Osprey, FL Houses for Sale

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  /76

  $2,382,500

  • 3 Beds
  • 3 Baths
  • 3,681 Sq Ft

  600 Eagle Watch Ln, Osprey, FL 34229

  Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generous 0.71-acre lot with wide views of the third hole of the Heron Golf Course. Nearly every aspect of the property has been updated—new roof, impact-rated windows and doors, flooring, trim, countertops, appliances, resurfaced pool and spa, new pool cage, and a resurfaced

  

  Joe Murphy

  COLDWELL BANKER REALTY

  (941) 274-4697

  600 Eagle Watch Ln, Osprey, FL 34229
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  /93

  $1,995,000

  • 4 Beds
  • 5 Baths
  • 4,020 Sq Ft

  67 Sugar Mill Dr, Osprey, FL 34229

  Bring your clubs and come see this beautifully remodeled home in the Oaks Club (Bayside). Move in ready with all the amenities you need. This home boast all the room you need with 4 bedroom and a study/Bourbon room. Totally secluded back yard for enjoying the pool and spa with your friends and family. Also, this home has had the tile roof redone in 2012 and the A/C redone in 2022 and 2024. You

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 294-4414

  67 Sugar Mill Dr, Osprey, FL 34229
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  /60

  $560,000

  • 4 Beds
  • 2 Baths
  • 1,981 Sq Ft

  813 Oak Pond Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!! RECENTLY APPRAISED at $560,000!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail

  

  Jeremy Egglefield

  PREFERRED SHORE LLC

  (941) 394-8541

  813 Oak Pond Dr, Osprey, FL 34229
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  /68

  $1,970,000

  • 4 Beds
  • 4 Baths
  • 3,286 Sq Ft

  140 Sugar Mill Dr, Osprey, FL 34229

  **BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Secure Gates of The Oaks Bayside, Country Club neighborhood. Featuring 4 BEDROOMS (2 En Suite) and 4 FULL BATHS, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown Moldings and refined details throughout is ideal for entertaining both inside and out! The Impressive

  Mark Lyda GENEROUS PROPERTY

  140 Sugar Mill Dr, Osprey, FL 34229
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  /68

  $998,000

  • 4 Beds
  • 3 Baths
  • 3,438 Sq Ft

  766 Shadow Bay Way, Osprey, FL 34229

  Nestled on a quiet street in the highly sought-after Rivendell community, this former Arthur Rutenberg model home features 4 bedrooms, 3 full baths, a den, and 2 versatile flex rooms, offering tranquil views of the pond and surrounding preserve. Framed by lush landscaping, the property features an oversized pool with a generously sized spa and ambient lighting, perfect for evening

  Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

  766 Shadow Bay Way, Osprey, FL 34229
• 

  

  /34

  $1,450,000

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

  296 Pine Ranch Trail, Osprey, FL 34229

  SELLER OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private retreat nestled in one of Osprey’s most desirable enclaves. This beautifully situated home rests on a lush greenbelt lot that borders the fairways of a nearby golf course, offering tranquil views and peaceful surroundings. With no rear neighbors, you'll enjoy the privacy and

  Deborah Frederick ASHTON LAKES REALTY INC

  296 Pine Ranch Trail, Osprey, FL 34229
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  /38

  $815,000

  • 3 Beds
  • 2 Baths
  • 2,443 Sq Ft

  901 Reflection Way, Osprey, FL 34229

  LOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this METICULOUSLY MAINTAINED, Custom-built, JOHN CANNON home in exclusive North Creek Estates offers the perfect blend of privacy, luxury, and convenience. With a NEW ROOF (2020), low HOA fees, and 2,443 sq. ft. of thoughtfully designed living space, this 3-Bedroom + Office/Den, 2-Bath residence is MOVE-IN READY

  Mark Lyda GENEROUS PROPERTY

  901 Reflection Way, Osprey, FL 34229
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  /62

  $965,000

  • 2 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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  /79

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,464 Sq Ft

  402 Walls Way, Osprey, FL 34229

  Welcome to timeless elegance and modern comfort in The Oaks Clubside.This stunning 4-bedroom plus den/office, 3.5-bath home, built in 2014 by Todd Johnson Homes, blends country modern style with refined sophistication. Situated on an oversized .64-acre corner lot, this courtyard-style residence is designed for effortless Florida living.Step through grand double wood doors into an inviting space

  Steve Abbe COLDWELL BANKER REALTY

  402 Walls Way, Osprey, FL 34229
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  /69

  $1,200,000

  • 5 Beds
  • 4 Baths
  • 3,938 Sq Ft

  820 Placid Lake Dr, Osprey, FL 34229

  ***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-bathroom home offering 3,938 sq. ft. of living space on a 10,548 sq. ft. lot. Designed for both comfort and elegance, this residence features an open-concept floor plan with crown molding throughout, custom solid wood-designed cabinets, induction oven, a glass tile backsplash, stainless steel

  Ali Marks LOYD ROBBINS & CO. LLC

  820 Placid Lake Dr, Osprey, FL 34229
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  /80

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 4,359 Sq Ft

  662 Fernwalk Ln, Osprey, FL 34229

  **FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FLOOD concern (Zone “X”) behind the Secure Gates of the highly sought after Bayside neighborhood within The Oaks Country Club community, just steps from Little Sarasota Bay. An Expansive Floorplan entails 4-BEDs plus 4-FULL BATHS while a full list of EXCEPTIONAL FEATURES is

  Mark Lyda GENEROUS PROPERTY

  662 Fernwalk Ln, Osprey, FL 34229
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  /68

  $2,150,000

  • 3 Beds
  • 3 Baths
  • 4,191 Sq Ft

  85 Sugar Mill Dr, Osprey, FL 34229

  **STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN

  Mark Lyda GENEROUS PROPERTY

  85 Sugar Mill Dr, Osprey, FL 34229
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  /61

  $550,000

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

  12689 Promenade Estates Blvd, Osprey, FL 34238

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

  Lee Brewer RE/MAX ALLIANCE GROUP

  12689 Promenade Estates Blvd, Osprey, FL 34238
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  /62

  $1,795,000

  • 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,

  Mark Lyda GENEROUS PROPERTY

  909 MacEwen Dr, Osprey, FL 34229
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  /57

  $1,595,000 New Construction

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

  360 N Point Rd, Osprey, FL 34229

  **DON’T WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSION STYLE home behind the Secure Gates of the COVETED, OAKS PRESERVE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 3 EN SUITE BEDROOMS + 3 FULL and 1 HALF BATHS and a desirable Open Floorplan concept. A well-equipped Chef’s Kitchen

  Mark Lyda GENEROUS PROPERTY

  360 N Point Rd, Osprey, FL 34229
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  /100

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,479 Sq Ft

  1484 Seafarer Dr, Osprey, FL 34229

  Welcome to Southbay Yacht & Racquet Club, one of the Gulf Coast’s most coveted communities—where every day feels like a vacation! Southbay boasts a world-class private marina with 172 deep-water slips, accommodating yachts up to 55 feet, along with personal watercraft and kayaks. Slip rentals are available and offered at a highly competitive rate, making this an exceptional value for boating

  Seth Westerberg EXP REALTY LLC

  1484 Seafarer Dr, Osprey, FL 34229
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  /60

  $1,339,000

  • 3 Beds
  • 2.5 Baths
  • 2,830 Sq Ft

  1527 Buoy Ln, Osprey, FL 34229

  Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large

  Matthew Lewis BRIGHT REALTY

  1527 Buoy Ln, Osprey, FL 34229
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  /38

  $979,000

  • 3 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  238 Lookout Point Dr, Osprey, FL 34229

  Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile

  Stephanie Church COLDWELL BANKER REALTY

  238 Lookout Point Dr, Osprey, FL 34229
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  /72

  $1,000,000

  • 4 Beds
  • 3 Baths
  • 3,011 Sq Ft

  1085 Mallard Marsh Dr, Osprey, FL 34229

  Step into this beautifully renovated Rivendell home and discover a stunning pool and lanai area, thoughtfullydesigned for relaxation and enjoyment. Offering expansive lake views, this home provides a serene retreat in one ofthe area's most sought-after communities.Spanning over 3,000 square feet, this spacious residence features four bedrooms, three baths, and an upstairs bonusroom, making it a

  Veronica Manes MICHAEL SAUNDERS & COMPANY

  1085 Mallard Marsh Dr, Osprey, FL 34229
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  /80

  $1,195,000

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

  3921 Waypoint Ave, Osprey, FL 34229

  CASUAL, COASTAL ELEGANCE in this charming WATERFRONT community – BAYSIDE on LITTLE SARASOTA BAY! The Florida Lifestyle you’ve always dreamt of awaits you at Bayside on Little Sarasota Bay – a GATED ENCLAVE OF JUST 49 HOMES tucked away on the bay in Osprey Florida - one of our area’s best kept secrets ideally located between Sarasota & Venice! This delightful POOL HOME offers 3 BEDROOMS, 3 FULL

  Julie Larson WHITE SANDS REALTY GROUP FL

  3921 Waypoint Ave, Osprey, FL 34229
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  /61

  $1,050,000

  • 4 Beds
  • 3 Baths
  • 3,321 Sq Ft

  742 Shadow Bay Way, Osprey, FL 34229

  Welcome to Luxury Living in Rivendell! Nestled on a premium, private lot with serene lake and preserve views, this impeccably maintained, custom-built Arthur Rutenberg home offers elegance, comfort, and thoughtful design in every detail. Boasting 3,321 sq ft of refined living space, this residence features an open split floor plan, soaring ceilings, and abundant natural light throughout. The

  Reeny Kaney RE/MAX ALLIANCE GROUP

  742 Shadow Bay Way, Osprey, FL 34229
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  /43

  $997,000

  • 3 Beds
  • 3 Baths
  • 2,344 Sq Ft

  3904 Waypoint Ave, Osprey, FL 34229

  This stunning Taylor Morrison Lazio floor plan residence offers an exceptional blend of luxury and tranquility in a desirable West of Trail gated bayfront community. With breathtaking views of the sparkling lake and direct access to the bay, residents can enjoy picturesque sunsets and serenity of daily wildlife sightings. Newer sparkling pool and spa surrounded in pavers. The home features a

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3904 Waypoint Ave, Osprey, FL 34229
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  /49

  $1,185,000

  • 4 Beds
  • 3.5 Baths
  • 3,160 Sq Ft

  135 N Creek Ln, Osprey, FL 34229

  Experience the ideal blend of tranquility and convenience in this exquisite residence, designed by renowned builder Robert Guengerich as his sanctuary. Set at the end of a serene cul-de-sac and surrounded by mature oak trees, this remarkable home offers a peaceful retreat while remaining close to everything you may need. Upon entry, you'll be captivated by the grand 13-foot ceilings, elegant

  carlos santos PREMIER SOTHEBY'S INTERNATIONAL REALTY

  135 N Creek Ln, Osprey, FL 34229
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  /67

  $1,045,000

  • 2 Beds
  • 2 Baths
  • 2,071 Sq Ft

  227 Saint James Park, Osprey, FL 34229

  **TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul De Sac Lot in the Popular SAINT JAMES PARK neighborhood in The Oaks Country Club. NEW ROOF (2024), HURRICANE IMPACT WINDOWS and SLIDING DOORS, FLOOD ZONE “X500”. Overlooking the Eagle Golf Course and Ideally Located near the Clubhouse and Campus of World Class Amenities, this

  Mark Lyda GENEROUS PROPERTY

  227 Saint James Park, Osprey, FL 34229
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  /57

  $1,199,000

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

  120 Lookout Point Dr, Osprey, FL 34229

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

  Sharon Lewis GOLF & BAY PROPERTIES LLC

  120 Lookout Point Dr, Osprey, FL 34229
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  /58

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 2,994 Sq Ft

  5329 Trails Bend Ct, Sarasota, FL 34238

  Discover your dream home in the prestigious Legacy Estates, where luxury meets comfort in a resort-style setting. This exquisite property features a private courtyard and boasts high ceilings with an open floorplan, perfect for modern living and entertaining. With three ensuite bedrooms and ample linen closets, this home offers both privacy and convenience. The interior showcases numerous

  Coreen Wilde MICHAEL SAUNDERS & COMPANY

  5329 Trails Bend Ct, Sarasota, FL 34238
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  /55

  $3,300,000

  • 4 Beds
  • 5.5 Baths
  • 7,842 Sq Ft

  550 Dove Pointe, Osprey, FL 34229

  Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned on over three-quarters of an acre, the residence boasts serene preserve and fairway views, capturing the essence of Florida luxury living. Inside,

  Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  550 Dove Pointe, Osprey, FL 34229
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  /13

  $599,000

  • 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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  /71

  $2,299,900

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

  180 Lookout Point Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club—an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a .4-acre lot in Flood Zone X (no lender-required flood insurance), this five-bedroom, 3.5-bath, 3,236-square-foot home blends solid block construction

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  180 Lookout Point Dr, Osprey, FL 34229
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  /33

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,434 Sq Ft

  866 Oak Briar Ln, Osprey, FL 34229

  Welcome to the highly desirable Park Trace Estates where residents enjoy low HOA fees! This beautiful pool home is move-in ready and features a split floor plan with three bedrooms and a 4th-bedroom/office giving you lots of space and flexibility. Many upgrades include pool resurfacing and tile, solar pool heater, pool pump, pool filter, AC, tankless water heater, refrigerator and dishwasher.

  Brian Leakeas COLDWELL BANKER REALTY

  866 Oak Briar Ln, Osprey, FL 34229
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  /70

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft

  321 Sorrento Dr, Osprey, FL 34229

  Welcome to this beautifully maintained Sorrento Shores pool home, exuding timeless Mediterranean charm. Built in 1988, this residence offers a warm, inviting atmosphere with classic architectural details such as a tile roof, stucco exterior, and arched entryways.Inside, you'll find a spacious and functional layout ideal for both everyday living and entertaining. The sunlit living areas

  Jim Comly EXIT KING REALTY

  321 Sorrento Dr, Osprey, FL 34229
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  /36

  $444,000

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

  352 Glenwood Ave, Osprey, FL 34229

  Beautifully Maintained 3-Bedroom Home with No HOA or Deed RestrictionsWelcome 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

  Kano Keller WHITE SANDS REALTY GROUP FL

  352 Glenwood Ave, Osprey, FL 34229
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  /60

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  463 Park Trace Blvd, Osprey, FL 34229

  On an oversized lot with a breathtaking lake view, this open floor plan turnkey-furnished residence is designed for modern living. Recent upgrades include a new roof with a 15-year transferable warranty and a new water heater, ensuring peace of mind. Enter inside to high ceilings accented with crown molding, enhancing the home's spacious and refined atmosphere. At the heart of the home is a

  Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

  463 Park Trace Blvd, Osprey, FL 34229
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  /71

  $3,750,000

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

  1042 N Casey Key Rd, Osprey, FL 34229

  EXCEPTIONAL WATERFRONT RESIDENCE on the exclusive island of North Casey Key is a rare opportunity to own a piece of coastal Florida. Nestled in the sought-after Palmer neighborhood, this home has been lovingly maintained by the same discerning owners since 1999—a testament to the pride, care, and attention poured into every detail over the years. Set on an expansive 0.68-acre lot with 131 feet of

  Brandy Sheldon COLDWELL BANKER REALTY

  1042 N Casey Key Rd, Osprey, FL 34229
• 

  

  /40

  $597,000

  • 3 Beds
  • 3 Baths
  • 2,082 Sq Ft

  1313 Thornapple Dr, Osprey, FL 34229

  Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. Incredibly light and bright home has been perfected by discerning sellers with unending attention to details. Notably, crown molding, extensive trim molding, plantation shutters, tray ceilings, tile on diagonal and wood flooring. This Extended Cypress floor plan is the best use of space, remarkably

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1313 Thornapple Dr, Osprey, FL 34229
• 

  

  /41

  $669,000

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

  750 Anna Hope Ln, Osprey, FL 34229

  Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the

  Stephanie Church COLDWELL BANKER REALTY

  750 Anna Hope Ln, Osprey, FL 34229
• 

  

  /23

  $692,000

  • 4 Beds
  • 3 Baths
  • 2,557 Sq Ft

  104 Park Trace Blvd, Osprey, FL 34229

  Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 bedrooms and 3 bathrooms, designed for modern living and comfort. The master suite, located on the right side, offers a private oasis, while the other bedrooms are conveniently situated on the opposite side for maximum privacy.Step inside to an open-concept kitchen, perfect for

  Jose Hugo Martinez KW COASTAL LIVING III

  104 Park Trace Blvd, Osprey, FL 34229
• 

  

  /45

  $950,000

  • 3 Beds
  • 3 Baths
  • 2,283 Sq Ft

  172 Sea Anchor Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to your dream home! This 3-bedroom, 3-Bath residence offers the perfect blend of comfort, style, and outdoor living. Step inside to an open floorplan featuring a spacious living area, modern kitchen with stainless steel appliances. The separate den allows the perfect place to work from home! The highlight of this home is the inviting

  Sharon Lewis GOLF & BAY PROPERTIES LLC

  172 Sea Anchor Dr, Osprey, FL 34229
• 

  

  /39

  $569,000

  • 4 Beds
  • 2 Baths
  • 2,363 Sq Ft

  104 Shoreland Dr, Osprey, FL 34229

  Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom home offers modern comfort just moments from the water. Step inside to discover a bright, open floor plan with stylish updates throughout. Two large bedrooms lead out to the Lanai, where you can relax in the backyard Oasis featuring a heated spa Pool and outdoor kitchen- perfect

  Mackenzie Davis OAKSTRAND REALTY

  104 Shoreland Dr, Osprey, FL 34229
• 

  

  /24

  $549,000

  • 2 Beds
  • 2 Baths
  • 1,738 Sq Ft

  1363 New Forest Ln, Osprey, FL 34229

  Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen is central in the house for entertaining, with plenty of storage, pull-out shelves, and 2 pantries! The Lanai has glimmering water views! Some nice

  Pamela Strom RE/MAX PLATINUM

  1363 New Forest Ln, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 2

Why Live in Osprey

Osprey, located on the Gulf Coast, provides residents with a vibrant outdoor lifestyle, featuring activities like kayaking through mangroves and dining at waterfront restaurants. The area is known for its planned communities, offering a range of housing from condos to waterfront villas, often with amenities such as golf courses and clubhouses. Many homes feature contemporary and Mediterranean-inspired styles, with hurricane shutters due to Florida's storm-prone weather. The community is car-dependent but offers public transportation via Breeze Transit, with easy access to nearby cities and beaches like Nokomis Beach, 6 miles away, and Siesta Key Beach, 8 miles away. Osprey is home to highly rated schools, including Gulf Gate Elementary, Pine View School, and Venice High, attracting families seeking quality education. For things to do, locals can explore Oscar Scherer State Park, popular for hiking and biking, or visit Bay Preserve for fishing and boating. Dining options abound along the Tamiami Trail, with favorites like Max’s Table and Casey Key Fish House. The area also features historic sites such as Historic Spanish Point and the Blackburn Point Bridge. Osprey's crime rate is comparable to the national average, adding to its appeal as a residential area.

Learn more about living in Osprey

Home Trends in Osprey, FL

On average, homes in Osprey, FL sell after 89 days on the market compared to the national average of 50 days. The median sale price for homes in Osprey, FL over the last 12 months is $755,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$755,000

Median Single Family Sale Price

$845,000

Median Townhouse Sale Price

$485,000

Median 2 Bedroom Sale Price

$287,500

Median 1 Bedroom Sale Price

$217,000

Average Price Per Sq Ft

$384

Number of Homes for Sale

100

Last 12 months Home Sales

185

Months of Supply

6.50

Median List Price

$799,000

Median Change From 1st List Price

8%

Median Home Sale Price YoY Change

-4%