1960 WINTER PARK ROAD, Winter Park, FL 32789

• 3 beds |
• 3 baths |
• 1,864 sqft

Property Description

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 Status:

Active

Date Added:

May 7, 2026

Data Last Updated:

May 12, 2026 at 1:23AM

Listing Office:

FANNIE HILLMAN & ASSOCIATES : 407-644-1234

Listing Agent:

MaryStuart Day : 407-620-8683

MLS ID:

O6406091

Interior

• General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Living Room/Dining Room ComboPrimary Bedroom Main FloorSolid Wood CabinetsStone CountersWalk-In Closet(s)Window Treatments
• Rooms: Family RoomFormal Living Room SeparateInside Utility
• Appliances: DishwasherDryerElectric Water HeaterMicrowaveRangeRefrigeratorTankless Water HeaterWasher
• Laundry: Inside
• Flooring: Ceramic TileWood
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: French DoorsRain GuttersSidewalk
• Other Structures: Guest HouseShed(s)DeckPatioSide Porch
• Parking: Circular DrivewayParking Pad

Construction

• Roofing: Shingle
• Windows: Skylight(s)BlindsDouble Pane WindowsShutters
• General: Metal SidingFrameOneCrawlspaceSlab

Location

• Road/Access: Brick
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AACHARMONT L/93 LOT 16 & S 15 FT LOT 17 BLK I07-22-30-1252-09-160
• Fencing: FencedVinylWood

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple