Virtual TourMap

For SaleSingle Family ResidenceActive Under Contract

644 W Winter Park Street

Orlando, FL 32804

$1,425,000

40 Days On Site

  • 5Beds
  • 6Baths4 full, 2 half
  • 3,298Sq Ft
  • $432Per Sq Ft
  • 0.28Acres
  • 1950Built
Subdivision
Dubsdread Add
County
Orange
MLS®
O6443687

Overview

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!

Listing Snapshot

Price
$1,425,000
Days On Site
40 Days
Bedrooms
5
Inside Area (SqFt)
3,298 sqft
Total Baths
6
Full Baths
4
Partial Baths
2
Lot Size
0.28 Acres
Year Built
1950
MLS® Number
O6443687
Status
Active Under Contract
Property Tax
$6,913 (2025)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Owner

Property Details

General Features

18 items
Acres
0.28
Attached Garage
Yes
Direction Faces
North
Foundation
Slab
Garage
Yes
Garage Spaces
5
Levels
Multi/Split
Number Of Stories
3
Parking
Boat, Circular Driveway, Oversized, Workshop in Garage, Attached
Pets
Yes
Property Sub Type
Single Family Residence
Security
Closed Circuit Camera(s), Secured Garage/Parking, Security Lights, Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
5,088
Style
Traditional
Utilities
Cable Available, Natural Gas Available, Cable Connected, Electricity Available, Electricity Connected, Natural Gas Connected, Phone Available, Water Available, Water Connected
Water Source
Public
Zoning
R-1/T/W/SP

Interior Features

23 items
Appliances
Bar Fridge, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Basement
Crawl Space
Cooling
Central Air, Attic Fan
Fireplace
Yes
Fireplace Features
Gas, Masonry
Flooring
Hardwood, Wood
Furnished
Partially
Heating
Heat Pump
Interior
Dry Bar, Eat-in Kitchen, Open Floorplan, Stone Counters, Walk-In Closet(s), Wet Bar, In-Law Floorplan
Laundry Features
Laundry Room
Window Features
Double Pane Windows

Rooms

RoomDimensionsLevelFeatures
Balcony/Porch/Lanai30x18FirstBar
Bedroom 215x10Second
Bedroom 313x10.5Second
Den15.5x10.5First
Dinette14x10First
Dining Room13x12First
Kitchen15.5x16FirstGranite Counters, Kitchen Island
Laundry12x8First
Living Room24x22First
Master Bathroom14x9FirstDouble Vanity, Granite Counters
Master Bedroom15x16FirstCeiling Fan(s)
Office15x8First

Exterior Features

10 items
Construction Details
Cement Siding
Exterior
Outdoor Grill, Outdoor Kitchen, Rain Gutters
Fencing
Masonry
Lot Features
Near Golf Course, Paved
Other Structures
Guest House, Outdoor Kitchen, Workshop
Patio And Porch
Covered, Front Porch, Patio, Porch, Rear Porch, Screened
Roof
Shingle
View
City
Waterview
City
Windows/Doors
Double Pane Windows

Community Features

5 items
Community Features
Street Lights
MLS Area
32804 - Orlando/College Park
Township
22
Financing Terms Available
Cash, Conventional
Roads
Paved

Location

644 W Winter Park Street, Orlando, FL 32804 · 32804 - Orlando/College Park

$5M$4.9M
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Neighborhood & Commute

ZIP Code 32804

Median household income
$103,222
Income per person
$69,107
Households
10,161
Average household size
2.05
Median age
40.7

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Active Under Contract
  3. Listing first seen on site

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Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO (407) 924-3004

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-09 01:40 AM EST

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