644 W WINTER PARK STREET, ORLANDO, FL 32804

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$1,425,000

  • 5 BedroomBedrooms
  • 6 BathroomBathrooms
  • 3,298 Sq.Ft.
  • Single Family
  • Active Under Contract
  • MLS# O6443687
  • Floor Plan
  • Sold on 
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Property Description

Under contract-accepting backup offers. 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 guest house 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), guest house roof (2025), three HVAC systems including guest house (Main house 2015, 2025 & guest house 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 guest house 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 guest house, incredible garage/workshop space, outdoor entertaining and future-use flexibility. Schedule your private showing today!

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Property Details 644 W WINTER PARK STREET, ORLANDO, FL 32804

Facts & Features

  • MLS #: O6443687
  • Status: Active Under Contract
  • Date Listed: 09/29/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 1950
  • Style: Traditional
  • Price: $1,425,000
  • Acres: 0.28
  • Area: 32804 - Orlando/College Park
  • County: Orange
  • Subdivision: DUBSDREAD ADD
  • Bedrooms: 5
  • Bathrooms: 6
  • Full Baths: 4
  • Half Baths: 2
  • Total SqFt: 3,298

Amenities

  • Parking: Bath In Garage, Boat, Circular Driveway, Oversized, Workshop in Garage
  • # of Garages: 5
  • Features: Street Lights
  • Waterfront: Yes
  • Waterfront Type: Public

Interior

  • 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
  • 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
  • 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
  • Heating: Heat Pump
  • Cooling: Central Air, Attic Fan
  • # of Stories: 3.00

Exterior

  • Exterior Features: Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
  • Lot Description: City Limits, Near Golf Course, Oversized Lot, Sidewalk, Paved
  • Roof: Shingle
  • Construction: Cement Siding

Schools

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

Additional Information

  • Zoning: R-1/T/W/SP

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