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.
Sold for $1,800,000
$1,800,000
2059 WOODLAWN DRIVE, ORLANDO, FL 32803
4beds
3,646sqft
Single Family Residence
Built in 2003
0.38 Acres Lot
$1,810,300 Zestimate®
$494/sqft
$5,926 Estimated rent
Home value
$1,810,300
$1.67M - $1.97M
$5,926/mo
Zestimate® history
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List your homeWhat's special
Custom millworkHigh-end custom cabinetryCovered loggiasPlantation shuttersCrown moldingSolid interior doorsStriking curved staircase
Zillow last checked:
Listing updated:
Listed by:
Bobby Livera 321-231-2308,
BALDWIN PARK REALTY LLC 407-986-9800
Bought with:
Jill Healey, 3487400
KELLER WILLIAMS WINTER PARK
Source: Stellar MLS,MLS#: O6375744
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 238 Square Feet
- Dimensions: 17x14
Bedroom 2
- Features: Walk-In Closet(s)
- Level: Second
- Area: 323 Square Feet
- Dimensions: 19x17
Bedroom 3
- Features: Linen Closet
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13x13
Bedroom 4
- Features: Walk-In Closet(s)
- Level: First
- Area: 176 Square Feet
- Dimensions: 11x16
Primary bathroom
- Features: Tub with Separate Shower Stall, Walk-In Closet(s)
- Level: Second
- Area: 255 Square Feet
- Dimensions: 17x15
Den
- Level: Second
- Area: 264 Square Feet
- Dimensions: 11x24
Kitchen
- Level: First
- Area: 165 Square Feet
- Dimensions: 11x15
Living room
- Level: First
- Area: 320 Square Feet
- Dimensions: 20x16
Heating
- Central, Electric, Heat Pump
Cooling
- Central Air, Zoned
Appliances
- Included: Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator
- Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup
Features
- Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Flooring: Brick/Stone, Carpet, Ceramic Tile, Hardwood
- Doors: French Doors
- Windows: Double Pane Windows, Insulated Windows, Window Treatments, Shutters
- Has fireplace: Yes
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 5,138
- Total interior livable area: 3,646 sqft
Property
Parking
- Total spaces: 5
- Parking features: Driveway, Garage Door Opener, Garage Faces Side
- Attached garage spaces: 2
- Carport spaces: 3
- Covered spaces: 5
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Front Porch, Patio
- Exterior features: Awning(s), Balcony, Courtyard, Garden, Private Mailbox, Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground, Salt Water
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water
- Water view: Water
Lot
- Size: 0.38 Acres
- Features: Corner Lot, Sidewalk
Details
- Additional structures: Cabana, Guest House, Storage
- Parcel number: 182230056800400
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mediterranean
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Tile
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Septic Tank
- Water: Public, See Remarks
- Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Street Lights, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: BEEMAN PARK
HOA
- Has HOA: No
Location
- Region: Orlando
Financial & listing details
- Price per square foot: $494/sqft
- Tax assessed value: $1,046,273
- Annual tax amount: $13,256
- Date on market: 2/4/2026
- Cumulative days on market: 3 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 3/24/2026 | Sold | $1,800,000$494/sqft |
Source:  Stellar MLS #O6375744 Report a problem | ||
| 2/8/2026 | Pending sale | $1,800,000$494/sqft |
Source: Stellar MLS #O6375744 Report a problem | ||
| 2/4/2026 | Listed for sale | $1,800,000+106.9%$494/sqft |
Source: Stellar MLS #O6375744 Report a problem | ||
| 10/23/2014 | Sold | $869,900$239/sqft |
Source: Stellar MLS #O5316737 Report a problem | ||
| 9/2/2014 | Listed for sale | $869,900+60.8%$239/sqft |
Source: Joseph La Rosa #O5316737 Report a problem | ||
| 12/13/2012 | Sold | $541,100$148/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $13,256 +7.3% | $842,529 +3% |
| 2023 | $12,353 +2.9% | $817,989 +3% |
| 2022 | $12,000 +1.3% | $794,164 +3% |
| 2021 | $11,846 +0.7% | $771,033 +1.4% |
| 2020 | $11,764 +0.9% | $760,388 +2.3% |
| 2019 | $11,663 +0.7% | $743,292 +1.9% |
| 2018 | $11,579 | $729,433 -1% |
| 2017 | $11,579 +1.1% | $736,488 +2.9% |
| 2016 | $11,450 +0.2% | $715,534 +3% |
| 2015 | $11,430 +18.5% | $694,872 +17% |
| 2014 | $9,648 +2.1% | $593,704 +5.6% |
| 2013 | $9,446 -3.7% | $562,083 +3.9% |
| 2012 | $9,806 -2.9% | $540,750 -2.6% |
| 2011 | $10,094 -3.8% | $555,037 -7% |
| 2010 | $10,496 | $596,841 -9.9% |
| 2009 | -- | $662,095 +0.6% |
| 2008 | $11,054 +20.4% | $658,236 +19.9% |
| 2007 | $9,184 -0.4% | $549,072 +9% |
| 2006 | $9,222 +4.4% | $503,869 +7.8% |
| 2005 | $8,833 +9.2% | $467,554 +8% |
| 2004 | $8,088 +400.9% | $432,859 +454.9% |
| 2003 | $1,615 +42.7% | $78,000 +30% |
| 2002 | $1,132 | $60,000 |
Find assessor info on the county website
Neighborhood: 32803
Nearby homes
- $2,712,5006 bd6 ba6.2k sqft2308 Lake Sue Dr, Orlando, FL 32803Off Market
- $1,307,8004 bd5 ba3.2k sqft2055 Woodlawn Dr, Orlando, FL 32803Off Market
- $849,7003 bd2 ba2.2k sqft2075 Sue Harbor Cv, Orlando, FL 32803Off Market
- $1,038,5004 bd3 ba2.5k sqft2061 Sue Harbor Cv, Orlando, FL 32803Off Market
- $977,8005 bd5 ba2.7k sqft2051 Woodlawn Dr, Orlando, FL 32803Off Market
- $6,750-- bd-- ba-- sqft2051 Woodlawn Dr, Orlando, FL 32803Off Market
- $1,708,7005 bd4 ba4.1k sqft2312 Lake Sue Dr, Orlando, FL 32803Off Market
- $1,155,9003 bd3 ba2.5k sqft2313 Lake Sue Dr, Orlando, FL 32803Off Market
Nearby schools
GreatSchools rating
- 10/10AUDUBON PARK SCHOOLGrades: PK-8Distance: 0.4 mi
- 7/10Winter Park High SchoolGrades: 9-12Distance: 1.9 mi
Schools provided by the listing agent
- Elementary: Audubon Park K8
- Middle: Audubon Park K-8
- High: Winter Park High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,810,300
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Estimated market value
$1,810,300
- Florida
- Orange County
- Orlando
- 32803
- 2059 WOODLAWN DRIVE
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