$5,495,000

144 N Casey Key Road, Osprey, FL 34229

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$5,495,000

(495,000) 01/28/2026

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 11/03/2026 21:03:11

Details for 144 N Casey Key Road

MLS# A4660004

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


Located on the exclusive stretch of North Casey Key, this private waterfront estate offers a rare blend of resort-style living, protected boating water, and direct Gulf beach access in one of Sarasota County’s most coveted coastal enclaves. Set on over half an acre along Little Sarasota Bay, this durably constructed residence, engineered for strength and storm protection, delivers a private, resort-style waterfront lifestyle defined by mature tropical landscaping, sweeping views of the Intracoastal Waterway and the Gulf of America, and exceptional privacy. With a private beach easement providing direct Gulf access and a 100-foot dock featuring dual 12,000-lb lifts, water, electric, and deep-water Intracoastal access, this property is truly a boater’s dream offering the best of both Gulf and bay living. Inside, dramatic water views greet you through expansive windows, filling the home with natural light and anchoring the open great room with coffered ceilings, custom millwork, and seamless indoor-outdoor living. The 2020-renovated kitchen showcases Cambria quartz countertops, custom cabinetry, premium stainless appliances, and an entertainer’s bar complete with wine refrigerator and ice maker. Designed for both comfort and retreat, the home offers two luxurious primary suites with spa-inspired baths and private terraces, additional guest suites, a dedicated office, elevator, and impact-rated windows and doors throughout. Outdoor spaces evoke a boutique resort experience, featuring a refinished pool, expanded travertine patios, tiered terraces, lush tropical plantings, and a rooftop deck with panoramic Gulf and bay views—perfect for sunset entertaining. Additional highlights include a three-car garage, whole-house generator, and extensive interior and exterior updates. Ideally located just minutes from Downtown Venice and Sarasota, residents enjoy easy access to renowned dining, shopping, cultural events, and convenient regional and international airports. A rare opportunity to own a private waterfront estate on North Casey Key combining private beach access, effortless boating, and refined coastal living.

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

Flooring: Carpet,Porcelain Tile,Wood

Doors/Windows: Window Treatments

Fireplaces: Outside, Family Room, Gas, Stone

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

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, Pool Sweep, Salt Water, Heated

Lot View: Bay,Beach,Ocean,Water

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

Waterfront Details


Standard Water Body: LITTLE SARASOTA BAY

Water Front Features: Bay Access, Gulf Access, Beach Access, Deeded Access, Bayfront

Community Features


Security Features: Security System

Driving Directions


Travel on US 41, West on Blackburn Point Rd. over the swing bridge to Casey Key. Bear Right onto North Casey Key Road. 144 North Casey Key will be shortly on the right (bayside)

Financial Considerations


Terms: Cash,Conventional

Tax/Property ID: 0146330013

Tax Amount: 51300

Tax Year: 2025

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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
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.

Schools nearby 144 N Casey Key Road

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Data powered by ATTOM Data Solutions. Copyright© 2026. 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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