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Osprey, FL Homes for Sale

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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! *No storm damage.* 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

    Agent Photo

    Dawn Bear

    WILLIAM RAVEIS REAL ESTATE

    (941) 207-5944

    14041 Bellagio Way Unit 315, Osprey, FL 34229
  • /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

    Agent Photo

    Lee Brewer

    RE/MAX ALLIANCE GROUP

    (941) 353-2706

    12689 Promenade Estates Blvd, Osprey, FL 34238
  • /89

    $1,825,000

    • 4 Beds
    • 3.5 Baths
    • 4,388 Sq Ft

    401 Walls Way, Osprey, FL 34229

    Recently appraised for over 2 million, Seller relocating. Exquisite Executive Home in The Oaks Clubside, Step into elegance and luxury with this stunning two-story masterpiece. Perfectly situated to capture breathtaking views of the 9th Fairway on the Heron Course and a serene lake preserve, this home offers a rare combination of sophistication, comfort, and unparalleled design. Gourmet Kitchen:

    Agent Photo

    Lee Brewer

    RE/MAX ALLIANCE GROUP

    (941) 207-3151

    401 Walls Way, Osprey, FL 34229
  • /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

    Agent Photo

    Dawn Bear

    WILLIAM RAVEIS REAL ESTATE

    (941) 757-8209

    201 Eaglenook Way, Osprey, FL 34229
  • /85

    $2,385,000

    • 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

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    Joe Murphy

    COLDWELL BANKER REALTY

    (941) 274-4697

    600 Eagle Watch Ln, Osprey, FL 34229
  • /72

    $2,500,000

    • 5 Beds
    • 7 Baths
    • 6,001 Sq Ft

    340 Osprey Point Dr, Osprey, FL 34229

    Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a

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    Lee Brewer

    RE/MAX ALLIANCE GROUP

    (941) 390-3295

    340 Osprey Point Dr, Osprey, FL 34229
  • /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

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    Paula Mapp

    MAPP REALTY & INVESTMENT CO

    (941) 294-4414

    67 Sugar Mill Dr, Osprey, FL 34229
  • /65

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,411 Sq Ft

    117 Villa Dr Unit 117, Osprey, FL 34229

    LET'S GO FISHING! / BEST PRICE IN SARASOTA COUNTY / SALTWATER CANAL VILLA AND YOU OWN THE DOCK! The Gulf is your new backyard with this best priced waterfront villa in Osprey, FL. If you love fishing, diving, sailing, or cruising on your boat, this wonderful 2 Bed Villa with a deeded dock could be for you. This is the Easy Florida Lifestyle you have dreamed about. Your boat dock features a

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    Bill Garrison

    RE/MAX PLATINUM

    (941) 352-8392

    117 Villa Dr Unit 117, Osprey, FL 34229
  • /71

    $169,000

    • 1 Bed
    • 1.5 Baths
    • 865 Sq Ft

    107 Woodland Place Unit 107, Osprey, FL 34229

    This ground level condominium comes with a deeded carport and two storage closets. Enjoy a deck off the kitchen and a screened lanai that runs the length of the unit and is accessible from both the living area and bedroom. Both the half bath and primary bedroom suite have been recently remodeled with new flooring and fixtures. Washer and dryer hook-ups are located in an interior closet, so no

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    Carla Rayman Kidd

    COLDWELL BANKER REALTY

    (941) 231-6378

    107 Woodland Place Unit 107, Osprey, FL 34229
  • /45

    $679,600

    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft

    622 Pine Ranch Rd E, Osprey, FL 34229

    This fabulous Turnkey, Tastefully Decorated Florida Pool home has everything you need to enjoy the Gulf Coast lifestyle.This three bedroom two bath home (plus a Den) sits on an oversized corner lot with a vinyl privacy fence and a side gate where you can store your water toys for your adventures on the Intercoastal Waterway. Lounge by the pool in your screened Lanai, cookout and listen to the

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    Terri Persing

    PARADISE EXCLUSIVE INC

    (941) 206-3903

    622 Pine Ranch Rd E, Osprey, FL 34229
  • /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 most 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 BRAND-NEW

    Lisa Napolitano PREMIER SOTHEBYS INTL REALTY

    1164 Beachcomber Ct Unit 19, Osprey, FL 34229
  • /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
  • /65

    $1,099,000 Open Sat 10AM - 11PM

    • 5 Beds
    • 3 Baths
    • 3,912 Sq Ft

    678 Clear Creek Dr, Osprey, FL 34229

    Welcome to this exquisitely remodeled 5-bedroom, 3-bath estate, nestled in one of Sarasota County's most desirable and serene neighborhoods. Boasting a total 4,763 sq. ft. this residence has been thoughtfully upgraded inside and out with high-end finishes and timeless design, offering a level of craftsmanship and comfort rarely found. Upgrades include: New roof 2024, custom kitchen, luxury

    Dena Olson EXIT KING REALTY

    678 Clear Creek Dr, Osprey, FL 34229
  • /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
  • /34

    $1,495,000 Open Sat 11AM - 2PM

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

    296 Pine Ranch Trail, Osprey, FL 34229

    This property is a rare find. Located on over an acre of land, it boasts five spacious bedrooms and 3.5 baths, ensuring comfort and convenience for any family. The home features two master suites. The expansive layout provides ample room for relaxation and entertainment. The property features a pool that promises endless fun and relaxation. With plenty of space, the exterior environment is

    Deborah Frederick ASHTON LAKES REALTY INC

    296 Pine Ranch Trail, Osprey, FL 34229
  • /37

    $853,000

    • 3 Beds
    • 2.5 Baths
    • 2,168 Sq Ft

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229

    Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End UnitBright, breezy, and beautifully maintained, this move-in ready End Unit at Edgewater at Hidden Bay is offered fully Turnkey Furnished by the original owners and designed for effortless coastal living. Plantation shutters throughout, impact-rated

    Cathy Rustin FIRST LIGHT REAL ESTATE

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
  • /37

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,750 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
  • /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
  • /61

    $1,050,000 Open Sun 1PM - 4PM

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

    742 Shadow Bay Way, Osprey, FL 34229

    ARTHUR RUTENBERG HOME . . . FORMER MODEL . . . NEW ROOF . . . NEW INTERIOR AND EXTERIOR PAINT . . . HURRICANE DOUBLE-LAYER IMPACT WINDOWS . . . NEW OVEN . . . NEW BAMBOO FLOORING IN GUEST BEDROOMS . . . NEW PRIMARY AREA AC . . . Discover luxury in this Arthur Rutenberg former model home, located in the highly sought-after Woodlands at Rivendell community and award winning Pine View school

    Reeny Kaney RE/MAX ALLIANCE GROUP

    742 Shadow Bay Way, Osprey, FL 34229
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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 canal

    Veronica Lee FINE PROPERTIES

    14041 Bellagio Way Unit 214, Osprey, FL 34229
  • /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
  • /4

    $527,904 New Construction

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    791 S Tamiami Trail Unit 102, Osprey, FL 34229

    Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $527,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 102, Osprey, FL 34229
  • /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
  • /61

    $739,000

    • 3 Beds
    • 3 Baths
    • 2,223 Sq Ft

    673 Crane Prairie Way, Osprey, FL 34229

    Enjoy spectacular sunsets over a sweeping lake view the minute you walk through the door. This lovely Savannah model built by Lee Wetherington boasts three spacious bedrooms, three baths plus an office/flex room, making it the perfect property for you and your family and guests. The primary suite has a sitting area that opens to the pool and lanai, two walk-in closets, and a large bath with

    Laura Harris, PA PREMIER SOTHEBYS INTL REALTY

    673 Crane Prairie Way, Osprey, FL 34229
  • /71

    $2,299,900 Open Sun 1PM - 3PM

    • 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 highly 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 0.4-acre lot in Flood Zone X (no lender-required flood insurance), this 5-bedroom, 3.5-bath, 3,236 sq ft home blends solid block construction

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    180 Lookout Point Dr, Osprey, FL 34229
  • /72

    $190,000

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

    137 Woodland Place, Osprey, FL 34229

    Unbelievable!!! A 2-bedroom/2-bathroom, West of Trail condo for under $200,000! Come home to this warm, cozy and charming unit and enjoy a cup of tea on your tranquil and private outside deck, nestled in a wooded, West of Trail paradise! The condo is surrounded by a backdrop of nature and you can enjoy the outdoors on three balconies which is wonderfully unique! The unit features generous room

    Priscilla Adams COMPASS FLORIDA LLC

    137 Woodland Place, Osprey, FL 34229
  • /33

    $699,900 Open Sun 1PM - 3PM

    • 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
  • /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 model home by renowned custom luxury builder Arthur Rutenberg 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,

    Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

    766 Shadow Bay Way, Osprey, FL 34229
  • /35

    $139,900

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    310 Tropic Dr, Osprey, FL 34229

    Priced well below market. Great condition - move in ready. Being offered furnished. The roof is only 5 years old. This one is in the pet section. In addition to the 1152 sq ft of living area is an enclosed porch with windows and a mini-split A/C unit adding about 180 sq ft. There is a nice screened in porch just off the carport. There is plenty of storage in the workshop behind the carport and

    Hansel Pitts COLDWELL BANKER SARASOTA CENT.

    310 Tropic Dr, Osprey, FL 34229
  • /86

    $695,000

    • 2 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    33 Bishops Court Rd Unit 118, Osprey, FL 34229

    Come and enjoy the perfect maintenance free lifestyle in this exquisite townhouse located in one of the finest country clubs on the gulf coast, The Oaks Golf and Country Club. Previously redesigned, this tuscan style home in the quaint and charming Bishops Court in the Oaks Preserve features 2 bedrooms, 2 1/2 baths, a spacious kitchen, and a great room overlooking a lovely lake view surrounded by

    Rosalie Phillips MICHAEL SAUNDERS & COMPANY

    33 Bishops Court Rd Unit 118, Osprey, FL 34229
  • /70

    $495,000

    • 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 feature

    Jim Comly EXIT KING REALTY

    321 Sorrento Dr, Osprey, FL 34229
  • /89

    $1,275,000

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

    401 N Point Rd Unit 504, Osprey, FL 34229

    The eye of an artist and perfected skill of a craftsman created this spacious, expertly designed residence. From the moment the elevator doors open to the private foyer, you'll notice every fine detail in this home was carefully thought out and executed, while the splendor of nature and water creates the backdrop from the peaceful, spacious lanai, welcoming you to the dawn of a new day and

    Mary Elizabeth Mock COLDWELL BANKER REALTY

    401 N Point Rd Unit 504, Osprey, FL 34229
  • /36

    $469,000

    • 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 cooking in the stylish

    Kano Keller WHITE SANDS REALTY GROUP FL

    352 Glenwood Ave, Osprey, FL 34229
  • /7

    $109,000

    570 Blackburn Point Rd Unit 33, Osprey, FL 34229

    Dry boat slip for sale at Osprey Harbor Village hurricane-protected dry storage with top-tier amenities! This rarely available slip can fit boats up to 9 ft in height and offers hassle-free storage in one of Sarasota County?s most convenient locations. Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit 33, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 4

Why Live in Osprey

Osprey, a census-designated community, sits right on the Gulf Coast, offering residents vibrant outdoor spaces and ample activities on the water. It's a place where "locals here can start their morning off kayaking through mangroves," says Tamara Currey, a Realtor with Sotheby's International Realty who lives in the area. "They can relax at a waterfront restaurant for lunch and, at night, head to one of Casey Key's fun tiki bars," she adds. Shopping and dining establishments surround the Tamiami Trail, giving locals easy access to the area's fr ...

Frequently Asked Questions

What is the average home price in Osprey, FL?
Homes for sale in Osprey, FL have an average home price of $1,102,693.
Are home prices dropping in Osprey?
Yes, home prices in Osprey are down 9% in the last 12 months.
How many homes have sold over the last 12 months in Osprey, FL?
187 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 33981, 33953, 34293, 34287 and 34211.
How much do you need to make to afford a house in Osprey?
The median home price in Osprey is $822,250. If you put a 20% down payment of $164,400 and had a 30-year fixed mortgage with an interest rate of 6.84%, your estimated principal and interest payment would be $4,310 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $185K 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

Housing Trends

Median Sale Price
$759,000
Median Single Family Sale Price
$847,500
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$285,000
Median 1 Bedroom Sale Price
$169,000
Average Price Per Sq Ft
$381
Number of Homes for Sale
103
Last 12 months Home Sales
187
Months of Supply
6.60
Median List Price
$822,250
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-5%
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