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$5,990,000
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Property Description
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.
Full Property Details
Full Property Details for 144 N Casey Key Rd
General
- Price: $5,990,000
- Taxes: $54,908 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4660004
- Updated: 10/6/2025
- Added to Site: 161 day(s) ago
Rental Information
- Min. Lease: 1 Month
Interior
- Number of Rooms: 10
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Dry Bar, Eating Space 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
- Fireplace: Yes
- Fireplace(s): Family Room, Gas, Outside, Stone
- Appliances: Bar Fridge, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
- Flooring: Carpet, Porcelain Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room, Upper Level
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Lighting
- Spa: Yes
- Spa Description: Heated, In Ground
- Security/Safety: Security System
Exterior
- Exterior Features: Awning(s), French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Storage
- Deck/Patio: Front Porch, Patio, Rear Porch, Wrap Around
- Porch/Patio/Deck: Front Porch, Patio, Rear Porch, Wrap Around
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Oversized
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: CASEY KEY
- Driving Directions: US 41 to West on Blackburn Point Rd. Right on Casey Key Rd. to 144.
- Direction Faces: West
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Association: Yes
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Septic Tank
- Water District: LITTLE SARASOTA BAY
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Water Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Stucco
- Roof: Tile
- Stories/Levels: Three Or More
- Square Feet: 5,397
- Sq. Ft. Source: Public Records
- Year Built: 2003
Lot Features
- Property View: Water
- Lot Size (Acres): 0.55
- Lot Size (Sq. Ft.): 24,092
- Lot Size: 24092
- Frontage: Street Paved, Private Road
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Gulf/Ocean, Intracoastal Waterway
- Water Extras: Yes
- Water Front Name: LITTLE SARASOTA BAY
- Water Front Desc.: Bay/Harbor
Financial Considerations
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $54,908.02
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: THAT PART OF FOLLOWING LYING ELY OF C/L CASEY KEY RD, BEG AT US GOVT MEANDER CORNER COR AT INTRS OF N LINE OF SEC 16-38-18 & LITTLE SARASOTA BAY, TH N- 89-49-50-W 449.8 FT M/L TO GULF OF MEXICO, TH
- Flood Zone Info: AE
- APN: 146330013
- Property ID: 146330013
Listed by Douglas Elliman
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Schools
Schools serving 144 N Casey Key Rd
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 5.5 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 144 N Casey Key Rd
Date
Details
Price
Change
Source
10/06/2025
Price Reduced
$5,990,000
-7.7%
MLS
9/05/2025
Price Reduced
$6,490,000
-4.42%
MLS
8/08/2025
Listed
$6,790,000
7.78%
MLS
4/19/2022
Sold
$6,300,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 144 N Casey Key Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$55,607
-9%
$4,807,600
-9%
2023
$61,379
130%
$5,275,800
133%
2022
$26,685
8%
$2,261,336
11%
2021
$24,792
—
$2,038,384
1%
2021
$24,792
2%
$2,010,241
3%
2019
$24,228
2%
$1,958,300
2%
2018
$23,811
—
$1,921,786
2%
2017
$23,733
—
$1,882,259
2%
2016
$23,702
-2%
$1,843,545
1%
2015
$24,162
—
$1,830,730
1%
2014
$24,084
-4%
$1,816,200
-2%
2013
$25,075
—
$1,861,720
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 144 N Casey Key Rd
144 N Casey Key Road, Osprey, FL 34229 (MLS# A4660004) is a Single Family property with 4 bedrooms, 5 full bathrooms and 1 partial bathroom. 144 N Casey Key Road is currently listed for $5,990,000 and was received on August 08, 2025. Want to learn more about 144 N Casey Key Road? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

