644 W Winter Park Street, ORLANDO, FL

$1,425,000

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5

Beds

6

Baths

3,298

Square feet

0.28

Acres

About 644 W Winter Park Street

LOCATION! Exceptional opportunity in the heart of historic College Park 32804! This one-of-a-kind property offers a beautifully renovated 3-bedroom, 2/1-bath main residence PLUS a detached 896 SF, 2-bedroom, 2-bath ADU/apartment above an impressive 4-car garage/shop with lift and half bath. The main residence was extensively renovated in 2015 while preserving its classic College Park charm. Major improvements include main roof (2015), ADU roof (2025), three HVAC systems including ADU (Main house 2015, 2025 & ADU 2025), completely replumbed including all supply and drain lines replaced and completely rewired. A whole-house natural gas Generac standby generator with automatic transfer switch. The open floor plan showcases original hardwood upstairs with engineered hardwood throughout the first floor. The chef-inspired kitchen features handcrafted solid-wood cabinetry with pull-outs and soft-close drawers, granite countertops, oversized island with prep sink, breakfast bar and custom KitchenAid stand-mixer lift with dedicated outlet. Appliances include a built-in refrigerator/freezer approximately 5' wide, double convection ovens, microwave, 36" five-burner gas cooktop, dishwasher and dual-zone wine cooler. A stainless farmhouse sink with instant hot water completes the space. The expansive 22'x24' living room features a natural gas fireplace and flows into an oversized dining area. Restored original French doors with crystal knobs open to a light-filled office, plus a separate den/media room. The spacious primary suite includes a 14'x7' custom walk-in closet with built-in shelving and built in safe. The spa-inspired bath features custom solid-wood dual vanities, granite countertops, walk-in shower with three shower heads including oversized rainfall shower, and 6' whirlpool tub. The laundry room offers extensive cabinetry, counter space, utility sink, hanging rack, stacked washer and natural gas dryer. Upstairs are two additional bedrooms, full bath and huge walk-in attic. The detached building offers a 4-car garage/shop with vehicle lift and half bath. Upstairs, the 896 SF fully furnished ADU has its own entrance and address at 646 W Winter Park Street and features 2 bedrooms, 2 baths, living area, full kitchen and laundry. The almost 12,000 SF lot is surrounded by a custom block wall with electric gate and offers exceptional off-street parking, a large paver circular driveway and space for at least six vehicles. Enjoy the 18'x30' covered screened porch with custom summer kitchen, sink with hot/cold water and garbage disposal, built-in Blackstone grill connected to natural gas. The backyard also features an 14x25 paver patio with wood burning fire pit with removable cooking grate and room for a custom pool and spa. Additional features include hardwired closed-circuit security cameras with DVR, city water/sewer and metered natural gas. Adding even more versatility and future potential, the property has been verified as eligible for conversion to commercial use. Just steps from Edgewater Drive, dining, entertaining, The Packing District and minutes drive to Lake Highland Preparatory School, Bishop Moore High School and St Charles Borromeo School this rare property combines historic charm, extensive renovations, separate ADU, incredible garage/workshop space, outdoor entertaining and future-use flexibility. Schedule your private showing today!

Features of 644 W Winter Park Street

MLS® # O6443687
Price $1,425,000
Bedrooms 5
Bathrooms 6.00
Full Baths 4
Half Baths 2
Square Footage 3,298
Acres 0.28
Year Built 1950
Type Residential
Sub-Type Single Family Residence
Style Traditional
Status Active

Community Information

Address 644 W Winter Park Street
Area Orlando/College Park
Subdivision DUBSDREAD ADD
City ORLANDO
County Orange
State FL
Zip Code 32804-4467

Amenities

Parking Bath In Garage, Boat, Circular Driveway, Oversized, Workshop in Garage
# of Garages 5
View City
Is Waterfront No
Has Pool No

Interior

Interior Features Attic Fan, Attic Ventilator, Dry Bar, Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Thermostat Attic Fan, Walk-In Closet(s), Wet Bar, Window Treatments
Appliances Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer, Wine Refrigerator
Heating Heat Pump
Cooling Central Air
Fireplace Yes
Fireplaces Gas, Masonry
# of Stories 3

Exterior

Exterior Features Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
Lot Description City Lot, Near Golf Course, Oversized Lot, Sidewalk
Roof Shingle
Foundation Crawlspace, Slab, Stem Wall

School Information

Elementary Princeton Elem
Middle College Park Middle
High Edgewater High

Additional Information

Date Listed September 29th, 2026
Zoning R-1/T/W/SP
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCHARLES RUTENBERG REALTY ORLANDO
Contact Info407-622-2122

Listing Map

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