5,042

Osprey, FL Homes

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  • /2

    $1,051,025 Sold Apr 04, 2025

    • 1,937 Sq Ft
    • $543/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    280 Hidden Bay Dr Unit 502, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Under Construction. Penthouse-level unit with unparalleled panoramic water views of Sarasota Bay and the Gulf of Mexico. A condominium with a view like this is seldom offered for sale and the top floor equals top views! Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony on the fifth and top floor of this

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    280 Hidden Bay Dr Unit 502, Osprey, FL 34229
    • /2

      Est $586,525 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,229 Sq Ft

      825 Oak Pond Dr, Osprey, FL 34229

      825 Oak Pond Dr, Osprey, FL 34229
  • /41

    $159,900

    • 2 Beds
    • 2 Baths
    • 959 Sq Ft

    170 Edgewood Dr, Osprey, FL 34229

    YOUR PERFECT FLORIDA RETREAT AWAITS.... Imagine spending your winter days in a swimming pool or in the warm waters and beautiful sands of Florida Gulf Coast beaches. This pristine 2 Bed, 2 Bath home located in the Arbors Mobile Park has been meticulously maintained and has many upgrades and extras. Open plan kitchen has dining area and built-in china cabinet. The master bedroom is ensuite and

    Roberta Burish KW SUNCOAST

    170 Edgewood Dr, Osprey, FL 34229
  • /2

    $600,000 Sold Apr 03, 2025

    • 1,975 Sq Ft
    • $304/SF
    • 86 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1996

    818 Oak Pond Dr, Osprey, FL 34229

    This is your Dream Home! Upgrades galore and ready to move-in. 4 Bedrooms 2 baths with sparkling caged pool and stunning new paver brick deck (2022), oversize covered lanai, outdoor shower, in a very private setting. NEW ROOF in 2019, NEW AC in 2019, whole house RE-PLUMBED in 2021. Enjoy the exquisite Ivory tone PORCELAIN TILE FLOORS throughout most of the home. NEW GRANITE COUNTERS in kitchen

    Jacqueline Middleton SUNSET REALTY

    818 Oak Pond Dr, Osprey, FL 34229
    • /48

      Est $589,021 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,424 Sq Ft

      522 Meadow Sweet Cir, Osprey, FL 34229

      522 Meadow Sweet Cir, Osprey, FL 34229
  • /46

    $459,900

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

    780 Sarabay Rd Unit 16, Osprey, FL 34229

    BOATER'S PARADISE!! Fish off the Pier or sit & enjoy the sunsets! Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated

    Mark Segreto RMS ELITE PROPERTIES

    780 Sarabay Rd Unit 16, Osprey, FL 34229
  • /2

    $237,000 Sold Mar 31, 2025

    • Land
    • 0.97 Acre
    • $244,330 per Acre
    • 34 Days On Market

    14 Old Venice Rd, Osprey, FL 34229

    Great opportunity to purchase a 1 acre parcel close to town with many possibilities. The property has been cleared of all structures and out buildings. The approximate 1 acre parcel is ready to build in the town of Osprey. Property is close to Pine View school and minutes to the beaches. The Legacy trail and Oscar Scherer State park are near by. Shopping, restaurants, and Medical offices are also

    Glenn Davis COLDWELL BANKER SARASOTA CENT.

    14 Old Venice Rd, Osprey, FL 34229
    • /38

      Est $584,344 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,325 Sq Ft

      574 Oak Bay Dr, Osprey, FL 34229

      574 Oak Bay Dr, Osprey, FL 34229
  • /8

    $19,995

    • 1 Bed
    • 1 Bath

    124 Happy Haven Dr Unit 5, Osprey, FL 34229

    Happy Haven, a professionally managed, well-maintained manufactured home community, currently has a 370 sq. ft. home with 1 bedrooms and 1 bathrooms for sale. Take advantage of this offer now and live in one of the state's most attractive areas. Call and schedule a viewing of this home and ask about our current promotions!

    Tori Coil Happy Haven

    124 Happy Haven Dr Unit 5, Osprey, FL 34229
  • /2

    $885,000 Sold Mar 31, 2025

    • 2,100 Sq Ft
    • $421/SF
    • 115 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1997

    236 Hidden Bay Dr Unit 504, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Waterfront resort-style living in a gated community with breathtaking panoramic views over Little Sarasota Bay. This fifth-level end unit, with elevator access, has been tastefully remodeled. It offers three bedrooms, three full en-suite baths, a screened/glassed-in lanai for entertaining, all while watching spectacular sunsets over the Intracoastal

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    236 Hidden Bay Dr Unit 504, Osprey, FL 34229
    • /48

      Est $800,376 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,093 Sq Ft

      763 Shadow Bay Way, Osprey, FL 34229

      763 Shadow Bay Way, 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
  • /2

    $324,000 Sold Mar 28, 2025

    • 1,430 Sq Ft
    • $227/SF
    • 34 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2017

    76 Explorer Dr Unit 104, Osprey, FL 34229

    Location Location Location! Welcome home to this beautifully upgraded 3-bedroom, 2-bath end unit, perfectly positioned in a sought-after, pet-friendly gated community. Built for peace of mind, this condo features sturdy block stucco construction and hurricane-impact windows and doors, ensuring both durability and security. Step inside and feel the spaciousness of the open-concept design,

    Pan Steele, GRI COLDWELL BANKER REALTY

    76 Explorer Dr Unit 104, Osprey, FL 34229
    • /39

      Est $758,157 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,492 Sq Ft

      1096 Mallard Marsh Dr, Osprey, FL 34229

      1096 Mallard Marsh Dr, Osprey, FL 34229
  • /34

    $699,900

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

    866 Oak Briar Ln, Osprey, FL 34229

    **NEW ROOF** 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

    Brian Leakeas COLDWELL BANKER REALTY

    866 Oak Briar Ln, Osprey, FL 34229
  • /2

    $1,350,000 Sold Mar 28, 2025

    • 2,778 Sq Ft
    • $486/SF
    • 11 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2004

    409 N Point Rd Unit 704, Osprey, FL 34229

    Enjoy luxury condo living at its finest. A rare offering, this 3 bedroom, 3 bath residence enjoys a spacious floor plan seldom available. Besides an incredible master suite, large guest bedrooms and modern bathrooms, it has a formal dining room, an office/den and an open great room with adjoining kitchen and breakfast nook. From the moment you step off your private elevator and enter, you will

    Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 704, Osprey, FL 34229
    • /39

      Est $666,588 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,303 Sq Ft

      680 Shadow Bay Way, Osprey, FL 34229

      680 Shadow Bay Way, Osprey, FL 34229
  • /89

    $1,150,000

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

    401 N Point Rd Unit 504, Osprey, FL 34229

    FULLY UPDATED ~ WATER VIEWS ~ PRIVATE 2 CAR GARAGE ~ OFFICE/4TH BEDROOM OPTION ~ 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

    Mary Elizabeth Mock COLDWELL BANKER REALTY

    401 N Point Rd Unit 504, Osprey, FL 34229
  • /2

    $745,000 Sold Mar 27, 2025

    • 2,594 Sq Ft
    • $287/SF
    • 17 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    401 N Point Rd Unit 401, Osprey, FL 34229

    Can luxury living and great value go hand and hand? It can with this well priced residence in Meridian at The Oaks Preserve. Nestled above the treetops, this luxury condo is the perfect solution for those who want to live a carefree lifestyle and enjoy all the amenities of Sarasota’s premier golf and country club. With 3 bedrooms, a den and 3 bath, this unit offers room for residents and guests

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 401, Osprey, FL 34229
    • /40

      Est $534,536 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,892 Sq Ft

      590 Oak Bay Dr, Osprey, FL 34229

      590 Oak Bay 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
  • /2

    $875,585 Sold Mar 27, 2025

    • 1,937 Sq Ft
    • $452/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    280 Hidden Bay Dr Unit 403, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Under Construction. Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony as you look out across the bay to the barrier island of Casey Key! Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay. This gated, 12-acre resort-style community is nestled on the water’s edge of

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    280 Hidden Bay Dr Unit 403, Osprey, FL 34229
    • /49

      Est $167,928 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 586 Sq Ft

      701 Pine Run Dr, Osprey, FL 34229

      701 Pine Run Dr, Osprey, FL 34229
  • /7

    $105,000

    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
  • /2

    $2,100,000 Sold Mar 26, 2025

    • 4,641 Sq Ft
    • $452/SF
    • 95 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    703 N MacEwen Dr, Osprey, FL 34229

    Bathed in natural light, with highly sought after southern lanai exposure, is this stunning and meticulously maintained custom built John Cannon home in The Oaks Clubside. With 4 bedrooms, and 3 full and one half bathrooms, there is room for loved ones and guests, making it ideal for grand entertaining or peaceful and serene poolside relaxation. Enter through the elegant custom etched glass

    Steve Abbe COLDWELL BANKER REALTY

    703 N MacEwen Dr, Osprey, FL 34229
    • /60

      Est $606,285 Not Listed For Sale

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

      104 Shoreland Dr, Osprey, FL 34229

      104 Shoreland Dr, Osprey, FL 34229
  • /37

    $789,000

    • 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,

    Cathy Rustin FIRST LIGHT REAL ESTATE

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
  • /2

    $925,000 Sold Mar 25, 2025

    • 1,937 Sq Ft
    • $478/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    280 Hidden Bay Dr Unit 503, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Under Construction. Just available is this rare, penthouse-level unit with unparalleled panoramic water views of Sarasota Bay and the Gulf of Mexico. A condominium with a view like this is seldom offered for sale and the top floor equals top views! Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony on the 5th and

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    280 Hidden Bay Dr Unit 503, Osprey, FL 34229
    • /46

      Est $629,658 Not Listed For Sale

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

      730 Fordingbridge Way, Osprey, FL 34229

      730 Fordingbridge Way, Osprey, FL 34229
  • /24

    $499,000

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

    1363 New Forest Ln, Osprey, FL 34229

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

    Pamela Strom RE/MAX PALM

    1363 New Forest Ln, Osprey, FL 34229
  • /2

    $999,000 Sold Mar 21, 2025

    • 2,301 Sq Ft
    • $434/SF
    • 16 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1980

    505 S Shore Dr, Osprey, FL 34229

    Boater's Delight! This stunning canal front 3-4 bedroom, 3 bath home is situated on a generous 1/3 acre lot in a serene waterfront community.This home features a private dock and lift, providing direct access to the intracoastal waterway, which leads straight to the Gulf of Mexico-ideal for boating enthusiasts. NEW ROOF 2024! Spacious open plan, with in-law suite, with its own entrance,

    Nancy Jordan COLDWELL BANKER REALTY

    505 S Shore Dr, Osprey, FL 34229
    • /81

      Est $1,200,418 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
  • /55

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    120 Villa Dr Unit 120, Osprey, FL 34229

    Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the inside out to the lanai and boat dock. The kitchen features raised wood cabinets and a large 10ft long breakfast bar. The kitchen has views of the canal and opens up to the dining room and living room. As you walk into the nicely appointed open floor plan, you immediately feel

    Hansel Pitts COLDWELL BANKER SARASOTA CENT.

    120 Villa Dr Unit 120, Osprey, FL 34229
  • /2

    $500,000 Sold Mar 21, 2025

    • 1,867 Sq Ft
    • $268/SF
    • 250 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1996

    629 Oak Bay Dr, Osprey, FL 34229

    **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Indulge in the ultimate Florida lifestyle with this captivating 4-bedroom, 2-bathroom pool home nestled within the community of Bay Oaks Estates. Lush greenery and a charming front porch that exudes curb appeal sets the stage for what lies within. As you step through the front door, prepare

    Toni Zarghami KW COASTAL LIVING III

    629 Oak Bay Dr, Osprey, FL 34229
    • /40

      Est $792,499 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
  • /28

    $299,500

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    232 Explorer Dr Unit 15, Osprey, FL 34229

    Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. Open floor plan, Kitchen features granite counter tops and stainless steel appliances, master bedroom suite has walk-in closet private bath with double vanity. Dining Room opens to enclosed balcony. Quality construction concrete block building with impact resistant glass windows,

    Gary Hoskins COLDWELL BANKER REALTY

    232 Explorer Dr Unit 15, Osprey, FL 34229
  • /32

    $335,000 Sold Mar 12, 2025

    • 1,700 Sq Ft
    • $197/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    738 Harms Dr, Osprey, FL 34229

    ***Osprey “West of the Trail” – Incredible Opportunity for a Cash Buyer*** Fully fenced, HALF AN ACRE, featuring a 2-bed, 2-bath home plus a 1-bed, 1-bath in-law/ADU suite with a pool. This 0.5-acre property is located in an X flood zone, with no flooding or damage from recent hurricanes. There are endless possibilities—update the existing home or BUILD YOUR DREAM HOME on this fantastic lot, just

    Warren McGregor MCGREGOR INTERNATIONAL REAL ESTATE CO

    738 Harms Dr, Osprey, FL 34229
    • /21

      Est $1,106,229 Not Listed For Sale

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

      1108 Bayhead Ln, Osprey, FL 34229

      1108 Bayhead Ln, Osprey, FL 34229
  • /100

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 2,680 Sq Ft

    3621 N Point Rd Unit 603, Osprey, FL 34229

    Prepare to be captivated by this COMPLETELY UPDATED, meticulously maintained, and thoughtfully appointed 3 bedroom, 3 bath condo located in Meridian at The Oaks Preserve. This spacious residence has everything you need to embrace a carefree, luxury lifestyle. As you step off your private elevator, you’ll be greeted by an inviting, open layout that radiates brightness and elegance. The great room

    Steve Abbe COLDWELL BANKER REALTY

    3621 N Point Rd Unit 603, Osprey, FL 34229
  • /72

    $615,000 Sold Mar 10, 2025

    • 2,340 Sq Ft
    • $263/SF
    • 194 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2005

    593 Crane Prairie Way, Osprey, FL 34229

    Welcome to Willowbend a custom built community by Lee Wetherington. This maintenance free Asley ll model home is nearly 2400 sq. ft. under air with 4 bedrooms & 3 baths. Expansive 33x25 ft. lanai includes 2 covered areas & expansive water views. High tray ceilings in master bedroom & family room with crown molding & 8ft. doors. Gourmet kitchen features Corian counters, stainless steel appliances

    Cynthia Bowers COLDWELL BANKER SARASOTA CENT.

    593 Crane Prairie Way, Osprey, FL 34229

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