$899,000.00
1960 WINTER PARK ROAD, WINTER PARK, FL - 32789
3 beds
3.0 baths
1,864 sqft
$899,000.00
1960 WINTER PARK ROAD, WINTER PARK, FL - 32789
Jessica Giraldo
$899,000.00
3 beds
3.0 baths
1,864 sqft
1960 WINTER PARK ROAD, WINTER PARK, FL - 32789
For Sale
Photo 1
  • Built in 1948
  • $482.30/sqft
  • Lot size: 10,258 sqft
  • 8 days on market

Discover the perfect canvas for your dream home at 1960 Winter Park Road! With utilities and sewer connected, plus a complete roof replacement in 2019, newer gutters with gutter guards added in 2020, and various new appliances and thoughtful upgrades since, this ¼-acre lot presents the ideal opportunity to either build new, or remodel. Zoned for the highly esteemed Audubon K-8 School, this property offers an ideal location nestled in one of the most coveted pockets of Winter Park. Stroll down the brick-lined street and land at East End market, Kelly’s Homemade Ice Cream, and all the shops and restaurants along the vibrant Corrine Drive corridor; walk around the corner to Blue Jacket Park; or venture North just 2.5 miles to discover the cultural delights of Park Avenue in downtown Winter Park. The existing 1940's home is still bursting with charm and potential. From the moment you arrive, the circular paver driveway and inviting front porch set the tone for a home that balances warmth and functionality. The main residence offers 2 bedrooms and 2 bathrooms across 1,500+ square feet, complemented by a detached 1-bedroom, 1-bath guest cottage. Ideal for extended stays, a private office, hobby space, or flexible living arrangements, the detached cottage presents endless possibilities, with enough space available for creative modifications to suit your needs. A paver 2-car parking pad off the circular drive allows room for temporary or long-term guests, with the added convenience of private entry to the detached dwelling via a paved walkway through the side gate. The main home is well-laid-out, with multiple living & dining spaces to make everyday living and entertaining a breeze, all anchored by hardwood flooring throughout. A spacious, paver side patio and large rear deck offer separate, gated outdoor living areas for versatility and enjoyment, while the rear deck overlooks a private, fenced-in backyard just waiting to be transformed into the perfect Florida oasis. If you are looking to land just a few minutes from downtown Orlando and downtown Winter Park, with easy Access to I-4…this is the location for you!

  • Directions: From Corrine Drive, go North on Winter Park Road. After you cross over Glenridge, this home is the second home on the right. OR from S. Pennsylvania Ave, it will turn into E. Lake Sue Ave., then turn right on Winter Park Road. The home is on the left, right before Glenridge Way.
  • County: Orange
  • Geo subdivision: CHARMONT

Nearby Schools

Audubon Park K-8

Winter Park High

Features

Financial

Let's get in touch!

Jessica Giraldo

Jessica Giraldo

Realtor®

See also

For Sale
1900 WINTER PARK ROAD, WINTER PARK, FL - 32789
$941,000.00
4 bds
2.0 ba
1,511 sqft
1900 WINTER PARK ROAD, WINTER PARK, FL - 32789
For Sale
515 FLORIDA STREET, ORLANDO, FL - 32806
$845,000.00
3 bds
4.0 ba
2,373 sqft
515 FLORIDA STREET, ORLANDO, FL - 32806
For Sale
790 S LAKE SYBELIA DRIVE, MAITLAND, FL - 32751
$960,000.00
3 bds
2.5 ba
2,021 sqft
790 S LAKE SYBELIA DRIVE, MAITLAND, FL - 32751
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6406091
Listing updated: May 14, 2026 at 5:38PM
Listing provided by: MaryStuart Day, FANNIE HILLMAN & ASSOCIATES
Last checked 23 hours ago
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