An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive itself is a mix of longtime homes and newer builds, shaded by mature trees and free of through traffic. Once the site is prepared, the parcel supports a custom plan with room to work in a pool, covered lanai, and summer kitchen. Bring your own builder, or ask for an introduction to builders already working in the area. Park Avenue shops and restaurants, Rollins College, the Farmers Market, and the chain of lakes are all a short drive away. Property sold as is. Buyer to verify setbacks, utilities, impact fees, demolition requirements, and permitted building dimensions with the City of Winter Park.
- Lot size: 6,857 sqft
- Directions: From I-4, take Exit 87 for Fairbanks Ave and head east. Turn left onto Denning Dr., then right onto Webster Ave. Turn left onto Border Dr. The property will be on the left
- County: Orange
- Geo subdivision: WINTER PARK VILLAGE
Nearby Schools
Dommerich Elem
Maitland Middle
Winter Park 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 #: O6434973
Listing updated: August 21, 2026 at 8:18PM
Listing provided by: Audra Wilks, PREMIER SOTHEBY'S INTL. REALTY
Last checked 4 hours ago
Listing provided by: Audra Wilks, PREMIER SOTHEBY'S INTL. REALTY
Last checked 4 hours ago
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