5,013

Osprey, FL Homes

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    • /31

      Not Listed For Sale

      0 Webb St Unit A4546155, Osprey, FL 34229

      0 Webb St Unit A4546155, Osprey, FL 34229
  • /28

    $319,000

    • 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
  • /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
    • /25

      Est $241,813 Not Listed For Sale

      13 Bay Ave, Osprey, FL 34229

      13 Bay Ave, Osprey, FL 34229
  • /20

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,199 Sq Ft

    320 Tropic Dr, Osprey, FL 34229

    A GREAT HOME IN A GREAT PARK AT A GREAT PRICE. Welcome to your new home in the Arbors, Sarasota County’s most sought-after resident-owned mobile home park. The home has 2 bedrooms and 2 bathrooms plus a fully-furnished kitchen and other amenities. You’ll enjoy the convenience of the kitchen being only a few steps from the dining area which leads to the spacious living room which is next to the

    John Alexander FINE PROPERTIES

    320 Tropic Dr, 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
    • /21

      Est $359,471 Not Listed For Sale

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

      4192 Expedition Way, Osprey, FL 34229

      4192 Expedition Way, Osprey, FL 34229
  • /38

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft

    241 Willow Bend Way, Osprey, FL 34229

    Stunning Home in Park Trace Estates. Prime Location Near Oscar Scherer Park. Welcome to this beautiful 3-bedroom, 2-bath home with a den, nestled in the highly sought-after Park Trace Estates. Ideally located just minutes from top-rated Pine View School, scenic Oscar Scherer Park, and the vibrant dining, shopping, and beaches of Sarasota. Step inside to a spacious floor plan featuring elegant

    Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

    241 Willow Bend Way, 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
    • /33

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft

      155 Edgewood Dr, Osprey, FL 34229

      155 Edgewood Dr, 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
    • /30

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 952 Sq Ft

      168 Edgewood Dr, Osprey, FL 34229

      168 Edgewood Dr, Osprey, FL 34229
  • /11

    $715,000

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    110 Pine Ave, Osprey, FL 34229

    Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

    Marisa Marino BRIGHT REALTY

    110 Pine Ave, Osprey, FL 34229
  • /2

    $772,000 Sold Mar 04, 2025

    • 2,306 Sq Ft
    • $335/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    663 Crane Prairie Way, Osprey, FL 34229

    This exquisite four-bedroom, three-bath home by Lee Wetherington Homes exemplifies intelligent design and beauty in the community of Willowbend. The Ashley floor plan is thoughtfully oriented to the west, allowing for abundant natural light and stunning sunset views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive custom double-door

    Tamara Currey PREMIER SOTHEBYS INTL REALTY

    663 Crane Prairie Way, Osprey, FL 34229
    • /60

      Est $418,508 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,528 Sq Ft

      4129 Frontier Ln Unit 104, Osprey, FL 34229

      4129 Frontier Ln Unit 104, Osprey, FL 34229
  • /38

    $370,000

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

    240 Patterson Ave, Osprey, FL 34229

    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), shopping (Walmart Super Center) and

    Janice Melzer Langa COLDWELL BANKER REALTY

    240 Patterson Ave, Osprey, FL 34229
  • /2

    $925,000 Sold Mar 03, 2025

    • 2,928 Sq Ft
    • $316/SF
    • 118 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    1200 Mallard Marsh Dr, Osprey, FL 34229

    Location, Location, Location!!!!!! This 4 Bedroom, 3 bathroom, and den home also has a 3 Car garage! This home has some of the very best views of a large lake and it backs up to Oscar Shear State Park. Across the street from the front is beautiful butterfly park for total refuge and privacy. The roof is a brand-new slate roof with a 25-year warranty! The entire house has hurricane impact glass

    Sharon Osborne, PA RESULTS REALTY GROUP LLC

    1200 Mallard Marsh Dr, Osprey, FL 34229
    • /60

      Est $587,286 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,410 Sq Ft

      2978 Latitude Ln, Osprey, FL 34229

      2978 Latitude Ln, Osprey, FL 34229
  • /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
  • /2

    $425,000 Sold Feb 25, 2025

    • 1,648 Sq Ft
    • $258/SF
    • 140 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    2068 Preymore St, Osprey, FL 34229

    Your opportunity awaits to live in this beautiful 3-bedroom, 2 bath home situated on a quiet street with no HOA fees and no flood zone! Lovely landscaping and great curb appeal. This home lives larger than the square footage would indicate offering a large great room, ample dining room and spacious primary suite. Cathedral ceilings, pocket sliding doors and open floor plan lend itself to easy

    Karen Geiger COLDWELL BANKER SARASOTA CENT.

    2068 Preymore St, Osprey, FL 34229
    • /26

      Est $793,000 Not Listed For Sale

      0 Cezanne Dr Unit N6120682, Osprey, FL 34229

      0 Cezanne Dr Unit N6120682, Osprey, FL 34229
  • /20

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,389 Sq Ft

    208 Villa Dr Unit 208, Osprey, FL 34229

    Welcome Home!To this beautiful fully remodeled Villa in Osprey Village. Enjoy the sunrise and a coffee in your lanai and later a cocktail on the patio while watching the mesmerizing Gulf Coast Sunsets. The location is nothing short of exceptional minutes from all your local beaches and coastal eateries. This two bedroom and two full bathrooms boast an open floor plan, wall to wall windows in the

    Jason Saphire WWW.HOMEZU.COM

    208 Villa Dr Unit 208, Osprey, FL 34229
  • /2

    $656,000 Sold Feb 21, 2025

    • 2,125 Sq Ft
    • $309/SF
    • 61 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    1109 Scherer Way, Osprey, FL 34229

    This fabulous residence, featuring a new tile roof installed in November 2024 and hurricane-impact windows and shutters for the patio doors, is set against the backdrop of a sparkling lake, offering stunning scenic views and a vibrant array of local wildlife. In the Woodlands of Rivendell, a picturesque community known for its extensive green spaces, parks and 24 serene lakes, this home provides

    Tamara Currey PREMIER SOTHEBYS INTL REALTY

    1109 Scherer Way, Osprey, FL 34229
    • /51

      Est $600,536 Not Listed For Sale

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

      44 Bishops Court Rd Unit 112, Osprey, FL 34229

      44 Bishops Court Rd Unit 112, Osprey, FL 34229
  • /88

    $2,900,000

    • 6 Beds
    • 6.5 Baths
    • 6,246 Sq Ft

    236 Saint James Park, Osprey, FL 34229

    Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilings, marble floors, and crystal chandeliers. A Louis XVI fireplace anchors the sunken living room, while French doors and expansive windows invite

    Karin Watt MICHAEL SAUNDERS & COMPANY

    236 Saint James Park, Osprey, FL 34229
  • /2

    $740,000 Sold Feb 21, 2025

    • 2,707 Sq Ft
    • $273/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    1076 Mallard Marsh Dr, Osprey, FL 34229

    Welcome to the POOL home at the sought after RIVENDELL. This spacious home is located in the acclaimed PINEVIEW SCHOOL DISTRICT.OVERSIZED LOT BACKING TO A PRESERVE. Three bedroom plus den and two full bathrooms plus half bath. The mature landscaped lawn welcomes you to enter the double glassed doors with transom windows into the spacious open floor-plan home. You will find the vaulted

    Reeny Kaney RE/MAX ALLIANCE GROUP

    1076 Mallard Marsh Dr, Osprey, FL 34229
    • /47

      Est $813,798 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,842 Sq Ft

      4413 Conchfish Ln, Osprey, FL 34229

      4413 Conchfish Ln, Osprey, FL 34229
  • /33

    $169,900

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft

    216 Palm Air Dr, Osprey, FL 34229

    This home is located in the sought-after 55+ community of The Arbors. It offers a blend of comfort, updates, and a prime location between Sarasota and Venice. Featuring 2 bedrooms, 2 bathrooms, and a newly built carport, this home is designed for easy and comfortable living. The bright and airy living room welcomes you with abundant natural light, while the primary bedroom includes a spacious

    Todd Goodman KELLER WILLIAMS ON THE WATER S

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

    $615,000 Sold Feb 21, 2025

    • 1,932 Sq Ft
    • $318/SF
    • 86 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    242 Hidden Bay Dr Unit 403, Osprey, FL 34229

    Enjoy breathtaking 180º views of the Intracoastal Waterway and Little Sarasota Bay from this beautifully updated fourth-floor unit in Baypointe Vista, Osprey. Priced to sell, this inviting residence features a spacious foyer with engineered hardwood floors, 8-foot doors, open floorplan, split bedrooms and a soothing neutral color palette. The home showcases unobstructed views of Casey Key and

    Tina Renta KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    242 Hidden Bay Dr Unit 403, Osprey, FL 34229
    • /3

      Est $355,000 Not Listed For Sale

      436 Glenwood Ave, Osprey, FL 34229

      436 Glenwood Ave, Osprey, FL 34229
  • /37

    $5,300,000

    • 4 Beds
    • 5.5 Baths
    • 5,087 Sq Ft

    101 Osprey Point Dr, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeless elegance with this magnificent luxury home with 4 bedrooms, 5 full and 1 half bath. Meticulously crafted with unparalleled attention to detail by Bo MacEwen, this residence exemplifies quality and refinement at every turn. From the moment you approach, this home's stately facade and impeccable

    Steve Abbe COLDWELL BANKER REALTY

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

    $400,000 Sold Feb 18, 2025

    • 2,768 Sq Ft
    • $145/SF
    • 41 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1956

    108 Park Dr, Osprey, FL 34229

    Welcome to your dream home! This oversized pool home is perfectly situated just minutes from the intercoastal, offering quick and easy access to launch your boat or jet ski. With four bedrooms, three bathrooms, and an abundance of space, this property is a rare find. The first floor boasts durable terrazzo flooring throughout, with even more Terrazzos hidden beneath the tiled areas.

    Michele Monteiro COLDWELL BANKER REALTY

    108 Park Dr, Osprey, FL 34229
    • /37

      Est $424,966 Not Listed For Sale

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

      117 Navigation Cir Unit 101, Osprey, FL 34229

      117 Navigation Cir Unit 101, Osprey, FL 34229
  • /67

    $769,900

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

    826 Oak Briar Ln, Osprey, FL 34229

    Welcome to this Impressive 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, this modern, updated ranch-style home is designed for indoor and outdoor living, featuring an open, split floor plan that flows seamlessly to the spacious

    Peter LaSalle PREFERRED SHORE LLC

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

    $35,000 Sold Feb 17, 2025

    • 234 Days On Market
    • Built 2005

    570 Blackburn Point Rd Unit C2, Osprey, FL 34229

    For sale 36’ dry rack boat storage at Osprey Harbor Club Marina Casey 2 slip Buy your boat a home, Real Property tax ID #0157032002 Super convenient Location Osprey Harbor Village at 570 Blackburn Point Road, Osprey, FL 34229 Overall cube size is 9’- 6” wide x 8’ high x 36’ long and will fit boat up to 8’- 6” wide x 6’ high x 35’- 6” long Single owner purchased new 2006 35’ Fountain Executioner

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit C2, Osprey, FL 34229
    • /57

      Est $725,921 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,630 Sq Ft

      6100 Jessie Harbor Dr Unit 503, Osprey, FL 34229

      6100 Jessie Harbor Dr Unit 503, Osprey, FL 34229
  • /61

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    51 Webb St, Osprey, FL 34229

    ***PRICE IMPROVEMENT***Location, Location, Location! Situated west of the trail in the heart of Osprey, this stunning 3-bedroom, 2-bathroom plus den ranch home is a rare find, just steps from Sarasota Bay. Enjoy a tranquil coastal lifestyle, with the Main Street fishing pier, Spanish Pointe Marina, Oscar Scherer State Park, and the renowned Pine View School for the Gifted close by. Surrounded by

    Marina Myers FINE PROPERTIES

    51 Webb St, Osprey, FL 34229
  • /2

    $999,500 Sold Feb 14, 2025

    • 2,627 Sq Ft
    • $380/SF
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    146 Yacht Harbor Dr, Osprey, FL 34229

    This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. Updated with a spacious, open layout, this pool home boasts many features that set it apart from others. The great room is expansive with an attractive electric fireplace and ultra-high ceilings. Adjacent to it is a custom kitchen with quartz

    Susanne Losso COLDWELL BANKER REALTY

    146 Yacht Harbor Dr, Osprey, FL 34229
    • /37

      Est $584,230 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,846 Sq Ft

      514 Oak Bay Dr, Osprey, FL 34229

      514 Oak Bay Dr, Osprey, FL 34229

Showing Results 161 - 200, Page 5 of 18

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