To schedule a showing of 205 Surprise Drive, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!
$1,200,000 | 4 beds | 2 full baths | 1 half baths | 2,171 sqft
Winter Garden, FL 34787
- 4Beds
- 3.00Total Baths
- 2 Full, 1 HalfBaths
- 2,171SqFt
- 1950Year Built
- 0.75Acres
- MLS# O6365188
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market6 months, 4 days
- Area34787 - Winter Garden/oakland
- CountyOrange
- Subdivision Winter Garden Shores Rep
Overview
PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. 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.
Agriculture / Farm
Association Fees / Info
Bathroom Info
Total Baths: 3.00
Fullbaths: 2
Building Info
Window Features: Blinds, WindowTreatments
Roof: Shingle
Building Area Source: PublicRecords
Buyer Compensation
Exterior Features
Style: Custom
Pool Features: Heated, InGround, PoolSweep, SaltWater
Patio: Covered, FrontPorch, Patio
Pool Private: Yes
Exterior Features: FirePit, Garden, SprinklerIrrigation, Storage
Fees / Restrictions
Financial
Original Price: $1,300,000
Fencing: Fenced
Garage / Parking
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: FamilyRoom, WoodBurning
Fireplace: Yes
Floors: CeramicTile, Wood
Levels: One
Laundry Features: WasherHookup, ElectricDryerHookup, InGarage
Interior Features: BuiltInFeatures, HighCeilings, LivingDiningRoom, MainLevelPrimary, WoodCabinets, WindowTreatments, Attic
Appliances: Cooktop, Dryer, Dishwasher, Microwave, Refrigerator, Washer
Lot Info
Direction Remarks: From HWY 50 and Dillard St in Winter Garden. Head North on Dillard St to Right on Surprise Dr. House is on the corner.
Lot Size Units: Acres
Lot Size Acres: 0.75
Lot Sqft: 32,697
Vegetation: FruitTrees, Oak, PartiallyWooded
Lot Desc: CornerLot, CityLot, OversizedLot, Landscaped
Misc
Other
Other Structures: Sheds
Special Conditions: None
Other Rooms Info
Basement: CrawlSpace
Property Info
Section: 14
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Construction Materials: Block
Stories: 1
Total Stories: 1
Foundation: Block, Crawlspace
Room Info
Total Rooms: 8
Sqft Info
Sqft: 2,171
Bulding Area Sqft: 2,819
Living Area Units: SquareFeet
Living Area Source: PublicRecords
Tax Info
Tax Year: 2,024
Tax Lot: 131
Tax Legal Description: REPLAT OF WINTER GARDEN SHORES M/76 LOTS131 THRU 134
Tax Block: 1
Tax Annual Amount: 3406.12
Tax Book Number: M-76
Unit Info
Utilities / Hvac
Heating: Central, Electric
Water Source: None
Sewer: PublicSewer
Cool System: CentralAir
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityConnected, HighSpeedInternetAvailable, MunicipalUtilities, WaterConnected, WaterNotAvailable
Waterfront / Water
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.This listing courtesy of Re/max Prime Properties
MLS# S5147208 
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MLS IDX data last updated on 06-08-2026 5:56 PM EST.
If you have any questions on 205 Surprise Drive, Winter Garden, Florida, please call David Shippey at 863-521-4517.
MLS# O6365188 located at 205 Surprise Drive, Winter Garden, Florida is brought to you by David Shippey REALTOR®
205 Surprise Drive, Winter Garden, Florida has 4 Beds, 2 Full Bath, and 1 Half Bath.
The MLS Number for 205 Surprise Drive, Winter Garden, Florida is O6365188.
The price for 205 Surprise Drive, Winter Garden, Florida is $1,200,000.
The status of 205 Surprise Drive, Winter Garden, Florida is Active.
The subdivision of 205 Surprise Drive, Winter Garden, Florida is Winter Garden Shores Rep.
The home located at 205 Surprise Drive, Winter Garden, Florida was built in 2026.