
1416 Border DriveWinter Park, FL, 32789
- Price per sqft
- $499
- Days on market
- 48
- Listed Aug 21, 2026
- Last reduction
- −$40,000
- Oct 1, 2026
About this property
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. The buyer is to verify setbacks, utilities, impact fees, demolition requirements and permitted building dimensions with the City of Winter Park.
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Projected rental revenue and ownership costs
Property details
- Property type
- Single Family Residence
- Street address
- 1416 Border Drive
- City
- Winter Park
- State
- FL
- ZIP code
- 32789
- Year built
- 1956
- New construction
- No
- Faces
- East
- Rooms
- 8
- Living area
- 1,243 sqft
- Total building area
- 1,378 sqft
- Architectural style
- Traditional
- Levels
- One
Price & sale history
Asking price reduced by $55,000 (8.1%) since first listed.
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| Price reducedMLS #O6434973 | $620,000Change: −6.1%−$40,000 | −6.1%−$40,000 | |
| Price reducedMLS #O6434966 | $620,000Change: −6.1%−$40,000 | −6.1%−$40,000 | |
| Price reducedMLS #O6434966 | $660,000Change: −2.2%−$15,000 | −2.2%−$15,000 | |
| Price reducedMLS #O6434973 | $660,000Change: −2.2%−$15,000 | −2.2%−$15,000 |
Location
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