Exceptional and Almost an Acre in the Heart of Old Englewood! Opportunities like this are becoming increasingly rare. This homesite offers an impressive amount of space in one of Englewood’s most desirable and convenient locations. The size of this vacant lot provides flexibility for a spacious primary residence while still leaving room for additional features such as a detached garage, workshop, outdoor living areas, or extra storage for recreational vehicles and boats. The property is surrounded by mature Old Florida vegetation that creates a naturally private setting and a beautiful backdrop for future construction. With RSF3 zoning, there is potential to divide and create multiple homesites, making it an appealing option for builders, investors, or those simply looking to secure a large piece of land close to the water and downtown. Just a few blocks away, Historic Dearborn Street offers a true Old Englewood feel with locally owned restaurants, unique shops, art galleries, and seasonal community events. Nearby marinas, boat ramps, and waterfront parks make it easy to spend time on Lemon Bay, while both Englewood Beach and Manasota Key Beach are only a short drive away. Golf courses, pickleball, medical facilities, and everyday shopping are also conveniently close. A previous home was located on the property, so public water, sewer, and electric service are available, and three existing culvert driveways are already in place to provide convenient access to the property. If you have been searching for a larger homesite with an outstanding location and plenty of flexibility for future plans, this property is well worth a look at Pineapple Ave in Englewood.
- Lot size: 39,032 sqft
- 155 days on market
- Directions: From the intersection of West Dearborn Street and South McCall Road in Englewood, drive west on West Dearborn St, turn right onto Old Englewood Rd, then left onto West Wentworth St, lot is on the corner of Pineapple St and W Wentworth St on the right.
- County: Sarasota
- Geo subdivision: ENGLEWOOD OF
Nearby Schools
Englewood Elementary
L.A. Ainger Middle
Lemon Bay High
Features
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Steven Koleno
Consumer-First Real Estate Architect
- Source: Stellar MLS
- MLS #: D6146625
Listing updated: August 6, 2026 at 5:03PM
Listing provided by: Carla Stiver, PA, RE/MAX ALLIANCE GROUP
Last checked 14 days ago
Listing provided by: Carla Stiver, PA, RE/MAX ALLIANCE GROUP
Last checked 14 days ago
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