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$4,500,000

Listing Price

5beds

9baths

5,646sqft

48,616sqft lot

421 Lakewood Dr, Winter Park, FL 32789

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Off Market

Single Family

Home type

761.56

Price / sqft

1957

Year built

Home Details

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 chefs 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

Interior Details

Square Feet
  • 5646

Bedrooms
  • 5

Bathrooms
  • 9

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Forced Air With Air Conditioning

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    Central

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Electric

Basement
  • Has Basement:

    No

  • Basement Type:

    N/A

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    Wood (unspecified)

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 48616

Water
  • No

Sewer
  • No

Parking
  • Type:

    Garage, Attached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    4

Deck
  • No

Patio
  • No

Fence
  • No

Pool
  • No

Porch
  • Yes

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 2

Style
  • N/A

Exterior
  • Concrete

Foundation
  • N/A

Roof
  • Gable/hip

Roofing Material
  • Composition Shingle

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$22,109

$0

$0

--%

$1,475,038

2019

$22,887

$0

$0

--%

$1,441,875

2018

$22,782

$0

$0

--%

$1,414,990

2017

$22,606

$0

$0

--%

$1,385,886

2016

$22,156

$0

$0

--%

$1,357,381

2014

$22,887

$0

$0

--%

$1,337,247

2013

$22,424

$0

$0

--%

$1,317,485

2012

$22,209

$0

$0

--%

$1,295,462

percent-home-icon

Average Home Price in 32789

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Sold 10/06/2026

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5 Beds

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percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
4,500,000
$
Down payment
900,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
27,000
$
HOA (Monthly)
0
$
PMI
0
$
$29,129
Your Payment
Total Monthly Payment:$29,129
Percent of Income:499%
Affordable:No

Details for 421 LAKEWOOD DR

Property Debt

Foreclosure Contact Details