Waterfront Homes for Sale in Osprey, FL

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  /98

  $970,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 3,771 Sq Ft

  6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! Experience the comfort of a home with the convenience of condo living in this spacious 3-bedroom, 3.5-bath plus den residence offering 3,771 sq. ft. of beautifully designed space and 10-foot tray ceilings throughout and a new roof. Enjoy panoramic water views from the gourmet kitchen, featuring wood

  

  Cynthia Brock

  GULF SANDS REALTY, LLC

  (941) 698-6279

  6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229
• Explore Osprey

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  /43

  $884,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,630 Sq Ft

  6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229

  Enjoy sweeping Intercoastal water views with peek-a-boo Gulf glimpses from this beautifully upgraded top-floor, end-unit residence filled with natural light, privacy, and coastal elegance. The interior features Luxury vinyl plank flooring, plantation shutters, crown molding, and higher ceilings unique to the top floor. The chef’s kitchen offers Bosch and JennAir appliances, a Liebherr split

  

  Andrea Stultz

  ENGEL + VOELKERS SARASOTA

  (941) 883-9484

  6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229
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  /45

  $3,200,000

  • Land
  • 0.39 Acre
  • $8,205,128 per Acre

  141 N Casey Key Rd, Osprey, FL 34229

  CASEY KEY ISLAND OPPORTUNITY – Bring your preferred builder and create the coastal retreat of your dreams on one of Sarasota County’s most treasured barrier islands. Perfectly positioned on the coveted north end of Casey Key, this exceptional property offers over 100 feet of direct Gulf frontage and sweeping, unobstructed sunset views across shimmering turquoise waters. Your blank canvas awaits –

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  (941) 263-0115

  141 N Casey Key Rd, Osprey, FL 34229
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  /55

  $699,000

  • 4 Beds
  • 3 Baths
  • 2,540 Sq Ft

  146 Willow Bend Way, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to 146 Willow Bend Way, a custom-built residence by Vision Homes in the sought-after community of Park Trace Estates. Nestled on a large lot with a pod view, this residence combines generous living spaces with a split floor plan suited for both family and guests. Featuring four bedrooms, three full baths, a den with French doors and tree car

  

  Maria Rocha

  KELLER WILLIAMS ON THE WATER S

  (941) 206-2984

  146 Willow Bend Way, Osprey, FL 34229
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  /72

  $589,900

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

  242 Hidden Bay Dr Unit 603, Osprey, FL 34229

  Stunning, unobstructed views of the Intracoastal Waterway, Little Sarasota Bay, and the Gulf await from this beautiful Penthouse residence in Baypoint Vista, Osprey. Located within Hidden Bay, a gated and amenity rich community, this exceptional condo features 2 Bedrooms, 2 Bathrooms plus a versatile Den, an open floor plan, high ceilings, recessed lighting, a spacious kitchen, morning room,

  Susan Retzke RE/MAX PALM

  242 Hidden Bay Dr Unit 603, Osprey, FL 34229
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  /72

  $1,575,000

  • 4 Beds
  • 3 Baths
  • 3,486 Sq Ft

  20 Bayhead Ln, Osprey, FL 34229

  A rare opportunity to own a significantly newer, custom-built residence inside the exclusive The Oaks Club Preserve, where most surrounding homes were built decades earlier. Completed in 2017 and set on a lakefront lot in a non-flood zone, this move-in-ready, hurricane-secure home offers a level of modern construction, privacy, and peace of mind seldom found in this exclusive community. In

  Lielei Wahlmann EXP REALTY LLC

  20 Bayhead Ln, Osprey, FL 34229
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  /56

  $5,000,000

  • 4 Beds
  • 5.5 Baths
  • 5,087 Sq Ft

  101 Osprey Point Dr, Osprey, FL 34229

  A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5,000 square feet, all cleverly positioned on nearly an acre with 150 feet of lakefront. Situated on two of the community’s most desirable lots, the residence balances

  Joel Schemmel DOUGLAS ELLIMAN

  101 Osprey Point Dr, Osprey, FL 34229
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  /61

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 2,545 Sq Ft

  3603 N Point Rd Unit 702, Osprey, FL 34229

  **MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer

  Mark Lyda GENEROUS PROPERTY

  3603 N Point Rd Unit 702, Osprey, FL 34229
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  /53

  $647,000

  • 3 Beds
  • 3 Baths
  • 2,320 Sq Ft

  522 Luminary Blvd, Osprey, FL 34229

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

  Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  522 Luminary Blvd, Osprey, FL 34229
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  /50

  $899,000

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

  260 Hidden Bay Dr Unit B 405, Osprey, FL 34229

  Built in 2019 and perfectly positioned on the fourth floor, this waterfront residence offers sweeping views across the Intracoastal Waterway, tranquil mangroves, and surrounding waterways from nearly every room. Designed with comfort and functionality in mind, the three-bedroom plus office layout spans nearly 2,200 square feet of interior living space and captures the essence of relaxed coastal

  Roger Pettingell COLDWELL BANKER REALTY

  260 Hidden Bay Dr Unit B 405, Osprey, FL 34229
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  /48

  $699,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  242 Hidden Bay Dr Unit 302, Osprey, FL 34229

  Enjoy breathtaking water views and unforgettable sunsets over Little Sarasota Bay from this spacious three-bedroom condominium with an office, on the third floor with convenient elevator access. This beautifully appointed residence is in the exclusive, gated Hidden Bay community, a waterfront gem. The open floor plan features soaring ceilings, PGT impact windows, sliding glass doors, new

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  242 Hidden Bay Dr Unit 302, Osprey, FL 34229
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  /4

  $115,000

  570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229

  This slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'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.

  David Babel BRIGHT REALTY

  570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229
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  /61

  $5,495,000

  • 4 Beds
  • 5.5 Baths
  • 5,397 Sq Ft

  144 N Casey Key Rd, Osprey, FL 34229

  Located on the exclusive stretch of North Casey Key, this private waterfront estate offers a rare blend of resort-style living, protected boating water, and direct Gulf beach access in one of Sarasota County’s most coveted coastal enclaves. Set on over half an acre along Little Sarasota Bay, this durably constructed residence, engineered for strength and storm protection, delivers a private,

  Lisa Napolitano DOUGLAS ELLIMAN

  144 N Casey Key Rd, Osprey, FL 34229
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  /15

  $41,000

  570 Blackburn Point Rd Unit 42, Osprey, FL 34229

  Welcome to OSPREY HARBOR VILLAGE. This boat rackominium was built as a category 3 hurricane-rated building. Store your boat out of the sun and protected from the harsh Florida weather. This 3rd-level rack measures 28'L x 12'W x 8.5'H and can accommodate a boat with dimensions of 28'L x 11'W x ~6.5'H (measure height from the keel to the highest fixed point on the boat). This rackominium features

  Joe Cleary RE/MAX ALLIANCE GROUP

  570 Blackburn Point Rd Unit 42, Osprey, FL 34229
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  /50

  $699,000

  • 3 Beds
  • 3 Baths
  • 3,147 Sq Ft

  3603 N Point Rd Unit 202, Osprey, FL 34229

  **ELEGANT and SPACIOUS CORNER CONDO UNIT – NEARLY 3200sf – With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood. This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned Parking spaces including 1 under building, Climate-controlled storage and much more! Crown moldings, engineered hardwood floors, expansive kitchen with

  Mark Lyda GENEROUS PROPERTY

  3603 N Point Rd Unit 202, Osprey, FL 34229
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  /78

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft

  124 Revolution Way, Osprey, FL 34229

  The only available home in the community with a 2 Car Garage! Welcome to Bay Street Village, a charming, beach-close, gated community in sought-after Osprey. This rarely available First-Floor residence features an oversized two-car garage with exceptional space for vehicles, bikes, kayaks, and all your Florida adventure gear. Ideally situated on a quiet cul-de-sac with peaceful pond views, this

  James Briley COLDWELL BANKER REALTY

  124 Revolution Way, Osprey, FL 34229
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  /73

  $2,795,000

  • 5 Beds
  • 5.5 Baths
  • 4,261 Sq Ft

  479 S Creek Dr, Osprey, FL 34229

  Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a separate spa and framed by elegant

  Michelle Hupp KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  479 S Creek Dr, Osprey, FL 34229
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  /40

  $689,000

  • 4 Beds
  • 3 Baths
  • 2,661 Sq Ft

  162 Willow Bend Way, Osprey, FL 34229

  Impeccable 4 BR home plus office, located in the highly sought after Park Trace Estates, with HOA fees under 55$ a month. Proudly owned by the original owner, and built by Vison Homes, this property showcases meticulous care and quality upgrades, all offered at an unbeatable price. Freshly painted and filled with natural light, the home features PGT impact rated doors and windows throughout, in

  Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

  162 Willow Bend Way, Osprey, FL 34229
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  /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
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  /65

  $699,000 Open Sun 1PM - 4PM

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

  250 Hidden Bay Dr Unit A302, Osprey, FL 34229

  WHAT A VIEW and the pictures don't do it justice!! SELLER IS OFFERING to prepay three (3) months of HOA dues on behalf of the buyer at closing. FULLY FURNISHED/TURNKEY UNIT!!! Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful barrier island of Casey Key. Welcome to Edgewater

  Merryl Koven COLDWELL BANKER REALTY

  250 Hidden Bay Dr Unit A302, Osprey, FL 34229
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  /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
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  /57

  $825,000 Open Sun 1AM - 3PM

  • 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
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  /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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  /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
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  /52

  $710,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  232 Hidden Bay Dr Unit 303, Osprey, FL 34229

  Waterfront resort-style living is behind the gates of Hidden Bay, set along the shores of the Intracoastal Waterway, Little Sarasota Bay, and a tranquil preserve and park in the heart of Osprey. This third-floor residence, accessible by elevator, has been tastefully remodeled and offers two full bedrooms, each with en-suite baths. The lanai’s exterior sliders open to an all-season, tiled living

  Tom Hedge, Jr PREMIER SOTHEBY'S INTERNATIONAL REALTY

  232 Hidden Bay Dr Unit 303, Osprey, FL 34229
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  /58

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,617 Sq Ft

  529 Habitat Blvd, Osprey, FL 34229

  This stunning Monterey model, crafted by Lee Wetherington, is a rare find in the sought-after, maintenance-free community of Willowbend. With exceptional curb appeal and one of the largest lots in the area, this residence boasts panoramic lake views with nearly 140 feet of lakefront, all situated on a peaceful cul-de-sac. Recently upgraded with a pool, spa, and picture-view screen cage added in

  Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  529 Habitat Blvd, Osprey, FL 34229
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  /49

  $2,350,000

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

  18 N Casey Key Rd, Osprey, FL 34229

  Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  18 N Casey Key Rd, Osprey, FL 34229
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  /57

  $749,900

  • 4 Beds
  • 3 Baths
  • 2,551 Sq Ft

  319 Park Trace Blvd, Osprey, FL 34229

  Welcome to your dream home in a prime location, positioned near A-rated schools such as Pine View, world-class beaches, premier shopping and exceptional dining. This spacious four-bedroom, three-bath residence offers almost 2,600 square feet of living space, blending comfort and elegance at every turn. The home is filled with beautiful finishing touches, creating a warm yet sophisticated

  Megan George PREMIER SOTHEBYS INTL REALTY

  319 Park Trace Blvd, Osprey, FL 34229
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  /55

  $525,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  120 Villa Dr Unit 120, Osprey, FL 34229

  Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the inside out to the lanai and boat dock. The kitchen features raised wood cabinets and a large 10ft long breakfast bar. The kitchen has views of the canal and opens up to the dining room and living room. As you walk into the nicely appointed open floor plan, you immediately feel

  Hansel Pitts COLDWELL BANKER SARASOTA CENT.

  120 Villa Dr Unit 120, Osprey, FL 34229
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  /63

  $569,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  232 Hidden Bay Dr Unit 504, Osprey, FL 34229

  This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator was just replaced, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the

  Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

  232 Hidden Bay Dr Unit 504, Osprey, FL 34229
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  /58

  $725,000 Open Sun 1PM - 4PM

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

  250 Hidden Bay Dr Unit A-301, Osprey, FL 34229

  Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in Jan 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building.

  Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

  250 Hidden Bay Dr Unit A-301, Osprey, FL 34229
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  /4

  $32,500

  570 Blackburn Point Rd Unit 38, Osprey, FL 34229

  Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Plus, HOA is prepaid thru the end of 2025! Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 38, Osprey, FL 34229
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  /34

  $1,150,000

  • 3 Beds
  • 2 Baths
  • 2,374 Sq Ft

  14041 Bellagio Way Unit 218, Osprey, FL 34229

  Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY FURNISHED home offers 2,374 sq ft of well-appointed living space, with water views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo includes a DEEDED 40' wet slip—providing immediate access to boating, fishing, and the

  Kelli Eggen COLDWELL BANKER REALTY

  14041 Bellagio Way Unit 218, Osprey, FL 34229
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  /60

  $10,750,000

  • 5 Beds
  • 8 Baths
  • 8,050 Sq Ft

  1216 N Casey Key Rd, Osprey, FL 34229

  This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1216 N Casey Key Rd, Osprey, FL 34229
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  /60

  $579,000

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  786 Sarabay Rd Unit 19, Osprey, FL 34229

  Secluded waterfront community on Little Sarasota Bay with access to the Intracoastal Waterway and the Gulf. Heron Bay Club has boat slips available! This small community on Little Sarasota Bay offers striking sunsets. Across from the northern section of Casey Key, the 10-acre property features 26 villas. This complex is intimate, quiet and peaceful. Part of the reason for the relaxing atmosphere

  Michael Christo PREMIER SOTHEBYS INTL REALTY

  786 Sarabay Rd Unit 19, Osprey, FL 34229
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  /24

  $600,000

  • Land
  • 0.34 Acre
  • $1,764,706 per Acre

  458 N Shore Dr, Osprey, FL 34229

  Discover the perfect canvas for your dream home with this exceptional vacant lot located in the desirable Sorrento Shores community of Osprey, Florida. Spanning 0.34 acres, this spacious lot offers ample room for creative design and construction. With a generous front footage of 100 feet and dimensions that allow for multiple building possibilities, this property situated "WEST of Trail," is

  Matthew Charland LLC GULF SHORES REALTY

  458 N Shore Dr, Osprey, FL 34229
• 

  

  /3

  $89,000

  570 Blackburn Point Rd Unit 35, Osprey, FL 34229

  Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 35, Osprey, FL 34229
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  /83

  $3,750,000

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

  1042 N Casey Key Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. If your dream is to create a place where generations can gather, relax, and make lasting memories, this Casey Key estate is ready to welcome you home. Set on 0.68 acres with 131 feet of Sarasota Bay frontage, this 4 bed 4.5 bath retreat offers room to spread out, unwind, and connect indoors and out. Each bedroom opens to the outdoors with bay

  Brandy Sheldon COLDWELL BANKER REALTY

  1042 N Casey Key Rd, Osprey, FL 34229
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  /62

  $395,000

  • 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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  /87

  $2,100,000

  • 3 Beds
  • 3.5 Baths
  • 2,473 Sq Ft

  140 N Casey Key Rd, Osprey, FL 34229

  LIVE THE ULTIMATE COASTAL LIFESTYLE on the coveted Casey Key barrier island at this vibrant 3-bed, 3.5-bath waterfront retreat, perfectly positioned along the Intracoastal Waterway with dazzling, front-row views. Designed for unforgettable days on the water, this home features a stunning Aqua-Tech infinity edge heated pool with therapy jet ledge, where you can unwind while watching boats, jet

  Rhonda Carder EXP REALTY LLC

  140 N Casey Key Rd, Osprey, FL 34229

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