144 N CASEY KEY ROAD Osprey, FL $ 5,990,000
144 N CASEY KEY ROAD
$ 5,990,000
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144 N CASEY KEY ROAD

Osprey, FL, 34229
$ 5,990,000
Bedrooms4 Baths5.1 Sq 5,397

Monthly Estimate*

$ 37,370

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Single Family Home for sale in Osprey, FL

for $5,990,000 with 4 bedrooms and 5 full baths, 1 half bath. This 5,397 square foot home was built in 2003 on a lot size of 0.55.

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.

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Single Family Active

Price

$ 5,990,000

Bedrooms

4

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 54,908

Style

Florida

Lot Size

0.55

Year Built

2003

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4660004

Features
Interior
Interior Amenities 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 upst
Flooring carpet porcelain tile hardwood
Fireplace Features family room gas outside stone
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N yes
Half Baths 1
Laundry Features inside laundry room upper level
Total Bedrooms 4
Total Baths 6
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General
Sewer septic tank
Heating central electric
Cooling central air
Utilities cable connected electricity connected water connected
Roof tile
Appliances bar fridge convection oven cooktop dishwasher disposal dryer electric water heater exhaust fan microwave range hood refrigerator washer wine refrigerator
Zoning re1
Garage Spaces 3
Patio/Porch Features front porch patio rear porch wrap around
Architectural Style florida
Pool Features gunite heated in ground lighting
Security Features security system
Construction Materials block stucco
Pets Allowed yes
Year Built 2003
View water
Levels three or more
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
Waterfront Features bay/harbor
Assoc Fee Paid Per annually
County sarasota
New Construction no
Property Type residential
HOA N
Attached Garage yes
Subdivision Name casey key
Facing Direction west
Garage Y/N yes
Total Rooms 10
Full Baths 5
Status active
Directions us 41 to west on blackburn point rd. right on casey key rd. to 144.
High School venice senior high
City osprey
Body of Water little sarasota bay
Senior Community Y/N no
MLS Area 34229 - osprey
Lot Size Units square feet
Lot Size Square Feet 24092
Carport Y/N no
Listing Terms cash conventional
Spa Features heated in ground
Elementary School laurel nokomis elementary
Land Lease Y/N no
Tax Annual Amount 54908.02
Middle/Junior High School laurel nokomis middle
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://vimeo.com/1103606199?share=copy
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type owner
Tax Lot 0
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
Water View bay/harbor - full gulf/ocean - partial
Water Access Type bay/harbor gulf/ocean intracoastal waterway
Minimum Lease 1 month
Water Access Y/N yes
Water View Y/N yes
Flood Zone Code ae
DockY/N yes
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Exterior
Exterior Amenities awning(s) french doors irrigation system lighting outdoor grill outdoor kitchen outdoor shower storage
Vegetation trees/landscaped
Parking Features driveway garage door opener garage faces side golf cart parking oversized
Lot Features flood insurance required floodzone in county landscaped
Water Source public
Lot Size Area 24092
Foundation Details slab stilt/on piling
Spa yes
Building Area Total 10722
Lot Size Acres 0.55
Road Surface Type paved asphalt
Private Pool yes
Waterfront Y/N yes
Covered Spaces 3
Road Frontage Type street paved private road
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Internal Only
Street Number 1 144
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* Excluded Features
List By
Douglas Elliman

Broker

Joel.Schemmel@elliman.com

Email

Affordability Calculator

$41,945
Per Month
89%
11%
0%
Monthly Principal & Interest
$37,370
Monthly Property Taxes
$4,576
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3326410 Elementary School
3324670 Middle School
Venice Senior High High School
Pricing History
DatePricePrice ChangeDescription
10/6/2025$5,990,000 -7.70% Price Down
9/5/2025$6,490,000 -4.42% Price Down
8/9/2025$6,790,000 Listed Price

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144 N CASEY KEY ROAD, Osprey, FL, 34229 is a Single Family Home for sale at $5,990,000 with 5,397 sqft and a lot size of 0.55. 144 N CASEY KEY ROAD has 4 bedrooms, 5.1 baths, and was built in 2003. The property's zip code is 34229 which is in Osprey, FL