Home in 205 Surprise Dr Winter Garden for sale with MLS# O6365188

PRICE ADJUSTED to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive 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. This property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. 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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Days on the market

205 Surprise Dr, Winter Garden, FL 34787

Price
Price:
$1,200,000.00
Previous Asking Price:
$1,300,000.00
Original List Price:
$1,300,000.00
List Price per Sq Ft (Calculated, Approx.):
$552.74
Property Status and Type
Listing Type:
For Sale
Status:
Active
Previous Status:
Expired
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6365188
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Additional Rooms:
Attic, Den/library/office
Measures
Living Area:
2,171 Sqft
Built-Up Area:
2,819 Sqft
Lot Area:
32,697 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot, Oversized Lot, Paved, City Limits, Landscaped
Lot Size Acres:
0.75
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Heated, In Ground, Salt Water, Pool Sweep, Pool Sweep
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Cooktop
Interior:
High Ceilings, Built-in Features, Living Room/dining Room Combo, Thermostat, Window Treatments, Solid Wood Cabinets, Primary Bedroom Main Floor
Exterior:
Private Mailbox, Storage, Garden, Fire Pit
Patio and Porch:
Patio, Covered, Front Porch
Windows:
Blinds
Other Structures:
Shed(s)
Laundry:
In Garage, Washer Hookup, Electric Dryer Hookup
Fireplace
Fireplace:
Wood Burning, Family Room
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Oak Trees, Fruit Trees
Property Entrance Faces:
Northwest
Other Equipment:
Irrigation Equipment, Fire Pit
Construction
Year Built:
1950
Roof:
Shingle
Architectural Style:
Custom
Levels:
One
Construction Materials:
Block
Flooring:
Wood, Ceramic Tile
Number of stories:
1
Foundation Details:
Crawlspace, Block
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$3,406.12
Tax Year:
2024
Parking
Garage
Garage Spaces:
2
Attached Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Connected, Water Connected, Public, Broadband/High Speed Internet Available
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
WINTER GARDEN SHORES REP
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
REPLAT OF WINTER GARDEN SHORES M/76 LOTS131 THRU 134
Real Estate Folio Number (Parcel Number):
14-22-27-9392-01-330
Zoning:
R-1
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Dillard Street Elem
High School:
West Orange High
Middle Or Junior School:
Lakeview Middle
Listing History
Originally published on:
December 4, 2025 11:19 pm
Active on the market since:
December 4, 2025
Listing Agreement executed on:
December 1, 2025
Price change occurred on:
February 25, 2026 6:01 pm
Listing Status Last Changed On:
June 2, 2026 2:47 pm
Photos updated on:
June 2, 2026 2:48 pm
Last Modified:
June 30, 2026 2:27 pm
Additional Information
Courtesy of:
RE/MAX PRIME PROPERTIES
Attribution:
407-347-4512
Road Surface Type:
Paved
Location
Street Name:
SURPRISE
Street Number:
205
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 34' 27.7''
Longitude:
W82° 25' 1.8''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064
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