Osprey, FL Houses for Sale

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  /76

  $1,990,000

  • 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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  Explore Osprey

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  /88

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 3,379 Sq Ft

  201 Eaglenook Way, Osprey, FL 34229

  Nestled in the exclusive Pine Ranch community of Osprey, Florida, this 4-bedroom, 3-bath estate offers a rare opportunity for those seeking privacy, tranquility, and a healthier way of living. Situated on just over two acres of lush, tree-canopied land, this meticulously maintained home is designed for comfort, sustainability, and connection to nature. From the moment you enter the long private

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 757-8209

  201 Eaglenook Way, Osprey, FL 34229
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  /81

  $1,999,000

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

  67 Sugar Mill Dr, Osprey, FL 34229

  This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community THE OAKS. This elegant home seamlessly blends timeless architecture with resort-style living. Beyond the private gates, step into over 4,000 square feet of refined interiors featuring dramatic ceilings, architectural columns, and panoramic views. The expansive layout includes 4 bedrooms, 5

  

  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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  /43

  $995,000

  • 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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  /73

  $2,550,000

  • 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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  /57

  $649,995

  • 3 Beds
  • 2.5 Baths
  • 2,298 Sq Ft

  594 Pine Ranch Rd E, Osprey, FL 34229

  Discover this beautifully maintained 3-bedroom, 2-bathroom home nestled in a peaceful, private community just steps from the scenic Legacy Trail. Surrounded by mature trees and vibrant birdlife, this property offers the perfect blend of tranquility and convenience.Step inside to a spacious split floor plan featuring luxury vinyl plank flooring, crown molding, 51⁄2” baseboards, and granite

  Dan Henson DALTON WADE INC

  594 Pine Ranch Rd E, Osprey, FL 34229
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  /69

  $749,000

  • 3 Beds
  • 3 Baths
  • 2,267 Sq Ft

  471 Park Trace Blvd, Osprey, FL 34229

  Welcome to your dream home! This stunning, custom-built 3 bedroom, 3 bathroom residence perfectly blends luxury, comfort, and location for the ideal Florida lifestyle. This home is nestled in a highly sought-after neighborhood offering peace, privacy, and a vibrant community feel with low HOA fees. It is situated on an over-sized corner lot, with exceptional lake-views, and just moments from

  Bill Cantrell FLORIDA HOME TEAM LLC

  471 Park Trace Blvd, 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 Open Sun 2PM - 4PM

  • 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
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  /32

  $1,450,000

  • 5 Beds
  • 3.5 Baths
  • 3,481 Sq Ft

  296 Pine Ranch Trail, Osprey, FL 34229

  **THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** & SELLER IS 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

  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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  /78

  $1,095,000

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

  820 Placid Lake Dr, Osprey, FL 34229

  Discover this expansive 5-bedroom, 4-bathroom home with an oversized bonus room and 3,938 sq. ft. of living space, perfectly situated on a 10,548 sq. ft. lakefront lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2024), new zoned HVAC units (2022), a new pool heater (2024), a new water heater (2025) with a 25-year whole-home water conditioner, fresh

  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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  /82

  $4,195,000

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

  854 MacEwen Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. **NEWLY RENOVATED, SPACIOUS, GOLF COURSE ESTATE** Boasts OVER 9,000sf and is situated on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + 4/2 Baths + Office/Library + Home Theater + Game Room w/ Wet Bar, Loft, Balcony, etc. and even includes highly coveted,

  Mark Lyda GENEROUS PROPERTY

  854 MacEwen Dr, Osprey, FL 34229
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  /62

  $1,695,000

  • 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

  $1,570,000 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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  /56

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 3,241 Sq Ft

  364 Renoir Dr, Osprey, FL 34229

  Welcome to your dream coastal retreat! This stunning waterfront home is perfectly situated on a saltwater canal with direct Gulf access and no bridges....a boater’s dream. Enjoy Florida living at its finest with luxurious indoor and outdoor features that truly set this property apart. A spacious paver driveway leads to this elegant residence, featuring a heated pool and spa, outdoor kitchen, and

  Lore Miller RESULTS REALTY GROUP LLC

  364 Renoir Dr, Osprey, FL 34229
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  /87

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,606 Sq Ft

  105 Turquoise Ln, Osprey, FL 34229

  Welcome to Emerald Woods, a desired cul-de-sac within The Oaks Preserve, and this private LeeWetherington custom home that will check all the boxes, and more. Situated on one of thelargest lots and surrounded by preserve for privacy, you’ll find essence and elegance as thecolor palette interplays with natural light, and the southern facing lanai and pool will be whereyou can enjoy

  Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  105 Turquoise Ln, Osprey, FL 34229
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  /100

  $1,250,000

  • 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

  $1,279,000

  • 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

  $959,000

  • 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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  /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
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  /72

  $970,000

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

  1085 Mallard Marsh Dr, Osprey, FL 34229

  Welcome to this beautifully updated Rutenberg Homes residence in the sought-after Woodlands at Rivendell. Designed for both comfort and style, it offers expansive lake views, a sparkling heated saltwater pool and spa, and a spacious screened lanai—perfect for year-round enjoyment.Spanning over 3,000 sq ft, the home features 4 bedrooms, 3 baths, and a versatile upstairs 500 Sq Fp bonus room.

  Veronica Manes MICHAEL SAUNDERS & COMPANY

  1085 Mallard Marsh Dr, 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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  /37

  $559,000

  • 2 Beds
  • 2 Baths
  • 1,229 Sq Ft

  455 N Shore Dr, Osprey, FL 34229

  Live the quintessential Florida lifestyle at 455 N Shore Drive in Osprey! Located West of the Trail in desirable Sorrento Shores, this beautifully updated 2-bedroom, 2-bath home is perfect for entertaining, relaxing, or as a strong rental investment.Just minutes from Nokomis Beach, Venice Beach, and Siesta Key, residents can also join the Sorrento Shores Marina Association, offering 42

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  455 N Shore Dr, Osprey, FL 34229
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  /51

  $6,790,000

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

  144 N Casey Key Rd, Osprey, FL 34229

  A striking coastal retreat on over half an acre along Little Sarasota Bay, this timeless residence blends architectural elegance with waterfront living. Offering private access to the Intracoastal with a 100-foot dock (built in 2019), dual 12,000-pound lifts, water, and electric, this property is an ideal destination for boating enthusiasts. Offered fully furnished upon request. The front

  Joel Schemmel DOUGLAS ELLIMAN

  144 N Casey Key Rd, Osprey, FL 34229
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  /43

  $620,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft

  556 Crane Prairie Way, Osprey, FL 34229

  Welcome to a beautiful residence where comfort, privacy, and functionality come together seamlessly. A paver driveway, tile roof, mature landscaping, and a charming paver walkway set the tone as you arrive, leading to an inviting French door entry framed by a transom window. Inside, tile floors stretch through the main living areas, beginning with a light-filled foyer adorned with a chandelier.

  Joel Schemmel DOUGLAS ELLIMAN

  556 Crane Prairie Way, Osprey, FL 34229
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  /49

  $574,700

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft

  827 Placid Lake Dr, Osprey, FL 34229

  $15,000 SELLER CONTRIBUTION! With a full price offer, you can use this money for a mortgage rate reduction or your costs. Touch-ups are in process so if you hurry, you may have time to make requests that make it perfect for you!Rare opportunity to own one of the least expensive maintenance-free homes in a top-tier area and a renown, upscale community. Beautiful and quiet, yet

  Stephen Hachey FLAT FEE MLS REALTY

  827 Placid Lake Dr, Osprey, FL 34229
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  /88

  $774,900

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

  1728 S Creek Dr, Osprey, FL 34229

  Immaculate 3-bedroom 2-bath home in the highly desirable waterfront gated community of South Creek.This meticulously cared-for property features a 2,320 SqFt split floor plan with a primary suite on one side and aguest retreat on the other side, all facing the outdoor living with a lap pool surrounded by lush landscaping. The secondbath room is a pool bath. Additional home features

  Melanie Albaric MICHAEL SAUNDERS & COMPANY

  1728 S Creek Dr, Osprey, FL 34229
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  /62

  $785,500

  • 4 Beds
  • 3 Baths
  • 2,314 Sq Ft

  523 Habitat Blvd, Osprey, FL 34229

  In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting residence borders a sparkling lake with curb appeal emphasized by lush landscaping and a paver-accented driveway. This quality-built home is the desirable Ashley II floor plan, with an oversized 23-by-19-foot garage. Every detail in this home is addressed with remarkable style including double-door entry,

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  523 Habitat Blvd, Osprey, FL 34229
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  /43

  $689,000

  • 4 Beds
  • 2 Baths
  • 2,145 Sq Ft

  819 Shadow Bay Way, Osprey, FL 34229

  A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of Rivendell. Live so beautifully! This maintenance-free, tropically landscaped corner lot home has been eloquently updated and maintained. Featuring four bedrooms, formal dining room, two baths, two-car garage, fenced-in backyard, beautiful pool and lanai, and tile throughout most of the home. The inviting

  Crystal Cosby, LLC PREMIER SOTHEBYS INTL REALTY

  819 Shadow Bay Way, Osprey, FL 34229
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  /92

  $5,700,000

  • 6 Beds
  • 5 Baths
  • 4,893 Sq Ft

  622 Bayshore Dr, Osprey, FL 34229

  ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretches of Little Sarasota Bay. Tucked away on a rare and expansive .78-acre gated estate, this custom-built, contemporary masterpiece offers 90 feet of pristine waterfront, unmatched privacy, and a lifestyle

  Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  622 Bayshore Dr, Osprey, FL 34229
• 

  

  /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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  /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
• 

  

  /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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  /56

  $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

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

Home Trends in Osprey, FL

On average, homes in Osprey, FL sell after 98 days on the market compared to the national average of 52 days. The median sale price for homes in Osprey, FL over the last 12 months is $755,000, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$755,000

Median Single Family Sale Price

$875,000

Median Townhouse Sale Price

$485,000

Median 2 Bedroom Sale Price

$295,000

Median 1 Bedroom Sale Price

$265,000

Average Price Per Sq Ft

$390

Number of Homes for Sale

92

Last 12 months Home Sales

177

Months of Supply

6.20

Median List Price

$799,000

Median Change From 1st List Price

9%

Median Home Sale Price YoY Change

-8%