the secure lobby, go up the private elevator and step through the double doors and you will see how special this unit is. The first thing you will notice is the rich expanse of the hand rubbed walnut flooring. Meticulously maintained and offered turnkey

  Steve Abbe COLDWELL BANKER REALTY

  3621 N Point Rd Unit 601, Osprey, FL 34229
• 

  

  /39

  Est $773,385 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,492 Sq Ft

  1096 Mallard Marsh Dr, Osprey, FL 34229

  1096 Mallard Marsh Dr, Osprey, FL 34229
• 

  

  /55

  $845,000 Open Sun 1AM - 3PM

  • 4 Beds
  • 4 Baths
  • 3,183 Sq Ft

  650 Crane Prairie Way, Osprey, FL 34229

  BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available!Live large in this 3,183 sq ft Lee Wetherington masterpiece with private pool and preserve OSCAR SCHERE PARK views in the coveted Willowbend community—just minutes from Casey Key Beach and the nationally ranked Pine View School for the Gifted. Offering over 3,180 sq ft, this home features

  Cheri Castro KELLER WILLIAMS ON THE WATER

  650 Crane Prairie Way, Osprey, FL 34229
• 

  

  /58

  $9,350,000 Sold Nov 27, 2024

  • 6,997 Sq Ft
  • $1336/SF
  • 291 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 1992

  1544 N Casey Key Rd, Osprey, FL 34229

  Along the beaches of Casey Key, a private gated road leads to the exclusive northern end of this coveted barrier island. Sited on nearly 2.5 acres and 150 feet of private beach front, lies a spectacular estate home that has been shared and enjoyed by one family for generations. Designed by renowned architect Timothy Siebert, the property was thoughtfully planned as a gathering place. Wrapped

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1544 N Casey Key Rd, Osprey, FL 34229
• 

  

  /39

  Est $685,748 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,303 Sq Ft

  680 Shadow Bay Way, Osprey, FL 34229

  680 Shadow Bay Way, Osprey, FL 34229
• 

  

  /46

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft

  14041 Bellagio Way Unit 214, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Massive Price Reduction! Original Listing Price was $810,000. Reduced by $135,000 to $675,000. Seller is motivated! Step into this luxurious, meticulously maintained 3-bedroom, 2-bath condo featuring high ceilings, granite countertops, updated appliances, and a separate laundry room. Enjoy magnificent views of Little Sarasota Bay and a lively

  Veronica Lee FINE PROPERTIES

  14041 Bellagio Way Unit 214, Osprey, FL 34229
• 

  /2

  $535,000 Sold Nov 25, 2024

  • 2,778 Sq Ft
  • $193/SF
  • 577 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  385 N Point Rd Unit 304, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Don’t pass up the opportunity to live the country club lifestyle in comfort and ease in this well-priced unit, with lots of living space, in Meridian at The Oaks Preserve. Spacious, bright and clean, with lovely wood floors, this property is waiting for you to make it your own. With a master bedroom suite, a 2nd junior suite, a third bedroom, a den

  Steve Abbe COLDWELL BANKER REALTY

  385 N Point Rd Unit 304, Osprey, FL 34229
• 

  

  /40

  Est $583,088 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,892 Sq Ft

  590 Oak Bay Dr, Osprey, FL 34229

  590 Oak Bay Dr, Osprey, FL 34229

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