Homes for Sale in 34229

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  /97

  $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
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  /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
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  /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
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  /48

  $679,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  5301 Bartolomeo St, Sarasota, FL 34238

  Discover the exceptional lifestyle offered in Esplanade on Palmer Ranch with this beautiful Arrezo model home, perfectly situated on a private cul-de-sac. This vibrant and active community boasts a wealth of amenities, including the Bahama Bar for dining and social activities, pickleball and tennis courts, a well-equipped fitness center, and a breathtaking resort-style pool that could rival the

  Anne Friedland BLUESRQ REAL ESTATE INC

  5301 Bartolomeo St, Sarasota, FL 34238
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  /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
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  /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
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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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  /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
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  /11

  $705,000

  • 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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  /73

  $2,395,000

  • 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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  /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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  /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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  /92

  $1,000,000

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

  393 N Point Rd Unit 604, Osprey, FL 34229

  Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome of

  Debbie Baraona ROBERT SLACK LLC

  393 N Point Rd Unit 604, Osprey, FL 34229
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  /53

  $395,000

  • Land
  • 0.24 Acre
  • $1,645,833 per Acre

  51 N Tamiami Trail, Osprey, FL 34229

  Excellent location! Corner lot Zoned CG (Commercial General) with 117 feet of frontage on US 41 in Osprey, just north of Bay Street. Prime area of growth in Sarasota County next to Calico Corners, Bay St., Spanish Point restaurants, Sarasota crew and Super Walmart. Perfect opportunity for your own business or investment. Great accessibility on 3 sides for ingress and egress (US 41, Shumard, and

  Betsy De Manio COLDWELL BANKER REALTY

  51 N Tamiami Trail, Osprey, FL 34229
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  /59

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,729 Sq Ft

  304 Pine Run Dr, Osprey, FL 34229

  LIMITED SUPPLY LEFT IN PINE RUN - MOTIVATED SELLER - Your Opportunity To Add Your Personal Touch! Charming Coastal Retreat in the Heart of Osprey Welcome to 304 Pine Run Dr., a beautifully architecturally designed property nestled in the sought-after Pine Run community in Osprey, FL. Surrounded by lush tropical landscaping and just minutes from the Gulf Coast’s pristine beaches, this residence

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  304 Pine Run Dr, Osprey, FL 34229
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  /67

  $995,000

  • 2 Beds
  • 2 Baths
  • 2,071 Sq Ft

  227 Saint James Park, Osprey, FL 34229

  **TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul De Sac Lot in the Popular SAINT JAMES PARK neighborhood in The Oaks Country Club. NEW ROOF (2024), HURRICANE IMPACT WINDOWS and SLIDING DOORS, FLOOD ZONE “X500”. Overlooking the Eagle Golf Course and Ideally Located near the Clubhouse and Campus of World Class Amenities, this

  Mark Lyda GENEROUS PROPERTY

  227 Saint James Park, 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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  /62

  $409,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2251 Jessie Harbor Dr, Osprey, FL 34229

  **1ST FLOOR END UNIT CONDO with WATER VIEW and PRIVATE 1-CAR GARAGE, WEST OF TRAIL! BRING YOUR BOAT & KAYAK for DIRECT ACCESS TO INTRACOASTAL WATERWAY and GULF OF MEXICO (No Bridges)** Featuring 2 BEDS and 2 FULL BATHS, this LIGHT AND BRIGHT, 1ST FLOOR END UNIT dwelling features an Impressive Kitchen with Granite counters, Stainless Steel appliances and solid wood cabinets while the Spacious

  Mark Lyda GENEROUS PROPERTY

  2251 Jessie Harbor Dr, Osprey, FL 34229
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  /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

  Mike Vo FLOTACAL

  456 Washington Ave, Osprey, FL 34229
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  /38

  $185,000 Open House 12/05

  • 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 large

  John Alexander FINE PROPERTIES

  191 Palm Air Dr, Osprey, FL 34229
• 

  

  /90

  $795,000

  • 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. Experience luxury living at The Oaks Preserve. This stunning 3 bedroom, 3 bath corner unit, COMPLETE WITH AN OFFICE, offers the ultimate country club lifestyle. Arrive in style with your private elevator to the 5th floor, where you'll find a pristine residence ready to welcome you. The modern kitchen, featuring stainless steel appliances, a

  Steve Abbe COLDWELL BANKER REALTY

  409 N Point Rd Unit 501, Osprey, FL 34229
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  /94

  $1,549,000

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

  401 N Point Rd Unit 901, Osprey, FL 34229

  This opulent 3 bedroom plus den, 3 bath residence with a PRIVATE 2 CAR GARAGE located in Meridian at The Oaks Preserve, is a dream come true! A penthouse-level end unit situated on the north side of the building, it has been carefully updated and meticulously maintained. From the moment you step off your private elevator you will be impressed by this spacious unit. 10 foot ceilings,

  Steve Abbe COLDWELL BANKER REALTY

  401 N Point Rd Unit 901, Osprey, FL 34229
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  /2

  $119,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  348 Tropic Dr, Osprey, FL 34229

  The Arbors is the BEST of the Florida sun belt communities. This lovingly maintained manufactured home is perfect for a "Snowbird" or a "Year-Rounder." It is in a PET FRIENDLY zone. YOU and your fellow homeowners will own the company that owns the park . it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with

  John Alexander FINE PROPERTIES

  348 Tropic Dr, Osprey, FL 34229
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  /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
• 

  

  /19

  $399,380 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  1674 Bay St, Osprey, FL 34229

  MOVE IN READY! Receive up to $20,000 towards closing costs + up to $15,000 in Flex Cash along with special interest rates with the use of our preferred lender - Now through Sunday, 11/30. Experience comfortable, low-maintenance townhome living at The Gardens at Bay Street. Offering open-concept floor plans, energy-efficient features and high-end finishes, this townhome community is perfect for

  Sarah Bordeaux D.R. HORTON REALTY OF SARASOTA

  1674 Bay St, Osprey, FL 34229
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  /61

  $5,500,000 New Construction

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

  614 Bayshore Dr, Osprey, FL 34229

  New Seawall / Waterside deck, New Automated Gate, Lanai Automated Screens 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

  Inbal August DOUGLAS ELLIMAN

  614 Bayshore Dr, Osprey, FL 34229
• 

  /2

  $527,904 New Construction

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  791 S Tamiami Trail Unit 102, Osprey, FL 34229

  Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $527,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

  Laurie Eshleman PRO GROUP REALTY & PROP MGT

  791 S Tamiami Trail Unit 102, Osprey, FL 34229
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  /92

  $1,975,000 Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 4,001 Sq Ft

  75 Osprey Point Dr, Osprey, FL 34229

  **STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters... situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, laundry, etc. An oversized Pool adorns the private setting with lush landscape and water view. This

  Mark Lyda GENEROUS PROPERTY

  75 Osprey Point Dr, Osprey, FL 34229
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  /99

  $1,500,000 Pre-Foreclosure

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

  133 Osprey Point Dr, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Custom 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 house is in ideal size to maintain while

  Lisa Warren OWN SRQ LLC

  133 Osprey Point Dr, Osprey, FL 34229
• 

  

  /45

  $615,000

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

  9528 Hawksmoor Ln, Sarasota, FL 34238

  Welcome to 9528 Hawksmoor Lane, located in the highly sought-after gated community of Stoneybrook Estates on Palmer Ranch. This spacious home features over 2,000 sq. ft. of living space, a two-car garage, and a crystal-clear pool recently resurfaced. It is loaded with curb appeal, from the pavered driveway to the pavered pool deck. As you enter the home, you are greeted with a serene view of the

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

  9528 Hawksmoor Ln, Sarasota, FL 34238
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  /48

  $1,735,000

  • 3 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  1899 Vamo Way, Sarasota, FL 34231

  Beautifully crafted and maintained, this remarkable Sarasota custom-built home is one you’d be proud to call your own! FULLY FURNISHED by MM Modern Miami, there’s nothing left to do but move in and savor the lifestyle that awaits within this refurbished modern haven. Through the glass-inlaid double doors, discover a captivating, sun-soaked interior where crisp white tones, soaring ceilings, and

  Claudia Dybala DALTON WADE INC

  1899 Vamo Way, Sarasota, FL 34231
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  /37

  $544,000

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

  404 Bayside Ln, Nokomis, FL 34275

  Seller offering up to 3% of the purchase price towards Buyers closing costs. This is the one you've been waiting for! An incredible opportunity to own a stunning, contemporary ranch home with coastal accents in the 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

  Martin Dimovski PREMIER SOTHEBY'S INTERNATIONAL REALTY

  404 Bayside Ln, Nokomis, FL 34275
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  /91

  $2,350,000

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

  4024 Casey Key Rd, Nokomis, FL 34275

  BACK ON MARKET. 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,

  Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

  4024 Casey Key Rd, Nokomis, FL 34275

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