Overview
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.
Address
Open on Google Maps-
Address: PINEAPPLE
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City: ENGLEWOOD
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State/county: Sarasota
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Zip/Postal Code: 34223
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Area: ENGLEWOOD OF
Details
Updated on September 29, 2026 at 8:06 pm-
Property ID D6146625
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Price $199,900
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Land Area 0.9 Square Feet
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Property Status Land
Additional details
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CoListAgentFullName Alex Chirillo
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CoListAgentMlsId 256023245
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CoListOfficeMlsId 256010101
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CoListOfficeName RE/MAX ALLIANCE GROUP
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ContractStatusChangeDate 2026-03-18
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CumulativeDaysOnMarket 195
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CurrentUse Residential
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DaysOnMarket 195
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DirectionFaces West
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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.
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ElementarySchool Englewood Elementary
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HighSchool Lemon Bay High
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InternetAddressDisplayYN 1
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InternetAutomatedValuationDisplayYN 1
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InternetEntireListingDisplayYN 1
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ListAOR Englewood
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ListAgentAOR Englewood
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ListAgentEmail Team@stiverfirst.com
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ListAgentFullName Carla Stiver, PA
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ListAgentKey c8e8ec636207e2c1eb038cdf93a14050
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ListAgentMlsId 256021430
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ListAgentPreferredPhone 941-270-1460
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ListOfficeKey 6394457b5b103c255be8d9a512812d41
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ListOfficeMlsId 256010101
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ListOfficeName RE/MAX ALLIANCE GROUP
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ListOfficePhone 941-473-8484
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ListingContractDate 2026-03-06
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ListingTerms Cash, Conventional
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LotFeatures Corner Lot, In County, Near Golf Course, Near Marina, Oversized Lot
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LotSizeArea 39032
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LotSizeDimensions 139.4 x 280
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LotSizeSquareFeet 39032
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MLSAreaMajor 34223 - Englewood
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MiddleOrJuniorSchool L.A. Ainger Middle
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MlsStatus Active
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ModificationTimestamp 2026-09-29T18:37:00.223Z
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OnMarketDate 2026-03-18
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OriginalEntryTimestamp 2026-03-18T14:55:30.787Z
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OriginalListPrice 295000
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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Ownership Fee Simple
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ParcelNumber 0497120022
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PetsAllowed Yes
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PhotosChangeTimestamp 2026-03-18T18:47:56.134Z
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PhotosCount 16
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PriceChangeTimestamp 2026-09-29T18:37:00.223Z
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RoadFrontageType Street Paved
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RoadSurfaceType Paved
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Sewer Public Sewer
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SourceSystemKey 784879957
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp 2026-03-18T18:41:29.703Z
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StreetName PINEAPPLE
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StreetSuffix STREET
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TaxAnnualAmount 1216.39
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TaxBlock L
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TaxBookNumber A-29
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TaxLegalDescription LOT 4 BLK L PLAT OF ENGLEWOOD
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TaxLot 4
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TaxYear 2025
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Utilities BB/HS Internet Available, Cable Available, Electrical Nearby, Electricity Available, Public, Sewer Available, Sewer Nearby, Water Available, Water Nearby
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WaterSource Public
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Zoning RSF3
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