
Listing Courtesy of:
STELLAR / Premier Sotheby's Intl. Realty - Contact: 407-644-3295

421 Lakewood Drive Winter Park, FL 32789
Sold (334 Days)
$4,087,500
Description
MLS #:
O6153641
O6153641
Taxes
$24,481(2023)
$24,481(2023)
Lot Size
0.72 acres
0.72 acres
Type
Single-Family Home
Single-Family Home
Year Built
1957
1957
Style
Traditional
Traditional
Views
Water
Water
County
Orange County
Orange County
Listed By
Mick Night, Premier Sotheby's International Realty, Contact: 407-644-3295
Bought with
Irhelma Pieterse, Stockworth Realty Group
Irhelma Pieterse, Stockworth Realty Group
Source
STELLAR
Last checked Aug 31 2025 at 8:41 PM GMT+0000
STELLAR
Last checked Aug 31 2025 at 8:41 PM GMT+0000
Bathroom Details
- Full Bathrooms: 7
- Half Bathrooms: 2
Interior Features
- Formal Dining Room Separate
- Inside Utility
- Attic
- Split Bedroom
- Solid Wood Cabinets
- Breakfast Room Separate
- Formal Living Room Separate
- Solid Surface Counters
- Bonus Room
- Florida Room
- Den/Library/Office
- Family Room
- Crown Molding
- Storage Rooms
- Walk-In Closet(s)
- Window Treatments
- Appliances: Dishwasher
- Appliances: Electric Water Heater
- Appliances: Refrigerator
- Appliances: Washer
- Ceiling Fans(s)
- Appliances: Disposal
- Appliances: Range Hood
- Appliances: Microwave
- Appliances: Range
- Appliances: Dryer
- Appliances: Built-In Oven
- Appliances: Freezer
- Appliances: Tankless Water Heater
- Appliances: Bar Fridge
- Thermostat
- Eat-In Kitchen
- Negotiable
- Built-In Features
- Primary Bedroom Main Floor
Subdivision
- Osceola Shores Sec 03
Lot Information
- City Limits
- Irregular Lot
- Oversized Lot
- Paved
Property Features
- Fireplace: Wood Burning
- Fireplace: Gas
- Foundation: Slab
- Foundation: Crawlspace
- Foundation: Block
Heating and Cooling
- Central
- Electric
- Central Air
Pool Information
- In Ground
- Gunite
- Lighting
Flooring
- Carpet
- Wood
Exterior Features
- Block
- Frame
- Roof: Shingle
Utility Information
- Utilities: Cable Connected, Sprinkler Well, Public, Water Connected, Water Source: Public, Electricity Connected, Sewer Connected, Natural Gas Connected
- Sewer: Public Sewer
School Information
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
Garage
- 38X22
Parking
- Workshop In Garage
- Garage Door Opener
- Circular Driveway
- Oversized
- On Street
- Bath In Garage
- Ground Level
- Garage
Stories
- 2
Living Area
- 5,847 sqft
Additional Information: Premier | 407-644-3295
Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 8/31/25 13:41
Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai...
The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry...
The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle...
Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…