Set within the prestigious community of Bonita Bay, this expansive estate home at 26230 Woodlyn Drive captures the essence of refined Florida living, perfectly positioned along the signature Bay Island course with sweeping views of holes 5, 6, and 7. Originally built as a model by Harwick Homes, the residence showcases timeless design and extensive upgrades throughout. Spanning a thoughtful and livable layout, the home offers a first-floor primary suite along with an additional guest bedroom, while two generously sized ensuite bedrooms occupy the second level—each providing comfort and privacy for family and guests alike. Recent enhancements elevate both style and function, including rich hardwood flooring in the primary suite and all three guest rooms, a newer roof (2019), a backup generator, a sophisticated Lutron lighting system, and several striking new light fixtures. A cozy chat room creates an inviting space for relaxed conversation, while a dedicated wine room accommodates up to 850 bottles—ideal for collectors and entertainers. Seamless indoor-outdoor living is at the heart of this home. Expansive pocketing sliders with zero-corner design dissolve the boundary between interior and exterior spaces, opening to a spectacular screened lanai that spans the entire length of the residence and incorporates a second-level guest balcony. The outdoor living experience is exceptional—featuring a resort-style pool within an expanded cage (2024), multiple seating areas, a fireplace, outdoor kitchen, and an outdoor dining area with a table that accommodates 12 with ease. Additional features include both an attached two-car garage and a detached single-car garage—each air-conditioned—offering flexibility for vehicles, storage, or hobbies. Much of the furniture has been recently updated and is negotiable with the purchase, providing a convenient move-in-ready option if desired. Residents of Bonita Bay enjoy an unparalleled lifestyle with access to a private beach park, the waterfront dining destination Backwater Jack’s, miles of scenic walking and biking paths, and multiple community parks. Optional membership at Bonita Bay Club provides access to five championship golf courses, a premier racquet center with tennis and pickleball, a resort-style pool, state-of-the-art fitness facilities, and a full-service luxury spa. This is a rare opportunity to own a meticulously crafted home in one of Southwest Florida’s most sought-after communities—where elegance, comfort, and lifestyle converge.
Sold for $3,800,000
Zillow last checked:
Listing updated:
Bought with:
Tom Ostrander
Compass Florida LLC
Source: SWFLMLS,MLS#: 226015950
Originating MLS: Naples
Originating MLS: NaplesPrice history
| Date | Event | Price |
|---|---|---|
| 8/7/2026 | Sold | $3,800,000-3.2%$601/sqft |
Source:  SWFLMLS #226015950 Report a problem | ||
| 5/9/2026 | Pending sale | $3,925,000$621/sqft |
Source: SWFLMLS #226015950 Report a problem | ||
| 4/23/2026 | Listed for sale | $3,925,000+9%$621/sqft |
Source: SWFLMLS #226015950 Report a problem | ||
| 3/14/2025 | Sold | $3,600,000-2.7%$570/sqft |
Source: SWFLMLS #225007099 Report a problem | ||
| 2/18/2025 | Pending sale | $3,700,000$586/sqft |
Source: SWFLMLS #225007099 Report a problem | ||
| 1/27/2025 | Listed for sale | $3,700,000-6.3%$586/sqft |
Source: SWFLMLS #225007099 Report a problem | ||
| 6/3/2024 | Listing removed | -- |
Source: SWFLMLS #224009015 Report a problem | ||
| 4/16/2024 | Price change | $3,950,000-8.1%$625/sqft |
Source: SWFLMLS #224009015 Report a problem | ||
| 1/29/2024 | Listed for sale | $4,300,000+11%$680/sqft |
Source:  Coconut Coast Realtors #224009015 Report a problem | ||
| 4/30/2019 | Listing removed | $3,875,000$613/sqft |
Source: Royal Shell Real Estate, Inc. #219001334 Report a problem | ||
| 1/4/2019 | Listed for sale | $3,875,000+17.4%$613/sqft |
Source: Royal Shell Real Estate, Inc. #219001334 Report a problem | ||
| 5/16/2007 | Sold | $3,300,000+41.6%$522/sqft |
Source: Public Record Report a problem | ||
| 3/28/2000 | Sold | $2,330,000+454.8%$369/sqft |
Source: Public Record Report a problem | ||
| 5/27/1999 | Sold | $420,000$66/sqft |
Source: Public Record Report a problem | ||
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