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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1/27
$675,000 Just Listed
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1/27
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: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6434966
- Updated: 8/21/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 8
- Interior Features: Other
- Appliances: None
- Furnishings: Unfurnished
- Flooring: Other
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Other
Exterior
- Exterior Features: Lighting, Sidewalk
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
- Direction Faces: East
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.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Water Available, Water Connected
Structural Information
- Architectural Info: Traditional
- Architectural Style: Traditional
- Exterior Const.: Block
- Roof: Membrane
- Stories/Levels: One
- Square Feet: 1,243
- Sq. Ft. Source: Public Records
- Year Built: 1956
Lot Features
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 6,857
- Lot Size: 6857
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Financial Considerations
- 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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1416 Border Drive, Winter Park, FL 32789 (MLS# O6434966) is a Single Family property with 3 bedrooms and 1 full bathroom. 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 Single Family 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.