Osprey, FL Homes

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  /2

  $670,000 Sold Jan 15, 2025

  • 2,658 Sq Ft
  • $252/SF
  • 71 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2002

  193 Willow Bend Way, Osprey, FL 34229

  Adorable South Sarasota, Custom Built, 3-Bed, 3-Bath, pool home in highly desirable, centrally located Park Trace Estates. New tile roof installed July 2024 & new interior paint, new carpet, stainless refrigerator & range in 2024, Dual -Zone AC 2018. In 2007 an addition was added with option for In-Law Suite, Game Room, or large office. This home offers low HOA fees, great curb appeal and

  Bill Cantrell FLORIDA HOME TEAM LLC

  193 Willow Bend Way, Osprey, FL 34229
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  /46

  Est $639,711 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,182 Sq Ft

  730 Fordingbridge Way, Osprey, FL 34229

  730 Fordingbridge Way, Osprey, FL 34229
• 

  

  /2

  $800,000

  • Land
  • 0.55 Acre
  • $1,454,545 per Acre

  0 Hidden Bay Dr, Osprey, FL 34229

  The Development Site is a lakefront parcel overlooking the community’s internal lake and clubhouse. The concept plan shows 24 2-3 bedroom units in 4 stories over parking, but the parcel has unprecedented zoning and entitlements for up to 42 units. All utilities and the roads are to the development site. The utilities, roads, and parking areas, the gated entrance and the resort-style amenities are

  Bob Morris SVN COMMERCIAL ADVISORY GROUP

  0 Hidden Bay Dr, Osprey, FL 34229
• 

  

  /2

  $1,000,000 Sold Jan 10, 2025

  • 2,187 Sq Ft
  • $457/SF
  • 97 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2006

  14021 Bellagio Way Unit 204, Osprey, FL 34229

  Million Dollar Water Views from Every Major Room. This is your chance to buy one of the best units in this great development. Updated to the highest standard. Located on the first floor, which gives easy access to Pool/Spa & Grille/Smoker area. Impressive views of the Bay & Marina. Elevator to your own front entry & into an impeccable Condo. Entry Foyer has Storage Closet & Powder Room. Then step

  Kym Biggar ALLISON JAMES ESTATES & HOMES

  14021 Bellagio Way Unit 204, Osprey, FL 34229
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  /81

  Est $1,213,723 Not Listed For Sale

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

  385 N Point Rd Unit 604, Osprey, FL 34229

  385 N Point Rd Unit 604, Osprey, FL 34229
• 

  

  /61

  $5,500,000 New Construction

  • 3 Beds
  • 4.5 Baths
  • 4,048 Sq Ft

  614 Bayshore Dr, Osprey, FL 34229

  Commanding over half an acre with 116 feet of pristine frontage on Little Sarasota Bay, this brand-new custom estate captures the essence of coastal luxury. From the moment you arrive, you are greeted by sweeping water views and spectacular Casey Key sunsets, setting the stage for an extraordinary lifestyle.Designed for the boating connoisseur, the property boasts a new dock with water,

  Inbal August DOUGLAS ELLIMAN

  614 Bayshore Dr, Osprey, FL 34229
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  /2

  $495,000 Sold Dec 27, 2024

  • 2,116 Sq Ft
  • $234/SF
  • 88 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1995

  502 Oak Bay Dr, Osprey, FL 34229

  INCREDIBLE NEW PRICE WITH ALL THE STORM MITIGATION UPDATES COMPLETED FOR YOU! Don't miss the opportunity own this lovely three bedroom two bath home on a private .27 acre cul de sac lot backing up to a treed preserve. Updates include NEW ROOF IN 2021, PLUMBING RE-PIPED IN 2022, WATER HEATER IN 2019, A/C IN 2016, IMPACT WINDOWS & DOORS IN 2009 ALONG WITH HURRICANE SHUTTERS TO ENCLOSE THE REAR

  Carey Beychok RE/MAX ALLIANCE GROUP

  502 Oak Bay Dr, Osprey, FL 34229
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  /40

  Est $801,704 Not Listed For Sale

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

  672 Crane Prairie Way, Osprey, FL 34229

  672 Crane Prairie Way, Osprey, FL 34229
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  /48

  $269,999 Pending

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

  207 Woodland Dr Unit 207, Osprey, FL 34229

  Under contract-accepting backup offers. Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the sought-after Pine Run community. It is completely turnkey; all you need to bring are your clothes! This second-floor unit has been tastefully updated and comes equipped with everything you need to move right in, including all furniture, beds,

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  207 Woodland Dr Unit 207, Osprey, FL 34229
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  /2

  $750,000 Sold Dec 20, 2024

  • 1,950 Sq Ft
  • $385/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  260 Hidden Bay Dr Unit B-402, Osprey, FL 34229

  Fully furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  260 Hidden Bay Dr Unit B-402, Osprey, FL 34229
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  /21

  Est $1,212,816 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,541 Sq Ft

  1108 Bayhead Ln, Osprey, FL 34229

  1108 Bayhead Ln, Osprey, FL 34229
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  /75

  $200,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  201 Woodland Dr Unit 201, Osprey, FL 34229

  Under contract-accepting backup offers. Rarely available 1st floor end unit!

  Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

  201 Woodland Dr Unit 201, Osprey, FL 34229
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  /2

  $295,000 Sold Dec 17, 2024

  • 1,316 Sq Ft
  • $224/SF

  • 2 Beds
  • 2 Baths
  • Built 1979

  104 Woodland Place, Osprey, FL 34229

  Serene sanctuary in a pet-friendly, resort-style community. Pine Run is known for its “Old Florida” character complimented by unique architecture. Units are designed with few if any common walls & offers a feeling of living with nature. This condo is no exception, with a large screened-in porch, bedroom privacy gardens, fenced patio, & private atrium, providing a light, bright feel to the entire

  Stellar Non-Member Agent Stellar Non-Member Office

  104 Woodland Place, Osprey, FL 34229
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  /50

  Est $1,737,791 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,970 Sq Ft

  280 Saratoga Ct, Osprey, FL 34229

  280 Saratoga Ct, Osprey, FL 34229
• 

  

  /99

  $1,600,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,679 Sq Ft

  133 Osprey Point Dr, Osprey, FL 34229

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Custon Home located in the exclusive gated community of The Oaks Bayside with a private pool and spa. Just across the street from Sarasota Bay. Recent improvements include updated bathrooms and a newer kitchen (with Thermador appliances) and all freshly painted. This 4 bedroom, 3 bathroom plus bonus room

  Lisa Warren OWN SRQ LLC

  133 Osprey Point Dr, Osprey, FL 34229
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  /2

  $1,280,000 Sold Dec 17, 2024

  • 2,844 Sq Ft
  • $450/SF
  • 0 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  219 Saint James Park, Osprey, FL 34229

  **BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE, IDEALLY LOCATED** in the Coveted “Saint James Park” Cul De Sac neighborhood, offers Close Proximity to The Oaks Country Club and Amenities. Overlooking the Eagle Golf Course and Boasting 3 EN SUITE BEDROOMS with Private Balconies (including Two Primary Bedrooms, 1st and 2nd Floors) and 3 FULL and 1 HALF BATHS, this charming residence is priced BELOW

  Mark Lyda GENEROUS PROPERTY

  219 Saint James Park, Osprey, FL 34229
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  /88

  Est $551,890 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  578 Meadow Sweet Cir, Osprey, FL 34229

  578 Meadow Sweet Cir, Osprey, FL 34229
• 

  

  /88

  $774,900 Pending

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

  1728 S Creek Dr, Osprey, FL 34229

  Under contract-accepting backup offers. 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

  Melanie Albaric MICHAEL SAUNDERS & COMPANY

  1728 S Creek Dr, Osprey, FL 34229
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  /2

  $730,000 Sold Dec 16, 2024

  • 2,369 Sq Ft
  • $308/SF
  • 36 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1990

  356 S Creek Dr, Osprey, FL 34229

  Nestled in the well-established, gated waterfront community of South Creek, this meticulously maintained 3-bedroom, 3-bathroom single-story home with an office offers a blend of sophistication, warmth, and functionality across 2,369 sqft of beautifully designed living space. Step through the striking stained glass French doors into an expansive great room, where vaulted ceilings and natural light

  Christiana Kopetzky MICHAEL SAUNDERS & COMPANY

  356 S Creek Dr, Osprey, FL 34229
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  /13

  Est $364,722 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  316 Pennsylvania Ave, Osprey, FL 34229

  316 Pennsylvania Ave, Osprey, FL 34229
• 

  

  /38

  $360,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  240 Patterson Ave, Osprey, FL 34229

  Under contract-accepting backup offers. Charming 3-bedroom, 2-bath bungalow with no HOA or deed restrictions—perfect for boaters, RV owners, or anyone seeking freedom and flexibility. Situated in a prime location close to beaches, waterfront dining, the Legacy Trail, Selby Botanical Gardens, Pine View school is 1 mile away (this high school is ranked numbr 18 nationwide and number 1 in Florida),

  Janice Melzer Langa COLDWELL BANKER REALTY

  240 Patterson Ave, Osprey, FL 34229
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  /2

  $2,400,000 Sold Dec 16, 2024

  • 5,153 Sq Ft
  • $466/SF
  • 62 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1999

  425 E MacEwen Dr, Osprey, FL 34229

  WELCOME HOME - NO STORM DAMAGE AT THIS PROPERTY (ELEVATION / OVERALL BUILD) ~ THE OAKS COUNTRY CLUB - SARASOTA, FL. THIS HOME @ #425, BOASTS BEAUTIFUL GOLF COURSE AND SELECT WATER VIEWS THROUGHOUT. A 27,000 SF +/- PRIVATE LOT. ONE CAN LOOK DIRECTLY AT THE PAR 3 - 4TH HOLE (THE OAKS HERON COURSE). MATURE STUNNING LANDSCAPING SURROUNDS THE PROPERTY. THE HOUSE OFFERS A TOTAL OF 5,100 SQUARE FEET OF

  Robert Anderson Jr RE/MAX ALLIANCE GROUP

  425 E MacEwen Dr, Osprey, FL 34229
• 

  

  /22

  Est $589,240 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft

  743 Anna Hope Ln, Osprey, FL 34229

  743 Anna Hope Ln, Osprey, FL 34229
• 

  

  /56

  $1,350,000 Pending

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

  364 Renoir Dr, Osprey, FL 34229

  Under contract-accepting backup offers. 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

  Lore Miller RESULTS REALTY GROUP LLC

  364 Renoir Dr, Osprey, FL 34229
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  /2

  $975,000 Sold Dec 13, 2024

  • 3,093 Sq Ft
  • $315/SF
  • 109 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  209 Keel Way, Osprey, FL 34229

  This quintessential Spanish Mediterranean mini estate will immediately wow you as you drive up the bricked driveway, open the wrought iron gated entry to the exquisite arched Roman front door creating the old world ambience. Entertain in this meticulously maintained home with a light & bright open floor plan where cathedral ceilings showcase the dining & living areas, the stunning kitchen with

  Cindy Furtado WATERSIDE REALTY LLC

  209 Keel Way, Osprey, FL 34229
• 

  

  /24

  Est $1,105,850 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  228 Windward Dr, Osprey, FL 34229

  228 Windward Dr, Osprey, FL 34229
• 

  

  /70

  $475,000 Pending

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

  321 Sorrento Dr, Osprey, FL 34229

  Under contract-accepting backup offers. 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

  Jim Comly EXIT KING REALTY

  321 Sorrento Dr, Osprey, FL 34229
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  /2

  $300,000 Sold Dec 13, 2024

  • 1,135 Sq Ft
  • $264/SF
  • 150 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2014

  153 Navigation Cir Unit 106, Osprey, FL 34229

  Live your best days in this gated community where peace and tranquility will find you. This two-bedroom, two-bath condominium comes with a one-car garage directly underneath the residence giving the homeowner ease and comfort when entering and exiting their home. Upon entering you will notice the great flow throughout, the high ceilings, the spacious layout, and the natural lighting coming

  Peggy Olson PREMIER SOTHEBYS INTL REALTY

  153 Navigation Cir Unit 106, Osprey, FL 34229
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  /78

  Est $752,763 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  522 Habitat Blvd, Osprey, FL 34229

  522 Habitat Blvd, Osprey, FL 34229
• 

  

  /66

  $735,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,589 Sq Ft

  826 Oak Briar Ln, Osprey, FL 34229

  Under contract-accepting backup offers. Welcome to this MODERN 4-Bedroom, 3-Bath POOL HOME located in the highly desirable PARK TRACE ESTATES in Osprey, Florida — perfectly situated in a PRIME LOCATION between Sarasota, Nokomis, and Venice. Boasting over 3,000 sq. ft. under roof along with $110,000 of RECENT IMPROVEMENTS including: NEW TILE ROOF (’23), NEW impact windows (’23, partial), NEW front

  Peter LaSalle PREFERRED SHORE LLC

  826 Oak Briar Ln, Osprey, FL 34229
• 

  /2

  $1,275,000 Sold Dec 12, 2024

  • 2,594 Sq Ft
  • $492/SF
  • 293 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  401 N Point Rd Unit 701, Osprey, FL 34229

  Enjoy luxury living at its finest in this TOTALLY RENOVATED 3 bedroom, 3 bath residence with a PRIVATE ONE CAR GARAGE plus one parking space under the building. Located in Meridian, behind the secure gates of The Oaks Preserve, you truly feel like you have found the perfect tropical hide-a-away. From the entrance, with gleaming wood floors, to the large master bedroom and new bath with an

  Steve Abbe COLDWELL BANKER REALTY

  401 N Point Rd Unit 701, Osprey, FL 34229
• 

  /2

  Est $754,057 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft

  520 Habitat Blvd, Osprey, FL 34229

  520 Habitat Blvd, Osprey, FL 34229
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  /55

  $3,300,000 Pending

  • 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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  /2

  $755,000 Sold Dec 10, 2024

  • 2,441 Sq Ft
  • $309/SF
  • 54 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  1000 Scherer Way, Osprey, FL 34229

  Ideally positioned on a quarter-acre lot, this tranquil retreat invites splendid staycations in a picturesque setting. The four-bedroom, three-bath home offers breathtaking water views of Oscar Scherer State Park, exuding privacy amid a beautiful backdrop. Inside awaits a meticulously kept interior with vaulted ceilings, crown molding, a whole-house reverse osmosis system, and an open-concept

  Jody Callan PREMIER SOTHEBYS INTL REALTY

  1000 Scherer Way, Osprey, FL 34229
• 

  

  /41

  Est $723,745 Not Listed For Sale

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

  675 Crane Prairie Way, Osprey, FL 34229

  675 Crane Prairie Way, Osprey, FL 34229
• 

  

  /38

  $525,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,221 Sq Ft

  116 Villa Dr Unit 116, Osprey, FL 34229

  Under contract-accepting backup offers. Bring your boat and move right in! This home has been completely gutted and rebuilt from the ground up with nothing left untouched. Every finish, fixture, and feature has been carefully chosen with quality in mind. Offering a direct canal view, and just steps from the heated community pool, this property blends luxury living with a relaxed coastal

  Marco Guadagnini PREFERRED SHORE LLC

  116 Villa Dr Unit 116, Osprey, FL 34229
• 

  /2

  $900,000 Sold Dec 06, 2024

  • 2,932 Sq Ft
  • $307/SF
  • 254 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  434 N Shore Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Experience the beauty of waterfront living in the desirable neighborhood of Sorrento Shores, tucked away west of the Trail. This home is a dream for boaters, with no fixed bridges and easy access to the Gulf of Mexico. This three-bedroom, three-bathroom residence features a thoughtfully designed split floor plan, offering both privacy and

  Victoria Stultz ENGEL + VOELKERS SARASOTA

  434 N Shore Dr, Osprey, FL 34229
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  /44

  Est $528,068 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  1202 Jessie Harbor Dr Unit 1204, Osprey, FL 34229

  1202 Jessie Harbor Dr Unit 1204, Osprey, FL 34229
• 

  

  /43

  $685,000 Pending

  • 1,887 Sq Ft

  6 Bay Acres Ave, Osprey, FL 34229

  Under contract-accepting backup offers. Exceptional Investment Opportunity – Profitable Remodeled Duplex in Prime Osprey Location! Updated in 2021 with a new roof, modern kitchens, contemporary appliances, stylish flooring, and upgraded electrical systems. This income-producing gem is currently generating $112,000 in gross annual short-term rental income, making it an unbeatable addition to your

  Bogdan Osipov OSIPOV GROUP REAL ESTATE

  6 Bay Acres Ave, Osprey, FL 34229
• 

  /2

  $842,190 Sold Dec 04, 2024

  • 2,203 Sq Ft
  • $382/SF
  • 48 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  385 N Point Rd Unit 403, Osprey, FL 34229

  **STUNNINGLY UPDATED CONDO with MARVELOUS VIEW** This Spacious unit of over 2200sf features 3-Beds & 3-Baths, Open Floorplan plus Separate Dining Room (or possible Den/Flex area) 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 BEAUTIFULLY RENOVATED interior

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 403, Osprey, FL 34229

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