421 LAKEWOOD DRIVE WINTER PARK FL 32789 Sold 08/20/2025

Overview of 421 Lakewood Dr

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…

This luxury single family home was built in 1957 and features 5 bedrooms, and 7 full bathrooms plus 2 half baths. This home for sale is 8,083 square feet, with 5,847 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: Osceola Ave To Trismen Terrace To Detmar Dr To Left On Lakewood Dr.

Please contact your ZFC agent for more information about MLS# MFRO6153641 or any other homes for sale in Winter Park or elsewhere in the Orange County area.