Date
Details
Price
Change
Source
8/21/2026
Listed
$675,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/26
$675,000 Just Listed
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1/26
Property Description
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.
Full Property Details
Full Property Details for 1416 Border Dr
General
- Price: $675,000
- Taxes: $966 (2025)
- Status: Active
- Type: Lots/Land
- Source: MidFloridaRegionalMLS
- MLS ID: O6434973
- Updated: Today (8/21/2026)
- Added to Site: Today
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: WINTER PARK VILLAGE
- Driving 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
School Information
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Pet Restrictions: Buyer's responsibility to confirm all information is accurate.
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Public, Sewer Available, Sewer Connected, Water Available, Water Connected
Structural Information
- Current Bldg. Use: Residential
Lot Features
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 6,857
- Lot Size: 6857
- Lot Dimensions: 00 x 00
- Frontage: City Street
- Street/Road Desc.: Paved
Financial Considerations
- Price Per Acre: $4,218,750
- Tax Amount: $966
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINTER PARK VILLAGE T/97 LOT 3 BLK F
- Flood Zone Info: X
- APN: 322130942806030
- Property ID: 322130942806030
- Block/Lot/Section: F
Listed by Premier Sotheby's Intl. Realty
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Listing agent
— 1416 Border Dr —
Premier Sotheby's Intl. Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 1416 Border Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dommerich Elementary School 601 North Thistle Lane, Maitland, FL 32751 | K-5 | 1 mi |
Maitland Middle School 701 North Thistle Lane, Maitland, FL 32751 | 6-8 | 1 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 2.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1416 Border Dr
Tax History
Tax History for 1416 Border Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$966
5%
$97,205
6%
2024
$918
7%
$91,982
3%
2023
$859
21%
$89,303
6%
2021
$707
-3%
$84,177
-3%
2022
$729
3%
$86,702
4%
2021
$707
3%
$83,015
2%
2019
$686
2%
$81,149
2%
2018
$673
2%
$79,636
2%
2017
$657
3%
$77,998
2%
2016
$639
-2%
$76,394
1%
2015
$653
-1%
$75,863
1%
2014
$657
3%
$75,261
1%
2013
$640
—
$74,149
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1416 Border Dr
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- Lots/Land
- Active
- 0.47Acres
Listed by Kelly Price & Company Llc
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- Single Family
- Active
- Updated 44 minutes ago
- 4Beds
- 3Total Baths
- 2,545Sq. Ft.
Listed by Heidrich Group (407) 647-1211
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,785Sq. Ft.
Listed by Bonnie Johnson (407) 619-2083
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 2,016Sq. Ft.
Listed by Keller Williams Heritage Realty
- Single Family
- Active
- Updated 23 hours ago
- 4Beds
- 3Total Baths
- 2,321Sq. Ft.
Listed by Realty Hub
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 2,407Sq. Ft.
Listed by Heidrich Group (407) 647-1211
- Condo
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,328Sq. Ft.
Listed by Sandroni Holdings Real Estate Llc
- Single Family
- Active
- Updated 1 hour ago
- 4Beds
- 4Total Baths
- 3,470Sq. Ft.
Listed by Merdian Realty Llc
- Single Family
- Active
- Updated 5 hours ago
- 4Beds
- 3Total Baths
- 2,676Sq. Ft.
Listed by Florida Realty Investments
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,441Sq. Ft.
Listed by Anne Rogers Realty Group Inc
Sold by Stellar Non-Member Office
Sold by Stellar Non-Member Office
- Single Family
- Closed
- 5Beds
- 3Total Baths
- 2,330Sq. Ft.
Listed by Exp Realty Llc
Sold by Mainframe Real Estate
Sold by Mainframe Real Estate
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 1,778Sq. Ft.
Listed by Fannie Hillman & Associates
Sold by Wemert Group Realty Llc
Sold by Wemert Group Realty Llc
- Single Family
- Closed
- 4Beds
- 2Total Baths
- 1,700Sq. Ft.
Listed and Sold by White Whale Real Estate
1416 Border Drive, Winter Park, FL 32789 (MLS# O6434973) is a Lots/Land property with a lot size of 0.16 acres. 1416 Border Drive is currently listed for $675,000 and was received on August 21, 2026. Want to learn more about 1416 Border Drive? Do you have questions about finding other Lots/Land real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.