Back to Search
644 W Winter Park St, Orlando, FL 32804
644 W Winter Park St, Orlando, FL 32804
644 W Winter Park St, Orlando, FL 32804
644 W Winter Park St, Orlando, FL 32804
644 W Winter Park St, Orlando, FL 32804
644 W Winter Park St, Orlando, FL 32804
644 W Winter Park St, Orlando, FL 32804

644 W Winter Park St Orlando, FL 32804

$1,425,000

ACTIVE UNDER CONTRACT
Beds
5
Baths
6
Sqft
3,298
Acres
0.28
Year
1950
Days on Site
17 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$432
Date Listed
Sep 29, 2026

Description of 644 W Winter Park St, Orlando, FL 32804

Listing details for 644 W Winter Park St, Orlando, FL 32804 : 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 Updated : 10-12-2026 at 4:20 PM EDT
Listing Provided By

Molly Nichols, 407-622-2122, CHARLES RUTENBERG REALTY ORLANDO

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6443687

Property History

DateEventPrice
10/12/2026
Status change
$1,425,000 0%
$432/sqft
Source:Stellar MLS #MFRO6443687
9/29/2026
Listed for sale
$1,425,000 +541.9%
$432/sqft
Source:Stellar MLS #MFRO6443687
3/19/2015
Sold
$222,000 +11.1%
$67/sqft
Source:Stellar MLS #MFRO5340118
1/12/2015
Listed for sale
$199,900
$61/sqft
Source:Stellar MLS #MFRO5340118
Home Worth Check

Interested in 644 W Winter Park St, Orlando, FL 32804?

I agree to be contacted by Florida Realty Investments via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. For more information, please review our Privacy Policy.

Location of 644 W Winter Park St, Orlando, FL 32804

Streetview of 644 W Winter Park St, Orlando, FL 32804

Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 644 W Winter Park St, Orlando, FL 32804

Homes Similar to 644 W Winter Park St, Orlando, FL 32804

Related Blogs
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. Some IDX listings have been excluded from this website.
HomeOrlandoDubsdread Add
What's your home worth?
Have a top local Realtor give you a FREE Comparative Market Analysis