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15+/- Retail / Multifamily Development Site

$5,950,000

8399 Cypress Rd, Englewood, FL 34224

Active
Last Updated: 07/07/2026

15 acres

Lot Area

 
Details:
Lot Area:    15 acres
Highlights:
  • 15 +/- total acres with Seller willing to subdivide into three lots:
  • 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
  • o TOTAL: $5,950,000 for Entire Site
  • 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
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.

This exceptional development opportunity is located in the rapidly expanding community of Englewood, Florida, along the scenic and sought-after Southwest Coast of Florida in Charlotte County.

Positioned on a peninsula extending into Charlotte Harbor, Englewood serves as the only connection point to the World Famous, Boca Grande—a well-known luxury island community with a quaint and private fishing village history.

Englewood has experienced significant growth over the past five years, with a 12.2% increase in population and a projected additional growth of 8.5% over the next five years. To support this rising population, new residential communities continue to emerge, including the master-planned Island Lakes at Coco Bay and Palm Lake at Coco Bay by Lennar, both offering resort-style amenities.

This property sits on Winchester Boulevard, the new north-south main corridor, stretching from Placida/Boca Grande to the south, northward to River Road connecting to I-75, it lies just west of Rotonda West, a distinctive, circular community made up of seven neighborhoods and approximately 9,000 home sites. Winchester Boulevard is currently undergoing a road widening project that will service the rapidly expanding local development including Wellen Park and the proposed Winchester Ranch Development.

Charlotte County is home to several unique tourist destinations that help drive the local economy through job creation and visitor spending. Highlights include the 785-room Sunseeker Resort Charlotte Harbor, featuring pools, retail, restaurants, and a convention center, as well as Fisherman’s Village—a waterfront resort offering dining, boutique shopping, and a marina just across the harbor.

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