


$1,425,000
644 Winter Park Street
Orlando, FL 32804
Listing updated: October 1, 2026 at 3:05 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history2 days on market
- Status: ActiveSep 29, 2026
- Listed$1,425,000Sep 29, 2026
- Price increased$1,425,000
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 2
- Subdivision
- Dubsdread Add
- County
- Orange
- Year built
- 1950
- Living area
- 3,298 sq ft
- Price/sq ft
- $432
- Building area
- 5,088 sq ft (Owner)
- Lot size
- 11,996 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0235F)
- Garage
- 5 spaces
- Annual taxes
- $6,913 (2025)
- Parcel #
- 14-22-29-2244-03-221
- Zoning
- R-1/T/W/SP
- MLS #
- O6443687
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 4
- Half bathrooms
- 2
- Flooring
- Hardwood, Wood
- 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
- 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
- Laundry
- Laundry Room
- Stories / Levels
- Multi/Split
- Direction faces
- North
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Heat Pump
- Cooling
- Central Air, Attic Fan
Parking
- Garage spaces
- 5
- Attached garage
- Yes
- Parking features
- Bath In Garage, Boat, Circular Driveway, Oversized, Workshop in Garage
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer and buyer’s agent to independently verify all lease and rental restrictions with the applicable municipality.
Exterior & Construction
- Exterior features
- Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk
- Construction materials
- Cement Siding
- Roof
- Shingle
- Foundation
- Crawlspace, Slab, Stem Wall
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- 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
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 15x16 |
| Primary Bathroom | First | 14x9 |
| Bedroom 2 | Second | 15x10 |
| Bedroom 3 | Second | 13x10.5 |
| Dining Room | First | 13x12 |
| Living Room | First | 24x22 |
| Office | First | 15x8 |
| Kitchen | First | 15.5x16 |
| Laundry | First | 12x8 |
| Balcony/Porch/Lanai | First | 30x18 |
| Den | First | 15.5x10.5 |
| Dinette | First | 14x10 |
Listing Details
- Listing date
- 2026-09-29
- On market date
- 2026-09-29
- Original list price
- $1,425,000
- Occupant type
- Owner
- MLS area
- 32804 - Orlando/College Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-29
- Tax legal description
- DUBSDREAD ADDITION K/1 W 1/2 LOT 22 & ALL LOT 23 BLK C
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
I4 to Princeton St. Take a right on Edgewater Dr. and right on W Winter Park St. Home is on right
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 1, 2026 at 3:05 PM ET. All data is obtained from various sources and may not have been verified by 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.
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