421 Lakewood Drive, Winter Park, FL 32789
- $4,087,500
- 5
- BD
- 9
- BA
- 5,847
- SqFt
- Sold Price
- $4,087,500
- List Price
- $4,500,000
- Status
- Sold
- Days on Market
- 610
- Closing Date
- Aug 20, 2025
- MLS#
- O6153641
- Property Style
- Single Family
- Architectural Style
- Traditional
- Year Built
- 1957
- Bedrooms
- 5
- Bathrooms
- 9
- Baths Half
- 2
- Living Area
- 5,847
- Lot Size
- 31,500
- Acres
- 0.72
- Total Acreage
- 1/2 to less than 1
- Legal Subdivision Name
- Osceola Shores Sec 03
- MLS Area Major
- Winter Park
Property Description
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… 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…
Additional Information
- Taxes
- $24480
- Minimum Lease
- No Minimum
- Location
- City Limits, Irregular Lot, Oversized Lot, Paved
- Community Features
- No Deed Restriction
- Property Description
- Two Story
- Zoning
- R-1AAA
- Interior Layout
- Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
- Interior Features
- Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
- Floor
- Carpet, Wood
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
- Utilities
- Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
- Heating
- Central, Electric
- Air Conditioning
- Central Air
- Fireplace Description
- Gas, Wood Burning
- Exterior Construction
- Block, Frame
- Exterior Features
- Balcony, French Doors, Lighting, Private Mailbox, Rain Gutters, Shade Shutter(s)
- Roof
- Shingle
- Foundation
- Block, Crawlspace, Slab
- Pool
- Private
- Pool Type
- Gunite, In Ground, Lighting
- Garage Carport
- 3 Car Garage
- Garage Spaces
- 3
- Garage Features
- Bath In Garage, Circular Driveway, Garage Door Opener, Ground Level, On Street, Oversized, Garage, Workshop in Garage
- Garage Dimensions
- 38x22
- Elementary School
- Lakemont Elem
- Middle School
- Maitland Middle
- High School
- Winter Park High
- Fences
- Fenced
- Water Name
- Lake Osceola
- Water Extras
- Lift - Covered, Skiing Allowed
- Water View
- Lake - Chain of Lakes
- Water Access
- Lake - Chain of Lakes
- Water Frontage
- Lake Privileges
- Flood Zone Code
- X
- Parcel ID
- 05-22-30-6476-01-070
- Legal Description
- OSCEOLA SHORES SECTION 3 S/87 LOT 7 BLKA
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY. 407-644-3295
Selling Office: STOCKWORTH REALTY GROUP.Mortgage Calculator
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