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$620,000 -$40,000 (-6.06%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1,243 Sq. Ft.
  • Updated 4 days ago
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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.

Full Property Details for 1416 Border Dr

General

  • Price: $620,000
  • Taxes: $966 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6434966
  • Updated: 10/1/2026
  • Added to Site: 46 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

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1416 Border Dr

School District:Orange County School District
NameGradesDistance
Dommerich Elementary School
601 North Thistle Lane, Maitland, FL 32751
K-51 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-122.7 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/01/2026
Price Reduced
$620,000
-6.06%
MLS
9/02/2026
Price Reduced
$660,000
-2.22%
MLS
8/21/2026
Listed
$675,000
58.82%
MLS
7/01/2026
Sold
$425,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Premier Sotheby's Intl. Realty

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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 $620,000 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.

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