Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

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

  • For Sale
  • Active
  • Lots/Land
  • 0.16 Acres
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
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: Lots/Land
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6434973
  • Updated: 10/1/2026
  • Added to Site: 46 day(s) ago

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: $3,875,000
  • 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

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

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
9/01/2026
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.

Estimate the Cost for 1416 Border Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Premier Sotheby's Intl. Realty

Similar Properties near 1416 Border Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1871 Bryan Ave, Winter Park, FL 32789 - Photo 1 Just Listed
$599,000

1871 Bryan Ave  Winter Park, FL 32789

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 0.15
    Acres
Listed by Keller Williams Winter Park
822 Symonds Ave, Winter Park, FL 32789 - Photo 1
$599,999

822 Symonds Ave  Winter Park, FL 32789

  • Lots/Land
  • Active
  • 0.25
    Acres
Listed by Newberry Realty & Dev Grp Inc.
6203 Winegard Rd, Orlando, FL 32809 - Photo 1
$599,000

6203 Winegard Rd  Orlando, FL 32809

  • Lots/Land
  • Active
  • 0.86
    Acres
Listed by Commercial Real Estate Prof In
International Dr, Orlando, FL 32821 - Photo 1
$625,000

International Dr  Orlando, FL 32821

  • Lots/Land
  • Active
  • 2.5
    Acres
Listed by Exp Realty Llc

Just Listed near 1416 Border Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1310 Winston Rd, Maitland, FL 32751 - Photo 1 Just Listed
$635,000

1310 Winston Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,197
    Sq. Ft.
Listed by Bobby Christiano (407) 353-5714
630 N Wymore Road Rd, Maitland, FL 32751 - Photo 1 Just Listed
$36,024

630 N Wymore Road Rd  #360  Maitland, FL 32751

  • Commercial Lease
  • Active
Listed by Dover International Co., Inc.
1519 Glastonberry Rd, Maitland, FL 32751 - Photo 1 Just Listed
$525,000

1519 Glastonberry Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,905
    Sq. Ft.
Listed by The Agency Fl
120 Minnehaha Rd, Maitland, FL 32751 - Photo 1 Just Listed
$1,349,000

120 Minnehaha Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,464
    Sq. Ft.
Listed by Re/Max 200 Realty

Price Reduced near 1416 Border Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

601 Oranole Rd, Maitland, FL 32751 - Photo 1 Price Reduced
-$11,000 (-2.85%)
$374,900

601 Oranole Rd  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,950
    Sq. Ft.
Listed by Kay Shilling (407) 716-9861
1225 Lake Shadow Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$12,500 (-5.72%)
$205,900

1225 Lake Shadow Cir  #14102  Maitland, FL 32751

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,111
    Sq. Ft.
Listed by Realhome Service & Solutions Inc
603 Waverly Ln, Maitland, FL 32751 - Photo 1 Price Reduced
-$2,500 (-0.99%)
$249,500

603 Waverly Ln  #405B  Maitland, FL 32751

  • Condo
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,328
    Sq. Ft.
Listed by Sandroni Holdings Real Estate Llc
229 Flame Ave, Maitland, FL 32751 - Photo 1 Price Reduced
-$10,000 (-1.02%)
$969,000

229 Flame Ave  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,055
    Sq. Ft.
Listed by Bhhs Florida Realty

Recent Sales near 1416 Border Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2881 Temple Trail, Winter Park, FL 32789 - Photo 1 Sold
$560,000

2881 Temple Trail  Winter Park, FL 32789

  • Townhouse
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,704
    Sq. Ft.
Listed by Fannie Hillman & Associates
Sold by Real Broker, Llc
1956 Japonica Rd, Winter Park, FL 32792 - Photo 1 Sold
$539,000

1956 Japonica Rd  Winter Park, FL 32792

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,923
    Sq. Ft.
Listed by Proplogik Realty Inc
Sold by Jr Realty Group Llc
703 Nicoma Trail, Maitland, FL 32751 - Photo 1 Sold
$640,000

703 Nicoma Trail  Maitland, FL 32751

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,842
    Sq. Ft.
Listed and Sold by Corcoran Premier Realty
1622 Arbor Park Dr, Winter Park, FL 32789 - Photo 1 Sold
$675,000

1622 Arbor Park Dr  Winter Park, FL 32789

  • Lots/Land
  • Closed
  • 0.18
    Acres
Listed by Fannie Hillman & Associates
Sold by Fannie Hillman & Associates

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 $620,000 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.

Tour this property