$1,425,000
Active

644 W WINTER PARK STREET

ORLANDO, FL 32804 — DUBSDREAD ADD
5 Beds
6 Baths
3,298 sqft
0.28 acres
Built 1950
5-Car Garage

About This Property

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!

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6443687
Year Built
1950
Levels
Multi/Split
Architectural Style
Traditional
Floor Number
3
Additional Rooms
Attic,Bonus Room,Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Garage Apartment,Inside Utility
Direction Faces
North
Occupant Type
Owner

Size & Structure

Living Area
3,298 sqft
Total Area
5,088 sqft
Lot Size
0.28 acres
Lot Sq Ft
11,996 sqft
Bedrooms
5
Full Baths
4
Half Baths
2
Garage Spaces
5
Stories
3

Interior

Flooring
Hardwood, Wood
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
Interior Features
Attic Ventilator, Dry Bar, Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
Laundry
Laundry Room
Windows
Double Pane Windows
Fireplace
Yes — Gas, Masonry
Furnished
Partially
A/C
Central Air, Attic Fan
Heating
Heat Pump

Exterior & Lot

Exterior Features
Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
Construction
Cement Siding
Roof
Shingle
Foundation
Crawlspace, Slab, Stem Wall
Patio/Porch
Covered, Front Porch, Patio, Porch, Rear Porch, Screened
Other Structures
Guest House, Outdoor Kitchen, Workshop
Fencing
Masonry
Lot Features
City Limits, Near Golf Course, Oversized Lot, Sidewalk, Paved
View
City

Water & Pool

Community & HOA

HOA
No
Community Features
Street Lights
Pets Allowed
Yes
Homestead
Yes
Security
Closed Circuit Camera(s), Security Fencing/Lighting/Alarms, Secured Garage/Parking, Security Lights, Smoke Detector(s)

Utilities & Systems

Water
Public
Sewer
Public Sewer
Utilities
BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fiber Optics, Natural Gas Available, Natural Gas Connected, Phone Available, Public, Water Available, Water Connected
Cooling
Central Air, Attic Fan
Heating
Heat Pump
Flood Zone
X
Parking
Bath In Garage, Boat, Circular Driveway, Oversized, Workshop in Garage

Financial

List Price
$1,425,000
Annual Taxes
$6,913
Tax Year
2025
Listing Terms
Cash, Conventional
Special Conditions
None

Schools

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

Virtual Tour

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Location