199 Caddy Rd
Welcome to your effortless Florida getaway or lucrative investment opportunity! This beautifully updated 3-bedroom, 2-bathroom, 2-car garage home in Rotonda West’s desired Oakland Hills subdivision comes fully turn-key furnished—down to the dishes, linens, and silverware—so you can simply unpack your bags or start generating rental income from day one. Peace of mind comes built-in with major capital improvements, including a newer roof (2022), A/C (2018), new exterior fascia, brand-new gutters, and public water and sewer utilities. Inside, the remodeled chef's kitchen serves as the heart of the home, featuring a new center island, stunning new granite countertops with a matching backsplash, a new stainless steel sink and faucet, and sleek newer appliances. Freshly painted inside and out, the home shines with gorgeous waterproof laminate flooring throughout the main living areas, plush new carpet in all three bedrooms, and remote-controlled ceiling fans paired with updated light fixtures in every room. Boasting over 2000 square feet of bright, open-concept living space, the intuitive floor plan flows seamlessly between the formal living and dining areas into a sprawling 11x28 sunlit family room. The oversized 12x17 primary suite serves as a true retreat, complete with a large walk-in closet, a private bathroom with a walk-in shower, and a dedicated 11x19 adjoining den/office—perfect for remote work, hobbies, or a quiet reading nook. Step outside to enjoy serene waterfront living right in your own backyard along the crystal-blue freshwater canal, with peaceful neighborhood views framing the front. Nestled in a pristine, highly sought-after community with exceptionally low HOA fees of just $190 per year, you are only minutes away from five championship golf courses, local dining, shopping, and the world-class sandy beaches of Boca Grande and Englewood. Whether you are searching for your family's year-round dream home, a seasonal retreat, or a high-performing turn-key investment, this property delivers it all. Schedule your private tour today!
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Vineland Elementary School
Assigned school for this home
Lemon Bay High School
Assigned school for this home
L. A. Ainger Middle School
Myakka River Elementary School
Redeemer Lutheran School
Genesis Christian Academy
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 08/26/2026 | Listed for sale | $314,900 |
Listed by Anneliese Morris · KELLER WILLIAMS ISLAND LIFE REAL ESTATE · 9412546467
Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.
Last Updated: September 21, 2026 at 6:33 PM | Source: Stellar MLS | MLS#: D6148550

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