Great location - 644 W WINTER PARK ST, ORLANDO
Single Family Residence at 644 W WINTER PARK ST, ORLANDO, photo 2 of 70
Single Family Residence at 644 W WINTER PARK ST, ORLANDO, photo 3 of 70
Garage parking for your golf cart - 644 W WINTER PARK ST, ORLANDO
Front porch - 644 W WINTER PARK ST, ORLANDO
Huge living room - 644 W WINTER PARK ST, ORLANDO
Living room - 644 W WINTER PARK ST, ORLANDO
Living room - 644 W WINTER PARK ST, ORLANDO
Living room - 644 W WINTER PARK ST, ORLANDO
Dining room - 644 W WINTER PARK ST, ORLANDO
Chefs kitchen - 644 W WINTER PARK ST, ORLANDO
Huge island w stand mixer storage with lift - 644 W WINTER PARK ST, ORLANDO
stainless steel farm sink - 644 W WINTER PARK ST, ORLANDO
natural gas range - 644 W WINTER PARK ST, ORLANDO
Wine fridge & 5ft wide built in refridgerator/freezer - 644 W WINTER PARK ST, ORLANDO
Breakfast bar - 644 W WINTER PARK ST, ORLANDO
Breakfast nook - 644 W WINTER PARK ST, ORLANDO
Half bath w exterior access - 644 W WINTER PARK ST, ORLANDO
Primary bedroom - 644 W WINTER PARK ST, ORLANDO
Primary bedroom - 644 W WINTER PARK ST, ORLANDO
Primary bath - 644 W WINTER PARK ST, ORLANDO
Jetted soaking tub never runs out of hot water w gas insta hot - 644 W WINTER PARK ST, ORLANDO
Primary bath - 644 W WINTER PARK ST, ORLANDO
Bed 2 upstairs - 644 W WINTER PARK ST, ORLANDO
Bed 3 upstairs - 644 W WINTER PARK ST, ORLANDO
Bath upstairs - 644 W WINTER PARK ST, ORLANDO
Office - 644 W WINTER PARK ST, ORLANDO
Office - 644 W WINTER PARK ST, ORLANDO
Laundry room with hanging racks, gas insta hot water heater - 644 W WINTER PARK ST, ORLANDO
Den/kid cave - 644 W WINTER PARK ST, ORLANDO
Back porch 30X18 - 644 W WINTER PARK ST, ORLANDO
Back porch - 644 W WINTER PARK ST, ORLANDO
Summer kitchen with hot/cold water sink, gas - 644 W WINTER PARK ST, ORLANDO
Wood burning fire pit - 644 W WINTER PARK ST, ORLANDO
Fire pit and back porch - 644 W WINTER PARK ST, ORLANDO
Over sized 12,000 sft lot - 644 W WINTER PARK ST, ORLANDO
Electric gate - 644 W WINTER PARK ST, ORLANDO
Single Family Residence at 644 W WINTER PARK ST, ORLANDO, photo 38 of 70
Guest house has private entrance and address - 644 W WINTER PARK ST, ORLANDO
Plenty room for a pool - 644 W WINTER PARK ST, ORLANDO
4 car garage w lift and half bath - 644 W WINTER PARK ST, ORLANDO
Car lift and lots of storage - 644 W WINTER PARK ST, ORLANDO
Half bath garage - 644 W WINTER PARK ST, ORLANDO
Single Family Residence at 644 W WINTER PARK ST, ORLANDO, photo 44 of 70
Guest house porch with views of Edgewater Dr - 644 W WINTER PARK ST, ORLANDO
Guest house entrance - 644 W WINTER PARK ST, ORLANDO
Guest house - 644 W WINTER PARK ST, ORLANDO
Living room - 644 W WINTER PARK ST, ORLANDO
Kitchen - 644 W WINTER PARK ST, ORLANDO
Kitchen island w bar - 644 W WINTER PARK ST, ORLANDO
Plenty of storage and pantry - 644 W WINTER PARK ST, ORLANDO
Laundry room - 644 W WINTER PARK ST, ORLANDO
Ensuite bedroom 1 - 644 W WINTER PARK ST, ORLANDO
Bath - 644 W WINTER PARK ST, ORLANDO
Bedroom 2 w hall bath access - 644 W WINTER PARK ST, ORLANDO
Hall bath w bedroom access - 644 W WINTER PARK ST, ORLANDO
Steps from historic Edgewater Dr - 644 W WINTER PARK ST, ORLANDO
Walk to Shops, restaurants, gym, banks and more - 644 W WINTER PARK ST, ORLANDO
Walk or ride bikes anywhere - 644 W WINTER PARK ST, ORLANDO
Convenient location - 644 W WINTER PARK ST, ORLANDO
College Park at its best - 644 W WINTER PARK ST, ORLANDO
Walk or drive your golf cart to Dubsdread Golf Course - 644 W WINTER PARK ST, ORLANDO
Single Family Residence at 644 W WINTER PARK ST, ORLANDO, photo 63 of 70
Single Family Residence at 644 W WINTER PARK ST, ORLANDO, photo 64 of 70
Combined floor plan - 644 W WINTER PARK ST, ORLANDO
First floor - 644 W WINTER PARK ST, ORLANDO
Second floor 2 bed 1 bath attic access - 644 W WINTER PARK ST, ORLANDO
Back Shop/garage w half bath - 644 W WINTER PARK ST, ORLANDO
1200 sft garage/shop w half bath - 644 W WINTER PARK ST, ORLANDO
Guest house above garage - 644 W WINTER PARK ST, ORLANDO
70 photos

$1,425,000

644 W WINTER PARK ST
ORLANDO, FL 32804
Listed by Molly Nichols · CHARLES RUTENBERG REALTY ORLANDO
Bedrooms
5
Bathrooms
5
Living area
3,298 sqft
Year built
1950

About this home

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!

Highlights

Fireplace

Property details

MLS #
MFRO6443687
Property type
Single Family Residence
Subdivision
DUBSDREAD ADD
Status
Active
Days on market
N/A
On market date
September 29, 2026
Stories
N/A
Total bathrooms
5
Garage spaces
5
Parking spaces
N/A
Lot size
0.28 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
PRINCETON ELEMENTARY
0.38 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
444
Student:teacher ratio
14.8:1
District
ORANGE
Middle
COLLEGE PARK MIDDLE
0.75 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
712
Student:teacher ratio
18.3:1
District
ORANGE
High
EDGEWATER HIGH
0.5 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,993
Student:teacher ratio
23.4:1
District
ORANGE

Walkability

Blended score for ORLANDO's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

90
Highly walkable
out of 100
EPA National Walkability Index
17.2 / 20 -- Most walkable
Google Places amenity density
95 / 100
Restaurants & cafes20
Grocery stores3
Parks9
Schools20
Transit stops20
Pharmacies9

Market position

How this listing compares to current activity in ORLANDO, from live MLS data.

On the market 0 days -- 108 fewer days than ORLANDO's current average of 108 days.
For reference, the median list price across 7,253 active listings in ORLANDO right now is $250,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$8,732/mo
$285,000 down
$1,140,000 loan
Principal & interest$7,394
Property tax (est.)$1,188
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 24 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.