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$1,300,000
1 Day On Site

205 SURPRISE DRIVE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,171
SqFt
$599
/SqFt
1950
Built
Subdivision:
WINTER GARDEN SHORES REP
County:
Orange
Call Now: 407-810-1374
Is this the listing for you? We can help make it yours.
407-810-1374
205 SURPRISE DRIVE205 SURPRISE DRIVE205 SURPRISE DRIVE205 SURPRISE DRIVE
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Monthly Payment (Est.)

$5,931
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Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.

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Listing Snapshot
Price 
$1,300,000
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
2,171 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.75 Acres
Year Built 
1950
MLS® Number 
O6365188
Status 
Active
Property Tax 
$3,406.12
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
19 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.75
Attached Garage 
Yes
Direction Faces 
Northwest
Foundation 
Block
Garage 
Yes
Garage Spaces 
2
Levels 
One
Number Of Stories 
1
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2819
Style 
Custom
Utilities 
Cable AvailableElectricity ConnectedWater Connected
Water Source 
None
Zoning 
R-1
Interior Features
Appliances 
CooktopDishwasherDryerMicrowaveRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomWood Burning
Flooring 
Ceramic TileWood
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Built-in FeaturesHigh Ceilings
Laundry Features 
Electric Dryer HookupIn GarageWasher Hookup
Window Features 
Blinds
Bedroom 2 
Dimensions - 15x13Level - First
Bedroom 3 
Level - First
Breezeway 
Dimensions - 23x15Level - First
Dining Room 
Dimensions - 21x12Level - First
Kitchen 
Level - First
Living Room 
Dimensions - 21x15Level - First
Master Bedroom 
Dimensions - 15x11Level - First
Office 
Dimensions - 15x14Level - First
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Exterior Features
Construction Details 
Block
Exterior 
Fire PitGardenStorage
Fencing 
Fenced
Lot Features 
Corner LotLandscapedPaved
Other Structures 
Shed(s)
Patio And Porch 
CoveredFront PorchPatio
Pool Features 
HeatedIn GroundPool SweepSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Blinds
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Paved
Township 
22
Schools
School District
Unknown
Elementary School
Dillard Street Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of RE/MAX PRIME PROPERTIES 3216893554



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-12-06 04:24 AM EST

Neighborhood & Commute
Source: Walkscore
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