1-407-575-5392
Menu

644 W Winter Park Street, Orlando, FL

NEXT
PREV
$1,425,000

($432/sqft)

List Status: Active
644 W Winter Park Street
Orlando, FL 32804


5 beds
4 baths
3298 living sqft
Top Features
  • View: City
  • Subdivision: Dubsdread Add
  • Built in  1950
  • Single Family Residence
Description
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 b
Property Details
Property Features
Property Sub Type
Single Family Residence
View
City
Parking
Oversized, Circular Driveway, Workshop in Garage, Bath In Garage, Boat
County
Orange
Subdivision
DUBSDREAD ADD
Additional Information
Additional Lease Restrictions
Buyer and buyer’s agent to independently verify all lease and rental restrictions with the applicable municipality.
Additional Parcels YN
false
Additional Rooms
Attic, Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Garage Apartment, Inside Utility
Alternate Key Folio Num
14-22-29-2244-03-221
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
Architectural Style
Traditional
Association YN
false
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
6
Building Area Source
Owner
Building Area Total
5088
Building Area Total Srch SqM
472.69
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
432.08
Carport YN
false
Community Features
Street Lights
Construction Materials
Cement Siding
Cooling
Central Air, Attic Fan
Country
US
Cumulative Days On Market
2
Current Price
1425000.00
Direction Faces
North
Elementary School
Princeton Elem
Exterior Features
Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
Fencing
Masonry
Fireplace Features
Gas, Masonry
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2009-09-25
Flood Zone Panel
12095C0235F
Floor Number
3
Flooring
Hardwood, Wood
Foundation Details
Crawlspace, Slab, Stem Wall
Furnished
Partially
Garage Dimensions
28x32
Garage Spaces
5
Garage YN
true
Heating
Heat Pump
High School
Edgewater High
Homestead YN
1
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
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
Levels
Multi/Split
List AOR
Orlando Regional
Living Area Meters
306.39
Living Area Source
Owner
Living Area Units
Square Feet
Lot Features
City Limits, Near Golf Course, Oversized Lot, Sidewalk, Paved
Lot Size Acres
0.28
Lot Size Square Feet
11996
Lot Size Square Meters
1114
Middle Or Junior School
College Park Middle
Minimum Lease
No Minimum
Modification Timestamp
2026-10-01T19:05:16.684Z
New Construction YN
false
Occupant Type
Owner
Other Equipment
Generator
Other Structures
Guest House, Outdoor Kitchen, Workshop
Ownership
Fee Simple
Parcel Number
14-22-29-2244-03-221
Patio And Porch Features
Covered, Front Porch, Patio, Porch, Rear Porch, Screened
Pets Allowed
Yes
Pool Private YN
false
Postal Code Plus 4
4467
Property Condition
Completed
Public Survey Range
29
Public Survey Section
14
RATIO Current Price By Calculated SqFt
432.08
Road Responsibility
Public Maintained Road
Road Surface Type
Paved
Roof
Shingle
Room Count
12
Security Features
Closed Circuit Camera(s), Security Fencing/Lighting/Alarms, Secured Garage/Parking, Security Lights, Smoke Detector(s)
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Appointment Only, See Remarks, ShowingTime
Spa YN
false
Status Change Timestamp
2026-09-29T13:07:23.000Z
Stories Total
3
Tax Annual Amount
6913
Tax Block
C
Tax Book Number
K-1
Tax Legal Description
DUBSDREAD ADDITION K/1 W 1/2 LOT 22 & ALL LOT 23 BLK C
Tax Lot
22
Tax Year
2025
Total Acreage
1/4 to less than 1/2
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-142229224403221-R-N
Unparsed Address
644 W WINTER PARK ST
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
Vegetation
Mature Landscaping
Water Source
Public
Waterfront YN
false
Window Features
Double Pane Windows
Zoning
R-1/T/W/SP
Neighborhood Map
Popup

Property Photos
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo

MLS #MFRO6443687 Listing courtesy of Charles Rutenberg Realty Orlando provided by Stellar MLS.

Similar Listings

$1,292,079
9519 Florey Way
Orlando
5BR/4BA
| Pending
$1,320,000
13901 Myerson Avenue
Orlando
5BR/4BA
| Active
$1,324,900
10713 Belle Maisons Drive
Orlando
5BR/4BA
| Active
$1,325,000
19118 Palmland Street
Orlando
5BR/4BA
| Contingent



All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 10/1/26 6:14 PM) |

Listing Search



Translate Tool

Featured Listings
Windermere Real Estate
$950,000
4 BED
3 BATH
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! Seller's preferred lender is willing to... Read More
Windermere Real Estate
$2,400,000
5 BED
4 BATH
Beautifully renovated and exceptionally well-appointed, this 5,139-square-foot lakefront residence combines space, priva... Read More
Windermere Real Estate
$586,846
3 BED
2 BATH
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courty... Read More
Windermere Real Estate
$645,178
3 BED
2 BATH
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courty... Read More
Windermere Real Estate
$720,000
4 BED
2 BATH
Under contract-accepting backup offers. Welcome to this spacious pond-front home in Providence, featuring a private scre... Read More
Contact Wendy Morris

407-575-5392

Wendy Morris LLC

Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

Your privacy is our utmost concern. We will never sell your personal information. Privacy Policy
©2026 windermerehomes.net - all rights reserved. | Site Map