421 Lakewood DRIVE Winter Park, FL $ 4,750,000
421 Lakewood DRIVE
$ 4,750,000
Share Save

421 Lakewood DRIVE

Winter Park, FL, 32789
$ 4,750,000
Bedrooms5 Baths7.2 Sq 5,847

Monthly Estimate*

$ 31,570

421 Lakewood DRIVE, Winter Park, FL 32789 - Image 1
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 2
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 3
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 4
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 5
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 6
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 7
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 8
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 9
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 10
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 11
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 12
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 13
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 14
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 15
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 16
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 17
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 18
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 19
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 20
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 21
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 22
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 23
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 24
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 25
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 26
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 27
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 28
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 29
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 30
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 31
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 32
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 33
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 34
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 35
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 36
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 37
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 38
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 39
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 40
421 Lakewood DRIVE, Winter Park, FL 32789 - Image 41
View a Virtual Tour

Single Family Home for sale in Winter Park, FL

for $4,750,000 with 5 bedrooms and 7 full baths, 2 half baths. This 5,847 square foot home was built in 1957 on a lot size of 0.72.

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…

See more

Single Family Active

Price

$ 4,750,000

Bedrooms

5

Full Bath

7

Half Bath

2

Property Type

Single Family

Taxes

$ 24,480

Style

Traditional

Lot Size

0.72

Year Built

1957

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6153641

Features
General
Interior Features Built-in Features Ceiling Fan(s) Crown Molding Eating Space In Kitchen Primary Bedroom Main Floor Solid Surface Counters Solid Wood Cabinets Split Bedroom Thermostat Walk-In Closet(s) Window Treatmen
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Connected Electricity Connected Natural Gas Connected Public Sewer Connected Sprinkler Well Water Connected
Roof Shingle
Appliances Bar Fridge Built-In Oven Dishwasher Disposal Dryer Electric Water Heater Freezer Microwave Range Range Hood Refrigerator Tankless Water Heater Washer
Exterior Features Balcony French Doors Irrigation System Lighting Private Mailbox Rain Gutters Shade Shutter(s)
Zoning R-1AAA
Garage Spaces 3
Patio/Porch Features Covered Enclosed Front Porch Patio Porch Rear Porch
Architectural Style Traditional
Pool Features Gunite In Ground Lighting
Security Features Security System Security System Owned Smoke Detector(s)
Construction Materials Block Wood Frame
Year Built 1957
View Water
Levels Two
Property SubType Single Family Residence
Tax Year 2023
Percent Ownership Fee Simple
Waterfront Features Lake - Chain of Lakes
County Orange
New Construction No
Property Type Residential
HOA / Comm Assn No
Attached Garage Yes
Subdivision Name OSCEOLA SHORES SEC 03
Facing Direction Southwest
Garage Y/N Yes
Total Rooms 14
Status Active
Directions Osceola Ave to Trismen Terrace to Detmar Dr to left on Lakewood Dr...
High School Winter Park High
City WINTER PARK
Buyer Agent Compensation 2.5%
Body of Water Lake Osceola
Disclosures Lead Paint Seller Property Disclosure
View Y/N Yes
Senior Community Y/N No
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 31500
Waterfront Y/N Yes
Carport Y/N No
Street Name Lakewood
Spa Features In Ground
Elementary School Lakemont Elem
Land Lease Y/N No
Tax Annual Amount 24480.74
Middle/Junior High School Maitland Middle
Property Condition Completed
Additional Parcels Y/N No
Lease Considered Y/N Yes
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6153641
Days on Market 124
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 7
Legal Description OSCEOLA SHORES SECTION 3 S/87 LOT 7 BLKA
Water View Lake - Chain of Lakes
Water Access Type Lake - Chain of Lakes
Minimum Lease No Minimum
Water Access Y/N Yes
Additional Rooms Attic Bonus Room Breakfast Room Separate Den/Library/Office Family Room Florida Room Formal Dining Room Separate Formal Living Room Separate Inside Utility Storage Rooms
Water View Y/N Yes
See more
Interior
Flooring Carpet Hardwood
Furnished Y/N Negotiable
Fireplace Features Gas Wood Burning
Total Stories 2
Air Conditioning Y/N Yes
Heating Y/N Yes
Window Features Blinds Double Pane Windows Drapes Rods Shutters Window Treatments
Fireplace Y/N Yes
Full Baths 7
Half Baths 2
Street Suffix DRIVE
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 9
See more
Exterior
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Fencing Fenced
Parking Features Bath In Garage Circular Driveway Garage Door Opener Ground Level On Street Oversized Split Garage Workshop in Garage
Lot Features City Lot Irregular Lot Oversized Lot
Water Source Public
Lot Size Area 31500
Foundation Details Block Crawlspace Slab
Spa Yes
Building Area Total 8083
Lot Size Acres 0.72
Road Surface Type Paved Asphalt
Covered Spaces 3
Road Frontage Type Street Paved
Number of Lots 1
Road Responsibility Public Maintained Road
Open Parking Y/N Yes
See more
* Excluded Features
List By
Premier Sotheby's Intl. Realty

Broker

micknight1@gmail.com

Email

Affordability Calculator

$33,610
Per Month
94%
6%
0%
Monthly Principal & Interest
$31,570
Monthly Property Taxes
$2,040
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.99% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW!
Nearby
3324724 Elementary School
3324915 Middle School
Winter Park High High School
Pricing History
DatePricePrice ChangeDescription
6/3/2024$4,750,000 -4.90% Price Down
3/10/2024$4,995,000 -4.86% Price Down
1/15/2024$5,250,000 -4.46% Price Down
10/31/2023$5,495,000 Listed Price

Map


See all

421 Lakewood DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $4,750,000 with 5,847 sqft and a lot size of 0.72. 421 Lakewood DRIVE has 5 bedrooms, 7.2 baths, and was built in 1957. The property's zip code is 32789 which is in Winter Park, FL