Homes in ZIP Code 34229

• 

  

  

  /33

  Est $442,106 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft

  293 Hidden Bay Dr Unit 201, Osprey, FL 34229

  293 Hidden Bay Dr Unit 201, Osprey, FL 34229
• 

  

  

  /70

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  321 Sorrento Dr, Osprey, FL 34229

  Welcome to this beautifully maintained Sorrento Shores pool home, exuding timeless Mediterranean charm. Built in 1988, this residence offers a warm, inviting atmosphere with classic architectural details such as a tile roof, stucco exterior, and arched entryways.Inside, you'll find a spacious and functional layout ideal for both everyday living and entertaining. The sunlit living areas

  Jim Comly EXIT KING REALTY

  321 Sorrento Dr, Osprey, FL 34229
• 

  

  /2

  $875,585 Sold Mar 27, 2025

  • 1,937 Sq Ft
  • $452/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  280 Hidden Bay Dr Unit 403, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Under Construction. Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony as you look out across the bay to the barrier island of Casey Key! Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay. This gated, 12-acre resort-style community is nestled on the water’s edge of

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 403, Osprey, FL 34229
• 

  

  

  /40

  Est $1,582,296 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  1787 S Creek Dr, Osprey, FL 34229

  1787 S Creek Dr, Osprey, FL 34229
• 

  

  

  /89

  $1,150,000

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

  401 N Point Rd Unit 504, Osprey, FL 34229

  FULLY UPDATED ~ WATER VIEWS ~ PRIVATE 2 CAR GARAGE ~ OFFICE/4TH BEDROOM OPTION ~ The eye of an artist and perfected skill of a craftsman created this spacious, expertly designed residence. From the moment the elevator doors open to the private foyer, you'll notice every fine detail in this home was carefully thought out and executed, while the splendor of nature and water creates the backdrop

  Mary Elizabeth Mock COLDWELL BANKER REALTY

  401 N Point Rd Unit 504, Osprey, FL 34229
• 

  /2

  $2,100,000 Sold Mar 26, 2025

  • 4,641 Sq Ft
  • $452/SF
  • 95 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  703 N MacEwen Dr, Osprey, FL 34229

  Bathed in natural light, with highly sought after southern lanai exposure, is this stunning and meticulously maintained custom built John Cannon home in The Oaks Clubside. With 4 bedrooms, and 3 full and one half bathrooms, there is room for loved ones and guests, making it ideal for grand entertaining or peaceful and serene poolside relaxation. Enter through the elegant custom etched glass

  Steve Abbe COLDWELL BANKER REALTY

  703 N MacEwen Dr, Osprey, FL 34229
• 

  

  /68

  Est $943,033 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,028 Sq Ft

  501 Velasquez Dr, Osprey, FL 34229

  501 Velasquez Dr, Osprey, FL 34229
• 

  

  /36

  $444,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  352 Glenwood Ave, Osprey, FL 34229

  Beautifully Maintained 3-Bedroom Home with No HOA or Deed RestrictionsWelcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with a spacious open floor plan that’s ideal for both relaxing and entertaining.Enjoy

  Kano Keller WHITE SANDS REALTY GROUP FL

  352 Glenwood Ave, Osprey, FL 34229
• 

  /2

  $925,000 Sold Mar 25, 2025

  • 1,937 Sq Ft
  • $478/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  280 Hidden Bay Dr Unit 503, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Under Construction. Just available is this rare, penthouse-level unit with unparalleled panoramic water views of Sarasota Bay and the Gulf of Mexico. A condominium with a view like this is seldom offered for sale and the top floor equals top views! Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony on the 5th and

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 503, Osprey, FL 34229
• 

  

  /40

  Est $522,216 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  510 Meadow Sweet Cir, Osprey, FL 34229

  510 Meadow Sweet Cir, Osprey, FL 34229
• 

  

  /7

  $109,000

  570 Blackburn Point Rd Unit 33, Osprey, FL 34229

  Dry boat slip for sale at Osprey Harbor Village hurricane-protected dry storage with top-tier amenities! This rarely available slip can fit boats up to 9 ft in height and offers hassle-free storage in one of Sarasota County?s most convenient locations. Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 33, Osprey, FL 34229
• 

  /2

  $999,000 Sold Mar 21, 2025

  • 2,301 Sq Ft
  • $434/SF
  • 16 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  505 S Shore Dr, Osprey, FL 34229

  Boater's Delight! This stunning canal front 3-4 bedroom, 3 bath home is situated on a generous 1/3 acre lot in a serene waterfront community.This home features a private dock and lift, providing direct access to the intracoastal waterway, which leads straight to the Gulf of Mexico-ideal for boating enthusiasts. NEW ROOF 2024! Spacious open plan, with in-law suite, with its own entrance,

  Nancy Jordan COLDWELL BANKER REALTY

  505 S Shore Dr, Osprey, FL 34229
• 

  

  /52

  Est $2,422,220 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 5,521 Sq Ft

  134 Marys Chapel Ct, Osprey, FL 34229

  134 Marys Chapel Ct, Osprey, FL 34229
• 

  

  /46

  $735,000 Open House 7/27

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  5301 Bartolomeo St, Sarasota, FL 34238

  Discover the exceptional lifestyle offered in Esplanade on Palmer Ranch with this beautiful Arrezo model home, perfectly situated on a private cul-de-sac. This vibrant and active community boasts a wealth of amenities, including the Bahama Bar for dining and social activities, pickleball and tennis courts, a well-equipped fitness center, and a breathtaking resort-style pool that could rival the

  Anne Friedland BLUESRQ REAL ESTATE INC

  5301 Bartolomeo St, Sarasota, FL 34238
• 

  /2

  $500,000 Sold Mar 21, 2025

  • 1,867 Sq Ft
  • $268/SF
  • 250 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1996

  629 Oak Bay Dr, Osprey, FL 34229

  **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Indulge in the ultimate Florida lifestyle with this captivating 4-bedroom, 2-bathroom pool home nestled within the community of Bay Oaks Estates. Lush greenery and a charming front porch that exudes curb appeal sets the stage for what lies within. As you step through the front door, prepare

  Toni Zarghami KW COASTAL LIVING III

  629 Oak Bay Dr, Osprey, FL 34229
• 

  

  /53

  Est $2,035,107 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,975 Sq Ft

  689 Eagle Watch Ln, Osprey, FL 34229

  689 Eagle Watch Ln, Osprey, FL 34229
• 

  

  /71

  $3,750,000

  • 4 Beds
  • 4.5 Baths
  • 4,781 Sq Ft

  1042 N Casey Key Rd, Osprey, FL 34229

  EXCEPTIONAL WATERFRONT RESIDENCE on the exclusive island of North Casey Key is a rare opportunity to own a piece of coastal Florida. Nestled in the sought-after Palmer neighborhood, this home has been lovingly maintained by the same discerning owners since 1999—a testament to the pride, care, and attention poured into every detail over the years. Set on an expansive 0.68-acre lot with 131 feet of

  Brandy Sheldon COLDWELL BANKER REALTY

  1042 N Casey Key Rd, Osprey, FL 34229
• 

  

  /32

  $335,000 Sold Mar 12, 2025

  • 1,700 Sq Ft
  • $197/SF
  • 26 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  738 Harms Dr, Osprey, FL 34229

  ***Osprey “West of the Trail” – Incredible Opportunity for a Cash Buyer*** Fully fenced, HALF AN ACRE, featuring a 2-bed, 2-bath home plus a 1-bed, 1-bath in-law/ADU suite with a pool. This 0.5-acre property is located in an X flood zone, with no flooding or damage from recent hurricanes. There are endless possibilities—update the existing home or BUILD YOUR DREAM HOME on this fantastic lot, just

  Warren McGregor MCGREGOR INTERNATIONAL REAL ESTATE CO

  738 Harms Dr, Osprey, FL 34229
• 

  

  /41

  Est $578,007 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  506 Oak Bay Dr, Osprey, FL 34229

  506 Oak Bay Dr, Osprey, FL 34229
• 

  

  /40

  $565,000

  • 3 Beds
  • 3 Baths
  • 2,082 Sq Ft

  1313 Thornapple Dr, Osprey, FL 34229

  Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. Incredibly light and bright home has been perfected by discerning sellers with unending attention to details. Notably, crown molding, extensive trim molding, plantation shutters, tray ceilings, tile on diagonal and wood flooring. This Extended Cypress floor plan is the best use of space, remarkably

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1313 Thornapple Dr, Osprey, FL 34229
• 

  

  /72

  $615,000 Sold Mar 10, 2025

  • 2,340 Sq Ft
  • $263/SF
  • 194 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  593 Crane Prairie Way, Osprey, FL 34229

  Welcome to Willowbend a custom built community by Lee Wetherington. This maintenance free Asley ll model home is nearly 2400 sq. ft. under air with 4 bedrooms & 3 baths. Expansive 33x25 ft. lanai includes 2 covered areas & expansive water views. High tray ceilings in master bedroom & family room with crown molding & 8ft. doors. Gourmet kitchen features Corian counters, stainless steel appliances

  Cynthia Bowers COLDWELL BANKER SARASOTA CENT.

  593 Crane Prairie Way, Osprey, FL 34229
• 

  

  /79

  Est $1,375,761 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,521 Sq Ft

  1236 Yacht Harbor Dr, Osprey, FL 34229

  1236 Yacht Harbor Dr, Osprey, FL 34229
• 

  

  /41

  $669,000

  • 4 Beds
  • 2 Baths
  • 2,135 Sq Ft

  750 Anna Hope Ln, Osprey, FL 34229

  Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the

  Stephanie Church COLDWELL BANKER REALTY

  750 Anna Hope Ln, Osprey, FL 34229
• 

  /2

  $772,000 Sold Mar 04, 2025

  • 2,306 Sq Ft
  • $335/SF
  • 9 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  663 Crane Prairie Way, Osprey, FL 34229

  This exquisite four-bedroom, three-bath home by Lee Wetherington Homes exemplifies intelligent design and beauty in the community of Willowbend. The Ashley floor plan is thoughtfully oriented to the west, allowing for abundant natural light and stunning sunset views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive custom double-door

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  663 Crane Prairie Way, Osprey, FL 34229
• 

  

  /45

  Est $2,808,589 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,202 Sq Ft

  349 Yacht Harbor Dr, Osprey, FL 34229

  349 Yacht Harbor Dr, Osprey, FL 34229
• 

  

  /23

  $676,000

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

  104 Park Trace Blvd, Osprey, FL 34229

  Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 bedrooms and 3 bathrooms, designed for modern living and comfort. The master suite, located on the right side, offers a private oasis, while the other bedrooms are conveniently situated on the opposite side for maximum privacy.Step inside to an open-concept kitchen, perfect for

  Jose Hugo Martinez KW COASTAL LIVING III

  104 Park Trace Blvd, Osprey, FL 34229
• 

  /2

  $925,000 Sold Mar 03, 2025

  • 2,928 Sq Ft
  • $316/SF
  • 118 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2002

  1200 Mallard Marsh Dr, Osprey, FL 34229

  Location, Location, Location!!!!!! This 4 Bedroom, 3 bathroom, and den home also has a 3 Car garage! This home has some of the very best views of a large lake and it backs up to Oscar Shear State Park. Across the street from the front is beautiful butterfly park for total refuge and privacy. The roof is a brand-new slate roof with a 25-year warranty! The entire house has hurricane impact glass

  Sharon Osborne, PA RESULTS REALTY GROUP LLC

  1200 Mallard Marsh Dr, Osprey, FL 34229
• 

  

  /50

  Est $370,888 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft

  1821 Highland Rd, Osprey, FL 34229

  1821 Highland Rd, Osprey, FL 34229
• 

  

  /37

  $269,000

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft

  754 Pine Run Dr Unit 754, Osprey, FL 34229

  Rarely available ground-floor 2-bedroom, 2-bath model with a standout location and layout that offers a truly one-of-a-kind living experience. This unique floorplan is centered around a private open-air atrium, accessible through 8-foot glass doors on three sides, filling the home with natural light and a seamless connection to the outdoors. From the south bedroom wing, you can look through walls

  Sasha Volosevych CALL IT CLOSED INTL REALTY

  754 Pine Run Dr Unit 754, Osprey, FL 34229
• 

  /2

  $4,250,000 Sold Feb 28, 2025

  • 4,712 Sq Ft
  • $902/SF
  • 43 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2016

  2509 Bayshore Rd, Nokomis, FL 34275

  Celebrate timeless island resort elegance with a modern flair and a beautiful sunset every evening in your backyard. This luxury waterfront FURNISHED home sets the standard for a casual and inviting lifestyle. With five bedrooms and four and a half baths at 4,712 square feet of well-maintained, designed living space, this home is an effortless blend of luxury and casual elegance. The expansive

  Andrea Blackwell KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  2509 Bayshore Rd, Nokomis, FL 34275
• 

  

  /86

  Est $1,651,669 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,087 Sq Ft

  435 E MacEwen Dr, Osprey, FL 34229

  435 E MacEwen Dr, Osprey, FL 34229
• 

  

  /37

  $853,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  260 Hidden Bay Dr Unit B 305, Osprey, FL 34229

  Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End UnitBright, breezy, and beautifully maintained, this move-in ready End Unit at Edgewater at Hidden Bay is offered fully Turnkey Furnished by the original owners and designed for effortless coastal living. Plantation shutters throughout,

  Cathy Rustin FIRST LIGHT REAL ESTATE

  260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
• 

  /2

  $425,000 Sold Feb 25, 2025

  • 1,648 Sq Ft
  • $258/SF
  • 140 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  2068 Preymore St, Osprey, FL 34229

  Your opportunity awaits to live in this beautiful 3-bedroom, 2 bath home situated on a quiet street with no HOA fees and no flood zone! Lovely landscaping and great curb appeal. This home lives larger than the square footage would indicate offering a large great room, ample dining room and spacious primary suite. Cathedral ceilings, pocket sliding doors and open floor plan lend itself to easy

  Karen Geiger COLDWELL BANKER SARASOTA CENT.

  2068 Preymore St, Osprey, FL 34229
• 

  

  /69

  Est $615,043 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft

  521 Bayshore Dr, Osprey, FL 34229

  521 Bayshore Dr, Osprey, FL 34229
• 

  

  /37

  $625,000 Open Sun 2PM - 5PM

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

  242 Hidden Bay Dr Unit 603, Osprey, FL 34229

  One of Sarasota’s Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2-Car Garage | Offered Fully Furnished. Perched on the top floor of a premier building in the exclusive Hidden Bay gated community, this spacious and light-filled condo offers breathtaking, panoramic views of Sarasota Bay. A true diamond in the rough, this home is ready for your

  Joy McGraw REAL ESTATE REFINED

  242 Hidden Bay Dr Unit 603, Osprey, FL 34229
• 

  /2

  $656,000 Sold Feb 21, 2025

  • 2,125 Sq Ft
  • $309/SF
  • 61 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  1109 Scherer Way, Osprey, FL 34229

  This fabulous residence, featuring a new tile roof installed in November 2024 and hurricane-impact windows and shutters for the patio doors, is set against the backdrop of a sparkling lake, offering stunning scenic views and a vibrant array of local wildlife. In the Woodlands of Rivendell, a picturesque community known for its extensive green spaces, parks and 24 serene lakes, this home provides

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1109 Scherer Way, Osprey, FL 34229
• 

  

  /96

  Est $1,686,744 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,857 Sq Ft

  627 N MacEwen Dr, Osprey, FL 34229

  627 N MacEwen Dr, Osprey, FL 34229
• 

  

  /39

  $569,000

  • 4 Beds
  • 2 Baths
  • 2,363 Sq Ft

  104 Shoreland Dr, Osprey, FL 34229

  Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom home offers modern comfort just moments from the water. Step inside to discover a bright, open floor plan with stylish updates throughout. Two large bedrooms lead out to the Lanai, where you can relax in the backyard Oasis featuring a heated spa Pool and outdoor kitchen- perfect

  Mackenzie Davis OAKSTRAND REALTY

  104 Shoreland Dr, Osprey, FL 34229
• 

  /2

  $740,000 Sold Feb 21, 2025

  • 2,707 Sq Ft
  • $273/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  1076 Mallard Marsh Dr, Osprey, FL 34229

  Welcome to the POOL home at the sought after RIVENDELL. This spacious home is located in the acclaimed PINEVIEW SCHOOL DISTRICT.OVERSIZED LOT BACKING TO A PRESERVE. Three bedroom plus den and two full bathrooms plus half bath. The mature landscaped lawn welcomes you to enter the double glassed doors with transom windows into the spacious open floor-plan home. You will find the vaulted

  Reeny Kaney RE/MAX ALLIANCE GROUP

  1076 Mallard Marsh Dr, Osprey, FL 34229
• 

  

  /3

  Est $245,551 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 858 Sq Ft

  110 Oak St, Osprey, FL 34229

  110 Oak St, Osprey, FL 34229

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