144 N Casey Key Road, Osprey, FL 34229
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
144 N Casey Key Road,Osprey, FL 34229
$5,990,000
- 4 Beds
- 6 Baths
- 5,397 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, Nov 1601:00 pm - 03:00 pm
Listed by: joel schemmel
Office: douglas elliman
MLS#:A4660004
Source:MFRMLS
Price summary
- Price:$5,990,000
- Price per sq. ft.:$558.66
About this home
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.
Contact an agent
Home facts
- Year built:2003
- Listing ID #:A4660004
- Added:98 day(s) ago
- Updated:November 15, 2025 at 01:08 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:6
- Full bathrooms:5
- Half bathrooms:1
- Living area:5,397 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Tile
- Year built:2003
- Building area:5,397 sq. ft.
- Lot area:0.55 Acres
Schools
- High school:Venice Senior High
- Middle school:Laurel Nokomis Middle
- Elementary school:Laurel Nokomis Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$5,990,000
- Price per sq. ft.:$558.66
- Tax amount:$54,908 (2024)
New listings near 144 N Casey Key Road
- New
$4,300,000Active3 beds 3 baths3,006 sq. ft.431 Yacht Harbor Drive, OSPREY, FL 34229
MLS# A4671702Listed by: PAT WILLIAMS REALTY, LLC - New
$1,089,000Active3 beds 3 baths2,323 sq. ft.3936 Waypoint Avenue, OSPREY, FL 34229
MLS# A4670043Listed by: CORCORAN DWELLINGS REALTY - New
$98,000Active-- beds -- baths570 Blackburn Point Road #Lido 25, OSPREY, FL 34229
MLS# A4672091Listed by: BRIGHT REALTY - New
$2,595,000Active4 beds 4 baths3,953 sq. ft.49 Osprey Point Drive, OSPREY, FL 34229
MLS# A4671762Listed by: MICHAEL SAUNDERS & COMPANY - Open Sun, 1 to 3pmNew
$269,900Active2 beds 2 baths1,325 sq. ft.232 Woodland Drive, OSPREY, FL 34229
MLS# A4671600Listed by: PAT WILLIAMS REALTY, LLC - Open Sun, 1 to 4pmNew
$400,000Active2 beds 2 baths1,599 sq. ft.291 Hidden Bay Drive #101, OSPREY, FL 34229
MLS# N6141302Listed by: PARADISE EXCLUSIVE INC - Open Sun, 1 to 3pmNew
$936,000Active3 beds 3 baths2,283 sq. ft.172 Sea Anchor Drive, OSPREY, FL 34229
MLS# A4671745Listed by: GOLF & BAY PROPERTIES LLC - Open Sun, 1 to 3pmNew
$539,000Active2 beds 2 baths1,845 sq. ft.757 Placid Lake Drive, OSPREY, FL 34229
MLS# A4671642Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY - New
$995,000Active3 beds 2 baths1,869 sq. ft.1486 Landview Lane, OSPREY, FL 34229
MLS# D6144630Listed by: EXP REALTY LLC - Open Sun, 2 to 4pmNew
$660,000Active3 beds 2 baths2,279 sq. ft.804 Shadow Bay Way, OSPREY, FL 34229
MLS# A4671595Listed by: PREFERRED SHORE LLC