644 W WINTER PARK STREET ORLANDO FL 32804 | MLS #O6443687

644 W WINTER PARK STREET
ORLANDO, FL, 32804
$1,425,000
5 Beds
5 Baths
3,298 SqFt
0.28 Acres
Add
MLS #O6443687 image #0
Open House Oct 03, 2026
12:00 – 02:00
Open House Oct 04, 2026
12:00 – 03:00
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 14×25 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!

Property Details

Price:
$1,425,000
MLS #:
O6443687
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
DUBSDREAD ADD
Neighborhood:
32804orlandocollegepark
Listed Date:
Sep 29, 2026
Finished Sq Ft:
3,298
Total Sq Ft:
5,088
Lot Size:
11,996 sqft / 0.28 acres (approx)
Year Built:
1950
TraditionalPrimary Bedroom Main Floor32804 – Orlando/college Park32804orlandocollegeparkDubsdread AddPrinceton ElemCollege Park MiddleEdgewater HighCityBuyer And Buyer’s Agent To Independently Verify All Lease And Rental Restrictions With The Applicable Municipality.No MinimumPets Allowed

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Schools

Elementary School:
Princeton Elem
Middle School:
College Park Middle
High School:
Edgewater High

Interior

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
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Flooring
Engineered Hardwood, Hardwood
Heating
Heat Pump
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
Laundry Features
Laundry Room
Levels
Multi/Split

Exterior

Architectural Style
Traditional
Attached Garage YN
1
Construction Materials
Cement Siding
Covered Spaces
5
Direction Faces
North
Exterior Features
Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
Fencing
Masonry
Garage Spaces
5
Lot Features
City Lot, Near Golf Course, Oversized Lot, Sidewalk
Open Parking YN
1
Other Structures
Guest House, Outdoor Kitchen, Workshop
Parking Features
Bath In Garage, Boat, Circular Driveway, Oversized, Workshop in Garage
Patio And Porch Features
Covered, Front Porch, Patio, Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Closed Circuit Camera(s), Security Fencing/Lighting/Alarms, Security Lights, Smoke Detector(s)
View
City
Window Features
Double Pane Windows

Financial

Tax Year
2025
Taxes
$6,913

Map

Community

Subdivisions in ORLANDO

Market Summary

Current real estate data for Single Family in ORLANDO as of Sep 29, 2026
3,101
Single Family Listed
104
Avg DOM
284
Avg $ / SqFt
$656,685
Avg List Price

Property Summary

    Located in the DUBSDREAD ADD subdivision, 644 W WINTER PARK STREET ORLANDO FL is a Single Family for sale in ORLANDO, FL, 32804. It is listed for $1,425,000 and features 5 beds, 5 baths, and has approximately 3,298 square feet of living space, and was originally constructed in 1950. The current price per square foot is $432. The average price per square foot for Single Family listings in ORLANDO is $284. The average listing price for Single Family in ORLANDO is $656,685. To schedule a showing of MLS#o6443687 at 644 W WINTER PARK STREET in ORLANDO, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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