
Residential Land for Sale in Winter Park, Florida
1421 Chestnut Ave, Winter Park, FL 32789
Under contract-accepting backup offers. Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer's dream-opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. Bring your custom builder and your vision to claim one of Winter Park's unique footprints. Property is being sold As-Is with value in the land. One car garage at rear of property with access thru deeded easement. Shed next to garage.
Location
- Street address
- 1421 Chestnut Ave
- County
- Orange County
- Zip code
- 32789
- Community
- Lake Knowles Terrace
- Elevation
- 90 feet
Directions
From Aloma and Lakemont proceed north on Lakemont onto Arbor Park Drive then left on Chestnut. Property is on Right.
Property details
- Lot size
- 0.17 acres7,405 sq ft
- Zoning
- R-1A
- MLS #
- MFRMLS O6442995
- Posted
Property taxes
- 2025
- $1,882
Parcels
- 32-21-30-4536-01-250
Legal description
LAKE KNOWLES TERRACE K/4 LOT 25 BLK 1
Details and features
Listing
- Type
- Land
Structure
- Water
- Public
- Sewer
- Public Sewer
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Sept 24, 2026 | Under contract | $750,000 | — | MFRMLS |
| Sept 18, 2026 | New listing | $750,000 | — | MFRMLS |