644 W Winter Park St, photo 1
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Overview

5 bd6 ba3,298 sqft5 car garageSingle Family
TypeSingle Family
HOANone listed
Built1950
Lot11,996 sqft
Living area3,298 sqft
Price / sqft$432
Garage5 car

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Saturday, Oct 10 · 3:00 PM to 6:00 PM

About this home

Attic VentilatorDry BarEat-in KitchenOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit Bedroom

644 W Winter Park St is a 1950-built home in Dubsdread Add, Orlando. Inside you'll find 5 bedrooms, 6 bathrooms, and 3,298 square feet of living space. Listed at $1,425,000 (about $432/sqft), 9 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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!

The essentials

Built
1950
Price / sqft
$432
On market
10 days
Annual tax
$6,913
Flood zone
X · Low risk
Lot
11,996 sqft
Type
Single Family Residence

At a glance

Single family
3 stories · 1950
5 car garage
Bath In Garage
0.28 acres
Lot size
3,298 sqft
Living area

Payment

Est. monthly payment
$8,721/mo
Down payment (20%)
$285,000
Property taxes
$576/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1950
Lot
11,996 sqft
Cooling
Central Air, Attic Fan
Heating
Heat Pump
Parking
Bath In Garage, Boat, Circular Driveway, Oversized, Workshop in Garage
Days on Market
10
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
Outdoor Grill
Outdoor Kitchen
Rain Gutters
Sidewalk
Street Lights
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
Elementary
Princeton Elem
Middle
College Park Middle
High
Edgewater High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$6,913
Parcel #
14-22-29-2244-03-221

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Dubsdread Add
County
Orange
MLS Area
32804 - Orlando/College Park
Lot Size
11,996 sqft
City LimitsNear Golf CourseOversized LotSidewalkPaved

Price history

Date
Event
Price
9/29/2026
Listed for sale
Source: Stellar MLS #O6443687
$1,425,000
$432/sqft

Neighborhood

644 W Winter Park St
Orlando, FL, 32804 · 32804 - Orlando/College Park

Market insights

Offer Insights

Choose an offer strength

List price: $1,425,000
$1.40M – $1.43M
98.3% – 100% of listTops out right at the list price
80% of listList price
76 of the last 150 home closings in 32804 landed at this number or higher (51%). The median one sat 22 days before it went under contract, and this one is on day 10.

Sample: 150 closed home sales in 32804 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$8,721/mo
Principal & interest$7,432
Property taxes$576
Insurance$713
Down payment20% · $285,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$1,425,000

$432 per sq ft

Beds and baths

5 beds, 6 baths

Size

3,298 sq ft

Time on market

10 days

Year built

1950

Monthly payment

About $8,721/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $6,913 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byCHARLES RUTENBERG REALTY ORLANDOListing agent: Molly NicholsListing data from Stellar MLS, MLS# O6443687.

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