Osprey, FL Homes for Sale

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  /93

  $750,000

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

  14041 Bellagio Way Unit 414, Osprey, FL 34229

  Luxury waterfront penthouse with deep water marina access. Discover Osprey Harbor Village, an exclusive gated condo community of only 53 residences perfectly positioned along Florida’s sparkling Intracoastal Waterway. This stunning 3 bedroom, 2 bath penthouse offers nearly 2,000 square feet of thoughtfully designed living space plus a generous 290 square foot tiled terrace with expansive views of

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 297-4970

  14041 Bellagio Way Unit 414, Osprey, FL 34229
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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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  /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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  /100

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  14041 Bellagio Way Unit 315, Osprey, FL 34229

  SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE! Step into waterfront luxury living at its finest in Osprey Harbor Village, a coastal gem perfectly situated between Sarasota and Venice, offering easy access to Siesta Key, Nokomis Beach, and Venice Beach. This sought-after marina community is the epitome of elegance and the

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 207-5944

  14041 Bellagio Way Unit 315, 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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  /81

  $1,200,000

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

  67 Sugar Mill Dr, Osprey, FL 34229

  Auction Property. Auction extended due to out of state buyer interest. Viewings can be scheduled this week. Recent appraisal at $1,765,000 and starting bids starting at $1,200,000 for Highest/Best!. This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community at a great price. Auctioned by the homeowner, this elegant home seamlessly blends timeless

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 294-4414

  67 Sugar Mill Dr, Osprey, FL 34229
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  /60

  $925,000

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  385 N Point Rd Unit 404, Osprey, FL 34229

  **STUNNINGLY UPDATED CONDO with Breathtaking Water & Preserve Views that rival those of higher floors!** This LARGE, CORNER UNIT of nearly 2800sf features 3-Beds & 3 Full Baths PLUS Study/Den (or possible 4th Bedroom with Walk-In Closet) and 2 Covered Parking Spaces and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 404, 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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  /62

  $1,499,500

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

  385 N Point Rd Unit 701, Osprey, FL 34229

  **INCOMPARABLE VIEW! 7th FLOOR, CORNER CONDO UNIT WITH UNOBSTRUCTED SOUTH AND WEST PANORAMA. This Spacious unit of nearly 2600sf features 3-Beds PLUS Study/Den, 3 Full Baths and includes a PRIVATE 2-CAR GARAGE. Located behind the Secure Gates of the Oaks-Preserve, Country Club neighborhood, this Light and Bright, Sought-after unit boasts a VIEW which you MUST EXPERIENCE TO BELIEVE from its

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 701, 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

  • 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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  /34

  $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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  /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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  /28

  $199,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  218 Palm Air Dr, Osprey, FL 34229

  You’ll be impressed with this delightful double wide from the moment you enter featuring 2 spacious bedrooms and 2 updated bathrooms with a total of 1120 Sq Feet built in 1979 with large shed and enclosed lanai. Being sold Furnished and Turnkey. The kitchen was totally remodeled in 2020 an island was added with new appliances in and it flows into the dining area and living room creating a large

  Carlos Saramago EXIT KING REALTY

  218 Palm Air Dr, 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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  /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

  $1,795,000

  • 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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  /43

  $780,250 New Construction

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  280 Hidden Bay Dr Unit 202, Osprey, FL 34229

  READY FOR IMMEDIATE OCCUPANCY!Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota BayStep into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay. Boasting 1937 square feet, this meticulously crafted residence offers three bedrooms, two bathrooms, and an inviting office space for your

  Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  280 Hidden Bay Dr Unit 202, 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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  /100

  $1,550,000

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft

  462 E MacEwen Dr, Osprey, FL 34229

  This completely remodeled home in The Oaks Clubside, set on nearly an acre of mature, meticulously landscaped grounds, is pure perfection. Nestled behind the gates of The Oaks Clubside, this residence is a masterful blend of classic elegance and contemporary sophistication. Arriving at the property, you are greeted by a striking full-circle driveway—a graceful approach that not only enhances the

  Steve Abbe COLDWELL BANKER REALTY

  462 E MacEwen Dr, Osprey, FL 34229
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  /65

  $710,000

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  250 Hidden Bay Dr Unit A302, Osprey, FL 34229

  WHAT A VIEW! Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful barrier island of Casey Key. Welcome to Edgewater at Hidden Bay — a gated, 12-acre resort-style community perfectly positioned between the charm of historic Venice and the cultural vibrancy of downtown Sarasota.

  Merryl Koven COLDWELL BANKER REALTY

  250 Hidden Bay Dr Unit A302, Osprey, FL 34229
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  /47

  $725,000

  • 3 Beds
  • 3 Baths
  • 2,484 Sq Ft

  5100 Jessie Harbor Dr Unit 701, Osprey, FL 34229

  Perched on the top floor of Blackburn Harbor Residences, this 3-bedroom, 3-bath end unit is just under 2500 square feet and offers stunning, unobstructed vistas of the intracoastal waterways and Gulf of Mexico. Located within a gated, amenity-rich community, this condo features an open floor plan with high ceilings, a spacious kitchen, and a living area that seamlessly blends indoor comfort with

  Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  5100 Jessie Harbor Dr Unit 701, 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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  /46

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  1164 Beachcomber Ct Unit 19, Osprey, FL 34229

  Welcome to the exclusive Blackburn Point Marina Village – where luxury meets convenience in one of Sarasota's desirable waterfront communities! This rarely available, beautifully appointed townhome offers the best of maintenance-free, coastal living in a gated community featuring resort-style amenities including a heated pool, cabana, tiki bar, and more. Enjoy peace of mind with a new roof (2025)

  Lisa Napolitano PREMIER SOTHEBYS INTL REALTY

  1164 Beachcomber Ct Unit 19, Osprey, FL 34229
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  /37

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft

  242 Hidden Bay Dr Unit 603, Osprey, FL 34229

  One of Sarasota’s Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2-Car Garage | Offered Fully Furnished. Perched on the top floor of a premier building in the exclusive Hidden Bay gated community, this spacious and light-filled condo offers breathtaking, panoramic views of Sarasota Bay. A true diamond in the rough, this home is ready for your

  Joy McGraw REAL ESTATE REFINED

  242 Hidden Bay Dr Unit 603, 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

  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

  Veronica Manes MICHAEL SAUNDERS & COMPANY

  1085 Mallard Marsh Dr, Osprey, FL 34229
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  /62

  $660,000

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  385 N Point Rd Unit 402, Osprey, FL 34229

  **BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 402, Osprey, FL 34229
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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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  /57

  $569,000

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

  784 Sarabay Rd, Osprey, FL 34229

  Welcome to Your Waterfront Villa in Osprey, Florida!Discover the ultimate seasonal retreat in this beautifully updated 2-bedroom, 2-bathroom single-story villa, designed for stress-free living. Nestled in a private 25-unit secluded community, this waterfront gem offers not only stunning views but also a lifestyle of unparalleled ease and simplicity.Key Features:Move in ready: Move in with ease

  Peggy Lewis COLDWELL BANKER SARASOTA CENT.

  784 Sarabay Rd, Osprey, FL 34229
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  /46

  $675,000

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

  14041 Bellagio Way Unit 214, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Massive Price Reduction! Original Listing Price was $810,000. Reduced by $135,000 to $675,000. Seller is motivated! Step into this luxurious, meticulously maintained 3-bedroom, 2-bath condo featuring high ceilings, granite countertops, updated appliances, and a separate laundry room. Enjoy magnificent views of Little Sarasota Bay and a lively

  Veronica Lee FINE PROPERTIES

  14041 Bellagio Way Unit 214, Osprey, FL 34229
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  /48

  $685,000

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  409 N Point Rd Unit 502, Osprey, FL 34229

  **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico

  Mark Lyda GENEROUS PROPERTY

  409 N Point Rd Unit 502, Osprey, FL 34229
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  /4

  $575,904 New Construction

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  791 S Tamiami Trail Unit 103, Osprey, FL 34229

  Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $575,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

  Laurie Eshleman PRO GROUP REALTY & PROP MGT

  791 S Tamiami Trail Unit 103, Osprey, FL 34229
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  /6

  $34,500

  • 2 Beds
  • 1 Bath

  124 Happy Haven Dr Unit 8, Osprey, FL 34229

  Make your new home in Happy Haven, a well-maintained, professionally managed manufactured home community! Own a 1966, 1bed/1bath, 564 sqft. home in a great neighborhood. This one won't be on the market for long! Take advantage of this offer now and live in one of the state's most attractive areas. Let us show you around the place! Call and schedule a viewing today! Financing information available.

  Tori Coil Happy Haven

  124 Happy Haven Dr Unit 8, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 4

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 $1,161,882.

Are home prices dropping in Osprey?

Yes, home prices in Osprey are down 4% in the last 12 months.

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

33 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, 34231 and 34242.

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

The median home price in Osprey is $710,000. If you put a 20% down payment of $142,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $3,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $158K a year to afford the median home price in Osprey.

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 Venice High School. Browse all the schools in Osprey, FL to learn more.

Home Trends in Osprey, FL

On average, homes in Osprey, FL sell after 101 days on the market compared to the national average of 70 days. The median sale price for homes in Osprey, FL over the last 12 months is $832,750, up 59% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$832,750

Median Single Family Sale Price

$560,000

Median 2 Bedroom Sale Price

$400,000

Average Price Per Sq Ft

$426

Number of Homes for Sale

5

Last 12 months Home Sales

33

Months of Supply

1.80

Median List Price

$710,000

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

59%