1042 N CASEY KEY ROAD, Osprey, FL, 34229 | $3,750,000

One or more photo(s) has been virtually staged. Exceptional Waterfront Estate on North Casey Key. Set along the coveted shores of North Casey Key, this exceptional waterfront residence presents a rare opportunity to experience the very best of coastal Florida living. Nestled within the sought-after Palmer neighborhood and lovingly maintained by the same discerning owners since 1999, the home reflects a true sense of pride, care, and thoughtful stewardship throughout. Positioned on an expansive 0. 68-acre parcel with 131 feet of Sarasota Bay frontage and two deeded private beach access points, the property is surrounded by lush tropical landscaping and majestic oaks, creating a serene setting defined by timeless Old Florida charm. From tranquil mornings to vibrant evenings, enjoy both sunrises and sunsets from your own private waterfront retreat. Designed for both everyday comfort and effortless entertaining, the residence offers a traditional yet spacious layout featuring formal living and dining rooms, a generous family room, private office, bonus room, and a serene first-floor primary suite. Three additional guest bedrooms provide ample space for family and visitors, each with access to the outdoors to capture bay breezes and water views. Outdoor living is equally inviting, with a screened-in pool, covered boathouse accommodating vessels over 25 feet, and direct bay access for kayaking or boating. Whether entertaining poolside, gathering dockside, or enjoying quiet moments along the shoreline, the setting is both versatile and inviting.
Meticulously updated over time, the home includes a metal roof, two new HVAC systems, PGT impact windows, re-piping, new dock, and much more. . . offering peace of mind while preserving its character. With no storm damage and move-in-ready condition, the opportunity to begin enjoying the waterfront lifestyle is immediate. Ideally located just 15 miles south of downtown Sarasota and moments from Pine View School, shopping centers, nature parks, and the Legacy Trail, this property offers a unique balance of privacy and accessibility. A truly special home, thoughtfully cared for and ready for its next chapter. . . where generations can gather, relax, and create lasting memories.
Private tours available available with notice.

Features

  • Amenities: Security
  • Rooms: 10
  • Bedrooms: 4
  • Baths: 4 full / 1 half
  • Laundry: Inside, Laundry Room
  • Style: Key West
  • Year Built: 1995
  • Garage: 2-car Circular Driveway, Garage Door Opener
  • Heating: Central
  • Cooling: Central Air
  • Approx Sq. Feet: 4,781
  • Acreage: 0.68
  • Est. Taxes: $18,245
  • Lot Desc: Flood Insurance Required
  • View: Water
  • Water Front: Yes
  • Elem. School: Pine View School
  • Middle School: Pine View School
  • High School: Pine View School
  • Pool: In Ground
  • Pet Policy: Yes
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Water Filtration System, Wine Refrigerator
  • MLS#: A4674771
  • Days on Market: 161 days
  • Website: https://www.raveis.com
    /eprop/A4674771/1042ncaseykeyroad_osprey_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 5/24/2026 11:59:34 PM)
Listing courtesy of Coldwell Banker Realty   Phone: 941-366-8070

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NMLS Mortgage Loan Originator ID 16953

917.838.7300

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1042 N CASEY KEY ROAD, Osprey, FL, 34229

$3,750,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $3,000,000 $3,000,000 $3,000,000
Term 360 months 360 months 180 months
Initial Interest Rate** 6.000% 6.250% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.362% 6.385% 6.223%
Monthly Tax Payment $1,520 $1,520 $1,520
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $17,987 $18,472 $25,316
Total Monthly Payment $19,632 $20,117 $26,961

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.