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Single family home for sale at 644 W Winter Park St, Orlando, FL 32804 | MLS# O6443687 | Listing updated on 2026-10-08
Photo 1 of Single family home for sale at 644 W Winter Park St, Orlando, FL 32804 | MLS# O6443687 | Listing updated on 2026-10-08
Photo 2 of Single family home for sale at 644 W Winter Park St, Orlando, FL 32804 | MLS# O6443687 | Listing updated on 2026-10-08
Photo 3 of Single family home for sale at 644 W Winter Park St, Orlando, FL 32804 | MLS# O6443687 | Listing updated on 2026-10-08
Photo 4 of Single family home for sale at 644 W Winter Park St, Orlando, FL 32804 | MLS# O6443687 | Listing updated on 2026-10-08
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$1,425,000

Monthly Est:$7,093

  • Beds Icon5 Beds
  • Beds Icon
    6 Baths
  • Beds Icon3,298sqft

644 W Winter Park St, Orlando, FL 32804

$7,093/moEst:

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  • Single Family Residence

  • Built in 1950

  • $-- HOA

  • 11,996 sqft lot

  • $432/sq.ft

Description

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 stand
by 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!

  • Houzeo last checked: 8 minutes ago
  • Listing updated: October 8, 2026 at 12:49 pm
  • Listing Provided by: Molly Nichols (407) 924-3004 | CHARLES RUTENBERG REALTY ORLANDO (407) 622-2122
  • Source: Stellar MLS-FL | MLS#: O6443687 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    3

  • County

    Orange County

  • City

    Orlando

  • Neighborhood

    College Park

  • Year Built

    1950

  • HOA Fees

    -

  • Finished Area

    3,298 sqft

  • Lot Size

    11,996 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6443687

  • MLS Status

    Active

  • Days on Market

    9

  • Cumulative Days on Market

    9

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 6

  • Primary Bedroom

    Level: First

    Area: 240.00 Square Feet

    Dimensions: 15x16

  • Primary Bathroom

    Level: First

    Area: 126.00 Square Feet

    Dimensions: 14x9

  • Bedroom 2

    Level: Second

    Area: 150.00 Square Feet

    Dimensions: 15x10

  • Bedroom 3

    Level: Second

    Area: 136.50 Square Feet

    Dimensions: 13x10.5

  • Dining Room

    Level: First

    Area: 156.00 Square Feet

    Dimensions: 13x12

  • Living Room

    Level: First

    Area: 528.00 Square Feet

    Dimensions: 24x22

  • Office

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 15x8

  • Kitchen

    Level: First

    Area: 248.00 Square Feet

    Dimensions: 15.5x16

  • Laundry

    Level: First

    Area: 96.00 Square Feet

    Dimensions: 12x8

  • Balcony/Porch/Lanai

    Level: First

    Area: 540.00 Square Feet

    Dimensions: 30x18

  • Den

    Level: First

    Area: 162.75 Square Feet

    Dimensions: 15.5x10.5

  • Dinette

    Level: First

    Area: 140.00 Square Feet

    Dimensions: 14x10

Interior

  • Sewer

    Public Sewer

  • Exterior Features

    Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk

  • Interior Features

    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

  • Window Features

    Double Pane Windows

  • Flooring

    Hardwood, Wood

  • Cooling

    Central Air, Attic Fan

  • Heating

    Heat Pump

  • 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

Construction

  • Year Built

    Year Built: 1950

  • Home type

    Single Family Residence

  • Foundation Details

    Crawlspace, Slab, Stem Wall

  • Architectural Style

    Traditional

  • Roof

    Shingle

  • Property Condition

    Completed

  • Construction Materials

    Cement Siding

Utilities & Energy

  • Security Features

    Closed Circuit Camera(s), Security Fencing/lighting/alarms, Secured Garage/parking, Security Lights, Smoke Detector(s)

  • Fireplace Features

    Gas, Masonry

  • Parking Features

    Bath In Garage, Boat, Circular Driveway, Oversized, Workshop In Garage

  • Water Source

    Public

  • Utilities

    Bb/hs Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fiber Optics, Natural Gas Available, Natural Gas Connected, Phone Available, Public, Water Available, Water Connected

  • Laundry Features

    Laundry Room

Other Features

  • Vegetation

    Mature Landscaping

  • Lot Features

    City Limits, Near Golf Course, Oversized Lot, Sidewalk, Paved

  • Subdivision Name

    Dubsdread Add

  • Community Features

    Street Lights

  • Patio And Porch Features

    Covered, Front Porch, Patio, Porch, Rear Porch, Screened

Price History

DateEventPrice

09/29/2026

Source: mls_logoStellar MLS-FL #MFRO6443687

Listed for Sale

$1,425,000 +137.90%

$432/sqft

03/10/2019

Source: mls_logoStellar MLS-FL #MFRA4412730

Listing Removed

$599,000 +169.82%

$182/sqft

03/20/2015

Source: mls_logoStellar MLS-FL #MFRO5340118

Price Increased

$222,000 +11.06%

$67/sqft

03/20/2015

Source: mls_logoStellar MLS-FL #MFRO5340118

Sold

$199,900

$61/sqft

College Park Ranks #7 in Orlando, FL

Homes for sale
96

Homes

Rental prices
$1,717

Rental Prices

Median Home Price
$550K

Median Home Price

College Park, Orlando, FL neighborhood guide

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Based on information from Stellar MLS® through Oct 09, 2026, 06:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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