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421 Lakewood Drive, WINTER PARK, FL – $4,995,000

  • 5 Beds
  • 9 Baths
  • 5,847 Sqft
  • .72 Acres
  • 5 Beds
  • 9 Baths
  • 5,847 Sqft
  • .72 Acres

421 Lakewood Drive

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…

Essential Information

  • MLS® #O6153641
  • Price$4,995,000
  • Bedrooms5
  • Bathrooms9.00
  • Full Baths7
  • Half Baths2
  • Square Footage5,847
  • Acres0.72
  • Year Built1957
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleTraditional
  • StatusActive

Community Information

  • Address421 Lakewood Drive
  • AreaWinter Park
  • SubdivisionOSCEOLA SHORES SEC 03
  • CityWINTER PARK
  • CountyOrange
  • StateFL
  • Zip Code32789

Amenities

  • # of Garages3
  • ViewWater
  • Is WaterfrontYes
  • WaterfrontLake
  • Has PoolYes

Parking

Bath In Garage, Circular Driveway, Garage Door Opener, Ground Level, On Street, Oversized, Split Garage, Workshop in Garage

Interior

  • HeatingCentral, Electric
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesGas, Wood Burning
  • # of Stories2

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

Appliances

Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer

Exterior

  • RoofShingle
  • FoundationBlock, Crawlspace, Slab

Exterior Features

Balcony, French Doors, Irrigation System, Lighting, Private Mailbox, Rain Gutters, Shade Shutter(s)

Lot Description

City Limits, Irregular Lot, Oversized Lot, Paved

School Information

  • ElementaryLakemont Elem
  • MiddleMaitland Middle
  • HighWinter Park High

Additional Information

  • Date ListedOctober 31st, 2023
  • Days on Market108
  • ZoningR-1AAA
  • Taxes$24,481
  • HOA Fees$0

Listing Details

  • OfficePREMIER SOTHEBY'S INTL. REALTY
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Price Change History for 421 Lakewood Drive, WINTER PARK, FL (MLS® #O6153641)

Date Details Change
Price Reduced from $5,250,000 to $4,995,000 $255,000 (4.86%)
Price Reduced from $5,495,000 to $5,250,000 $245,000 (4.46%)

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PREMIER SOTHEBY'S INTL. REALTY.

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on May 15th, 2024 at 7:04am EDT.