1416 Border Dr, photo 1
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Overview

3 bd1 ba1,243 sqftSingle Family
TypeSingle Family
HOANone listed
Built1956
Lot6,857 sqft
Living area1,243 sqft
Price / sqft$499

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

LightingSidewalkStreet Lights

1416 Border Dr is a 1956-built home in Winter Park Village, Winter Park. Inside you'll find 3 bedrooms, 1 bathrooms, and 1,243 square feet of living space. Listed at $620,000 (about $499/sqft), 51 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

The essentials

Built
1956
Price / sqft
$499
On market
51 days
Annual tax
$966
Flood zone
X · Low risk
Lot
6,857 sqft
Type
Single Family Residence

At a glance

Single family
Built 1956
6,857 sqft lot
Lot size
1,243 sqft
Living area

Payment

Est. monthly payment
$3,625/mo
Down payment (20%)
$124,000
Property taxes
$81/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1956
Lot
6,857 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
51
Lighting
Sidewalk
Street Lights
Elementary
Dommerich Elem
Middle
Maitland Middle
High
Winter Park High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$966
Parcel #
32-21-30-9428-06-030

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winter Park Village
County
Orange
MLS Area
32789 - Winter Park
Lot Size
6,857 sqft
City LimitsPaved

Price history

Date
Event
Price
10/1/2026
Price change
Source: Stellar MLS #O6434966
$620,000-6.1%
$499/sqft
-
Price change
Source: Stellar MLS #O6434966
$660,000-2.2%
$531/sqft
8/21/2026
Listed for sale
Source: Stellar MLS #O6434966
$675,000
$543/sqft

Neighborhood

1416 Border Dr
Winter Park, FL, 32789 · 32789 - Winter Park

Market insights

Offer Insights

Choose an offer strength

List price: $620,000
$605,000 – $620,000
97.2% – 100% of listTops out right at the list price
80% of listList price
96 of the last 191 home closings in 32789 landed at this number or higher (50%). The median one sat 21 days before it went under contract, and this one is on day 51 after a $55,000 cut.

Sample: 191 closed home sales in 32789 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$3,624/mo
Principal & interest$3,234
Property taxes$81
Insurance$310
Down payment20% · $124,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$620,000

$499 per sq ft

Beds and baths

3 beds, 1 baths

Size

1,243 sq ft

Time on market

51 days

Year built

1956

Monthly payment

About $3,625/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $966 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byPREMIER SOTHEBY'S INTL. REALTYListing agent: Audra WilksListing data from Stellar MLS, MLS# O6434966.

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