5,015

Osprey, FL Homes

Section Image
  • /2

    $580,000 Sold Oct 17, 2024

    • 1,482 Sq Ft
    • $391/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    216 Shoreland Dr, Osprey, FL 34229

    Key West Home completely redone in 2023 listed at $30K Under Recent Appraisal! 3 Bedroom /2 Bath plus Office/Den with High End Finishes. The interior and exterior blend seamlessly with a screened lanai across the entire front of the home with French doors into all front facing rooms. It feels as though you’re in a treehouse.Take your Kayaks & Canoes across the street to Shoreland Park

    Dennis Schulte MICHAEL SAUNDERS & COMPANY

    216 Shoreland Dr, Osprey, FL 34229
    • /47

      Est $428,420 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,473 Sq Ft

      217 Patterson Ave, Osprey, FL 34229

      217 Patterson Ave, Osprey, FL 34229
  • /75

    $249,900

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

    201 Woodland Dr Unit 201, Osprey, FL 34229

    Rarely available 1st floor end unit!

    Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

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

    $335,000 Sold Oct 15, 2024

    • 1,515 Sq Ft
    • $221/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    223 Hidden Bay Dr Unit 305, Osprey, FL 34229

    Waterfront community, this third-floor unit has elevator access and an oversized two-car garage. Gorgeous panoramic views of a tranquil pond with water features, community pool, clubhouse & pickleball. This is an estate sale, and the family is selling it as-is and priced it to sell. Purchase this condo and remodel it to your very own design. The south side of the unit has impact windows in the

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    223 Hidden Bay Dr Unit 305, Osprey, FL 34229
    • /28

      Est $1,221,883 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,738 Sq Ft

      228 Lookout Point Dr, Osprey, FL 34229

      228 Lookout Point Dr, Osprey, FL 34229
  • /70

    $515,000

    • 2 Beds
    • 3 Baths
    • 2,837 Sq Ft

    264 Woods Point Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Experience maintenance free Florida living, just a short walk, bike or drive to Casey Key in this large villa situated in the rarely available neighborhood of Blackburn Point Woods. The home greets visitors with a large welcoming paver patio providing a place to relax and greet your neighbors in this close-knit community. Entering the home, you will

    Mark Midyett KELLER WILLIAMS ON THE WATER S

    264 Woods Point Rd, Osprey, FL 34229
  • /2

    $265,000 Sold Oct 07, 2024

    • 595 Sq Ft
    • $445/SF
    • 0 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1990

    51 MacEwen Dr Unit 13, Osprey, FL 34229

    RARE OPPORTUNITY now available at the WINDSOR LODGE, located within The OAKS! This second-floor, maintenance-free studio condominium is the easiest way to become a club member and experience the distinguished lifestyle. Perfect for your quests, vacations, weekend getaways, seasonal home and more! Enjoy the benefits and country club lifestyle of The Oaks Club with the purchase of a Windsor Lodge

    Jamie Mullis COLDWELL BANKER REALTY

    51 MacEwen Dr Unit 13, Osprey, FL 34229
    • /55

      Est $1,013,242 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,360 Sq Ft

      792 Placid Lake Dr, Osprey, FL 34229

      792 Placid Lake Dr, Osprey, FL 34229
  • /96

    $3,475,000

    • 4 Beds
    • 3.5 Baths
    • 2,380 Sq Ft

    5 N Casey Key Rd, Osprey, FL 34229

    $400,000 PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! Iconic Gulf-front Mid-Century Modern gated residence on Casey Key embodies the true essence of casual coastal living, offering an unparalleled retreat for the soul. The moment you step through the door, a magical transformation takes place. Your senses awaken as you are immediately captivated by the breathtaking Gulf views stretching out in

    Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

    5 N Casey Key Rd, Osprey, FL 34229
  • /2

    $900,000 Sold Oct 04, 2024

    • 2,968 Sq Ft
    • $303/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    1321 Southbay Dr, Osprey, FL 34229

    This is an outstanding Southbay residence, the best-kept secret on the Gulf Coast where boats are accommodated in a deep-water marina for low fees. Numerous recent upgrades and finishes. Inviting paver drive, oversized 22-by-24-foot garage and double-door entry welcomes you to a home that is simultaneously tranquil and energizing. Custom crafted throughout with a wood fireplace that is centered

    Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1321 Southbay Dr, Osprey, FL 34229
    • /45

      Est $706,730 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,284 Sq Ft

      573 Crane Prairie Way, Osprey, FL 34229

      573 Crane Prairie Way, Osprey, FL 34229
  • /7

    $239,999

    • Land
    • 0.13 Acre
    • $1,846,146 per Acre

    456 Washington Ave, Osprey, FL 34229

    Owner Financing is Available. Prime Land at 456 Washington Ave, Osprey, FL 34229 – A Rare Gem Near Historic Spanish Point & Selby Gardens. Don’t miss out on this incredible opportunity to own a prime piece of land at 456 Washington Ave, located in the heart of Osprey, FL. Surrounded by natural beauty and rich history, this property is just moments from the renowned Historic Spanish Point and the

    Mike Vo FLOTACAL

    456 Washington Ave, Osprey, FL 34229
  • /2

    $925,000 Sold Sep 30, 2024

    • 2,433 Sq Ft
    • $380/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    1030 Scherer Way, Osprey, FL 34229

    Welcome Home to this well designed and meticulously cared for home! This 4 Bedroom 3 Bathroom POOL Home with 3 car garage is just what you have been searching for. This Luxurious home is situated on a large beautifully landscaped, lake front lot with a Southeast Exposure overlooking Oscar Scherer State park! Peaceful, relaxing, yet close to shopping, restaurants, Legacy Trail, Osprey Junction,

    Kimberly Young BERKSHIRE HATHAWAY HOMESERVICE

    1030 Scherer Way, Osprey, FL 34229
    • /39

      Est $845,092 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,203 Sq Ft

      401 N Point Rd Unit 703, Osprey, FL 34229

      401 N Point Rd Unit 703, Osprey, FL 34229
  • /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
  • /2

    $20,000 Sold Sep 30, 2024

    • 135 Days On Market

    570 Blackburn Point Rd Unit 14-LIDO, Osprey, FL 34229

    DRY SLIP BOAT RACK W/ FUELING, MARINA AND RESTAURANT! 32LX8HX10W, slip s14 at Osprey Harbor totally takes the stress and worry out of boating! Simply call ahead to the friendly staff to order your boat to be splashed. Arrive for a fun day on the water and when you return, the staff pulls the boat, washes the exterior, flushes the engine(s), and places it in your own rack for next time. This is an

    Bob Stahlschmidt II BRIGHT REALTY

    570 Blackburn Point Rd Unit 14-LIDO, Osprey, FL 34229
    • /40

      Est $794,490 Not Listed For Sale

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

      669 Crane Prairie Way, Osprey, FL 34229

      669 Crane Prairie Way, Osprey, FL 34229
  • /81

    $204,900

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    262 Sun Air Cir, Osprey, FL 34229

    ***Improved price $204,900***Nestled within the serene and sought-after Arbors Mobile Home Park in Osprey, this captivating and meticulously maintained mobile home is now available for its new inhabitants. With its thoughtfully designed layout, this residence features 2 generously sized bedrooms, 2 bathrooms, and an additional bonus room that can serve as a family space or an office, offering an

    Patrick Brogley KELLER WILLIAMS ON THE WATER S

    262 Sun Air Cir, Osprey, FL 34229
  • /2

    $1,300,000 Sold Sep 27, 2024

    • 2,916 Sq Ft
    • $446/SF
    • 0 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1976

    322 Yacht Harbor Dr, Osprey, FL 34229

    Welcome to BOATERS PARADISE and this stunning OVERSIZED CORNER-LOT pool home with breathtaking WATER VIEWS of the private deep-water marina in the highly sought-after Southbay Yacht & Racquet Club. This expansive residence boasts three bedrooms, a possible FOURTH bedroom (currently used as a den), four bathrooms, and a bonus room, all situated on a corner lot with a circular drive and a

    Lori Turkovics COLDWELL BANKER REALTY

    322 Yacht Harbor Dr, Osprey, FL 34229
    • /32

      Est $652,443 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,096 Sq Ft

      727 Shadow Bay Way, Osprey, FL 34229

      727 Shadow Bay Way, Osprey, FL 34229
  • /61

    $267,300

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    758 Pine Run Dr Unit 758, Osprey, FL 34229

    This home was professionally inspected by a Contractor following Hurricanes Helene and Milton, and I’m pleased to report it sustained no damage from the storms. Welcome to this beautifully updated, spacious 2-story condo, boasting 2 bedrooms, 2.5 bathrooms, and updated modern finishes throughout. Nestled in a desirable community, you'll be just minutes from the beach, with easy access to

    Greg Vander Wel REALNET FLORIDA REAL ESTATE

    758 Pine Run Dr Unit 758, Osprey, FL 34229
  • /2

    $1,210,000 Sold Sep 23, 2024

    • 2,391 Sq Ft
    • $506/SF
    • 59 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2016

    3933 Waypoint Ave, Osprey, FL 34229

    Welcome to the epitome of luxurious and hassle-free living in the coveted community of Bayside, a gated waterfront community of 49 homes on Little Sarasota Bay. This immaculate, like-new home, built in 2016 on an oversized lot with serene, private preserve views, has been meticulously maintained and offers a host of premium features that discerning buyers will appreciate. Upon arrival, you’ll be

    Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3933 Waypoint Ave, Osprey, FL 34229
    • /100

      Est $2,694,138 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 5,493 Sq Ft

      458 E MacEwen Dr, Osprey, FL 34229

      458 E MacEwen Dr, Osprey, FL 34229
  • /54

    $745,000

    • 3 Beds
    • 3 Baths
    • 2,203 Sq Ft

    393 N Point Rd Unit 503, Osprey, FL 34229

    **ENJOY SPECTACULAR SUNSET VIEWS FROM THIS 5TH FLOOR, 3-BED / 3-BATH CONDO with BALCONY OVERLOOKING A SERENE LAGOON, INTRACOASTAL WATERWAY and even the GULF OF MEXICO while situated in the Luxury, High-Rise, Meridian Condo Complex behind the Secure Gates of the THE OAKS-PRESERVE, COUNTRY CLUB community. With over 2200SF, this Spacious unit offers a Light and Bright Open Floorplan with separate

    Mark Lyda GENEROUS PROPERTY

    393 N Point Rd Unit 503, Osprey, FL 34229
  • /2

    $210,000 Sold Sep 06, 2024

    • 1,325 Sq Ft
    • $158/SF
    • 100 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    120 Woodland Place Unit 120, Osprey, FL 34229

    It's all about location and this bright second floor end unit is priced right and ready for you to make your own.Wonderful floor plan with spacious living area, primary ensuite and guest bedroom and a wonderful Breakfast Nook for your morning tea or coffee while catching up on the morning news. Walk down your steps and out the gate to take advantage of convenience. Grocery,

    Maurice Menager MICHAEL SAUNDERS & COMPANY

    120 Woodland Place Unit 120, Osprey, FL 34229
    • /11

      Est $333,552 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,402 Sq Ft

      217 Glenwood Ave, Osprey, FL 34229

      217 Glenwood Ave, Osprey, FL 34229
  • /5

    $95,000

    570 Blackburn Point Rd Unit 7, Osprey, FL 34229

    Rarely available 1st level boat rack 12.5 H X 10 W X 28 L.Marina has a restaurant bar and bait and tackle shop next door.Fuel onsite and a friendly staff.

    Troy Gager BRIGHT REALTY

    570 Blackburn Point Rd Unit 7, Osprey, FL 34229
  • /2

    $512,500 Sold Sep 06, 2024

    • 1,977 Sq Ft
    • $259/SF
    • 116 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    515 Oak Bay Dr, Osprey, FL 34229

    Welcome to your dream home nestled in the serene community of Bay Oaks in Osprey, Florida. This charming residence offers the perfect blend of comfort and convenience. As you approach the cul-de-sac street, you'll be greeted by the inviting curb appeal of this well-maintained property. The lush landscaping and manicured lawn frame the entrance, hinting at the beauty that awaits within.Step

    Thomas Cail RE/MAX ALLIANCE GROUP

    515 Oak Bay Dr, Osprey, FL 34229
    • /33

      Est $3,032,654 Not Listed For Sale

      • 4 Beds
      • 7 Baths
      • 8,763 Sq Ft

      692 Oaks Creek Ct, Osprey, FL 34229

      692 Oaks Creek Ct, Osprey, FL 34229
  • /38

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    191 Palm Air Dr, Osprey, FL 34229

    Come home to this tastefully-furnished, well-maintained spacious home in a top-of-the-line, perfectly located Co-Op park. LOTS OF UPGRADES: NEW windows 2022, NEW A/C and HVAC 2023, NEW moisture barrier underneath 2022. NEW hurricaine window covers 2023, NEW Solar tube in kitchen 2022, NEW ceiling fan in dining area 2022. Relax in the 1,376 square feet of centrally-cooled comfort. Two

    John Alexander FINE PROPERTIES

    191 Palm Air Dr, Osprey, FL 34229
  • /2

    $875,000 Sold Sep 03, 2024

    • 2,015 Sq Ft
    • $434/SF
    • 93 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    1251 Windward Dr, Osprey, FL 34229

    Priced below bank appraisal of $1,000,000!Located in the premier neighborhood of Southbay Yacht and Racquet, this home has been thoughtfully updated leaving you with minimal maintenance so you can truly enjoy all that fun there is to have with the many amenities this development has to offer. This property is move-in ready. With a newer roof, hurricane impact windows and all up to date

    Lauren Doyle HORIZON REALTY INTERNATIONAL

    1251 Windward Dr, Osprey, FL 34229
    • /48

      Est $630,902 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
  • /35

    $745,000

    • Land
    • 0.59 Acre
    • $1,262,712 per Acre

    216 Osprey Point Dr, Osprey, FL 34229

    New price - one of the last available home sites in the prestigious community of The Oaks Bayside. Take advantage of this rare opportunity to build your dream home, using the builder you choose, within the Oaks Club – one of the most exclusive private clubs on Florida’s Gulf Coast. Once you enter the guard gates, you will appreciate the stately oaks, large lot sizes, and stunning homes that line

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    216 Osprey Point Dr, Osprey, FL 34229
  • /2

    $850,000 Sold Aug 30, 2024

    • 2,504 Sq Ft
    • $339/SF
    • 22 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    637 Crane Prairie Way, Osprey, FL 34229

    BRING ALL YOUR OFFERS! The split floorplan places the master suite on the south side, featuring an expansive walk-in closet with custom organizers, and an en-suite bathroom with dual sinks, a soaking tub, and a separate shower. Luxury vinyl plank flooring graces the main living areas, while newly installed Karastan carpeting adorns the guest bedrooms. The residence includes upgrades such as new

    Darrell Imbrosciano CENTURY 21 SCHMIDT REAL ESTATE

    637 Crane Prairie Way, Osprey, FL 34229
    • /38

      Est $613,346 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
  • /90

    $800,000

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

    409 N Point Rd Unit 501, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to luxury condo living in The Oaks Preserve. This 3 bedroom, 3 bath corner unit with office, offers everything you need to live the country club lifestyle with comfort and ease. Take your private elevator to the 5th floor and you will find this lovely residence in pristine condition. The kitchen has stainless steel appliances, breakfast

    Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 501, Osprey, FL 34229
  • /2

    $2,500,000 Sold Aug 30, 2024

    • 3,738 Sq Ft
    • $669/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2000

    385 N Point Rd Unit 802, Osprey, FL 34229

    This 3 bedroom, study, 3 1/2 bath penthouse residence in Meridian at the Oaks Preserve is beautifully renovated with high end finishes, a 2 car garage, has splendid sunsets and is offered furnished. Membership in the Oaks Country Club is required.

    Rosalie Phillips MICHAEL SAUNDERS & COMPANY

    385 N Point Rd Unit 802, Osprey, FL 34229
    • /48

      Est $859,317 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
  • /48

    $283,900

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

    207 Woodland Dr Unit 207, Osprey, FL 34229

    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, bedding, all kitchenware, appliances, and

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

    $650,000 Sold Aug 30, 2024

    • 2,055 Sq Ft
    • $316/SF
    • 174 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    385 N Point Rd Unit 602, Osprey, FL 34229

    Security, comfort, privacy and community all situated perfectly in the middle of paradise! Welcome to Unit 602 in the Southernmost building in the luxurious Meridan Community of The Oaks Country Club. The layered views of the nature preserve, Intracoastal waterway, barrier islands, and the Gulf of Mexico provide continual moments of inspiration and relaxation throughout the day. With no

    Matt Buttner LIST NOW REALTY, LLC

    385 N Point Rd Unit 602, Osprey, FL 34229

Showing Results 361 - 400, Page 10 of 18

How to Buy a Home How to Finance a Home How to Sell a Home