Osprey, FL Homes for Sale

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  /53

  $1,100,000

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

  674 Clear Creek Dr, Osprey, FL 34229

  Looking for a house within #1 US public school within a short distance? Discover this expansive 5-bedroom, 3-bathroom home with an oversized flex room, office, and almost 4,000 sq. ft. of living space, perfectly situated on a 9,017 sq. ft. lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2025), HVAC units (2019 & 2023), a new water heater (2022), fresh

  

  Arkadiy Abdurakhmanov

  United Realty Group Inc.

  674 Clear Creek Dr, Osprey, FL 34229
• Explore Osprey

• 

  

  

  /53

  $529,000

  Pre-Foreclosure

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

  583 Pine Ranch East Rd, Osprey, FL 34229

  Priced to sell! Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops,

  

  William Fortner

  GALLERY PROPERTIES INTERNATIONAL

  583 Pine Ranch East Rd, Osprey, FL 34229
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  /50

  $700,000

  Open Sat 1PM - 3PM

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

  14041 Bellagio Way Unit 214, Osprey, FL 34229

  Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village-3 Bedrooms | 2 Bathrooms | Direct Intracoastal FrontageRare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and

  

  Veronica Lee

  COLDWELL BANKER REALTY

  14041 Bellagio Way Unit 214, Osprey, FL 34229
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  /100

  $1,100,000

  • 5 Beds
  • 3.5 Baths
  • 3,354 Sq Ft

  296 Pine Ranch Trail, Osprey, FL 34229

  Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large

  

  Darren Dowling

  BEYOND REALTY LLC

  296 Pine Ranch Trail, Osprey, FL 34229
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  /43

  $255,000

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft

  109 Woodland Place, Osprey, FL 34229

  TURNKEY Furnished 2 bed, 2 bath two story condo in the lifestyle rich community of Pine Run! Outdoor enthusiasts will love this 20 Acre mature landscaped neighborhood. Nearby, you will find nature parks, walking and biking trails, boat ramps, waterfront dining and minutes to beaches and downtown Venice! Within the community, you can enjoy TWO community pools, pickleball and tennis courts,

  

  Monica DeSomma

  PREFERRED SHORE LLC

  109 Woodland Place, 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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  /63

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 2,594 Sq Ft

  409 N Point Rd Unit 601, Osprey, FL 34229

  **FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned second-level parking spaces, and climate-controlled storage. Located behind the secure gates of The Oaks Preserve Country Club, this residence

  Mark Lyda GENEROUS PROPERTY

  409 N Point Rd Unit 601, Osprey, FL 34229
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  /43

  $825,000

  $170K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft

  599 Pine Ranch Rd E, Osprey, FL 34229

  **EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers

  Mark Lyda GENEROUS PROPERTY

  599 Pine Ranch Rd E, Osprey, FL 34229
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  /62

  $1,595,000

  $200K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,241 Sq Ft

  909 MacEwen Dr, Osprey, FL 34229

  **STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway of the interior, HERON GOLF COURSE. With its delightful curb appeal and manicured landscape, this splendid residence offers 3 BEDROOMS + Spacious Executive Office/Study, 3 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious

  Mark Lyda GENEROUS PROPERTY

  909 MacEwen Dr, Osprey, FL 34229
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  /81

  $1,289,000

  • 3 Beds
  • 3.5 Baths
  • 3,112 Sq Ft

  156 Bishopscourt Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless luxury residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac in Bishops Court, an intimate gated enclave within The Oaks Preserve in Osprey, Florida. Framed by lush conservation views and a canopy of mature oaks, the property blends classic

  Joel Schemmel DOUGLAS ELLIMAN

  156 Bishopscourt Rd, Osprey, FL 34229
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  /73

  $2,395,000

  $155K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,519 Sq Ft

  852 MacEwen Dr, Osprey, FL 34229

  **CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and

  Mark Lyda GENEROUS PROPERTY

  852 MacEwen Dr, Osprey, FL 34229
• 

  

  /60

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 3,029 Sq Ft

  401 N Point Rd Unit 1001, Osprey, FL 34229

  **Rarely available 10th-floor penthouse corner residence offering 3,029 square feet with sweeping Gulf and Bay views.** Ideally situated behind the secure gates of the highly sought-after Preserve neighborhood within The Oaks Country Club, this exceptional condo features 3 Bedrooms plus Den, 3 Full Baths, Private 2-Car Garage, and climate-controlled storage. The open-concept floor plan is

  Mark Lyda GENEROUS PROPERTY

  401 N Point Rd Unit 1001, Osprey, FL 34229
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  /65

  $4,790,000

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

  101 Osprey Point Dr, Osprey, FL 34229

  Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional

  Joel Schemmel DOUGLAS ELLIMAN

  101 Osprey Point Dr, Osprey, FL 34229
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  /75

  $1,950,000

  $350K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 4,346 Sq Ft

  538 Dove Pointe, Osprey, FL 34229

  **ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home

  Mark Lyda GENEROUS PROPERTY

  538 Dove Pointe, Osprey, FL 34229
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  /62

  $769,000

  $196K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft

  13 Bayhead Ln, Osprey, FL 34229

  **IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered

  Mark Lyda GENEROUS PROPERTY

  13 Bayhead Ln, Osprey, FL 34229
• 

  

  /13

  $525,000

  $74K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft

  4428 Conchfish Ln, Osprey, FL 34229

  Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not considered a high-risk zone (Zone X) and features four spacious bedrooms and two full bathrooms, along with a two car garage and a large driveway for additional parking. Step into the kitchen, and you'll find elegant quartz countertops, upgraded 42" Timberlake latte cabinets, a

  Mariana Georgieva HORIZON REALTY INTERNATIONAL

  4428 Conchfish Ln, Osprey, FL 34229
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  /45

  $824,900

  $26K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 2,607 Sq Ft

  Unlisted Address

  Back on the market — this is a new opportunity to own this beautiful home. The previous contract fell through, and the property has successfully passed all inspections and appraisal. It is ready for a quick and smooth closing.MODERN COASTAL MASTERPIECE | OVER $200,000 IN LUXURY UPGRADES | NEW ROOF | HEATED SALTWATER POOL | PINE VIEW SCHOOL DISTRICT.Welcome to one of Park Trace Estates’ finest

  Claudia Dybala DALTON WADE INC

  Unlisted Address
• 

  

  /100

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 2,850 Sq Ft

  17 Bayhead Ln, Osprey, FL 34229

  Impeccable is the only way to describe this charming property! This stunning 3 bedroom, 2 bathroom residence has been completely remodeled to create a luxurious yet comfortable, livable home. No detail has been overlooked in the complete renovation, making it truly gorgeous and unique. The interior is incredible and has so many high-end features; tile flooring designed to look like wood,

  Steve Abbe COLDWELL BANKER REALTY

  17 Bayhead Ln, Osprey, FL 34229
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  /44

  $235,000

  $65K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 595 Sq Ft

  51 MacEwen Dr Unit 5, Osprey, FL 34229

  Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental.Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly

  Sabine Spycher 342 REAL ESTATE

  51 MacEwen Dr Unit 5, Osprey, FL 34229
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  /85

  $1,100,000

  • 4 Beds
  • 3 Baths
  • 3,984 Sq Ft

  907 Eagle Isle Ct, Osprey, FL 34229

  Luxury Living in Rivendell WoodlandsWelcome to this exceptional 3,984-square-foot estate in the highly sought-after Rivendell Woodlands community, where luxury, comfort, and convenience come together in a spectacular lakefront and preserve setting. Built in 2003, this meticulously maintained residence offers 4 bedrooms, 3 baths, a private office/den, expansive bonus room, formal living and

  Becky Culp CENTURY 21 ROSEBAY

  907 Eagle Isle Ct, Osprey, FL 34229
• 

  

  /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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  /3

  $89,000

  $9K PRICE DROP

  570 Blackburn Point Rd Unit 23, Osprey, FL 34229

  Extra-wide indoor boat rack accommodating vessels up to 33' L x 11.1' W x 9.3' H, with quick access to Midnight Pass and Venice Inlet. Marina amenities include call-ahead splash service, fuel, ice, bait and tackle, fish cleaning station, adjacent restaurant, maintenance racks, and wash-down service after each use. Condo fees cover in and outs, insurance, marina and building maintenance, staff,

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 23, Osprey, FL 34229
• 

  

  /99

  $2,175,000

  • 4 Beds
  • 3.5 Baths
  • 4,117 Sq Ft

  362 MacEwen Dr, Osprey, FL 34229

  Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with

  Steve Abbe COLDWELL BANKER REALTY

  362 MacEwen Dr, Osprey, FL 34229
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  /39

  $317,000

  $3K PRICE DROP

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

  4213 Expedition Way Unit 107, Osprey, FL 34229

  "Location, Location, Location" The luxury Florida lifestyle you’ve been dreaming. Welcome to this beautifully appointed 3-bed, 2-bath walk-up condo in a highly desirable location in a pet-friendly gated community. Built for peace of mind, the community features solid concrete block construction and hurricane-impact windows for added safety and durability. The attached ground-level garage beneath

  Yunfei Liu DALTON WADE INC

  4213 Expedition Way Unit 107, Osprey, FL 34229
• 

  

  /4

  $36,000

  570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

  This slip will house a boat with the maximum dimensions of 35.5' length, 10' width and 6' height 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

  David Babel BRIGHT REALTY

  570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229
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  /99

  $629,000

  $70K PRICE DROP

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

  401 N Point Rd Unit 603, Osprey, FL 34229

  Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private

  Steve Abbe COLDWELL BANKER REALTY

  401 N Point Rd Unit 603, Osprey, FL 34229
• 

  

  /100

  $700,000

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

  3621 N Point Rd Unit 403, Osprey, FL 34229

  Embrace an active lifestyle with comfort and luxury in this beautifully situated residence at Meridian at The Oaks Preserve. Located in Building 5, this lovely condo is just steps from the Meridian residents-only pool, spa, and fitness room, making it easy to start your day with a workout or swim just outside your door. Afterward, you will come home to your condo with secure entry, private

  Steve Abbe COLDWELL BANKER REALTY

  3621 N Point Rd Unit 403, Osprey, FL 34229
• 

  

  /11

  $575,000

  • Land
  • 17,424 Sq Ft
  • $1,437,500 per Acre

  143 Osprey Point Dr, Osprey, FL 34229

  One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities.Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always

  Steve Abbe COLDWELL BANKER REALTY

  143 Osprey Point Dr, Osprey, FL 34229
• 

  

  /16

  $299,950

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,593 Sq Ft

  108 Villa Dr Unit 108, Osprey, FL 34229

  Come for the investment, stay for the lifestyle! Discover an exceptional waterfront opportunity in Sorrento Shores, a quiet, pet-friendly community of just 28 homes, ideally located minutes from Nokomis Beach, I-75, and the nationally recognized Pine View School.Whether you're looking for a Florida retreat, investment property, or your own year-round coastal home, this spacious, detached

  Dr. Richard Gaspar LOKATION

  108 Villa Dr Unit 108, Osprey, FL 34229
• 

  

  /3

  $499,999

  • 3 Beds
  • 3 Baths
  • 2,422 Sq Ft

  453 S Shore Dr, Osprey, FL 34229

  Discover the Florida lifestyle you’ve been dreaming of in desirable Osprey! Set on a spacious corner lot in an established and sought-after neighborhood, this exceptional 3-bedroom, 3-full-bath residence offers more than 2,400 sq. ft. of living space and an incredible opportunity to create your own private Gulf Coast retreat.From the moment you arrive, the home’s inviting setting and

  Marian Schneider RE/MAX PRIME PROPERTIES

  453 S Shore Dr, Osprey, FL 34229
• 

  /2

  $699,000

  • Land
  • 23,958 Sq Ft
  • $1,270,909 per Acre

  410 Blue Garden Ln, Osprey, FL 34229

  Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal canvas for a custom residence. Enjoy convenient access to world-class amenities including championship golf, tennis and pickleball facilities, a

  Mark Grigoli ELITE PROPERTIES LLC

  410 Blue Garden Ln, Osprey, FL 34229
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  /70

  $1,595,000

  $54K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 4,001 Sq Ft

  75 Osprey Point Dr, Osprey, FL 34229

  Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks.Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The

  Steve Abbe COLDWELL BANKER REALTY

  75 Osprey Point Dr, Osprey, FL 34229
• 

  

  /45

  $249,900

  Open Sat 1PM - 3PM $20K PRICE DROP

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

  116 Woodland Place Unit 116, Osprey, FL 34229

  Ready to make the move to paradise? Here’s your new home! Adorable two bedroom condo refreshed and ready for a new owner to enjoy convenience living. Crisp and clean with new luxury vinyl in the living room, dining room, hallway and entry, plus just freshly painted! Enjoy a bit of character with the shiplap wood wall in the dining room. Bathrooms have been remodeled with upscale appointments such

  Pat Williams PAT WILLIAMS REALTY, LLC

  116 Woodland Place Unit 116, Osprey, FL 34229
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  /36

  $2,850,000

  • Land
  • 4.18 Acres
  • $681,818 per Acre

  2301 S Tamiami Trail, Osprey, FL 34229

  This listing is for 4.2 +/- acres consisting of two parcels that are rectangular in shape, cleared and level. The parcels have 700 +/- linear feet on US 41 (Tamiami Trail). The daily traffic counts that pass by this property are 41,500 vehicles. The property is currently zoned OPI (Office, Professional and Institutional) and RSF 2 (Residential Single Family 3.5 units / acre). There are two full

  Michael Gallatin SARABAY REAL ESTATE INC

  2301 S Tamiami Trail, Osprey, FL 34229
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  /62

  $615,000

  $45K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /44

  $875,000

  $35K PRICE DROP

  • 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
• 

  

  /46

  $749,900

  • 3 Beds
  • 2 Baths
  • 2,174 Sq Ft

  1328 Thornapple Dr, Osprey, FL 34229

  Virtually Staged. Welcome to your ultimate lakeside maintenance free sanctuary! Seller is offering Roof Credit to buyer. This home is nestled in a premier community renowned for its top-rated gifted school district, this expanded floor plan in the Willow Bend Community offers 2,183 square feet of meticulously designed, sun-drenched living space with high ceilings, crown molding, and ceiling fans.

  Heather Claridge RIVER HILLS PROPERTIES, LLC B

  1328 Thornapple Dr, Osprey, FL 34229
• 

  

  /11

  $540,000

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  1140 Beachcomber Ct Unit 11, Osprey, FL 34229

  Virtually Staged. Welcome to Blackburn Point Marina Village, an intimate gated waterfront community of just 19 residences near Sarasota and Casey Key. This beautifully upgraded townhome delivers a relaxed coastal lifestyle with low-maintenance living—without the waterfront price tag. A bright, open floor plan features 9-foot ceilings, plantation shutters, ceiling fans, and new luxury vinyl

  Ralph Harvey LISTWITHFREEDOM.COM

  1140 Beachcomber Ct Unit 11, Osprey, FL 34229
• 

  

  /82

  $1,399,000

  • 4 Beds
  • 4 Baths
  • 3,255 Sq Ft

  1417 Landview Ln, Osprey, FL 34229

  Looking for a home with room for everyone? This expansive 3255 square foot Southbay residence delivers! Located in the highly desirable Southbay Yacht & Racquet Club and close to the renowned Pine View School, this spacious home is just 12 years young. Built with 10-foot ceilings, generously sized rooms, beautiful architectural details and hurricane-rated windows and doors, it offers both style

  Pat Williams PAT WILLIAMS REALTY, LLC

  1417 Landview Ln, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 3

Why Live in Osprey

Osprey, FL, a census-designated community on the Gulf Coast, is known for its vibrant outdoor spaces and waterfront living. Residents can start their day kayaking through mangroves, enjoy lunch at waterfront restaurants, and spend evenings at tiki bars on Casey Key. The area around Tamiami Trail offers numerous shopping and dining options, including fresh seafood. Osprey features a variety of home styles, from condos to Mediterranean-inspired properties and waterfront villas, often within gated communities with amenities like golf courses and clubhouses. The community is home to highly rated schools such as Gulf Gate Elementary, Pine View School, and Venice High. Outdoor enthusiasts can explore Oscar Scherer State Park, with its hiking trails and opportunities for canoeing and kayaking, or visit Bay Preserve for fishing and boating. Historic Spanish Point offers a glimpse into the region's past with its prehistoric mound and citrus packing house. For nightlife, The O Bar and Spanish Point Tiki Bar are popular spots. Osprey is car-dependent but has public transportation options and is conveniently located near major employers like Sarasota Memorial Hospital and PGT Innovations. Nearby beaches, including Nokomis Beach and Siesta Key Beach, are just a short drive away, and Sarasota Bradenton International Airport is 15 miles from the community.

Learn more about living in Osprey

Osprey, FL Home Prices

	Osprey, FL
Median Home Price	$749,000
Median Sale Price	$650,000 -14% YoY
Avg. Price per Square Foot	$360
Median Single Family Price	$800,000
Median Townhouse Price	$445,000
Median Condo Price	$469,950
Total Active Listings	96 listings
Market Conditions	5 Months of Supply Balanced Market

Frequently Asked Questions

What is the average home price in Osprey, FL?

Homes for sale in Osprey, FL have an average home price of $1,140,590.

Are home prices dropping in Osprey?

Yes, home prices in Osprey are down 2% in the last 12 months.

How many homes have sold over the last 12 months in Osprey, FL?

206 homes have sold in Osprey, FL over the last 12 months.

What are the most popular zip codes in Osprey, FL?

The most popular zip codes in Osprey, FL include 34229, 34238, 34275, 34236 and 34231.

How much do you need to make to afford a house in Osprey?

The median home price in Osprey is $749,000. If you put a 20% down payment of $149,800 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $3,970 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $170K a year to afford the median home price in Osprey. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Osprey, FL?

Osprey, FL has highly rated public and private schools. Some of the best schools in Osprey based on Niche Grades are Pine View School, Laurel Nokomis School and Riverview High School. Browse all the schools in Osprey, FL to learn more.