Osprey, FL Homes for Sale

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  /39

  $289,900

  $60K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  1801 Highland Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to this light-filled, beautifully maintained 2-bedroom, 2-bath townhome in the highly desirable Town-End Shores community of Osprey. With LOW HOA FEES $150.00 PER MONTH and GROUND MAINTENANCE INCLUDED IN FEE this townhouse is designed for comfortable living and easy entertaining, the open-concept main level features a spacious living room,

  

  Kimberly Werla

  RE/MAX ALLIANCE GROUP

  1801 Highland Rd, Osprey, FL 34229
• Explore Osprey

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  /50

  $215,000

  $10K PRICE DROP

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

  110 Woodland Place, Osprey, FL 34229

  FURNISHED. Welcome to Pine Run, where you'll find the perfect combination of natural beauty and modern living. This two-bedroom, two-bath condo is nestled within the serene 20+ acres of lush native Florida landscape. As you step inside, you'll be greeted by a spacious and inviting living area, thoughtfully designed to maximize comfort and functionality. The condo offers two well-appointed

  

  Echo Belser PA

  COLDWELL BANKER REALTY

  110 Woodland Place, Osprey, FL 34229
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  /35

  $260,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  4271 Expedition Way Unit 103, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Live where everyday life feels simple, connected, and close to everything you love. Located in the gated community of Bay Street Village in Osprey, this beautifully maintained second-floor condo offers the perfect blend of comfort, convenience, and a relaxed Florida lifestyle. Just minutes from Nokomis Beach, Siesta Key, the Legacy Trail, Oscar

  

  Toni Zarghami

  KW COASTAL LIVING III

  4271 Expedition Way Unit 103, Osprey, FL 34229
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  /64

  $799,990

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

  650 Crane Prairie Way, Osprey, FL 34229

  Opportunities like this are increasingly rare in Willowbend. Offering over 3,180 square feet, this Lee Wetherington-built residence delivers exceptional scale, thoughtful architecture, and a preserve setting backing directly to Oscar Scherer State Park. With no rear neighbors and expansive natural views, the home offers privacy and tranquility while remaining minutes from beaches, dining, and

  

  Cheri Castro

  MICHAEL SAUNDERS & COMPANY

  650 Crane Prairie Way, Osprey, FL 34229
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  /70

  $3,640,000

  $310K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 9,081 Sq Ft

  854 MacEwen Dr, Osprey, FL 34229

  Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views

  

  Joe Murphy

  COLDWELL BANKER REALTY

  854 MacEwen Dr, Osprey, FL 34229
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  /50

  $700,000

  • 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

  $1,500,000

  $195K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,208 Sq Ft

  480 Oriskany Ct, Osprey, FL 34229

  Tucked away on a quiet street within the prestigious Oaks Club in Osprey, Fl; This elegant residence overlooks the fairway of the Heron 14. This home sits on a Premium golf course lot with additional privacy view across the street . Designed by Toll Brothers, this one story, 3200 sq. Ft. home with 3 bedroom ( plus office ) offers gracious entertaining and comfortable everyday living. A

  

  Susan Pelton

  MICHAEL SAUNDERS & COMPANY

  480 Oriskany Ct, Osprey, FL 34229
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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
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  /20

  $175,000

  $15K PRICE DROP

  • Land
  • 20,908 Sq Ft
  • $364,583 per Acre

  14 Old Venice Rd, Osprey, FL 34229

  **Pine View School** NO HOA** Custom House-Separate Guest House- Separate RV/Boat** Discover an exceptional opportunity to create your custom dream home in the heart of Osprey — one of Sarasota County’s most desirable coastal communities. This buildable vacant homesite offers the perfect canvas to design a private retreat tailored to your lifestyle, all while enjoying the charm, convenience, and

  

  Mousa Wakileh

  COLDWELL BANKER REALTY

  14 Old Venice Rd, Osprey, FL 34229
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  /9

  $2,850,000

  $350K PRICE DROP

  • Land
  • 16,988 Sq Ft
  • $7,307,692 per Acre

  141 N Casey Key Rd, Osprey, FL 34229

  Gulf-front vacant lot on Casey Key in Osprey. Buildable lot with County guidance. 107' Gulf frontage, cleared site ready for new construction. For buyers seeking to build a custom waterfront home, this Gulf-front vacant lot on Casey Key in Osprey offers a compelling opportunity in one of Sarasota County’s most sought-after coastal locations. The homesite is cleared and confirmed buildable based

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  141 N Casey Key Rd, Osprey, FL 34229
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  /30

  $429,000

  $16K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  329 Bay Vista Ave, Osprey, FL 34229

  Welcome to 329 Bay Vista Ave., Osprey, FL 34229—a rare opportunity to own a beautifully renovated 2-bedroom, 2-bathroom home on an expansive lot (0.47 acre!!!) with no HOA, no deed restrictions, and endless possibilities. Inside, you'll find a thoughtfully updated interior that's move-in ready, offering the perfect blend of comfort and style. Whether you're looking for a full-time residence,

  

  Rodrigo Posada

  THE SHORELINE FL REALTY LLC

  329 Bay Vista Ave, Osprey, FL 34229
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  /49

  $1,495,000

  • 3 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  360 N Point Rd, Osprey, FL 34229

  Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger.

  Steve Abbe COLDWELL BANKER REALTY

  360 N Point Rd, Osprey, FL 34229
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  /62

  $799,000

  $166K 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
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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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  /84

  $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 residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional

  Joel Schemmel DOUGLAS ELLIMAN

  156 Bishopscourt Rd, Osprey, FL 34229
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  /78

  $2,189,000

  $61K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,012 Sq Ft

  433 E MacEwen Dr, Osprey, FL 34229

  **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this

  Mark Lyda GENEROUS PROPERTY

  433 E MacEwen Dr, 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
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  /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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  /71

  $725,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,143 Sq Ft

  5100 Jessie Harbor Dr Unit 304, Osprey, FL 34229

  Experience effortless coastal living in this stunning third-floor FURNISHED waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining

  Suki Scollo COLDWELL BANKER REALTY

  5100 Jessie Harbor Dr Unit 304, Osprey, FL 34229
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  /13

  $548,000

  $51K 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

  $799,000

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

  Unlisted Address

  MODERN COASTAL MASTERPIECE | OVER $200,000 IN LUXURY UPGRADES | NEW ROOF | HEATED SALTWATER POOL | PINE VIEW SCHOOL DISTRICTWelcome to one of Park Trace Estates’ finest fully renovated homes, where sophisticated design, exceptional craftsmanship, and the Florida lifestyle come together in perfect harmony. This spectacular 4-bedroom, 3-bath residence has been extensively remodeled with over

  Claudia Dybala DALTON WADE INC

  Unlisted Address
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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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  /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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  /45

  $535,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft

  1361 New Forest Ln, Osprey, FL 34229

  PRICE TO SELL. One or more photo(s) has been virtually staged. Exceptional opportunity in highly sought-after Rivendell, one of Osprey’s most desirable communities known for its scenic lakes, preserves, walking trails, and beautiful natural surroundings. Ideally located just steps from top-rated Pine View School, offering the rare convenience to walk or bike to one of Florida’s most acclaimed

  Linh Pham NEXTHOME EXCELLENCE

  1361 New Forest Ln, Osprey, FL 34229
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  /3

  $98,000

  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
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  /39

  $320,000

  • 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
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  /36

  $417,000

  $52K PRICE DROP

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

  352 Glenwood Ave, Osprey, FL 34229

  Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome 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 cooking in the

  Kano Keller WHITE SANDS REALTY GROUP FL

  352 Glenwood Ave, Osprey, FL 34229
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  /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
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  /45

  $499,000

  $36K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,874 Sq Ft

  447 N Shore Dr, Osprey, FL 34229

  Classic and cool, this Sorrento Shores beauty blends true Old Florida charm with all the modern updates you actually want, perfectly positioned West of the Trail near the sparkling Intracoastal Waterway. What’s been at the top of your list — move-in ready, a spacious lot, no flood zone, boat/RV parking, optional low HOA, no CDD fees, community marina access, an A+ school district, or quick access

  Lauren Sisco COLDWELL BANKER SARASOTA CENT.

  447 N Shore Dr, Osprey, FL 34229
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  /99

  $1,495,000

  $154K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,853 Sq Ft

  314 S Shore Dr, Osprey, FL 34229

  Rare Gulf-access waterfront opportunity in desirable Sorrento Shores in Osprey. This spacious residence is set on a generous 0.54-acre waterfront lot with a private dock, screened pool, outdoor kitchen/grill area, paver patio, mature landscaping, and peaceful canal views. The home offers 3 bedrooms, 3 full baths, 3,853 sq ft, and a large flex room currently used as a studio with possible 4th

  Jonathan Minerick HOMECOIN.COM

  314 S Shore Dr, 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
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  /38

  $599,000

  $46K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,217 Sq Ft

  472 Park Trace Blvd, Osprey, FL 34229

  Located in the highly desired Park Trace Estates, this beautifully maintained 4-bedroom pool home sits on a premium corner lot and is truly move-in ready. Recent upgrades include a NEW TILE ROOF and IMPACT WINDOWS, offering peace of mind and energy efficiency. The entire house has a LEAFHOME WATER FILTRATION SYSTEM, ensuring clean, high-quality water throughout. The spacious layout is perfect for

  Damon Zuchelli SUNDANCE REAL ESTATE SERVICES

  472 Park Trace Blvd, 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

  $1,649,000

  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 property

  Steve Abbe COLDWELL BANKER REALTY

  75 Osprey Point Dr, 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

Frequently Asked Questions

What is the average home price in Osprey, FL?

Homes for sale in Osprey, FL have an average home price of $1,122,230.

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

192 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 $742,900. If you put a 20% down payment of $148,600 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $3,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $162K 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.

Home Prices in Osprey, FL

The median home sale price in Osprey, FL is $660,000, down 13% year-over-year. Homes in Osprey sell in 98 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $660,000	Median Single Family Sale Price $817,000
Median Townhouse Sale Price $425,000	Median 2 Bedroom Sale Price $335,000
Median 1 Bedroom Sale Price $200,000	Average Price Per Sq Ft $363
Number of Homes for Sale 97	Last 12 months Home Sales 192
Months of Supply 6.10	Median List Price $742,900
Median Change From 1st List Price 8%	Median Home Sale Price YoY Change -13%