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644 W WINTER PARK STREET, ORLANDO, FL - photo 1

$1,425,000

644 W WINTER PARK STREET

ORLANDO, FL 32804

Estimated payment $8,550/month

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5Beds
6Baths
3,298Sq Ft
$432Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Fireplace
Garage
Built in 1950
11,996 sqft Lot

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 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!

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:5
  • •Bathrooms:6
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:3,298 sqft
  • •Total interior livable area:3,298 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:11,996 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1950

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Price history

DateEventPrice
2026-09-29T00:00:00.000ZListed for sale$1,425,000$432/sqft

Listing Agent

Molly Nichols

CHARLES RUTENBERG REALTY ORLANDO

Brokerage Phone: 407-622-2122

Source: Stellar MLS · MLS #O6443687

Data Powered by Home Junction, Inc.

Nearby

Schools

PRINCETON ELEMENTARY

Elementary · 0.4 mi

EDGEWATER HIGH

High · 0.5 mi

LAKE SILVER ELEMENTARY

Elementary · 0.8 mi

Supermarkets

Freehand Goods

0.1 mi

Publix

0.3 mi

City Maid Green

0.7 mi

Dining

Jade Bistro

0.1 mi

The Place To Be

0.3 mi

Christo's Cafe

0.5 mi

Parks

Albert Park

0.1 mi

Princeton Park

0.3 mi

Dartmouth Park

0.5 mi

Beaches

Lake Baldwin Park Beach

3.8 mi

Conrad Beach

14.2 mi

West Beach

14.3 mi

Nearby amenity locations include data © OpenStreetMap contributors.