144 Casey Key Road N, Osprey, FL 34229
For Sale $5,990,000
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A striking coastal retreat on over half an acre along Little Sarasota Bay, this timeless residence blends architectural elegance with waterfront living. Offering private access to the Intracoastal with a 100-foot dock (built in 2019), dual 12,000-pound lifts, water, and electric, this property is an ideal destination for boating enthusiasts. Offered fully furnished upon request. The front elevation is framed by a raised lawn with a stone wall, a paver driveway and manicured landscaping. As you approach the home, the travertine steps lead you to the new custom front door, where dramatic water views of the bay immediately greet you through expansive windows on opposite side of the home, creating a seamless connection to the Gulf and Bay. Inside, the main level is anchored by a breathtaking great room with coffered ceilings, custom millwork, and a wall of windows and doors that open to the terrace, creating an indoor/outdoor living space. A two-sided fireplace adds warmth and ambiance to the great room and the adjacent terrace. The interior showcases a multitude of upgrades, including updated Palecek lighting, and new porcelain tile flooring throughout. The 2020-renovated gourmet kitchen showcases bay views, Cambria Skara Brae quartz countertops, subway tile backsplash, custom white cabinetry and premium stainless-steel appliances. A bar area includes a wine refrigerator and ice maker, while a built-in pantry corridor connects seamlessly to the dining room. The dining area features built-in cabinetry and enjoys stunning bay views from the terrace. The formal living room, with its tranquil blue and cream tones, provides a lovely space to enjoy Gulf views while welcoming guests for dinner. The home offers two spacious primary suites, each with walk-in closets and luxurious en-suite baths, offering serene bay views and access to their private travertine terrace. Two guest suites and an upstairs office also enjoy remarkable water views. The staircase to the upper level reveals an oversized picture window framing the Gulf views. A three-floor elevator provides convenient access to all levels. The ground level features a spacious three-car garage with a dedicated golf cart space. Abundant space is designed to accommodate a variety of uses, and a new glass custom door offers light and access to the backyard and patio. Impact-rated windows and doors, along with a whole-house generator, provide peace of mind. Outside, the resort-style backyard features a refinished pool (with new tile and resurfacing), lush tropical landscaping, an expanded travertine patio and tiered terraces with custom stonework, columns, and stone floors. A rooftop deck offers panoramic views of the Gulf and Bay. Water enthusiasts will appreciate seamless access to the Intracoastal and Gulf, ideal for effortless boating. Additional upgrades include a newly painted roof tile, full exterior and interior repainting (2023), new fencing for added privacy, and two new entry doors (2025), completing the home’s thoughtful transformation. 144 N. Casey Key Road presents a rare opportunity to own a private waterfront estate offering luxury, seclusion and convenient access to Sarasota’s shopping, dining, beaches and parks.
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
Taxes: $54.00
Tax Year: 2024
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Awning(s)
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Storage
Bar Fridge
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Microwave
Range Hood
Refrigerator
Washer
Wine Refrigerator
Water
Bay/Harbor
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
MLS Area: 34229 - Osprey
Price per Square Feet: $1,109.88
Water: Public
Lot Desc.: Flood Insurance Required, Floodzone, In County, Landscaped, Paved, Private
Construction: Block, Stucco
Date Listed: 2025-08-08 16:36:40
Pool: Yes
Pool Type: Gunite, Heated, In Ground, Lighting
Private Spa: Yes
Parking: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized
Garage Spaces: 3
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air
Pets: Yes
Sewer: Septic Tank
Listing Courtesy Of: Douglas Elliman
Joel.Schemmel@elliman.com
A striking coastal retreat on over half an acre along Little Sarasota Bay, this timeless residence blends architectural elegance with waterfront living. Offering private access to the Intracoastal with a 100-foot dock (built in 2019), dual 12,000-pound lifts, water, and electric, this property is an ideal destination for boating enthusiasts. Offered fully furnished upon request. The front elevation is framed by a raised lawn with a stone wall, a paver driveway and manicured landscaping. As you approach the home, the travertine steps lead you to the new custom front door, where dramatic water views of the bay immediately greet you through expansive windows on opposite side of the home, creating a seamless connection to the Gulf and Bay. Inside, the main level is anchored by a breathtaking great room with coffered ceilings, custom millwork, and a wall of windows and doors that open to the terrace, creating an indoor/outdoor living space. A two-sided fireplace adds warmth and ambiance to the great room and the adjacent terrace. The interior showcases a multitude of upgrades, including updated Palecek lighting, and new porcelain tile flooring throughout. The 2020-renovated gourmet kitchen showcases bay views, Cambria Skara Brae quartz countertops, subway tile backsplash, custom white cabinetry and premium stainless-steel appliances. A bar area includes a wine refrigerator and ice maker, while a built-in pantry corridor connects seamlessly to the dining room. The dining area features built-in cabinetry and enjoys stunning bay views from the terrace. The formal living room, with its tranquil blue and cream tones, provides a lovely space to enjoy Gulf views while welcoming guests for dinner. The home offers two spacious primary suites, each with walk-in closets and luxurious en-suite baths, offering serene bay views and access to their private travertine terrace. Two guest suites and an upstairs office also enjoy remarkable water views. The staircase to the upper level reveals an oversized picture window framing the Gulf views. A three-floor elevator provides convenient access to all levels. The ground level features a spacious three-car garage with a dedicated golf cart space. Abundant space is designed to accommodate a variety of uses, and a new glass custom door offers light and access to the backyard and patio. Impact-rated windows and doors, along with a whole-house generator, provide peace of mind. Outside, the resort-style backyard features a refinished pool (with new tile and resurfacing), lush tropical landscaping, an expanded travertine patio and tiered terraces with custom stonework, columns, and stone floors. A rooftop deck offers panoramic views of the Gulf and Bay. Water enthusiasts will appreciate seamless access to the Intracoastal and Gulf, ideal for effortless boating. Additional upgrades include a newly painted roof tile, full exterior and interior repainting (2023), new fencing for added privacy, and two new entry doors (2025), completing the home’s thoughtful transformation. 144 N. Casey Key Road presents a rare opportunity to own a private waterfront estate offering luxury, seclusion and convenient access to Sarasota’s shopping, dining, beaches and parks.
Property Details
Price: $5,990,000
Sq Ft: 5,397
($1,110 per sqft)
Bedrooms: 4
Bathrooms: 5
Partial Baths: 1
City: Osprey
County: Sarasota
Type: Single Family Reside
Development: Casey Key
Acres: 0.55
Virtual Tour/Floorplan: View
Year Built: 2003
Listing Number: A4660004
Status Code: A-Active
Taxes: $54.00
Tax Year: 2024
Garage:
3
Pets Allowed: Yes
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
Financial Information:
Taxes: $54.00
Tax Year: 2024
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Exterior Features:
Awning(s)
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Outdoor Shower
Storage
Equipment:
Bar Fridge
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Microwave
Range Hood
Refrigerator
Washer
Wine Refrigerator
View:
Water
Waterfront Description:
Bay/Harbor
School Information:
Elementary School: Laurel Nokomis Elementary
Middle School: Laurel Nokomis Middle
Junior High: Laurel Nokomis Middle
High School: Venice Senior High
Additional Information:
MLS Area: 34229 - Osprey
Price per Square Feet: $1,109.88
Water: Public
Lot Desc.: Flood Insurance Required, Floodzone, In County, Landscaped, Paved, Private
Construction: Block, Stucco
Date Listed: 2025-08-08 16:36:40
Pool: Yes
Pool Type: Gunite, Heated, In Ground, Lighting
Private Spa: Yes
Parking: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized
Garage Spaces: 3
Flooring: Carpet, Tile, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air
Pets: Yes
Sewer: Septic Tank
Map of 144 Casey Key Road N, Osprey, FL 34229
Listing Courtesy Of: Douglas Elliman
Joel.Schemmel@elliman.com