Osprey, FL Homes

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  /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
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  /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
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  /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
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  /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
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  /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

  $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
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  /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
• 

  

  /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
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  /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
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  /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
• 

  

  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
• 

  

  /61

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  12689 Promenade Estates Blvd, Osprey, FL 34238

  Stunning Newer Home in Promenade Estates, Palmer Ranch. Welcome to this immaculate 4-bedroom, 2.5-bathroom single-family home situated on a prime corner lot in the sought-after Promenade Estates community, located in the heart of Palmer Ranch, Sarasota. Built in 2021, this property offers contemporary design, thoughtful upgrades, and the perfect blend of comfort and style. This bright and

  Lee Brewer RE/MAX ALLIANCE GROUP

  12689 Promenade Estates Blvd, Osprey, FL 34238
• 

  /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
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  /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
• 

  

  /57

  $1,199,000

  • 4 Beds
  • 3 Baths
  • 2,925 Sq Ft

  120 Lookout Point Dr, Osprey, FL 34229

  Spacious Custom built home featuring an oversized corner yard, High Ceilings, Updated Kitchen and Bathrooms, Family Room with Wood Burning Fireplace, 3 Bedrooms, 3 Full Baths and a Bonus Room/ 4th Bedroom upstairs. Entertain in the Large Lanai with Outdoor Kitchen overlooking the Pool and wide Greenbelt view. The Stylish and Durable new Metal Roof will protect you for years to come, full

  Sharon Lewis GOLF & BAY PROPERTIES LLC

  120 Lookout Point Dr, Osprey, FL 34229
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  /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
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  /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
• 

  

  /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
• 

  /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
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  /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
• 

  

  /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
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  /2

  $450,000 Sold Nov 21, 2024

  • 2,222 Sq Ft
  • $203/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  619 Pine Ranch Rd E, Osprey, FL 34229

  As you can see from the photos, this is a wonderful property in an ideal location -- it really is a beautiful neighborhood! As you can also see from the photos, it presents as spacious, clean, and fresh given the fact that it has the original kitchen, baths, and floors from 1994, and the pool will likely need resurfacing. Brand new tile roof, 8/15/2018! As the new owner will likely remodel the

  John Michailidis KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  619 Pine Ranch Rd E, Osprey, FL 34229
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  /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
• 

  

  /75

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  201 Woodland Dr Unit 201, Osprey, FL 34229

  Rarely available 1st floor end unit!

  Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

  201 Woodland Dr Unit 201, Osprey, FL 34229
• 

  /2

  $845,000 Sold Nov 21, 2024

  • 2,408 Sq Ft
  • $351/SF
  • 61 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2004

  1031 Scherer Way, Osprey, FL 34229

  The furnishing are available for purchase (with some exceptions) with a separate contract.This completely renovated 4 bed/3 bath home offers one level luxury living in the beautiful Rivendell community! (a full list of improvements that includes new roof and new HVAC is available). This is a uniquely private location with the preserve behind you, and mature trees on either side with a

  Steven Weiss REDFIN CORPORATION

  1031 Scherer Way, 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
• 

  

  /70

  $485,000

  • 2 Beds
  • 3 Baths
  • 2,837 Sq Ft

  264 Woods Point Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. SELLER WILL CONSIDER LEASE PURCHASE. Try it before you buy it. Experience maintenance free Florida living, just a short walk, bike or drive to Casey Key in this large villa situated in the rarely available neighborhood of Blackburn Point Woods. The home greets visitors with a large welcoming paver patio providing a place to relax and greet your

  Mark Midyett KELLER WILLIAMS ON THE WATER S

  264 Woods Point Rd, Osprey, FL 34229
• 

  /2

  $750,000 Sold Nov 20, 2024

  • 1,950 Sq Ft
  • $385/SF
  • 153 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  260 Hidden Bay Dr Unit B-504, Osprey, FL 34229

  PENTHOUSE PARADISE WITH GORGEOUS SUNSET WATER VIEWS!3/2.5 Condo including storage room and garage parking.Welcome to Edgewater at HIDDEN BAY, where LUXURY meets flexibility! This spacious modern 2019 PENTHOUSE condominium has been masterfully designed with Category 5 hurricane resilience and boasts a beautifully converted FLEX room that now serves as a spacious third bedroom complete

  Diane Wacha LPT REALTY, LLC

  260 Hidden Bay Dr Unit B-504, Osprey, FL 34229
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  /49

  Est $176,274 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft

  701 Pine Run Dr, Osprey, FL 34229

  701 Pine Run Dr, Osprey, FL 34229

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