205 SURPRISE DRIVE Winter Garden, FL $ 1,300,000
205 SURPRISE DRIVE
$ 1,300,000
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205 SURPRISE DRIVE

Winter Garden, FL, 34787
$ 1,300,000
Bedrooms3 Baths2.1 Sq 2,171

Monthly Estimate*

$ 8,110

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Single Family Home for sale in Winter Garden, FL

for $1,300,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,171 square foot home was built in 1950 on a lot size of 0.75.

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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Single Family Active

Price

$ 1,300,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 3,406

Style

Custom

Lot Size

0.75

Year Built

1950

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6365188

Features
Interior
Interior Amenities built-in features high ceilings living room/dining room combo primary bedroom main floor solid wood cabinets thermostat window treatments
Flooring ceramic tile hardwood
Furnished Y/N unfurnished
Fireplace Features family room wood burning
Total Stories 1
Air Conditioning Y/N yes
Heating Y/N yes
Window Features blinds
Fireplace Y/N yes
Half Baths 1
Laundry Features electric dryer hookup in garage washer hookup
Total Bedrooms 3
Total Baths 3
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General
Sewer public sewer
Heating central electric
Cooling central air
Utilities bb/hs internet available cable available electricity connected public water connected
Possession close of escrow
Roof shingle
Appliances cooktop dishwasher dryer microwave refrigerator washer
Zoning r-1
Garage Spaces 2
Patio/Porch Features covered front porch patio
Architectural Style custom
Pool Features heated in ground pool sweep salt water
Construction Materials block
Year Built 1950
Levels one
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
County orange
New Construction no
Property Type residential
HOA N
Attached Garage yes
Subdivision Name winter garden shores rep
Facing Direction northwest
Garage Y/N yes
Other Structures shed(s)
Total Rooms 8
Full Baths 2
Status active
Directions from hwy 50 and dillard st in winter garden. head north on dillard st to right on surprise dr. house is on the corner.
High School west orange high
City winter garden
Senior Community Y/N no
MLS Area 34787 - winter garden/oakland
Lot Size Units square feet
Lot Size Square Feet 32697
Carport Y/N no
Listing Terms cash conventional
Elementary School dillard street elem
Land Lease Y/N no
Tax Annual Amount 3406.12
Middle/Junior High School lakeview middle
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.propertypanorama.com/instaview/stellar/o6365188
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type vacant
Tax Lot 131
Legal Description replat of winter garden shores m/76 lots131 thru 134
Minimum Lease no minimum
Water Access Y/N no
Additional Rooms attic den/library/office
Water View Y/N no
Flood Zone Code x
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Exterior
Exterior Amenities fire pit garden irrigation system private mailbox storage
Vegetation fruit trees mature landscaping oak trees trees/landscaped
Fencing fenced
Lot Features corner lot city lot landscaped oversized lot
Water Source none
Lot Size Area 32697
Foundation Details block crawlspace
Building Area Total 2819
Lot Size Acres 0.75
Road Surface Type paved
Private Pool yes
Waterfront Y/N no
Covered Spaces 2
Road Frontage Type street paved
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Internal Only
Street Number 1 205
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* Excluded Features
List By
Re/Max Prime Properties

Broker

Alison.Scorsone@yahoo.com

Email

Affordability Calculator

$8,394
Per Month
97%
3%
0%
Monthly Principal & Interest
$8,110
Monthly Property Taxes
$284
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3324561 Elementary School
3325357 Middle School
West Orange High High School
Pricing History
DatePricePrice ChangeDescription
12/5/2025$1,300,000 Listed Price

Map


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205 SURPRISE DRIVE, Winter Garden, FL, 34787 is a Single Family Home for sale at $1,300,000 with 2,171 sqft and a lot size of 0.75. 205 SURPRISE DRIVE has 3 bedrooms, 2.1 baths, and was built in 1950. The property's zip code is 34787 which is in Winter Garden, FL