$5,990,000

144 N Casey Key Road, Osprey, FL 34229

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$5,990,000

(500,000) 10/06/2025

144 N Casey Key Road Osprey, FL 34229 - LITTLE SARASOTA BAY

For Sale MLS# A4660004

4 beds 6 baths 5,397 sq ft Single Family

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Data current as of 23/12/2025 21:25:07

Details for 144 N Casey Key Road

MLS# A4660004

Description for 144 N Casey Key Road, Osprey, FL, 34229 - LITTLE SARASOTA BAY


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.

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 4

Bathrooms: 6

Lot Size: 0.55 Acres

Square Feet: 5,397 sq ft

Year Built: 2003

Garage: Yes

Construction: Block,Stucco

Subdivision: Casey Key

Foundation: Pillar/Post/Pier,Slab

County: Sarasota

School Information


Elementary: Laurel Nokomis Elementary

Middle: Laurel Nokomis Middle

High: Venice Senior High

Room Information


Main Floor

Primary Bathroom:

Primary Bedroom: 21x14

Living Room: 15x14

Family Room: 15x13

Kitchen: 20x19

Great Room: 21x15

Upper Floor

Office: 14x13

Bedroom 3: 13x13

Bedroom 2: 13x13

Primary Bedroom: 22x19

Bathrooms

Full Baths: 5

1/2 Baths: 1

Additonal Room Information

Laundry: Inside, Laundry Room, Upper Level

Interior Features


Appliances: Wine Refrigerator, Exhaust Fan, Bar Fridge, Convection Oven, Microwave, Refrigerator, Cooktop, Dishwasher, Disposal, Dryer, Washer, Range Hood, Electric Water Heater

Flooring: Carpet,Porcelain Tile,Wood

Doors/Windows: Window Treatments

Fireplaces: Gas, Stone, Family Room, Outside

Additional Interior Features: Vaulted Ceiling(s), Eat-In Kitchen, Window Treatments, Walk-In Closet(s), Ceiling Fan(s), Central Vacuum, Elevator, Open Floorplan, Main Level Primary, Upper Level Primary, Solid Surface Counters, Wood Cabinets, High Ceilings, Split Bedrooms, Crown Molding, Dry Bar, Built-in Features, Cathedral Ceiling(s)

Utilities


Water: Public

Sewer: Septic Tank

Other Utilities: Cable Connected,Electricity Connected,Water Connected

Cooling: Ceiling Fan(s), Central Air

Heating: Electric, Central

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 3

Parking Description: Garage Door Opener, driveway, Garage, Golf Cart Garage, Oversized, Garage Faces Side

Roof: Tile

Pool: Gunite, In Ground, Heated

Lot View: Bay,Ocean,Water

Additional Exterior/Lot Features: Awning(s), Outdoor Grill, Outdoor Shower, Sprinkler/Irrigation, French Patio Doors, Outdoor Kitchen, Lighting, Storage, Patio, Front Porch, Wrap Around, Rear Porch, Landscaped, Private Road, Flood Zone, Outside City Limits

Waterfront Details


Standard Water Body: LITTLE SARASOTA BAY

Water Front Features: Bay Access, Gulf Access

Community Features


Security Features: Security System

Driving Directions


US 41 to West on Blackburn Point Rd. Right on Casey Key Rd. to 144.

Financial Considerations


Terms: Cash,Conventional

Tax/Property ID: 0146330013

Tax Amount: 54908.02

Tax Year: 2024

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price Change
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

Schools nearby 144 N Casey Key Road

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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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