Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

1960 WINTER PARK ROAD

House Recently Sold
$892,500

BTC: 14.43007276

ETH: 559.66990450

Sold on: 2026-06-25
13 days
3 bds
3 ba
1,864 sqft

Overview

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!

Location

Details

Type:
Residential
Parking:
Circular Driveway / Parking Pad
Year Built:
1948
Lot:
0.24 Acres
Heating:
Central / Electric
Price/sqft:
$482
Cooling:
Central Air
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$575,000
$372K – $739K
Confidence Low
List vs. estimate
$324K above estimate
List $899,000 · +56.3%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$482
+7.8% vs. city median $447
Based on
9 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$7,103
2025
Pets
Allowed
All facts and features
  • Flooring

    • Ceramic Tile

    • Hardwood

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    Appliances

    • Dishwasher

    • Dryer

    • Electric Water Heater

    • Microwave

    • Range

    • Refrigerator

    • Tankless Water Heater

    • Washer

    Other 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

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Full bathrooms: 3

  • Parking

    • Circular Driveway

    • Parking Pad

    Property

    • Levels: One

    • Exterior Features: French Doors / Rain Gutters / Sidewalk

    Lot

    • Lot: 0.24 Acres

    Other Property Information

    • Parcel Number: 072230125209160

    • Zoning: R-1AA

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Electricity Connected

    • Public

    • Sewer Connected

    • Street Lights

    • Water Connected

  • Other financial information

    • Annual tax amount: $7,103

  • Source details

    • MLS ID: O6406091

    Other facts

    • Construction Materials: Metal Siding / Wood Frame

    • Foundation Details: Crawlspace / Slab

    • Laundry Features: Inside

    • Lot Features: City Lot / Sidewalk

    • Patio And Porch Features: Deck / Patio / Side Porch

    • Window Features: Blinds / Double Pane Windows / Shutters

    • Direction Faces: West

    • Other Structures: Guest House / Shed(s)

    • Living Area: 1864

    • Water Source: Public

    • Lot Size Dimensions: 123 x 83

    • Subdivision Name: CHARMONT

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

Recently Sold
$749,000
House
3 bds · 2 ba · 1,835 sqft
ROWENA PARK 02, ORLANDO
1735 WYCLIFF DRIVE
Recently Sold
$720,000
Townhouse
3 bds · 4 ba · 2,478 sqft
BALDWIN PARK REP 01, ORLANDO
1867 MEETING PLACE
Recently Sold
$845,000
House
3 bds · 2 ba · 2,155 sqft
TIMBERLANE, WINTER PARK
2208 HOWARD DRIVE
New
Recently Sold
$1,201,000
House
3 bds · 2 ba · 2,608 sqft
CONWILL ESTATES, WINTER PARK
1723 CHESTNUT AVENUE
New
Recently Sold
$735,000
House
5 bds · 4 ba · 2,150 sqft
LAWNDALE, WINTER PARK
1437 MILLER AVENUE
New
Recently Sold
$635,000
Townhouse
3 bds · 2 ba · 1,985 sqft
MIDWAY ADD, ORLANDO
22 E HAZEL STREET
New
Recently Sold
$735,000
House
3 bds · 2 ba · 1,739 sqft
WINTER PARK, WINTER PARK
738 S PENNSYLVANIA AVENUE
New
Recently Sold
$715,000
House
4 bds · 2 ba · 1,599 sqft
KENILWORTH SHORES SEC 04, WINTER PARK
688 BRECHIN DRIVE

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: FANNIE HILLMAN & ASSOCIATES