144 N Casey Key Road Osprey Florida | Home for Sale
To schedule a showing of 144 N Casey Key Road, Osprey, Florida, Call David Shippey at 863-521-4517 TODAY!
Osprey, FL 34229
- 4Beds
- 6.00Total Baths
- 5 Full, 1 HalfBaths
- 5,397SqFt
- 2003Year Built
- 0.55Acres
- MLS# A4660004
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market2 days
- Area34229 - Osprey
- CountySarasota
- Subdivision Casey Key
Overview
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-lb 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 the 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 the perfect indoor/outdoor living space. A two-sided fireplace adds warmth and ambiance to both 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 fridge 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 ensuite 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, perfect 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 homes thoughtful transformation. 144 N. Casey Key Road presents a rare opportunity to own a private waterfront estate offering luxury, seclusion, and convenient access to Sarasotas shopping, dining, beaches, and parks.
Agriculture / Farm
Association Fees / Info
Pets Allowed: Yes
Senior Community: No
Association: Yes
Hoa Fees Frequency: Annually
Bathroom Info
Total Baths: 6.00
Fullbaths: 5
Building Info
Window Features: WindowTreatments
Roof: Tile
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Florida
Pool Features: Gunite, Heated, InGround
Patio: RearPorch, FrontPorch, Patio, WrapAround
Pool Private: Yes
Exterior Features: Awnings, FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen, OutdoorShower, Storage
Fees / Restrictions
Financial
Original Price: $6,790,000
Disclosures: FloodInsuranceRequired,FloodPlainDisclosure
Garage / Parking
Open Parking: No
Parking Features: Driveway, Garage, GolfCartGarage, GarageDoorOpener, Oversized, GarageFacesSide
Attached Garage: Yes
Garage: Yes
Carport: No
Green / Env Info
Interior Features
Fireplace Desc: FamilyRoom, Gas, Outside, Stone
Fireplace: Yes
Floors: Carpet, PorcelainTile, Wood
Levels: ThreeOrMore
Spa: Yes
Laundry Features: Inside, LaundryRoom, UpperLevel
Interior Features: BuiltInFeatures, CeilingFans, CrownMolding, CathedralCeilings, CentralVacuum, DryBar, EatInKitchen, Elevator, HighCeilings, MainLevelPrimary, OpenFloorplan, SplitBedrooms, SolidSurfaceCounters, UpperLevelPrimary, VaultedCeilings, WalkInClosets, WoodCabinets, WindowTreatments
Appliances: BarFridge, ConvectionOven, Cooktop, Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Disposal, Microwave, Refrigerator, RangeHood, WineRefrigerator, Washer
Spa Features: Heated, InGround
Lot Info
Direction Remarks: US 41 to West on Blackburn Point Rd. Right on Casey Key Rd. to 144.
Lot Size Units: Acres
Lot Size Acres: 0.55
Lot Sqft: 24,092
Vegetation: PartiallyWooded
Lot Desc: FloodZone, OutsideCityLimits, PrivateRoad, Landscaped
Misc
Other
Special Conditions: None
Security Features: SecuritySystem
Other Rooms Info
Property Info
Section: 16
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Attached: No
New Construction: No
Construction Materials: Block, Stucco
Foundation: PillarPostPier, Slab
Human Modified: ,No,
Room Info
Total Rooms: 10
Sqft Info
Sqft: 5,397
Bulding Area Sqft: 10,722
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,024
Tax 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
Tax Annual Amount: 54908.02
Unit Info
Utilities / Hvac
Heating: Central, Electric
Water Source: Public
Sewer: SepticTank
Cool System: CentralAir, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableConnected, ElectricityConnected, WaterConnected
Waterfront / Water
Waterfront: Yes
Waterfront Features: BayAccess, GulfAccess
View: Yes
Water Body Name: LITTLE SARASOTA BAY
View: Bay, Ocean, Pond, Water
Directions
US 41 to West on Blackburn Point Rd. Right on Casey Key Rd. to 144.This listing courtesy of Premier Sotheby's International Realty
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MLS IDX data last updated on 08-11-2025 11:57 AM EST.
If you have any questions on 144 N Casey Key Road, Osprey, Florida, please call David Shippey at 863-521-4517.
MLS# A4660004 located at 144 N Casey Key Road, Osprey, Florida is brought to you by David Shippey REALTOR®
144 N Casey Key Road, Osprey, Florida has 4 Beds, 5 Full Bath, and 1 Half Bath.
The MLS Number for 144 N Casey Key Road, Osprey, Florida is A4660004.
The price for 144 N Casey Key Road, Osprey, Florida is $6,790,000.
The status of 144 N Casey Key Road, Osprey, Florida is Active.
The subdivision of 144 N Casey Key Road, Osprey, Florida is Casey Key.
The home located at 144 N Casey Key Road, Osprey, Florida was built in 2025.
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