421 Lakewood Drive

Winter Park, FL 32789

$4,995,000
Price
5
Beds
7
Baths
2
1/2 Baths
5,847 Sq. Ft.
$854 / Sq. Ft.
5,847
Sq. Ft.
$854
per Sq. Ft.

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…...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…
  1. Listed by Mick Night • PREMIER SOTHEBY'S INTL. REALTY
  2. Listed by John Pinel • PREMIER SOTHEBY'S INTL. REALTY

Property Details for 421 Lakewood Drive

Architectural Style
Traditional
Subdivision Name
OSCEOLA SHORES SEC 03
Township
22
Garage Spaces
3
View
Water
Waterfront
Yes
Water View
Lake - Chain of Lakes
Furnished
Furnished Or Unfurnished

Location

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, Mick Night; PREMIER SOTHEBY'S INTL. REALTY, John Pinel
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LISTING UPDATED: 04/19/2024 03:11 PM

Property Details for 421 Lakewood Drive

StatusActive
MLS #O6153641
Days on Market93
Taxes$24,481 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1957
Lot Size0.72 AC / 31,500 SF
CountyOrange County

Location

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, Mick Night; PREMIER SOTHEBY'S INTL. REALTY, John Pinel
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Building Information for 421 Lakewood Drive

Stories2Year Built1957Building Size-Lot Size0.72 AC / 31,500 SF

Payment Calculator

$29,300 per month

30 year fixed, 7.25% Interest

Principal and Interest

$27,260

Property Taxes

$2,040

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 421 Lakewood Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 8083.0
  • Building Area Units: Square Feet
  • Direction Faces: Southwest
  • Directions: Osceola Ave to Trismen Terrace to Detmar Dr to left on Lakewood Dr...
  • Elementary School: Lakemont Elem
  • Middle Or Junior School: Maitland Middle
  • High School: Winter Park High
  • Mls Major Change Type: Back On Market
  • Major Change Type: Back On Market
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 421
  • Street Name: LAKEWOOD
  • Street Suffix: DRIVE
  • State: FL
  • City: WINTER PARK
Parking
  • Attached Garage: Yes
  • Available For Lease: Yes
  • Carport: No
  • Garage Dimensions: 38x22
  • Garage: Yes
  • Parking Features: Bath In Garage, Circular Driveway, Garage Door Opener, Ground Level, On Street, Oversized, Split Garage, Workshop in Garage
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: A
  • Tax Book Number: S-87
  • Tax Legal Description: OSCEOLA SHORES SECTION 3 S/87 LOT 7 BLKA
  • Tax Lot: 7
  • Tax Year: 2023
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: Winter Park Chain of Lakes
  • Lot Features: In City Limits, Irregular Lot, Oversized Lot, Street Paved
  • Parcel Number: 05-22-30-6476-01-070
  • Total Acreage: 1/2 to less than 1
  • Water Access: Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: LAKE OSCEOLA
  • Water Extras: Lift - Covered, Skiing Allowed
  • Water Extras: Yes
  • Water: Lift - Covered, Skiing Allowed
  • Water Frontage Feet Lake Chain: 110
  • Zoning: R-1AAA
  • Zoning Compatible: Yes
  • Living Area: 5847
  • Property Info: Elevated
Property and Assessments
  • Year Built Numeric: 1957
  • Flood Zone Code: X
  • Homestead: Yes
  • New Construction: No
  • Number Of Lots: 1
  • Property Condition: Completed
  • Property Description: Elevated
  • Public Survey Range: 30
  • Public Survey Section: 05
  • Dock Description: Dock - Covered, Dock - Wood, Dock w/Electric
Utilities
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Wood Frame
  • Exterior Features: Balcony, French Doors, Irrigation System, Lighting, Private Mailbox, Rain Gutters, Shade Shutter(s)
  • Fencing: Fenced
  • Foundation Details: Block, Crawlspace, Slab
  • Levels: Two
  • Patio And Porch Features: Covered, Enclosed, Front Porch, Patio, Porch, Rear Porch
  • Pool Features: Gunite, In Ground, Lighting
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Security Features: Security System, Security System Owned, Smoke Detector(s)
  • Spa Features: In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Features: Lake - Chain of Lakes
  • Waterfront Feet Total: 110
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 7
  • 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
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
  • Cooling: Central Air
  • Fireplace Features: Gas, Wood Burning
  • Fireplace: Yes
  • Flooring: Carpet, Wood
  • Heating: Central, Electric
  • Interior Features: Built in Features, Ceiling Fans(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 Treatments
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 14.0
  • Water View: Yes
  • Window Features: Blinds, Double Pane Windows, Drapes, Rods, Shutters, Window Treatments
  • Bathrooms Half: 2
Room 1
  • Room Dimensions 1: 25x13
  • Room Length 1: 13.0
  • Room Level 1: First
  • Room Type 1: Kitchen
  • Room Width 1: 25.0
Room 2
  • Room Dimensions 2: 14x14
  • Room Length 2: 14.0
  • Room Level 2: First
  • Room Type 2: Dinette
  • Room Width 2: 14.0
Room 3
  • Room Dimensions 3: 16x12
  • Room Length 3: 12.0
  • Room Level 3: First
  • Room Type 3: Den
  • Room Width 3: 16.0
Room 4
  • Room Dimensions 4: 23x14
  • Room Length 4: 14.0
  • Room Level 4: First
  • Room Type 4: Media Room
  • Room Width 4: 23.0
Room 5
  • Room Dimensions 5: 30x20
  • Room Length 5: 20.0
  • Room Level 5: First
  • Room Type 5: Living Room
  • Room Width 5: 30.0
Room 6
  • Room Dimensions 6: 31x11
  • Room Length 6: 11.0
  • Room Level 6: First
  • Room Type 6: Dining Room
  • Room Width 6: 31.0
Room 7
  • Room Dimensions 7: 26x20
  • Room Length 7: 20.0
  • Room Level 7: First
  • Room Type 7: Primary Bedroom
  • Room Width 7: 26.0
Room 8
  • Room Dimensions 8: 11x10
  • Room Length 8: 10.0
  • Room Level 8: First
  • Room Type 8: Bedroom 5
  • Room Width 8: 11.0
Room 9
  • Room Dimensions 9: 15x13
  • Room Length 9: 13.0
  • Room Level 9: Second
  • Room Type 9: Bedroom 4
  • Room Width 9: 15.0
Room 10
  • Room Dimensions 10: 15x13
  • Room Length 10: 13.0
  • Room Level 10: Second
  • Room Type 10: Bedroom 3
  • Room Width 10: 15.0
Room 11
  • Room Dimensions 11: 18x18
  • Room Length 11: 18.0
  • Room Level 11: Second
  • Room Type 11: Bedroom 2
  • Room Width 11: 18.0
Room 12
  • Room Dimensions 12: 14x11
  • Room Length 12: 11.0
  • Room Level 12: Second
  • Room Type 12: Bedroom 1
  • Room Width 12: 14.0
Room 13
  • Room Dimensions 13: 31x14
  • Room Length 13: 14.0
  • Room Level 13: Second
  • Room Type 13: Game Room
  • Room Width 13: 31.0
Room 14
  • Room Dimensions 14: 16x14
  • Room Length 14: 14.0
  • Room Level 14: Second
  • Room Type 14: Loft
  • Room Width 14: 16.0

Property History for 421 Lakewood Drive

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 421 Lakewood Drive

Taxable ValueLand-Additions-Total-
Tax Record2023$24,481 ($2,040 / month)
Home Facts
Beds5Total Finished SqFt5,847 SqFtAbove Grade Finished SqFt5,847 SqFtStories2Lot Size48,616 SqFtStyleSingle Family ResidenceYear Built1957Year Renovated1977ZoningR-1AAACountyORANGEAPN05-22-30-6476-01-070Fireplace TypeHas Fireplace

Schools near 421 Lakewood Drive

This home is within Orange.
Rating
School
Type
Grades
Distance
Public - K to 5
Charter - K to 8
Public - 6 to 8
Charter - 8 to 12
Rating
School
Distance
Lakemont Elementary School
PublicK to 5

Cornerstone Academy Charter
CharterK to 8

Maitland Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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421 Lakewood Drive is a single family home for sale in Winter Park, FL 32789. This property was listed for sale on October 31, 2023 by PREMIER SOTHEBY'S INTL. REALTY, it's currently listed at $4,995,000. It has been on the market for a total of 93 days and was last sold on June 29, 2001. This listing's school district is Orange. Nearby schools include Lakemont Elementary School, Cornerstone Academy Charter and Maitland Middle School. 421 Lakewood Drive is a 5-bed, 8-bath, 5,847 sqft single family home built in 1957.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY, Mick Night; PREMIER SOTHEBY'S INTL. REALTY, John Pinel

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 04/19/2024 03:11 PM