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(407) 252-3959

(407) 252-3959

144 N Casey Key Rd, Osprey, FL 34229

$7,395,000

Luxury waterfront home with pool and private dock at sunset at 144 N Casey Key Rd, Osprey, FL 34229
  • Bedrooms

    4

  • Baths

    6

  • Sq. Feet

    5397

  • Year Built

    2003

  • Days On Market

    7

  • $/SqFt

    $1,370

100 Photos

  • Luxury waterfront home with pool and private dock at sunset at 144 N Casey Key Rd, Osprey, FL 34229
  • Private dock leading to a luxury waterfront home at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury waterfront home community with private docks at 144 N Casey Key Rd, Osprey, FL 34229
  • Grand waterfront home with elegant stone and blue exterior at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury home with pool and patio overlooking the water at 144 N Casey Key Rd, Osprey, FL 34229
  • Stunning waterfront home with a grand entrance at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright and spacious entryway with elegant staircase at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant entryway with a grand staircase and chandelier at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious living room with high ceilings and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright living room with high ceilings, fireplace and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright living room with water views, fireplace, and comfortable seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious living area featuring high ceilings and a neutral color palette at 144 N Casey Key Rd, Osprey, FL 34229
  • Open concept kitchen with stainless steel appliances and breakfast nook at 144 N Casey Key Rd, Osprey, FL 34229
  • High-ceilinged living room with an open floor plan and fireplace at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant living room boasting water views and a cozy fireplace at 144 N Casey Key Rd, Osprey, FL 34229
  • Modern kitchen with white cabinetry, breakfast nook, and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious kitchen featuring a large island and stainless steel appliances at 144 N Casey Key Rd, Osprey, FL 34229
  • Gourmet kitchen with a stylish island and high-end finishes at 144 N Casey Key Rd, Osprey, FL 34229
  • Modern kitchen with stainless steel appliances and custom cabinetry at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury kitchen with expansive island and top-of-the-line appliances at 144 N Casey Key Rd, Osprey, FL 34229
  • Modern kitchen features stainless steel appliances and marble countertops at 144 N Casey Key Rd, Osprey, FL 34229
More Photos \/
  • Open concept kitchen with expansive island and breakfast area at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright dining room with hardwood floors and access to a balcony at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant dining room featuring a large wooden table and access to kitchen at 144 N Casey Key Rd, Osprey, FL 34229
  • Comfortable living room with a blue velvet sofa and large windows at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious living room with a large TV and hallway access at 144 N Casey Key Rd, Osprey, FL 34229
  • Light and airy bedroom with a king-size bed and private balcony access at 144 N Casey Key Rd, Osprey, FL 34229
  • Calm bedroom with king-size bed and neutral color palette at 144 N Casey Key Rd, Osprey, FL 34229
  • Guest bedroom with water views and private balcony at 144 N Casey Key Rd, Osprey, FL 34229
  • Spa-like bathroom with a large soaking tub and dual vanities at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant bathroom with soaking tub, double vanity, and separate shower at 144 N Casey Key Rd, Osprey, FL 34229
  • Spa-like bathroom featuring a large soaking tub and and sinks at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright bathroom with walk-in shower, tiled walls, and window at 144 N Casey Key Rd, Osprey, FL 34229
  • Grand entryway with staircase, chandelier, and glass-top table at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright hallway with hardwood floors, and access to upper level at 144 N Casey Key Rd, Osprey, FL 34229
  • Home office with built-in bookcases and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious home office with desk, computer and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Exterior view of home with balcony and waterfront access at 144 N Casey Key Rd, Osprey, FL 34229
  • Relaxing balcony with ocean views and sunset vista at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright office space with water views and comfortable seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright home office features built-in desk and two chairs, offering a dedicated workspace with water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant hallway with hardwood floors and access to a bedroom suite, showcasing the home's sophisticated design at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious main bedroom with water views, large TV, and ample closet space at 144 N Casey Key Rd, Osprey, FL 34229
  • Main bedroom with stunning water views, TV, and access to home office at 144 N Casey Key Rd, Osprey, FL 34229
  • Main bedroom with water views and comfortable seating area at 144 N Casey Key Rd, Osprey, FL 34229
  • Private balcony overlooking the water with seating area; perfect for relaxation at 144 N Casey Key Rd, Osprey, FL 34229
  • Large walk-in closet with ample hanging space and shelving at 144 N Casey Key Rd, Osprey, FL 34229
  • Spa-like bathroom with a soaking tub and double vanity at 144 N Casey Key Rd, Osprey, FL 34229
  • Bathroom with a large soaking tub and patterned wallpaper at 144 N Casey Key Rd, Osprey, FL 34229
  • Double vanity bathroom with marble countertop and elegant wallpaper at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious shower with tiled walls and dual shower heads at 144 N Casey Key Rd, Osprey, FL 34229
  • Bright bedroom with king-size bed and ocean view at 144 N Casey Key Rd, Osprey, FL 34229
  • Bedroom with TV, comfortable seating, and ample closet space at 144 N Casey Key Rd, Osprey, FL 34229
  • Bedroom with ensuite bathroom and ocean view at 144 N Casey Key Rd, Osprey, FL 34229
  • Bathroom with a walk-in shower and ocean view at 144 N Casey Key Rd, Osprey, FL 34229
  • Bedroom with king-size bed and private balcony at 144 N Casey Key Rd, Osprey, FL 34229
  • Bedroom with private balcony and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Vanity with granite countertop and modern fixtures at 144 N Casey Key Rd, Osprey, FL 34229
  • Private balcony with spiral staircase and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Rooftop terrace with ocean views and comfortable seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Stunning ocean view from private rooftop terrace with seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Aerial view showing house, private dock, and waterfront location at 144 N Casey Key Rd, Osprey, FL 34229
  • Rooftop terrace with ocean views and seating at sunset at 144 N Casey Key Rd, Osprey, FL 34229
  • Three-car garage with decorative doors and stone accents at 144 N Casey Key Rd, Osprey, FL 34229
  • Basement recreation room with pool table, bar, and seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Basement bar with seating and display cabinetry at 144 N Casey Key Rd, Osprey, FL 34229
  • Detailed view of the basement bar with unique cabinetry at 144 N Casey Key Rd, Osprey, FL 34229
  • Basement lounge area with sectional sofa and coffee table at 144 N Casey Key Rd, Osprey, FL 34229
  • Basement gym with equipment and ample space for workouts at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant exterior staircase leading to the pool area at 144 N Casey Key Rd, Osprey, FL 34229
  • Outdoor patio with fireplace, seating, and water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Balcony boasting water views and elegant balustrades at 144 N Casey Key Rd, Osprey, FL 34229
  • Relaxing balcony overlooking the water, with comfortable seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Covered patio with seating area and tranquil water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Covered patio with dining table and stunning water views at 144 N Casey Key Rd, Osprey, FL 34229
  • Balcony offering scenic water views and comfortable seating at 144 N Casey Key Rd, Osprey, FL 34229
  • Outdoor kitchen with bar seating and poolside access at 144 N Casey Key Rd, Osprey, FL 34229
  • Granite-topped outdoor kitchen with grill and sink at 144 N Casey Key Rd, Osprey, FL 34229
  • Long outdoor kitchen with stainless steel appliances at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury pool with patio furniture and waterfront views at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury pool and spa with outdoor kitchen and patio at 144 N Casey Key Rd, Osprey, FL 34229
  • Resort-style pool and spa with patio and bar at 144 N Casey Key Rd, Osprey, FL 34229
  • Relaxing pool and spa with patio overlooking water at 144 N Casey Key Rd, Osprey, FL 34229
  • Stunning waterfront home with pool and patio at 144 N Casey Key Rd, Osprey, FL 34229
  • Waterfront property with expansive patio and dock at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious patio with seating area and waterfront views at 144 N Casey Key Rd, Osprey, FL 34229
  • Relaxing patio with seating area and ocean views at 144 N Casey Key Rd, Osprey, FL 34229
  • Spacious patio with seating area and tropical landscaping at 144 N Casey Key Rd, Osprey, FL 34229
  • Waterfront home with private dock and patio at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury waterfront home with private dock and pool at 144 N Casey Key Rd, Osprey, FL 34229
  • Waterfront home with private dock and pool, offering stunning ocean views at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury waterfront property with boat dock and expansive backyard at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury waterfront home with private dock and stunning ocean views at 144 N Casey Key Rd, Osprey, FL 34229
  • Private boat dock with lift, perfect for water access at 144 N Casey Key Rd, Osprey, FL 34229
  • Relaxing pool area with patio furniture and waterfront views at 144 N Casey Key Rd, Osprey, FL 34229
  • Luxury home with pool, dock and gorgeous waterfront location at 144 N Casey Key Rd, Osprey, FL 34229
  • Long private dock extending into the water at 144 N Casey Key Rd, Osprey, FL 34229
  • Private boat dock with lift, perfect for water access at 144 N Casey Key Rd, Osprey, FL 34229
  • Stunning waterfront home with a grand entrance and lush landscaping at 144 N Casey Key Rd, Osprey, FL 34229
  • Elegant entryway to a beautiful waterfront home at 144 N Casey Key Rd, Osprey, FL 34229
Less Photos /\

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Home Description

Welcome to this extraordinary waterfront estate on exclusive Casey Key, showcasing panoramic views of Little Sarasota Bay and vistas of the Gulf of Mexico. Built to the latest hurricane standards with impact-rated windows and doors, this home is a true fortress of safety and resilience. Designed for both comfort and sophistication, this 4-bedroom, 5.5-bathroom estate spans over 5,300 square feet of thoughtfully planned living space. The home features an elevator, both upstairs and downstairs primary suites, two additional en suite guest rooms, a sitting room, loft, formal dining room, and a luxurious office with mesmerizing Gulf views. Adjacent to the 3-car garage is a versatile lower-level space with a bedroom currently utilized as a fitness room, bar, billiard area, family room, full bath, and laundry—perfect for long-term guests, in-laws, or a nanny. The interiors have been meticulously updated, incorporating trending blues and creams, fresh paint, new designer lighting, and window treatments. The gourmet kitchen is a chef’s dream, featuring custom white cabinetry, quartz countertops, top-of-the-line stainless steel appliances, a butler’s pantry, a stunning tile backsplash, and Bay views so mesmerizing they might just make the chef forget what’s in the oven. Step outside to experience a completely reimagined outdoor living space, tailored for relaxation and entertainment. Dive into the refinished pool, lounge on the new hardscape pool deck, or unwind in one of the thoughtfully designed seating areas. The newly landscaped grounds seamlessly blend natural beauty with modern elegance, creating a serene outdoor oasis. For boating enthusiasts, the 4-year-old dock and dual lifts provide deep water access, perfect for exploring Sarasota’s waterways or heading to waterfront dining spots. Don’t miss the opportunity to expand your estate—ask us about the .4-acre Gulf-front property available across the street. With a tear-down home, this lot offers the chance to create a coveted Gulf-to-Bay retreat, completing the ultimate coastal lifestyle. Casey Key is an 8-mile stretch of unspoiled beauty nestled between Sarasota and Venice. Known for its exclusivity and tranquil lifestyle, the island is home to multimillion-dollar estates, pristine beaches, and charming winding roads, free from high-rise developments and commercial distractions. This property’s location near the bridge offers quick mainland access while preserving the serenity and privacy of island living. Every room in this estate offers stunning vistas, whether it’s the vibrant blues of Little Sarasota Bay, the sparkling Gulf waters, or the lush tropical landscaping surrounding the home. The rooftop observation deck is the perfect vantage point for enjoying sunsets, stargazing, and taking in the breathtaking natural beauty of the area. Additional upgrades include a whole-house generator, newly installed carpeting and flooring, and a redesigned landscape and hardscape. Situated on over half an acre of prime Bayfront land with deeded beach access, this estate offers unparalleled privacy, exclusivity, and a laid-back coastal lifestyle. This is more than a home; it’s a sanctuary where luxury meets tranquility, and a legacy waiting to be claimed. Schedule your private showing today.

  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Private Pool: True
  • Pool Features: Gunite,Heated,In Ground,Lighting
  • Spa Features: Heated,In Ground
  • Water View: Bay/Harbor - Full,Gulf/Ocean - Partial,Pond
  • Water Name: LITTLE SARASOTA BAY
  • Water Frontage: Bay/Harbor
  • Water Feet: 100
  • Water Extras: Lift,Riprap,Seawall - Concrete
  • Water Access: Bay/Harbor,Gulf/Ocean,Intracoastal Waterway
  • Interior Features: Built-in Features,Cathedral Ceiling(s),Ceiling Fans(s),Central Vaccum,Crown Molding,Dry Bar,Eat-in Kitchen,Elevator,High Ceilings,Open Floorplan,Primary Bedroom Main Floor,PrimaryBedroom Upstairs,Solid Surface Counters,Solid Wood Cabinets,Split Bedroom,Vaulted Ceiling(s),Walk-In Closet(s),Window Treatments
  • Appliances: Bar Fridge,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Microwave,Range Hood,Refrigerator,Washer,Wine Refrigerator
  • Fireplace Desc: Family Room,Gas,Outside,Stone
  • Floor Covering: Carpet,Tile,Wood
  • Architectural Style: Florida
  • Exterior Features: Awning(s),French Doors,Irrigation System,Lighting,Outdoor Grill,Outdoor Kitchen,Outdoor Shower,Storage
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab,Stilt/On Piling
  • Front Exposure: West
  • Roof: Tile
  • Building Sqft: 10722

Available now at $7,395,000

Approximate Room Sizes / Descriptions

Great Room15x21FirstPorcelain Tile
Kitchen19x20FirstPorcelain Tile
Family Room13x15FirstPorcelain Tile
Office13x14SecondCarpet
Living Room14x15FirstCarpet
Primary Bedroom14x21FirstWood
Primary Bedroom19x22SecondCarpet
Bedroom 213x13SecondCarpet
Bedroom 313x13SecondCarpet
Bedroom 412x14SecondCarpet
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Garage Feature: Driveway,Garage Door Opener,Garage Faces Side,Golf Cart Parking,Oversized
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Electric
  • Utilities: Cable Connected,Electricity Connected,Water Connected
  • Lot Sqft: 24092.00
  • Lot Acres: 0.5500
  • Total Acre: 1/2 to less than 1
  • Lot Num: 0
  • HOA/Community Assoc: Optional
  • Senior Community: False
  • Style: Single Family Residence
  • Pets Allowed: Yes
  • : 800-486-1794

Neighborhood

The average asking price of a 4 bedroom Osprey home in this zip code is $1,937,693 (73.8% less than this home).

This home is priced at $1,370/sqft, which is 61.7% less than similar homes in the 34229 zip code.

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Financial

  • Approx Payment:$35,974*
  • Taxes:$54,908

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 252-3959 and speak with one of our real estate consultants.

Listing Courtesy of LIVING VOGUE LLC. For information or to schedule a viewing of this property (MLS# A4636387), call: 407-252-3959

144 N Casey Key Rd, Osprey FL is a single family home of 5397 sqft and is currently priced at $7,395,000 . This single family home has 4 bedrooms. A comparable home for sale at 627 Eagle Watch Ln in Osprey is listed at $2,225,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos and New Homes in Osprey, FL. Southbay Yacht & Racquet Club, Sorrento Shores and Oaks are nearby neighborhoods. MLS A4636387 has been posted on this site since 1/18/2025 (today).

2025 1/23/2025.

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