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Chris Bilar
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1500 Caribbean Drive, Sarasota, FL 34231

$4,250,000
  • 1500 Caribbean Drive, Sarasota, FL 34231 Main Photo

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Active Price Reduced by $225,000 on May 2nd, 2026
BEDS4 BATHS4 full 3 partial SQUARE FEET5,222 MLS#A4678685
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCORAL COVE

Property Description

Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef's kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner's haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota's sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota's cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special.

1500 Caribbean Drive | MLS# A4678685

This single family home located at 1500 Caribbean Drive, Sarasota, FL 34231 is currently listed for sale with an asking price of $4,250,000. This property was built in 2009 and has 4 bedrooms and 4 full and 3 partial baths with 5222 sq. ft. Caribbean Drive is located in the CORAL COVE subdivision. Search CORAL COVE real estate on cbilar.floridaexecutiverealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 3 car attached
Heating: Central, Electric, Propane, Zoned
Home Style: Florida
Lot Size: 0.35 Acres
Roof Type: Metal
Stories: 3.0
Taxes: $21,155
Year Built: 2009

Amenities

Built-in Features
Cathedral Ceiling(s)
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
Kitchen/Family Room Combo
PrimaryBedroom Upstairs
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Tray Ceiling(s)
Walk-In Closet(s)
Balcony
French Doors
Garden
Outdoor Grill
Outdoor Kitchen

Feature Descriptions

Additional Rooms: Breakfast Room Separate, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Gas Water Heater, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Body of Water: SARASOTA BAY
Days on Site: 99
Directions: From Rt 41 - Taimiami Trail turn West onto Caribbean Drive, Continue on Caribbean Drive, it jogs to the left, cross Periwinkle Drive, and continue to the end of the cul-de-sac, dead-end.
Exterior: Block, Concrete, Stucco
Fencing: Other
Fireplace: Electric, Insert
Fireplace Y/N: Yes
Flood Zone Code: AE
Flooring: Carpet, Hardwood, Tile
Foundation: Stem Wall
Frontage Bay Harbor: 130
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Cul-De-Sac, Flood Insurance Required, In County, Landscaped, Paved
Lot Dimensions: 0.35
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Ground Level
Parking Notes: Driveway, Garage Door Opener, Ground Level
Patio/Porch: Covered, Front Porch, Rear Porch
Pets Allowed: Yes
Pets Restrictions: See Sarasota County restrictions
Pool: Gunite, Heated, In Ground, Lighting, Salt Water
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security System
Sewer: Aerobic Septic
Showing Instructions: 24 Hour Notice, Appointment Only, ShowingTime
Spa: Heated
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access: Bay/Harbor, Gulf/Ocean, Gulf/Ocean to Bay, Intracoastal Waterway
Water Access Y/N: Yes
Waterfront Features: Bay/Harbor, Bridges - No Fixed Bridges, Lift
Water View: Bay/Harbor - Full, Intracoastal Waterway
Windows: Storm Window(s)
Zoning: RSF1

Room Sizes

Foyer: 15x15
Living Room: 18x14
Dining Room: 14x13
Family Room: 17x16
Kitchen: 23x15
Dinette: 11x9
Primary Bedroom: 18x16
Primary Bathroom: 20x13
Media Room: 16.75x15
Bedroom 2: 18x13
Bedroom 3: 20.75x12.75
Bedroom 4: 16x14

Local Schools

High School: Riverview High
Middle School: Sarasota Middle
Elementary School: Gulf Gate Elementary

Listed By / Shown By

Listed By

Agency Name: PREMIER SOTHEBY'S INTERNATIONAL REALTY
Agency Contact: 941-364-4000

Shown By

Agent Name: Chris Bilar
Agent Phone: (813) 368-3684
Agency Title: Florida Executive Realty

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Estimated Payment

$ 12,461.16 per month $9,458.66 Principal & Interest $1,762.92 Property Tax $1,239.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/03/2026. The listing information on this page last changed on 05/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/03/2026 12:01:48 AM EST) or Stellar MLS (last updated Sat 05/02/2026 11:44:05 PM EST). Real estate listings held by brokerage firms other than Florida Executive Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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