644 W WINTER PARK STREET Orlando, FL $ 1,425,000
644 W WINTER PARK STREET
$ 1,425,000
Recently Listed
Open House 10/3 12pm - 2pm
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644 W WINTER PARK STREET

Orlando, FL, 32804
$ 1,425,000
Bedrooms5 Baths4.2 Sq 3,298

Monthly Estimate*

$ 8,998

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View a Virtual Tour

Single Family Home for sale in Orlando, FL

for $1,425,000 with 5 bedrooms and 4 full baths, 2 half baths. This 3,298 square foot home was built in 1950 on a lot size of 0.28.

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!

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Open House

10/3/2026 12:00 PM - 2:00 PM
10/4/2026 12:00 PM - 3:00 PM
644 W WINTER PARK STREET Orlando, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,425,000

Bedrooms

5

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 6,913

Style

Traditional

Lot Size

0.28

Year Built

1950

Town/City

Orlando

County/Region

Orange

MLS | Web ID

O6443687

Features
General
Sewer Public Sewer
Heating Heat Pump
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Cable Connected Electricity Available Electricity Connected Fiber Optics Natural Gas Available Natural Gas Connected Phone Available Public Street Lights Water Available Water Connected
Roof Shingle
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
Zoning R-1/T/W/SP
Garage Spaces 5
Patio/Porch Features Covered Front Porch Patio Porch Rear Porch Screened
Architectural Style Traditional
Security Features Closed Circuit Camera(s) Security Fencing/Lighting/Alarms Security Lights Smoke Detector(s)
Construction Materials Cement Siding
Pets Allowed Yes
Year Built 1950
View City
Levels Multi/Split
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name DUBSDREAD ADD
Facing Direction North
Garage Y/N true
Other Structures Guest House Outdoor Kitchen Workshop
Total Rooms 12
Full Baths 4
Status Active
Directions I4 to Princeton St. Take a right on Edgewater Dr. and right on W Winter Park St. Home is on right
High School Edgewater High
City ORLANDO
Senior Community Y/N false
MLS Area 32804 - Orlando/College Park
Lot Size Units Square Feet
Lot Size Square Feet 11996
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Princeton Elem
Land Lease Y/N false
Tax Annual Amount 6913
Middle/Junior High School College Park Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.zillow.com/view-imx/ddfe19d9-29c3-4753-8701-e241e50d6514?wl=true&setAttribution=mls&initialViewType=pano https://www.644wwinterparkst.com/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 22
Legal Description DUBSDREAD ADDITION K/1 W 1/2 LOT 22 & ALL LOT 23 BLK C
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Attic Bonus Room Breakfast Room Separate Den/Library/Office Family Room Formal Dining Room Separate Garage Apartment Inside Utility
ILS Total SQFT 896
ILS Under Air SQFT 896
Water View Y/N false
Flood Zone Code X
In Law Suite YN true
In Law Suite Description 2+ Bathrooms 2+ Bedrooms Detached (ADU) Kitchen Private Entrance
Flood Zone Code X Y
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Interior
Interior Amenities 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
Flooring Engineered Hardwood Hardwood
Furnished Y/N Partially
Fireplace Features Gas Masonry
Total Stories 3
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows
Fireplace Y/N true
Half Baths 2
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities Outdoor Grill Outdoor Kitchen Rain Gutters Sidewalk
Vegetation Mature Landscaping
Fencing Masonry
Parking Features Bath In Garage Boat Circular Driveway Oversized Workshop in Garage
Lot Features City Lot Near Golf Course Oversized Lot Sidewalk
Water Source Public
Lot Size Area 11996
Foundation Details Crawlspace Slab Stem Wall
Spa false
Building Area Total 5088
Lot Size Acres 0.28
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 5
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

mollynicholsrealtor@gmail.com

Email

Affordability Calculator

$9,574
Per Month
94%
6%
0%
Monthly Principal & Interest
$8,998
Monthly Property Taxes
$576
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Edgewater High High School High School
Pricing History
DatePricePrice ChangeDescription
9/29/2026$1,425,000 Listed Price

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644 W WINTER PARK STREET, Orlando, FL, 32804 is a Single Family Home for sale at $1,425,000 with 3,298 sqft and a lot size of 0.28. 644 W WINTER PARK STREET has 5 bedrooms, 4.2 baths, and was built in 1950. The property's zip code is 32804 which is in Orlando, FL