2059 Woodlawn Dr, Orlando...
Buy Rent Mortgage
house view
house view
house view
living room
kitchen
kitchen
kitchen
kitchen
kitchen
Est $ 11,113/mo
get pre-qualify
2059 Woodlawn Dr, Orlando, Florida, 32803
Get Free FICO® Credit Score
View On Map
4
Bed
5
Bath
3646
Sqft
Overview
Property Type
Home
Property Status
Sale
Year Built
2003
Days on RealtySearch
-
Active Status
Pending
Last Sold
$869,900 in 2014
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...
More Details
Neighborhood
2059 Woodlawn Dr is located in neighborhood in the city of Orlando,FL
Property History
Date
2026-02-04
Event
Listed
Price
$1800000
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-10-31
Event
Sold
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-09-24
Event
Relisted
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-09-09
Event
Listing removed
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
View More Details
Est
get pre-qualify
2059 Woodlawn Dr, Orlando, Florida, 32803
Get Free FICO® Credit Score
View On Map
4
Bed
5
Bath
3646
Sqft
Overview
Property Type
Home
Property Status
Sale
Year Built
2003
Days on RealtySearch
-
Active Status
Pending
Last Sold
$869,900 in 2014
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...
More Details
Neighborhood
is located in neighborhood in the city of ,
Property History
Date
2026-02-04
Event
Listed
Price
$1800000
Price/Sq Ft
Source
View More Details
Request Info
Contact Agent
Submit
Home Details
Description
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.
Presented by:
Bobby Livera
Brokered by:
Baldwin Park Realty Llc
Broker Location
,
Monthly Cost Calculator
$ 11,113 / Month
$ Principal & Interest
$ Taxes
$ Home Insurance
$ Mortgage Insurance
$ Maintenance Fee
$ HOA Fee
$
$
%
%
Calculate
Property History
Date
2026-02-04
Event
Listed
Price
$1800000
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-10-31
Event
Sold
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-09-24
Event
Relisted
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-09-09
Event
Listing removed
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
Date
2014-09-01
Event
Listed
Price
$869900
Price/Sq Ft
3646
Source
StellarMLS
Date
2001-12-31
Event
Sold
Price
$330000
Price/Sq Ft
Source
Public Record
Nearby Schools List
Home Buy Rent Mortgage Contact Blog
Additional Services
Google Map

Subscribe for Our Newsletter

Home Buy Rent Mortgage Contact Blog
Welcome to RealtySearch.io
Already have an account ? Sign in

By creating an account you agree to our Terms of Use and Privacy Policy.

Login
New to Realty Search? Sign up!
FORGOT PASSWORD