Coral Cove/Holiday Harbor Homes

• 

  

  

  /91

  $665,000

  • 2 Beds
  • 2 Baths
  • 1,693 Sq Ft

  1723 Laramie St, Sarasota, FL 34231

  Live the Siesta Key lifestyle without the island hassle. Whether you prefer to walk, bike, or take a quick ride, the beach is right at your fingertips—along with Crescent Beach, Gulf Gate shops, and some of Sarasota’s best local dining. The home features a flexible layout with 2 bedrooms, 2 bathrooms, and a separate den that can serve as a third bedroom or home office. Inside, you’ll find

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 297-2864

  1723 Laramie St, Sarasota, FL 34231
• 

  Explore Coral Cove/Holiday Harbor

• 

  

  

  /14

  $4,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • House for Rent

  7860 Holiday Dr, Sarasota, FL 34231

  Simply Gorgeous Florida style one story home with beautiful caged swimming pool high and dry above Sarasota Bay. ALSO AVAILABLE FOR SALE $990K NOT AVAILABLE FOR SALE WHEN OCCUPIED. We love this 3 bedroom home turnkey furnished wonderful for an executive or do you have your home for sale? Wonderful WEST OF THE TRAIL home, located in desirable HOLIDAY HARBOR. NO DEED RESTRICTIONS and ONLY 3 MILES

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 394-1750

  7860 Holiday Dr, Sarasota, FL 34231
• 

  

  /2

  $199,300 Sold Sep 16, 2025

  • 1,480 Sq Ft
  • $135/SF
  • 98 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  2749 Riverbluff Place Unit V65, Sarasota, FL 34231

  Seller Motivated! Welcome to your next chapter in this spacious 2-bedroom, 2-bathroom villa, nestled in one of the area's most vibrant and social 55+ communities. As the largest floor plan in the development, this home offers an abundance of space, comfort, and natural light—perfect for both relaxing and entertaining.Step inside to discover a thoughtfully designed layout that blends

  Traci Bolen EXP REALTY LLC

  2749 Riverbluff Place Unit V65, Sarasota, FL 34231
• 

  

  

  /54

  Est $678,890 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  8231 Varenna Dr, Sarasota, FL 34231

  8231 Varenna Dr, Sarasota, FL 34231
• 

  

  

  /60

  $3,090,000

  • 4 Beds
  • 3.5 Baths
  • 5,012 Sq Ft

  1707 Caribbean Dr, Sarasota, FL 34231

  Fully renovated British West Indies–style waterfront estate in the Coral Cove Community, where homes rarely come to market. Situated on a 0.59-acre corner lot across from the private neighborhood park and boat launch, this elevated residence offers peace of mind with NO flooding during recent hurricanes. Spanning over 5,000 sq. ft., the home was extensively renovated from 1999–2004 and again in

  

  Noah Ward

  EXP REALTY LLC

  (941) 946-7626

  1707 Caribbean Dr, Sarasota, FL 34231
• 

  

  /28

  $8,500 per month

  • 4 Beds
  • 3 Baths
  • 1,885 Sq Ft
  • House for Rent

  6139 Hollywood Blvd, Sarasota, FL 34231

  Location Location Location!! SEASONAL RENTAL SEE RATES BELOW Walk or bike ride to world renowned Siesta Key Beach! Make some memories at this unique oasis and family-friendly place with 2 separate units. Rent one or both and enjoy the entire compound. The house is 3 bedroom x 2 bathroom, kitchen with all accessories for your stay. This home's massive outdoor screened in patio has a luxurious

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 541-8086

  6139 Hollywood Blvd, Sarasota, FL 34231
• 

  /2

  $83,000 Sold Sep 11, 2025

  • 541 Sq Ft
  • $153/SF
  • 166 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  192 Southwinds Dr, Sarasota, FL 34231

  Great street with wonderful neighbors in sought-after South Winds Mobile Home Park (55+) in Sunny, South Sarasota! Open Floorplan with an Eat-In-Kitchen, Living Room, Bath, Bedroom, Covered & Screened Lanai and a Large Storage Shed with a Washer/Dryer. Ductless Heat Pump System and 2 mini-splits '22. This mobile home is conveniently located near amenities and community facilities which include a

  Debbie Hering DEBBIE HERING REALTY & ASSOC.

  192 Southwinds Dr, Sarasota, FL 34231
• 

  

  /48

  Est $489,021 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  1608 Stickney Point Rd Unit 101, Sarasota, FL 34231

  1608 Stickney Point Rd Unit 101, Sarasota, FL 34231
• 

  

  /64

  $374,500

  • 2 Beds
  • 1.5 Baths
  • 1,042 Sq Ft

  1753 Dawn St Unit 305, Sarasota, FL 34231

  Welcome to Key Point Village, a peaceful, pet-friendly enclave located just over the South Bridge from world-renowned Siesta Key Beach. This rarely available 2-bedroom, 1.5-bath townhome-style condo offers over 1,000 square feet of stylish, updated living space across two levels—perfect for full-time residents or seasonal escapes. Step inside to find an open floorplan with modern finishes,

  

  Michael Ballantyne

  COLDWELL BANKER SARASOTA CENT.

  (941) 239-3950

  1753 Dawn St Unit 305, Sarasota, FL 34231
• 

  

  /41

  $6,500 per month

  • 4 Beds
  • 3 Baths
  • 2,285 Sq Ft
  • House for Rent

  6304 Beechwood Ave, Sarasota, FL 34231

  Available 1/1/26. Want to find out for yourself > "What's all the fuss about Sarasota/Siesta Key?" Crystal White Quartz Beaches, Sparkling Blue waters of Gulf of Mexico. Enjoy water activities like; Paddleboarding, Kayaking, Boating, Charter Cruises, JetSki's, Snorkeling, Fishing or for the more adventurous type-Parasailing! Or maybe just relax and play a couple rounds of Golf or Shop, Dine

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 239-6746

  6304 Beechwood Ave, Sarasota, FL 34231
• 

  /2

  $1,150,000 Sold Sep 08, 2025

  • 2,718 Sq Ft
  • $423/SF
  • 77 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2014

  2397 Vaccaro Dr, Sarasota, FL 34231

  RARELY AVAILABLE EXPANDED LAZIO PLAN WITH FAMILY ROOM! FABULOUS LAKE VIEW! BEAUTIFUL LANDSCAPING. MANY UPGRADES INCLUDE A LARGE 24'X42' PAVERED REAR PATIO! SOLAR SYSTEM PROVIDES ELECTRICITY TO THIS HOME LOWERING THE ELECTRIC BILL TO ABOUT $30.00/ MONTH! WHOLE HOUSE WATER PURIFICATION SYSTEM. HURRICANE WINDOWS. BEAUTIFUL WOOD PLANK LUXURY VINYL FLOORING ACCENTS THE GREAT ROOM, KITCHEN, DINING AREA

  Marcia McLaughlin RE/MAX ALLIANCE GROUP

  2397 Vaccaro Dr, Sarasota, FL 34231
• 

  

  /37

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 384 Sq Ft

  7 Southwinds Dr, Sarasota, FL 34231

  7 Southwinds Dr, Sarasota, FL 34231
• 

  

  /60

  $450,000

  • 3 Beds
  • 3 Baths
  • 1,518 Sq Ft

  1841 Buccaneer Dr, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. LOCATION ALERT! CLOSE PROXIMITY TO SIESTA KEY :: SELLER MOTIVATED! HUGE PRICE IMPROVEMENT :: 1841 Buccaneer Drive, Sarasota FL 34231 :: Welcome to your dream coastal retreat located West of the Trail and only a very short distance to the world renowned White Sand Beaches of Siesta Key ~ Nestled in the coveted Pirate’s Cove community with deeded

  

  Ciro Rocco

  PREFERRED SHORE LLC

  (941) 655-9149

  1841 Buccaneer Dr, Sarasota, FL 34231
• 

  

  /52

  $9,700 per month

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • House for Rent

  1723 Stanford Ln, Sarasota, FL 34231

  Embrace the epitome of upscale waterfront living in this fully remodeled, furnished 3-bedroom, 2-bath home nestled on a serene canal just off Sarasota Bay. With a private boat dock and direct bay access you can launch your Kayak or Paddle Boards directly from property and enjoy quick access to Sarasota Bay. Bring your Boat or RV. Fenced parking for RV on side of house and Davits for your boat.

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 265-8115

  1723 Stanford Ln, Sarasota, FL 34231
• 

  /2

  $2,425,000 Sold Aug 29, 2025

  • 3,502 Sq Ft
  • $692/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2014

  7760 Holiday Dr, Sarasota, FL 34231

  This masterfully constructed and impeccably maintained all block waterfront smart house is appointed with finest quality in every detail and is offered turnkey furnished. The spectacular heated infinity pool & spa won an award for “World's Most Amazing Pools” in 2014. Pool area has a “sunken living room” surrounding a firepit, waterfall pergola constructed of Western Red Cedar. Located on

  Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

  7760 Holiday Dr, Sarasota, FL 34231
• 

  

  /58

  Est $4,526,093 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,797 Sq Ft

  7697 Cove Terrace, Sarasota, FL 34231

  7697 Cove Terrace, Sarasota, FL 34231
• 

  

  /13

  $2,500,000

  • Land
  • 0.36 Acre
  • $6,944,444 per Acre

  5848 Tidewood Ave, Sarasota, FL 34231

  Rare Waterfront Lot with Direct Intracoastal and Easy Gulf Access. A Boater’s Dream in Baywood Colony.Discover a truly unique opportunity to build your custom waterfront retreat on this prime 0.36-acre lot in the highly desirable Baywood Colony. With direct views of the Intracoastal Waterway and breathtaking western sunsets, this Premium Lot offers the perfect combination of privacy,

  

  Kevin Tai

  PREFERRED SHORE LLC

  (941) 413-1849

  5848 Tidewood Ave, Sarasota, FL 34231
• 

  

  /29

  $5,400 per month

  • 3 Beds
  • 3 Baths
  • 2,247 Sq Ft
  • House for Rent

  1833 Pandora Dr, Sarasota, FL 34231

  Completely renovated home with screen enclosed pool. Open Floor plan with recently updated; roof, impact windows, appliances, kitchen, bathrooms, wood flooring throughout, paint, plantation shudders, doors, gas, tankless hot water heater, landscaping, water lines, plumbing, touch kitchen faucet and so much more! Parking for a multiple vehicles, with side parking for boat, kayaks or jet skis.

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 304-5694

  1833 Pandora Dr, Sarasota, FL 34231
• 

  /2

  $170,000 Sold Aug 28, 2025

  • 1,120 Sq Ft
  • $152/SF
  • 67 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  5521 Riverbluff Cir Unit V10, Sarasota, FL 34231

  Priced to sell quickly...Lowest price in Riverside Villas for a 2 bed/2 bath (wheelchair accessible) 1120 SF villa close to Shopping, restaurants, Siesta Key, Spanish Point, 15 mins to downtown Sarasota with all it offers!! This 55+ community offers a pool, clubhouse, library, fitness center, boat slips and marina. Carport for 1 car, and extra parking across the street. A new roof with 20 yr

  barbara verhey EXP REALTY LLC

  5521 Riverbluff Cir Unit V10, Sarasota, FL 34231
• 

  

  /43

  Est $327,340 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  5948 Driftwood Ave Unit 13, Sarasota, FL 34231

  5948 Driftwood Ave Unit 13, Sarasota, FL 34231
• 

  

  /48

  $199,000

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft

  94 Southwinds Dr, Sarasota, FL 34231

  Welcome to this newly renovated mobile home that offers comfort, convenience, and a prime location. Featuring brand-new flooring, fresh walls, and new appliances, this 2-bedroom, 1-bathroom home is move-in ready and perfect for seasonal or year-round living. Located in the 55+ community of South Winds, you’ll love the proximity to Gulf Gate’s shops, restaurants, and entertainment, plus you’re

  Carly Anderson KELLER WILLIAMS ON THE WATER S

  94 Southwinds Dr, Sarasota, FL 34231
• 

  

  /22

  $2,095 - $2,195 per month

  Apartment for Rent

  2 Beds

  1700-1704 Redwood St, Sarasota, FL 34231

  Discover the epitome of tropical modern living in this newly renovated 2-bedroom , 2 bathroom apartment, located near Siesta Key, right off Stickney Point Bridge. This stunning residence boasts an open floor plan that perfectly balances elegance and functionality. The modern kitchen is a chef's delight, featuring sleek stainless steel appliances and ample counter space. Relax in the luxurious

  1700-1704 Redwood St, Sarasota, FL 34231
• 

  /2

  $2,680,000 Sold Aug 27, 2025

  • 3,326 Sq Ft
  • $806/SF
  • 206 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  2127 Lusitania Dr, Sarasota, FL 34231

  Boater's Paradise on Phillippi Creek – Turnkey 4-Bedroom, 3-Bath Home with Stunning Outdoor Living - Don’t miss this incredible opportunity to own a beautifully updated 4-bedroom, 3-bath home, offered turnkey and nestled on Phillippi Creek. The property features a 2024 newly installed lift elevator and a 10,000 lb boat lift, making it perfect for the avid boater. Enjoy stunning sunsets from

  Alice Lewis PREFERRED SHORE LLC

  2127 Lusitania Dr, Sarasota, FL 34231
• 

  

  /55

  Est $395,017 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,471 Sq Ft

  5892 Driftwood Place Unit 50, Sarasota, FL 34231

  5892 Driftwood Place Unit 50, Sarasota, FL 34231
• 

  

  /44

  $318,500 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft

  5869 Tidewood Ave Unit 7, Sarasota, FL 34231

  Discover coastal living at its finest in this meticulously maintained and updated villa. This two-bedroom, two-bathroom residence boasts 1,155 square feet of thoughtfully designed living space, featuring top-quality finishes throughout. Including an open floorplan for entertaining, spacious owners suite that features a walk-in closet with a private updated bathroom with walk in shower. Right

  Chelsie Mocoroa Gobel KELLER WILLIAMS ON THE WATER S

  5869 Tidewood Ave Unit 7, Sarasota, FL 34231
• 

  

  /43

  $3,650 per month

  • 3 Beds
  • 2 Baths
  • 1,659 Sq Ft
  • House for Rent

  5529 Yorkshire Way, Sarasota, FL 34231

  Minutes from Siesta Key beach, shopping and an excellent location to SRQ, this 3/2 pool home is ready for you. Spacious lot. Open concept floor plan with living, dining and kitchen open. Split bedrooms with the master with bonus space for sitting area or office and access to the pool area. Covered and screened pool area with ample space to entertain. Minutes from Siesta Key Beach. Rent this

  Mindy Olander OLANDER REAL ESTATE PLLC

  5529 Yorkshire Way, Sarasota, FL 34231
• 

  /2

  $400,000 Sold Aug 21, 2025

  • 1,738 Sq Ft
  • $230/SF
  • 95 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  6724 Schooner Bay Cir Unit 6724, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. NEW AND IMPROVED PRICE! Welcome to your waterfront dream home in the gated community of Schooner Bay – a hidden gem in the heart of Sarasota. This rarely available canal-front home offers the ultimate boater’s lifestyle, complete with a deeded dock just steps from your back door and direct access to the Intracoastal Waterway and Gulf of Mexico.

  Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  6724 Schooner Bay Cir Unit 6724, Sarasota, FL 34231
• 

  /2

  Est $1,080,634 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  8125 Gabanna Dr, Sarasota, FL 34231

  8125 Gabanna Dr, Sarasota, FL 34231
• 

  

  /41

  $445,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  1608 Stickney Point Rd Unit 1608-102, Sarasota, FL 34231

  One or more photo(s) has been virtually staged. Welcome to your piece of paradise at Castel Del Mare, just a short walk or bike ride across the bridge to the white quartz sand beaches of Siesta Key! This beautifully maintained ground-floor, 2-bedroom, 2-bathroom waterfront condo offers the ultimate coastal lifestyle.The home features brand-new hurricane-rated windows (2022) and doors

  Carolyn Sproehnle KELLER WILLIAMS ON THE WATER S

  1608 Stickney Point Rd Unit 1608-102, Sarasota, FL 34231
• 

  

  /44

  $2,950 per month

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • House for Rent

  5522 Yorkshire Way, Sarasota, FL 34231

  5522 Yorkshire Way: A Gorgeous 3-Bedroom Home in Phillippi Gardens, Sarasota, FLWelcome to 5522 Yorkshire Way, a beautifully designed and freshly remodeled single-family home located in the desirable neighborhood of Phillippi Gardens, Sarasota, FL. This 3-bedroom, 3-bathroom property is available for rent and offers the perfect blend of comfort and convenience.As you approach the

  5522 Yorkshire Way, Sarasota, FL 34231
• 

  /2

  $282,500 Sold Aug 19, 2025

  • 1,480 Sq Ft
  • $191/SF
  • 51 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  2419 Riverbluff Pkwy Unit V233, Sarasota, FL 34231

  Welcome to Strathmore Riverside Villas — known as one of the most active adult communities in Sarasota. This stunning end-unit boasts the largest floor plan available in the community, lives like a single family home, and is meticulously remodeled blending elegant design with functionality. Two dogs/cats are permitted, no weight restrictions! The villa features 2 bedrooms, 2 bathrooms, a

  Seth Westerberg EXP REALTY LLC

  2419 Riverbluff Pkwy Unit V233, Sarasota, FL 34231
• 

  /2

  Est $1,142,657 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,270 Sq Ft

  2454 Vaccaro Dr, Sarasota, FL 34231

  2454 Vaccaro Dr, Sarasota, FL 34231
• 

  

  /31

  $719,000

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  1552 Stickney Point Rd Unit 403, Sarasota, FL 34231

  The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number one rated beach. Nearby are numerous opportunities for the shopping, dining, sports, and cultural activies that Sarasota is famous for. This furnished two bedroom, two bath unit features water views from most rooms, a bright

  Murphy Stevens ALAN J STEVENS

  1552 Stickney Point Rd Unit 403, Sarasota, FL 34231
• 

  

  /21

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft
  • Condo for Rent

  1741 Southwood St Unit 1741, Sarasota, FL 34231

  Step into the serenity of Baywood Colony, a well kept secret with a community bayfront park directly on the Intracoastal Waterway. This 2 bedroom, 2 bath ground-floor, fully furnished condominium has been meticulously upgraded and is move-in ready! With an open floor plan, solid wood cabinets, granite countertops, porcelain tile flooring, a Fisher Paykel drawer dishwasher, wine fridge and an

  Candance Amorim WRA BUSINESS & REAL ESTATE

  1741 Southwood St Unit 1741, Sarasota, FL 34231
• 

  /2

  $449,000 Sold Aug 15, 2025

  • 1,422 Sq Ft
  • $316/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  2553 Britannia Rd, Sarasota, FL 34231

  As you pull into the driveway, you're welcomed by the vibrant canopy of a stunning yellow poinciana tree, setting the tone for the warmth and charm that continues inside. Tucked away in the desirable Phillippi Gardens neighborhood with no HOA and a laid-back coastal vibe, this recently renovated 3-bedroom, 2-bath pool home is the perfect blend of comfort, style, and Florida living.Step

  Jesse Bauer KELLER WILLIAMS ON THE WATER S

  2553 Britannia Rd, Sarasota, FL 34231
• 

  

  /23

  Est $373,223 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  1640 Stickney Point Rd Unit 1640-101, Sarasota, FL 34231

  1640 Stickney Point Rd Unit 1640-101, Sarasota, FL 34231
• 

  

  /61

  $214,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  231 Southwinds Dr, Sarasota, FL 34231

  Under contract-accepting backup offers. Step into this charming, FULLY FURNISHED 2-bedroom, 2-bath manufactured home with all new furniture, just minutes away from the famous SIESTA KEY BEACH in sunny Sarasota, Florida! Located in the highly sought-after Southwinds 55+ CO-OP community, this TURNKEY beauty has been completely updated and is ready for you to move right in and start enjoying the

  Shastyn Romines REAL BROKER, LLC

  231 Southwinds Dr, Sarasota, FL 34231
• 

  

  /27

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  2035 Jo an Dr Unit 2035, Sarasota, FL 34231

  Beautiful 2 Bedroom, 2 Bath. Walk to Beach & ShopsSpacious and well-maintained duplex in a safe, quiet neighborhood. Just a short walk to the beach, local stores, and restaurants. Perfect for anyone looking for comfort, convenience, and coastal living.ALSO internet included

  2035 Jo an Dr Unit 2035, Sarasota, FL 34231
• 

  /2

  $900,000 Sold Aug 08, 2025

  • 2,262 Sq Ft
  • $398/SF
  • 81 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2014

  2525 Vaccaro Dr, Sarasota, FL 34231

  Drastic price reduction due to health. Bring your best offer. Location! Location! Located a short distance from Crescent Beach on Siesta Key, and in the sought after maintenance free, gated community of Esplanade by Siesta Key, you will find this impeccable ready move-in home with upgrades galore, and a relaxing full lake view. This custom designed Lazio VII great room floor plan features three

  Ziad Sleit PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Vaccaro Dr, Sarasota, FL 34231
• 

  

  /48

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 564 Sq Ft

  99 Southwinds Dr, Sarasota, FL 34231

  99 Southwinds Dr, Sarasota, FL 34231

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