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$1,800,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,646 Sq. Ft.
  • Updated 2 days ago
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Custom-built estate on a rare 1/3-acre lot overlooking Lake Sue and Beeman Park, thoughtfully designed for multi-generational spaces and split plan living. This Southern European-inspired home features multiple private living quarters connected by covered loggias, offering independence, privacy, and flexibility rarely found in a single-family residence. Wraparound double loggias surround a central courtyard with a wood-burning outdoor fireplace and lake views, creating seamless indoor-outdoor living. The lagoon-style pool and spa with wall fountain and programmable LED lighting are set within expansive, professionally landscaped grounds-perfect for relaxing or entertaining. The main living areas feature 10-foot ceilings on both levels, 8-foot solid and French doors, and a striking curved staircase. The open kitchen flows into the dining and family rooms, ideal for shared gatherings while maintaining private retreats throughout the home. Finishes include custom millwork, crown molding, plantation shutters, solid interior doors, high-end custom cabinetry, and granite countertops in the kitchen, baths, and laundry room. The four-bedroom, four-and-a-half-bath layout plus office is uniquely configured for separate, private bedroom spaces. A ground-floor bedroom connects to the main residence via a covered balcony, ideal for guests, extended family, or live-in support. The second-floor office is also accessed by a loggia and includes a private exterior stairway, offering potential for a home office, studio, or independent suite. The upstairs primary suite provides additional separation and privacy within a three-way split plan. Additional features include a two-car side-entry garage, covered parking for three vehicles, open parking for two more, gated driveways, and custom gates and railings throughout. Located in one of Orlando's most desirable and quiet neighborhoods, with convenient access to Winter Park, Baldwin Park, Mills Park, and top-rated Winter Park schools, this one-of-a-kind property offers unmatched versatility for today's multi-generational lifestyle.

Full Property Details for 2059 Woodlawn Dr

General

  • Price: $1,800,000
  • Taxes: $13,256 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6375744
  • Updated: 2/4/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Brick/Stone, Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground, Salt Water
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Awning(s), Balcony, Courtyard, French Doors, Garden, Private Mailbox, Rain Gutters, Shade Shutter(s)
  • Deck/Patio: Covered, Front Porch, Patio
  • Porch/Patio/Deck: Covered, Front Porch, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Carports: Yes
  • Carport: 3
  • Carport Spaces: 3
  • Covered Spaces: 5
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side

Location

  • Area: 32803 - Orlando/Colonial Town
  • County: Orange
  • Development Name: 32803 - Orlando/Colonial Town
  • Subdivision: BEEMAN PARK
  • Driving Directions: I-4 to Princeton Ave, right on Mills Ave, right on Corrine Dr, left on Woodlawn Dr to property. Plenty of street Park in front of the Beeman Park directly in front of the home.
  • Direction Faces: North

School Information

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32803 - Orlando/Colonial Town

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Central, Electric, Heat Pump

Utilities

  • Sewer: Septic Tank
  • Water: Public, See Remarks
  • Utility Description: BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Street Lights, Water Connected

Structural Information

  • Architectural Info: Mediterranean
  • Architectural Style: Mediterranean
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Windows: Double Pane Windows, Insulated Windows, Window Treatments
  • Stories/Levels: Two
  • Square Feet: 3,646
  • Sq. Ft. Source: Estimated
  • Year Built: 2003

Additional Structures

  • Other Structures: Cabana, Guest House, Storage

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,762
  • Lot Size: 16762
  • Street/Road Desc.: Asphalt

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $13,256
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BEEMAN PARK L/91 COMM SW COR LOT 41 TH N18 DEG E 85 FT FOR POB TH CONT N 18 DEGE 115.38 FT NELY 102.29 FT S 194.14 FTN 70 DEG W 125.97 FT TO POB
  • Flood Zone Info: X
  • APN: 182230056800400
  • Property ID: 182230056800400

Listed by Baldwin Park Realty Llc

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Listing agent

— 2059 Woodlawn Dr —

  • Baldwin Park Realty Llc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2059 Woodlawn Dr

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-80.4 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2059 Woodlawn Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/04/2026
Listed
$1,800,000
106.92%
MLS
10/22/2014
Sold
$869,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2059 Woodlawn Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,256
—
$866,962
3%
2024
$13,256
7%
$842,529
3%
2023
$12,353
4%
$817,989
6%
2021
$11,846
-1%
$771,033
-3%
2022
$12,000
1%
$794,164
4%
2021
$11,846
2%
$760,388
2%
2019
$11,663
1%
$743,292
2%
2018
$11,579
1%
$729,433
2%
2017
$11,450
—
$714,430
2%
2016
$11,430
-2%
$699,736
1%
2015
$11,627
21%
$694,872
22%
2014
$9,648
2%
$570,514
1%
2013
$9,446
—
$562,083
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Baldwin Park Realty Llc

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2059 Woodlawn Drive, Orlando, FL 32803 (MLS# O6375744) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 2059 Woodlawn Drive is currently listed for $1,800,000 and was received on February 04, 2026. Want to learn more about 2059 Woodlawn Drive? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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