ChrisRoye

1416 Border Drive, Winter Park, FL 32789

$660,000
  • 1416 Border Drive, Winter Park, FL 32789 Main Photo

31 Photos

Active Price Reduced by $15,000 on September 2nd, 2026
BEDS3 BATHS1 full SQUARE FEET1,243 MLS#O6434966
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONWINTER PARK VILLAGE

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. The buyer is to verify setbacks, utilities, impact fees, demolition requirements and permitted building dimensions with the City of Winter Park.

1416 Border Drive | MLS# O6434966

This single family home located at 1416 Border Drive, Winter Park, FL 32789 is currently listed for sale with an asking price of $660,000. This property was built in 1956 and has 3 bedrooms and 1 full baths with 1243 sq. ft. Border Drive is located in the WINTER PARK VILLAGE subdivision. Search WINTER PARK VILLAGE real estate on chrisroye.ikeyrealty.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Heating: Central
Home Style: Traditional
Lot Size: 0.16 Acres
Roof Type: Membrane
Stories: 1.0
Taxes: $966
Year Built: 1956

Amenities

Other
Lighting
Sidewalk

Feature Descriptions

Appliances: None
Community Features: Street Lights
Days on Site: 18
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
Exterior: Block
Flood Zone Code: X
Flooring: Other
Foundation: Slab
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: City Limits, Paved
Lot Dimensions: 0.16
Ownership: Fee Simple
Pets Allowed: Yes
Pets Restrictions: Buyer's responsibility to confirm all information is accurate.
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: See Remarks, ShowingTime
Special Sale Provisions: None
Utilities: Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Water Available, Water Connected
Vegetation: Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: R-1A

Local Schools

High School: Winter Park High
Middle School: Maitland Middle
Elementary School: Dommerich Elem

Listed By / Shown By

Listed By

Agency Name: PREMIER SOTHEBY'S INTL. REALTY
Agency Contact: 407-644-3295

Shown By

Agent Name: Chris Roye
Agent Phone: (219) 545-5880
Agency Title: Key Realty

IDX logo

Estimate Your Payment

Estimated Payment

$ 3,964.85 per month $3,691.85 Principal & Interest $80.50 Property Tax $192.50 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/08/2026. The listing information on this page last changed on 09/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 09/08/2026 12:56:41 AM EST) or MichRic (Michigan Regional Information Center) (last updated Mon 09/07/2026 11:17:35 PM EST) or Metrolist - RECOLORADO by MLSGRID (last updated Mon 09/07/2026 11:34:29 PM EST) or MRED MLS (last updated Tue 09/08/2026 12:53:50 AM EST) or NIRA MLS (last updated Mon 09/07/2026 11:04:48 PM EST) or RealComp MLS (last updated Tue 09/08/2026 12:45:40 AM EST) or Dayton MLS (last updated Mon 09/07/2026 11:46:44 PM EST) or NORIS MLS (last updated Mon 09/07/2026 11:14:22 PM EST) or IRES MLS (last updated Tue 09/08/2026 12:17:02 AM EST) or Colorado Real Estate Network IDX (last updated Mon 09/07/2026 7:03:59 PM EST) or CBRMLS (last updated Tue 09/08/2026 12:44:23 AM EST) or Multiple Listing Service of Greater Cincinnati (last updated Mon 09/07/2026 11:53:27 PM EST) or Terrehaute MLS (last updated Tue 09/08/2026 12:51:16 AM EST) or elevate MLS (last updated Tue 09/08/2026 12:44:55 AM EST) or Stellar MLS (last updated Tue 09/08/2026 12:39:34 AM EST) or NKY MLS (last updated Mon 09/07/2026 11:28:20 PM EST) or Wrist MLS (last updated Mon 09/07/2026 11:24:16 PM EST) or Firelands MLS (last updated Mon 09/07/2026 11:11:23 PM EST) or LCAR MLS (last updated Mon 09/07/2026 10:50:13 AM EST) or West Central MLS (last updated Mon 09/07/2026 9:53:29 PM EST) or Fort Myers (last updated Mon 09/07/2026 11:04:27 PM EST) or Aspen/Glenwood Springs MLS (last updated Mon 09/07/2026 9:30:25 PM EST) or Northern Nevada Regional MLS (last updated Tue 09/08/2026 12:51:44 AM EST) or MLS NOW (last updated Tue 09/08/2026 12:17:27 AM EST) or Northern Great Lakes Association of Realtors (last updated Tue 09/08/2026 12:19:12 AM EST) or Mansfield MLS (last updated Mon 09/07/2026 11:47:24 PM EST) or Metropolitan Indianapolis Board of Realtors (last updated Tue 09/08/2026 12:51:25 AM EST) or Grand Junction MLS (last updated Mon 09/07/2026 11:37:09 PM EST) or Knox County MLS (last updated Mon 09/07/2026 11:08:09 PM EST) or IRMLS (last updated Mon 09/07/2026 11:11:56 PM EST) or Pueblo MLS (last updated Tue 09/08/2026 12:43:50 AM EST) or Upper Peninsula MLS (last updated Mon 09/07/2026 11:10:07 PM EST) or Greater Lansing MLS (last updated Mon 09/07/2026 10:35:45 PM EST) or SEBAR MLS (last updated Mon 09/07/2026 11:39:18 PM EST) or Water Wonderland MLS (last updated Mon 09/07/2026 10:53:19 PM EST) or Eastern Upper Peninsula MLS (last updated Mon 09/07/2026 11:59:53 PM EST) or Scioto Valley MLS (last updated Mon 09/07/2026 10:02:41 PM EST) or Northern Michigan MLS (last updated Mon 09/07/2026 9:33:39 PM EST). Real estate listings held by brokerage firms other than Key Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.



Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: 1-877-539-7589 | Ohio Lic# REC.2010002888 6800 W Central Ave #B, Toledo, OH 43617 | Michigan Lic# 6505366134 8040 Summerfield Rd, Lambertville, MI 48144 | Indiana Lic# RC52400106 3029 W Smith Valley Rd #211, Greenwood, IN 46142 | West Virginia LIC# 010306 Erin Rickman, Broker. 410 Market St #3, Parkersburg, WV, 26101 | Colorado LIC# EC.100108419 603 Rood Ave, Grand Junction, CO 81501 | Nevada LIC# B.0146350.LLC 9190 Double Diamond Pwky, Reno, NV 89521 | Florida LIC# CQ1073507 16638 Mooner Plank Cir, Wimauma, FL 33598 | Illinois LIC# 481014661 640 S Washington St. Suite 212, Naperville, IL 60540



Agent License Information:  Brokerage/Company License Number: RC52400106

Login to My Homefinder