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$899,000
19 Days On Site

1960 WINTER PARK ROAD
WINTER PARK, FL 32789

Single Family Residence|Pending
3
Beds
3
Total Baths
3
Full Baths
1,864
SqFt
$482
/SqFt
1948
Built
Subdivision:
CHARMONT
County:
Orange
Call Now: +1 (407) 456-4820
Is this the listing for you? We can help make it yours.
+1 (407) 456-4820
1960 WINTER PARK ROAD1960 WINTER PARK ROAD1960 WINTER PARK ROAD1960 WINTER PARK ROAD
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Monthly Payment (Est.)

$4,102
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Under contract-accepting backup offers. 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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Listing Snapshot
Price 
$899,000
Days On Site 
19 Days
Bedrooms 
3
Inside Area (SqFt) 
1,864 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.24 Acres
Year Built 
1948
MLS® Number 
O6406091
Status 
Pending
Property Tax 
$7,103.3
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 days agoListing updated with changes from the MLS®
6 days agoStatus changed to Pending
3 weeks agoListing first seen on site
General Features
Acres 
0.24
Direction Faces 
West
Foundation 
Slab
Levels 
One
Parking 
Circular DrivewayParking Pad
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)
Sewer 
Public Sewer
SqFt Total 
1913
Utilities 
Cable AvailableElectricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
R-1AA
Interior Features
Appliances 
DishwasherDryerElectric Water HeaterMicrowaveRangeRefrigeratorTankless Water HeaterWasher
Basement 
Crawl Space
Cooling 
Central Air
Flooring 
Ceramic TileWood
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Built-in FeaturesCathedral Ceiling(s)Stone CountersWalk-In Closet(s)
Laundry Features 
Inside
Window Features 
Skylight(s)BlindsDouble Pane WindowsShutters
Balcony/Porch/Lanai 
Dimensions - 17.5x17Level - FirstDescription - Room10
Bathroom 2 
Dimensions - 8x5Level - FirstDescription - Room8
Bedroom 2 
Dimensions - 12x12Level - FirstDescription - Room7
Dining Room 
Dimensions - 15.5x11Level - FirstDescription - Room3
Family Room 
Dimensions - 13.5x19.5Level - FirstDescription - Room4
Kitchen 
Dimensions - 14x12.5Level - FirstDescription - Room2
Living Room 
Dimensions - 19.5x10Level - FirstDescription - Room1
Master Bathroom 
Dimensions - 11x9Level - FirstDescription - Room6
Master Bedroom 
Dimensions - 12x12.5Level - FirstDescription - Room5
Studio 
Dimensions - 11.5x18Level - FirstDescription - Room9
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Exterior Features
Construction Details 
Metal SidingFrame
Exterior 
Rain Gutters
Fencing 
FencedVinylWood
Other Structures 
Guest HouseShed(s)
Patio And Porch 
DeckPatioSide Porch
Roof 
Shingle
Windows/Doors 
Skylight(s)BlindsDouble Pane WindowsShutters
Community Features
Community Features 
SidewalksStreet Lights
Financing Terms Available 
CashConventional
MLS Area 
32789 - Winter Park
Township 
22
Schools
School District
Unknown
Elementary School
Unknown
Middle School
Audubon Park K-8
High School
Winter Park High
Listing courtesy of FANNIE HILLMAN & ASSOCIATES (407) 620-8683

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-26 10:03 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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