Houses for Sale in 34229

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  /38

  $959,000

  • 3 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  238 Lookout Point Dr, Osprey, FL 34229

  Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile

  Stephanie Church COLDWELL BANKER REALTY

  238 Lookout Point Dr, Osprey, FL 34229
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  /41

  $669,000

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

  750 Anna Hope Ln, Osprey, FL 34229

  Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the

  Stephanie Church COLDWELL BANKER REALTY

  750 Anna Hope Ln, Osprey, FL 34229
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  /23

  $676,000

  • 4 Beds
  • 3 Baths
  • 2,557 Sq Ft

  104 Park Trace Blvd, Osprey, FL 34229

  Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 bedrooms and 3 bathrooms, designed for modern living and comfort. The master suite, located on the right side, offers a private oasis, while the other bedrooms are conveniently situated on the opposite side for maximum privacy.Step inside to an open-concept kitchen, perfect for

  Jose Hugo Martinez KW COASTAL LIVING III

  104 Park Trace Blvd, Osprey, FL 34229
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  /45

  $950,000

  • 3 Beds
  • 3 Baths
  • 2,283 Sq Ft

  172 Sea Anchor Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to your dream home! This 3-bedroom, 3-Bath residence offers the perfect blend of comfort, style, and outdoor living. Step inside to an open floorplan featuring a spacious living area, modern kitchen with stainless steel appliances. The separate den allows the perfect place to work from home! The highlight of this home is the inviting

  Sharon Lewis GOLF & BAY PROPERTIES LLC

  172 Sea Anchor Dr, Osprey, FL 34229
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  /24

  $539,000

  • 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 PLATINUM

  1363 New Forest Ln, Osprey, FL 34229
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  /72

  $1,000,000

  • 4 Beds
  • 3 Baths
  • 3,011 Sq Ft

  1085 Mallard Marsh Dr, Osprey, FL 34229

  Step into this beautifully renovated Rivendell home and discover a stunning pool and lanai area, thoughtfullydesigned for relaxation and enjoyment. Offering expansive lake views, this home provides a serene retreat in one ofthe area's most sought-after communities.Spanning over 3,000 square feet, this spacious residence features four bedrooms, three baths, and an upstairs

  Veronica Manes MICHAEL SAUNDERS & COMPANY

  1085 Mallard Marsh Dr, Osprey, FL 34229
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  /54

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  519 Bayview Ave, Osprey, FL 34229

  Live the Sarasota Coastal Lifestyle in Bay Acres – Boating Community! Nestled in the desirable waterfront neighborhood of Bay Acres, this charming 3-bedroom, 2-bath with extra Bonus Florida room and 2 car garage home offers a rare combination of coastal convenience, spacious living, and modern updates. Perfect for boating and RV enthusiasts, the property includes a 42' x 16' parking pad with

  Michael Gray COLDWELL BANKER REALTY

  519 Bayview Ave, Osprey, FL 34229
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  /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
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  /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

  Lee Brewer RE/MAX ALLIANCE GROUP

  340 Osprey Point Dr, Osprey, FL 34229
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  /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
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  /38

  $365,000

  • 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
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  /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
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  /66

  $749,000

  • 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
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  /61

  $629,000

  • 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.

  Marina Myers FINE PROPERTIES

  51 Webb St, Osprey, FL 34229
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  /64

  $4,750,000

  • 3 Beds
  • 3 Baths
  • 2,582 Sq Ft

  1049 N Casey Key Rd, Osprey, FL 34229

  Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private road with security offering unparalleled privacy, is your personal slice of heaven. Surrounded by majestic live oaks, this property is a rare gem that embodies the timeless beauty of Old Florida

  Lisa Napolitano PREMIER SOTHEBYS INTL REALTY

  1049 N Casey Key Rd, Osprey, FL 34229
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  /60

  $11,750,000

  • 5 Beds
  • 8 Baths
  • 8,050 Sq Ft

  1216 N Casey Key Rd, Osprey, FL 34229

  This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1216 N Casey Key Rd, Osprey, FL 34229
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  /59

  $774,900

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft

  866 Placid Lake Dr, Osprey, FL 34229

  Immerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where this beautifully appointed home awaits. Situated within a community renowned for its expansive green spaces, parks, 24 shimmering lakes, proximity to Oscar Scherer State Park, heated community pool and nearby Pine View School, this residence offers a truly exceptional living experience. This enchanting

  Justin Brunswick KELLER WILLIAMS ON THE WATER S

  866 Placid Lake Dr, Osprey, FL 34229
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  /95

  $2,695,000

  • 4 Beds
  • 3.5 Baths
  • 3,953 Sq Ft

  49 Osprey Point Dr, Osprey, FL 34229

  Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes,

  Jonathan Abrams MICHAEL SAUNDERS & COMPANY

  49 Osprey Point Dr, Osprey, FL 34229
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  /50

  $1,685,000

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

  364 El Greco Dr, Osprey, FL 34229

  This exquisite waterfront residence offers a dreamlike lifestyle with expansive views of the canal and bay, making it a gem in Sorrento Shores. Boaters dream, 10,000-pound lift in your backyard, 20 minutes to Venice Inlet with access to the turquoise waters of The Gulf. On a prime cul-de-sac lot, the home boasts a stunning circular driveway adorned with majestic Royal Palms, enhancing its curb

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  364 El Greco Dr, Osprey, FL 34229
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  /49

  $2,350,000

  • 3 Beds
  • 2 Baths
  • 1,977 Sq Ft

  18 N Casey Key Rd, Osprey, FL 34229

  Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The living room, kitchen and family room are great places to gather, and the split floor plan provides room for all, privacy to retreat with a good book or work from home options. The classic coastal style provides a view of the bay and intracoastal waterway from the primary bedroom.

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  18 N Casey Key Rd, Osprey, FL 34229
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  /44

  $910,000

  • 3 Beds
  • 2 Baths
  • 2,271 Sq Ft

  293 Turquoise Ln, Osprey, FL 34229

  **STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s

  Mark Lyda GENEROUS PROPERTY

  293 Turquoise Ln, Osprey, FL 34229
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  /64

  $699,900

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

  644 Rivendell Blvd, Osprey, FL 34229

  Optional Turnkey! Built in 2001, this home features high tray ceilings and a smart, functional layout.The formal living and family rooms, along with the en-suite primary bedroom, open to the lanai. The dining room includes custom built-ins, while two guest bedrooms share a hall bathroom. A private in-law suite, currently used as an office, has its own bathroom and lanai access.The

  Veronica Manes MICHAEL SAUNDERS & COMPANY

  644 Rivendell Blvd, Osprey, FL 34229
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  /51

  $550,000

  • 3 Beds
  • 2 Baths
  • 2,559 Sq Ft

  566 Oak Bay Dr, Osprey, FL 34229

  **Seller is motivated**Welcome to Bay Oaks Estates. This 3-bedroom 2 bath plus den is a classic Florida home featuring a pool with mosaic inspired ocean theme. And with no one behind you and no houses in front offers plenty of privacy. Oh, I almost forgot this home offers a wood burning fire place for those couple of cold nights a year, lol. New roof September 2022 newer water heater. This

  Greg Walters SARABAY REAL ESTATE INC

  566 Oak Bay Dr, Osprey, FL 34229
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  /69

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 2,572 Sq Ft

  312 Yacht Harbor Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a 6-foot depth at mean low tide, the marina can accommodate 175 boats owned by

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  312 Yacht Harbor Dr, Osprey, FL 34229
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  /55

  $845,000

  • 4 Beds
  • 4 Baths
  • 3,183 Sq Ft

  650 Crane Prairie Way, Osprey, FL 34229

  BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available!Live large in this 3,183 sq ft Lee Wetherington masterpiece with private pool and preserve OSCAR SCHERE PARK views in the coveted Willowbend community—just minutes from Casey Key Beach and the nationally ranked Pine View School for the Gifted. Offering over 3,180 sq ft, this home features

  Cheri Castro KELLER WILLIAMS ON THE WATER

  650 Crane Prairie Way, Osprey, FL 34229
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  /70

  $485,000

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

  264 Woods Point Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. SELLER WILL CONSIDER LEASE PURCHASE. Try it before you buy it. 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

  Mark Midyett KELLER WILLIAMS ON THE WATER S

  264 Woods Point Rd, Osprey, FL 34229
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  /76

  $3,705,000

  • 4 Beds
  • 5.5 Baths
  • 8,635 Sq Ft

  112 Osprey Point Dr, Osprey, FL 34229

  Premier Waterfront Opportunity in The Oaks BaysideThis grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to

  Kara Money KARA MONEY LLC

  112 Osprey Point Dr, Osprey, FL 34229
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  /37

  $569,000

  • 3 Beds
  • 2 Baths
  • 2,124 Sq Ft

  404 Bayside Ln, Nokomis, FL 34275

  This is the one you’ve been waiting for! An incredible opportunity to own a stunning, contemporary ranch home with coastal accents in the highly desirable Sorrento Bayside community just minutes from white sandy beaches and blue gulf waters! Bursting with natural light and charm, this beautifully updated home features soaring vaulted ceilings, an open concept layout, and a split bedroom floor

  Martin Dimovski PREMIER SOTHEBY'S INTERNATIONAL REALTY

  404 Bayside Ln, Nokomis, FL 34275
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  /48

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  8985 Pohoy Ave, Sarasota, FL 34231

  Welcome to your Florida dream home—just minutes from the bay and bursting with charm! Tucked away on the west side of US-41, this 3-bedroom, 2-bathroom + bonus Florida room gem offers unbeatable value in one of Sarasota’s most desirable locations. With updates including a new shingle roof in 2021 and impact rated windows and doors in 2022, this concrete block home already has the most difficult

  Jonathan Abrams MICHAEL SAUNDERS & COMPANY

  8985 Pohoy Ave, Sarasota, FL 34231
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  /91

  $2,597,700

  • 4 Beds
  • 3.5 Baths
  • 4,347 Sq Ft

  4024 Casey Key Rd, Nokomis, FL 34275

  CASEY KEY HOME RUN INVESTMENT! MOTIVATED SELLERS HAVE REDUCED. STORM RESISTANT Waterfront Residence on Casey Key, one of the most exclusive barrier islands on Florida’s West Coast! Looking for a waterfront residence MOVE-IN READY, with a deep-water dock, completely unaffected by the recent storms; & located on a magical Island that has no high rises, no traffic jams, exclusivity, resident-owned

  Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

  4024 Casey Key Rd, Nokomis, FL 34275

Showing Results 41 - 70, Page 2 of 2