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$899,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,864 Sq. Ft.
  • Updated 12 hours ago

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Open House: 1:00 PM - 4:00 PM

Saturday 5/9 1:00 PM - 4:00 PM

1960 Winter Park Road,Winter Park, FL 32789

1960 Winter Park RoadWinter ParkFL32789

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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!

Full Property Details for 1960 Winter Park Rd

General

  • Price: $899,000
  • Taxes: $7,103 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6406091
  • Updated: 5/7/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 10
  • Interior Features: 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
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Security/Safety: Security System, Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Rain Gutters, Sidewalk
  • Deck/Patio: Deck, Patio, Side Porch
  • Porch/Patio/Deck: Deck, Patio, Side Porch

Parking

  • Parking Features: Circular Driveway, Parking Pad

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: CHARMONT
  • 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.
  • Direction Faces: West

School Information

  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park
  • Community Features: Sidewalks

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected

Structural Information

  • Exterior Const.: Metal Siding, Wood Frame
  • Roof: Shingle
  • Windows: Blinds, Double Pane Windows, Shutters
  • Stories/Levels: One
  • Square Feet: 1,864
  • Sq. Ft. Source: Public Records
  • Year Built: 1948

Additional Structures

  • Other Structures: Guest House, Shed(s)

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Size (Sq. Ft.): 10,258
  • Lot Size: 10258
  • Lot Dimensions: 123 x 83
  • Frontage: Street Brick
  • Street/Road Desc.: Brick
  • Fencing (Description): Fenced, Vinyl, Wood

Financial Considerations

  • Tax Amount: $7,103.3
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CHARMONT L/93 LOT 16 & S 15 FT LOT 17 BLK I
  • Flood Zone Info: X
  • APN: 72230125209160
  • Property ID: 72230125209160
  • Block/Lot/Section: I

Listed by Fannie Hillman & Associates

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Listing agents

— 1960 Winter Park Rd —

  • Fannie Hillman & Associates

  • Fannie Hillman & Associates

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1960 Winter Park Rd

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-80.9 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1960 Winter Park Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$899,000
85.36%
MLS
6/22/2018
Sold
$485,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1960 Winter Park Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,103
3%
$498,198
6%
2024
$6,879
4%
$471,429
3%
2023
$6,623
7%
$457,698
6%
2021
$6,184
-1%
$431,424
-3%
2022
$6,255
1%
$444,367
4%
2021
$6,184
-2%
$427,832
1%
2019
$6,298
126%
$425,105
105%
2018
$2,784
1%
$207,129
2%
2017
$2,752
2%
$202,869
2%
2016
$2,693
-2%
$198,696
1%
2015
$2,757
-1%
$197,315
1%
2014
$2,779
2%
$195,749
2%
2013
$2,713
—
$192,856
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Fannie Hillman & Associates

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1960 Winter Park Road, Winter Park, FL 32789 (MLS# O6406091) is a Single Family property with 3 bedrooms and 3 full bathrooms. 1960 Winter Park Road is currently listed for $899,000 and was received on May 07, 2026. Want to learn more about 1960 Winter Park Road? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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