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$295,000 Just Listed
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Property Description
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.
Full Property Details
Full Property Details for Pineapple St
General
- Price: $295,000
- Taxes: $1,216 (2025)
- Status: Active
- Type: Lots/Land
- Source: MidFloridaRegionalMLS
- MLS ID: D6146625
- Updated: Today (3/18/2026)
- Added to Site: Today
Location
- Area: 34223 - Englewood
- County: Sarasota
- Development Name: 34223 - Englewood
- Subdivision: ENGLEWOOD OF
- Driving 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.
- Direction Faces: West
School Information
- Elementary School: Englewood Elementary
- Middle School: L.A. Ainger Middle
- High School: Lemon Bay High
Community
- Community Name: 34223 - Englewood
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electrical Nearby, Electricity Available, Public, Sewer Available, Sewer Nearby, Water Available, Water Nearby
Structural Information
- Current Bldg. Use: Residential
Lot Features
- Lot Size (Acres): 0.9
- Lot Size (Sq. Ft.): 39,032
- Lot Size: 39032
- Lot Dimensions: 139.4 x 280
- Frontage: Street Paved
- Street/Road Desc.: Paved
Financial Considerations
- Price Per Acre: $327,778
- Tax Amount: $1,216.39
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 4 BLK L PLAT OF ENGLEWOOD
- Flood Zone Info: AE
- APN: 497120022
- Property ID: 497120022
- Block/Lot/Section: L
Listed by Re/Max Alliance Group
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Price & Sales History for Pineapple St
Date
Details
Price
Change
Source
3/18/2026
Listed
$295,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for Pineapple St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,680
-10%
$148,700
-15%
2024
$1,862
5%
$175,500
3%
2023
$1,775
16%
$169,700
35%
2021
$1,527
-4%
$125,600
-14%
2022
$1,590
4%
$146,500
49%
2021
$1,527
19%
$98,400
22%
2019
$1,284
8%
$80,465
10%
2018
$1,192
20%
$73,150
10%
2017
$993
-16%
$66,500
-8%
2016
$1,187
-2%
$72,200
—
2015
$1,206
—
$72,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for Pineapple St
Pineapple Street, Englewood, FL 34223 (MLS# D6146625) is a Lots/Land property with a lot size of 0.9 acres. Pineapple Street is currently listed for $295,000 and was received on March 18, 2026. Want to learn more about Pineapple Street? Do you have questions about finding other Lots/Land real estate for sale in Englewood? You can browse all Englewood real estate or contact a Coldwell Banker agent to request more information.

