WINTER GARDEN, FL 34787 20 E DIVISION STREET
$1,149,000



32 more
































Presented By: CHARLES RUTENBERG REALTY ORLANDO with 407-622-2122. - 407-622-2122
Home Details
Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street.
Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point.
The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings.
Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come.
Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!
Presented By: CHARLES RUTENBERG REALTY ORLANDO with 407-622-2122. - 407-622-2122
Interior Features for 20 E DIVISION STREET
Bedrooms
Total Bedrooms4
Bathrooms
Half Baths0
Total Baths3
Other Interior Features
LivingAreaSourceAppraiser
Air Conditioning Y/NYes
Common WallsCorner Unit
Fireplace FeaturesFamily Room
Fireplace Y/NYes
FlooringLuxury Vinyl, Marble, Porcelain Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesEating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Walk-In Closet(s)
Laundry FeaturesLaundry Room
Window FeaturesShutters
General for 20 E DIVISION STREET
Additional Parcels Y/NNo
AppliancesBar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine Refrigerator
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Construction MaterialsConcrete
CoolingCentral Air
CountyOrange
DirectionsDillard street turn left onto E Division street, home is on your left.
DockY/NNo
Facing DirectionNorth
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces1
Garage Y/NYes
HeatingCentral
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWINTER GARDEN SHORES FIRST ADDITION T/86LOT 1 BLK A
LevelsOne
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet12982
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Minimum LeaseNo Minimum
New ConstructionNo
Occupancy TypeVacant
OwnershipFee Simple
Pool FeaturesIn Ground
Property ConditionCompleted
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameWINTER GARDEN SHORES FIRST ADD
Tax Annual Amount7197
Tax Lot1
Tax Year2025
Total Rooms3
UtilitiesCable Available, Electricity Available
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1959
ZoningR-1
Exterior for 20 E DIVISION STREET
Building Area Total3435
Covered Spaces1
Exterior AmenitiesGarden, Private Yard, Rain Gutters, Sauna
Foundation DetailsSlab
Lot Size Acres0.3
Lot Size Area12982
Private PoolYes
Road Surface TypeAsphalt
SpaNo
Water SourcePublic
Waterfront Y/NNo
Additional Details
Price History
Schools
High School
Hubert H Humphrey Middle School
Middle School
N/A
Elementary School
Big Hollow Elementary School
Maria Bello
Realtor
SQFT • 2,729