$899,000
Off-Market Date: 05/20/20261960 Winter Park Road Winter Park, FL 32789
Pending MLS# O6406091
3 beds 3 baths 1,864 sq ft Single Family
Details for 1960 Winter Park Road
MLS# O6406091
Description for 1960 Winter Park Road, Winter Park, FL, 32789
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!
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 3
Bathrooms: 3
Lot Size: 0.24 Acres
Square Feet: 1,864 sq ft
Year Built: 1948
Stories: 1 Story
Construction: Metal Siding,Wood Frame
Subdivision: Charmont
Foundation: Crawlspace,Slab
County: Orange
School Information
Middle: Audubon Park K-8
High: Winter Park High
Room Information
Main Floor
Porch: 17x17.5
Living Room: 10x19.5
Studio: 18x11.5
Bathroom 2: 5x8
Bedroom 2: 12x12
Primary Bathroom: 9x11
Primary Bedroom: 12.5x12
Family Room: 19.5x13.5
Dining Room: 11x15.5
Kitchen: 12.5x14
Bathrooms
Full Baths: 3
Additonal Room Information
Laundry: Inside
Interior Features
Appliances: Tankless Water Heater, Electric Water Heater, Washer, Microwave, Range, Refrigerator, Dishwasher, Dryer
Flooring: Ceramic Tile,Wood
Basement: Crawl Space
Doors/Windows: Shutters, Window Treatments, Skylight(s), Blinds, Double Pane Windows
Additional Interior Features: Walk-In Closet(s), Window Treatments, Skylights, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Living/Dining Room, Main Level Primary, Separate/Formal Living Room, Stone Counters, Wood Cabinets
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Connected,High Speed Internet Available,Municipal Utilities,Sewer Connected,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Parking Description: Parking Pad, Circular Driveway
Roof: Shingle
Lot Dimensions: 123x83
Fencing: Vinyl, Wood, fenced
Additional Exterior/Lot Features: French Patio Doors, Rain Gutters, Side Porch, Patio, Deck, Landscaped, City Lot
Out Buildings: Guest House, Shed(s)
Community Features
Community Features: Street Lights, Sidewalks
Security Features: Security System, Smoke Detector(s)
Driving 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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 07-22-30-1252-09-160
Tax Amount: 7103.3
Tax Year: 2025
A broker reciprocity listing courtesy: FANNIE HILLMAN & ASSOCIATES
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Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Sales History & Tax Summary for 1960 Winter Park Road
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1960 Winter Park Road
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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