Osprey, FL Houses for Sale

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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
• Explore Osprey

• 

  

  

  /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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  /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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  /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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  /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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  /35

  $739,900

  Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,622 Sq Ft

  903 Tranquility Cir, Osprey, FL 34229

  Welcome to this exceptional John Cannon residence in North Creek Estates. Featuring a new roof (2025), this beautifully maintained home offers over 2,600 square feet of thoughtfully designed living space with soaring ceilings, refined architectural details, and an open-concept floor plan that is both spacious and functional.From the moment you step through the entryway, you'll appreciate the

  Carolyn Yates COLDWELL BANKER SARASOTA CENT.

  903 Tranquility Cir, 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

  Open Sun 1PM - 3PM $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
• 

  

  /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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  /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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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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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  /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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  /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
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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
• 

  

  /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
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  /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
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  /38

  $635,000

  $15K PRICE DROP

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

  12645 Promenade Estates Blvd, Osprey, FL 34238

  Welcome to this beautifully cared-for 3-bedroom, 2.5-bath, plus office/den home nestled within the sought-after gated community of Promenade Estates in Palmer Ranch. Thoughtfully designed for both everyday comfort and entertaining, this home offers an open-concept layout with split bedrooms that provide both functionality and privacy. The spacious main living areas create a bright and inviting

  Julie Franklin FINE PROPERTIES

  12645 Promenade Estates Blvd, Osprey, FL 34238
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  /34

  $427,000

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  212 Washington Ave, Osprey, FL 34229

  Virtually Staged. Welcome to your private poolside retreat in the desirable coastal community of Osprey—perfectly situated on a premium corner lot with NO HOA and NO CDD fees!This beautiful 3-bedroom, 2-bath home offers a bright, open-concept layout designed forboth everyday comfort and effortless entertaining. The spacious living area features slidingglass doors that lead

  Jeff Jones MARK SPAIN REAL ESTATE

  212 Washington Ave, Osprey, FL 34229
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  /11

  $649,000

  $80K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  110 Pine Ave, Osprey, FL 34229

  Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

  Marisa Marino BRIGHT REALTY

  110 Pine Ave, Osprey, FL 34229
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  /54

  $425,000

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

  780 Sarabay Rd Unit 16, Osprey, FL 34229

  Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with

  Mark Segreto RMS ELITE PROPERTIES

  780 Sarabay Rd Unit 16, Osprey, FL 34229
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  /70

  $2,199,900

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,236 Sq Ft

  180 Lookout Point Dr, Osprey, FL 34229

  Virtually Staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary residence taken fully down to the

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  180 Lookout Point Dr, Osprey, FL 34229
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  /92

  $789,000

  $136K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,246 Sq Ft

  21 Bayhead Ln, Osprey, FL 34229

  Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing...what

  Steve Abbe COLDWELL BANKER REALTY

  21 Bayhead Ln, Osprey, FL 34229
• 

  

  /20

  $530,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  4429 Conchfish Ln, Osprey, FL 34229

  Beautiful residence located in The Palms of Casey Key community, offering a thoughtfully designed layout ideal for everyday living and entertaining. The home spans approximately 2,000+ square feet and features updated flooring throughout all bedrooms and closets, along with tile in the main living areas for durability and easy upkeep. A spacious great room anchors the interior, creating a natural

  Jennifer Kenna EXP REALTY, LLC

  4429 Conchfish Ln, Osprey, FL 34229
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  /100

  $1,445,000

  $305K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,872 Sq Ft

  422 Blue Garden Ln, Osprey, FL 34229

  Discover incredible value and endless potential in this beautifully maintained 3 bedroom, 3.5 bath home, tucked into lush tropical landscaping, on a quiet cul-de-sac in The Oaks Bayside. A grand traditional residence, with generous sized rooms, flexible living areas, and a private outdoor setting, the possibilities here are limitless. Step into the marble entry through the double front doors, and

  Steve Abbe COLDWELL BANKER REALTY

  422 Blue Garden Ln, Osprey, FL 34229
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  /61

  $1,950,000

  • 5 Beds
  • 5.5 Baths
  • 4,885 Sq Ft

  97 Sugar Mill Dr, Osprey, FL 34229

  Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed

  Maria 'Indy' Domenech PALM PARADISE REALTY GROUP

  97 Sugar Mill Dr, Osprey, FL 34229
• 

  

  /55

  $749,000

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  103 Bishops Court Rd, Osprey, FL 34229

  **LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY** this Charming and Cozy 3-Bedroom, 2-Full Bath home sits on a premium Corner Lot directly across from the Community Pool. Featuring a NEW ROOF, 2-Car Garage, and a Spacious and Private screened lanai perfect for relaxing or entertaining, this home offers comfort and convenience throughout. Situated in Flood Zone “X” for added

  Mark Lyda GENEROUS PROPERTY

  103 Bishops Court Rd, Osprey, FL 34229
• 

  

  /55

  $497,000

  $100K PRICE DROP

  • 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
• 

  

  /75

  $799,900

  • 3 Beds
  • 2 Baths
  • 2,474 Sq Ft

  1495 Landview Ln, Osprey, FL 34229

  Wow! What a great price for this 2,474 square foot home in the sought after neighborhood of Southbay Yacht and Racquet Club. Unique “U” shape design gives a unique courtyard feel to the pool and lanai area. Enter into the foyer with travertine flooring and look straight ahead to the pool courtyard. This home is perfect for entertaining with the living room used as a game room with your own pool

  Pat Williams PAT WILLIAMS REALTY, LLC

  1495 Landview Ln, Osprey, FL 34229
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  /74

  $1,200,000

  $100K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,474 Sq Ft

  700 Faith Ave, Osprey, FL 34229

  Virtually Staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort style swimming pool 40 x10 and

  steve mularky LACEY REALTY INC

  700 Faith Ave, Osprey, FL 34229
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  /51

  $425,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft

  107 Sorrento Dr, Osprey, FL 34229

  This beautifully updated, 1,284-square-foot, mid-century home sits on over one-third of an acre and has been thoughtfully renovated with distinctive Sarasota modern flair by HGTV Design team. Go through the vibrant turquoise door into a light-filled interior featuring gleaming terrazzo floors and clean mid-century lines. Sliding walls of glass create seamless indoor-outdoor living, opening from

  Crystal Cosby, LLC PREMIER SOTHEBYS INTL REALTY

  107 Sorrento Dr, Osprey, FL 34229
• 

  

  /70

  $699,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft

  347 Bayshore Dr, Osprey, FL 34229

  This custom built 2 Bedroom plus Den home is located in the Osprey subdivision Bay Acres, west of the trail, in an established neighborhood along Little Sarasota Bay between Sarasota and Venice. This location allows easy access to I-75, top rated schools to include the magnet school Pine View , and Nokomis and Siesta Key Beaches, and all amenities of both cities. This home includes over 4000 sq

  Sharon Sprow COLDWELL BANKER REALTY

  347 Bayshore Dr, Osprey, FL 34229
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  /73

  $850,000

  $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,486 Sq Ft

  204 Windward Dr, Osprey, FL 34229

  Don't miss this opportunity to own a home in a desirable private marina community. This spacious 3-bedroom, 3-bath home features high ceilings and a beautifully updated kitchen designed for both everyday living and entertaining. An amazing Value!A combination of comfort and style with light-filled living spaces. Enjoy Florida living at its best with a private pool and amazing lanai area with

  Sharon Lewis GOLF & BAY PROPERTIES LLC

  204 Windward Dr, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 2

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

Single Family Home Prices in Osprey, FL

The median price for single family homes in Osprey is $817,000, and there are 58 single family home listings available for sale.

Single Family Home Price Trends

Median Home Price $817,000	Median 3-Bedroom Home Price $766,000
Median 4-Bedroom Home Price $1,095,000	Median 5-Bedroom Home Price $1,502,500