$1,425,000
 $7,650 est/mo Sourced by Back At You

644 W Winter Park St,ORLANDO, FL 32804

ORLANDO, FL 32804

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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!

Details

MLS #O6443687
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive Under Contract
Year1950
Days On Site15
Listing Provided ByCHARLES RUTENBERG REALTY ORLANDO | Molly Nichols

Features

Bed(s)5
Bath(s) 6 Total
SQ Feet3,298
Garage5
Story(s)3
ZoningR-1/T/W/SP
Acreage0.28
Golf CourseYes
Property ViewCity

Taxes

Property6913

Area Information

StateFL
CountyOrange
CityORLANDO
Zip Code32804
Area32804 Orlando | College Park
Community NameDUBSDREAD ADD
School DistrictEdgewater High
Elementary SchoolPrinceton Elem
High SchoolEdgewater High
Listing VS Median (in DUBSDREAD ADD)
Price:
$1,425,000
low | high
Med:
$1,387,500
52.631578947368% of Average
sqft:
3,298
low | high
Med:
3,187
53.365676167374% of Average
$ / sqft:
$432
low | high
Med:
$435
49.212921771268% of Average
On site:
15
low | high
Med:
10.5
100% of Average
Sourced by Back At You

Market Activity 32804

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 14, 2026 at 4:54:54 AM PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyOrange
CityORLANDO
Zip Code32804
Area32804 Orlando | College Park
Community NameDUBSDREAD ADD
School DistrictEdgewater High
Elementary SchoolPrinceton Elem
High SchoolEdgewater High
Listing VS Median (in DUBSDREAD ADD)
Price:
$1,425,000
low | high
Med:
$1,387,500
52.631578947368% of Average
sqft:
3,298
low | high
Med:
3,187
53.365676167374% of Average
$ / sqft:
$432
low | high
Med:
$435
49.212921771268% of Average
On site:
15
low | high
Med:
10.5
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.68M - $1.781M
sqft: 2,000 - 4,000
Nearby Listings Property ImageNearby Listings Details
555 CLAYTON ST Property Photo 1
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555 Clayton St
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520 CLAYTON ST Property Photo 1
$1,260,000
520 Clayton St
Orlando, FL 32804
516 CLAYTON ST Property Photo 1
$1,469,000
516 Clayton St
Orlando, FL 32804
Listing Updated: October 13, 2026 at 1:02:06 PM PDT
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