8399 Cypress Rd

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Address: 8399 Cypress Rd, Englewood, FL 34224, USA
Florida & Gulf Coast + Land/Development
Created date: July 8, 2025
Date last updated: September 29, 2026
Price: $5,500,000Investment Analyzer NEW!
  • 15 +/- total acres for $5,500,000. Seller will also consider subdividing;
  • o Parcel A: 1.2 +/- Acres - $775,000 Corner Lot Retail Parcel
  • o Parcel B: 1.2 +/- Acres - $675,000 Retail Parcel
  • o Parcel C: 12.5 +/- Acres - $4,500,000 Multifamily Parcel
  • Frontage on Cypress Road and Winchester Boulevard, which connects to Wellen Park and I-75 via River Road to the North and the world-famous Boca Grande via Placida Road to the South
  • Located between the established Wellen Park community and rapidly growing Englewood East/Rotanda Markets
  • Full Access median with turn lanes in place for the future Cypress Road
  • Development of this property could warrant a future traffic light at the intersection
  • Newly updated Live Local Act would permit multifamily units by-right on this property making it viable for apartments or a build-to-rent community
  • Seller also willing to parcel out two smaller General Commercial lots, which allow for a variety of uses including Bank, Pharmacy, Gas Station, Retail, Car Wash, Restaurant, among others

Property Description

Positioned along the emerging Winchester Boulevard Growth Corridor, this 15± acre development site in Englewood, Florida sits in the path of one of Southwest Florida’s fastest-growing expansion areas, offering a rare opportunity for mixed-use development amid strong residential and infrastructure growth. Winchester Boulevard is evolving into the region’s primary north–south connector, linking I-75 and South River Road to the north with Placida Road and Boca Grande to the south, while unifying Englewood, Englewood East, and Rotonda West into a single growth corridor. The site is centrally located within this active development axis. To the north, the 11,000-acre Wellen Park master-planned community continues to expand, alongside the proposed 3,148-acre Winchester Ranch project, which is expected to deliver approximately 6,500 new homes. Combined with ongoing buildout in Rotonda West and infill growth in Englewood East, the corridor is rapidly adding rooftops and driving demand for services. As these communities mature, demand is expected to accelerate for neighborhood retail, medical, restaurants, professional services, and housing, positioning Winchester Boulevard as a future mixed-use corridor. Located at the future intersection of Winchester Boulevard and Cypress Road, the site is well positioned to serve both existing and future populations. The property includes up to three development parcels that may be purchased together or individually. It is zoned Commercial General (CG), allowing a wide range of commercial uses, and also presents a strong opportunity for multifamily development under Florida’s Live Local Act without rezoning, subject to affordability requirements. The seller may subdivide the site into two ±1.2 acre commercial corner parcels fronting Winchester Boulevard and a ±12.6 acre multifamily parcel with frontage on Winchester Boulevard and future Cypress Road. This configuration supports phased development or a blended mixed-use approach. The multifamily component is well suited for apartments or build-to-rent housing under the Live Local Act, with recent clarifications supporting entitlement certainty within Charlotte County. The commercial parcels are positioned at the future Winchester Boulevard and Cypress Road intersection, an emerging node suitable for retail, restaurants, medical, financial services, fuel, pharmacy, and other neighborhood-serving uses.

Key Property Information

Listing Status: Available
Listing Type: Call for offers
Property Types: Land/Development
Price: $5,500,000
Lot Size: 15.00 Acres
Opportunity Zone: No
Property Website Click Here
Address: 8399 Cypress Rd, Englewood, FL 34224, USA
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