About This Home

This 5-bedroom, 6-bathroom single family at 644 W WINTER PARK Street in Orlando, FL is listed for $1,425,000 ($432 per sqft). Built in 1950, the home offers 3,298 sqft of living space on a 0.28 acres lot.

Key Features

  • Built in 1950
  • 0.28 acre lot
  • 2 stories
  • Fireplace

Property Details

2 stories
4 full, 2 half
5-car garage
1950

Amenities

FireplaceViewHardwoodA/CRV Parking
Listing 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 Lak

e 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!

Monthly Cost Estimate

$7,621/mo

20% down · 6.5% · 30 years

Principal$1,031
Interest$6,175
Insurance$416

Estimates only. Actual payments may vary.

Location

644 W WINTER PARK Street

Orlando, FL 32804

DUBSDREAD ADD

Features & Amenities

Interior Features

Attic VentilatorDry BarEat-in KitchenOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsSplit BedroomStone CountersThermostatWalk-In Closet(s)Wet BarWindow Treatments

Exterior Features

Outdoor GrillOutdoor KitchenRain GuttersSidewalk

Property Details

Flooring

WoodHardwood

Construction

Cement Siding

Views

City

Outdoor Features

PatioPorch

Parking

BoatDrivewayGarageOversize

Heating

Heat Pump (Heating)

Cooling

Attic FanCentral Air

Appliances

Bar FridgeBuilt-In OvenConvection OvenCooktopDishwasherDisposalDryerExhaust FanGas Water HeaterIce MakerMicrowaveRangeRange HoodRefrigeratorTankless Water HeaterTouchless FaucetWasherWine Refrigerator

Questions & Answers

This 5-bedroom, 6-bathroom single family at 644 W WINTER PARK Street is listed at $1,425,000 ($432/sqft). The estimated monthly payment is $7,622 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1950, 0.28 acre lot, 2 stories, Fireplace. Interior Features: Attic Ventilator, Dry Bar, Eat-in Kitchen. Exterior Features: Outdoor Grill, Outdoor Kitchen, Rain Gutters.

This property is listed by Molly Nichols.

MN

Molly Nichols

Agent at Charles Rutenberg Realty Orlando LLC

Listed by Charles Rutenberg Realty Orlando LLC · Broker phone: (407) 622-2122 · View on Broker Site · Broker website

MLS# O6443687· Source: Stellar MLS· 33 days on PropertySimple

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

644 W WINTER PARK Street, Orlando, FL 32804

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