1960 WINTER PARK ROAD Winter Park, FL $ 899,000
1960 WINTER PARK ROAD
$ 899,000
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1960 WINTER PARK ROAD

Winter Park, FL, 32789
$ 899,000
Bedrooms3 Baths3.0 Sq 1,864

Monthly Estimate*

$ 5,535

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Single Family Home for sale in Winter Park, FL

for $899,000 with 3 bedrooms and 3 full baths. This 1,864 square foot home was built in 1948 on a lot size of 0.24.

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!

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Single Family Active

Price

$ 899,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 7,103

Style

Single Family Residence

Lot Size

0.24

Year Built

1948

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6406091

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Public Sewer Connected Street Lights Water Connected
Roof Shingle
Appliances Dishwasher Dryer Electric Water Heater Microwave Range Refrigerator Tankless Water Heater Washer
Zoning R-1AA
Patio/Porch Features Deck Patio Side Porch
Security Features Security System Smoke Detector(s)
Construction Materials Metal Siding Wood Frame
Pets Allowed Yes
Year Built 1948
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Sidewalks
County Orange
New Construction false
Property Type Residential
Subdivision Name CHARMONT
Facing Direction West
Garage Y/N false
Other Structures Guest House Shed(s)
Total Rooms 10
Full Baths 3
Status Active
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.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 10258
Carport Y/N false
Listing Terms Cash Conventional
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 7103.3
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 16
Legal Description CHARMONT L/93 LOT 16 & S 15 FT LOT 17 BLK I
Minimum Lease 8-12 Months
Water Access Y/N false
Additional Rooms Family Room Formal Living Room Separate Inside Utility
ILS Under Air SQFT 360
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Living Room/Dining Room Combo Primary Bedroom Main Floor Skylight(s) Solid Wood Cabinets Stone Counters Walk-In Closet(s) Window Treatments
Flooring Ceramic Tile Hardwood
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Double Pane Windows Shutters
Fireplace Y/N false
Half Baths 0
Laundry Features Inside
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities French Doors Rain Gutters Sidewalk
Vegetation Mature Landscaping
Fencing Fenced Vinyl Wood
Parking Features Circular Driveway Parking Pad
Lot Features City Lot Sidewalk
Water Source Public
Lot Size Area 10258
Foundation Details Crawlspace Slab
Spa false
Building Area Total 1913
Lot Dimensions 123 x 83
Lot Size Acres 0.24
Road Surface Type Brick
Private Pool false
Waterfront Y/N false
Road Frontage Type Street Brick
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

marystuart@dayresidential.com

Email

Affordability Calculator

$6,127
Per Month
90%
10%
0%
Monthly Principal & Interest
$5,535
Monthly Property Taxes
$592
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
5/8/2026$899,000 Listed Price

Map


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1960 WINTER PARK ROAD, Winter Park, FL, 32789 is a Single Family Home for sale at $899,000 with 1,864 sqft and a lot size of 0.24. 1960 WINTER PARK ROAD has 3 bedrooms, 3.0 baths, and was built in 1948. The property's zip code is 32789 which is in Winter Park, FL