205 SURPRISE DRIVE
WINTER GARDEN, FL, 34787
Price$1,200,000
Beds4
Baths3
SqFt2,171
Baths3
SqFt2,171
Status:Active
Property Type:Residential
School:
Property Type:Residential
School:
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.
| Price | $1,200,000 | |
| Bedrooms | 4 | |
| Full Baths | 2 | |
| Half Baths | 1 | |
| Total Baths | 3 | |
| Property Style | Custom | |
| Lot Size Area | 32697 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.75 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | Built-in Features, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Thermostat, Window Treatments | |
| Exterior Features | Fire Pit, Garden, Irrigation System, Private Mailbox, Storage | |
| Year Built | 1950 | |
| Subdivision | WINTER GARDEN SHORES REP | |
| Roof | Shingle | |
| Heating | Central, Electric | |
| Foundation | Block, Crawlspace | |
| Lot Description | Corner Lot, City Lot, Landscaped, Oversized Lot | |
| Laundry Features | Electric Dryer Hookup, In Garage, Washer Hookup | |
| Pool features | Heated, In Ground, Pool Sweep, Salt Water | |
| Garage spaces | 2 | |
| 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. | |
| County | Orange | |
| Latitude | 28.574354 | |
| Longitude | -81.582838 | |
| Market Area | 34787 – Winter Garden/Oakland | |
| Address | 205 SURPRISE DRIVE, WINTER GARDEN, FL 34787 | |
| Postal Code | 34787 | |
| City | WINTER GARDEN | |
| State | FL | |
| Country | United States | |
| Listing Office | RE/MAX PRIME PROPERTIES | |
| Listing Office Phone | 407-347-4512 | |
| Listing Agent | Alison Scorsone | |
| Listing Agent Phone | 321-689-3554 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional | |
| Virtual Tour URL | https://www.propertypanorama.com/instaview/stellar/O6365188 | |
| Elementary School | Dillard Street Elem | |
| Middle School | Lakeview Middle | |
| High School | West Orange High | |
| Days on market | 83 | |
| MLS Status | Active | |
| Listing Date | Dec 4, 2025 | |
| Listing Last Modified | Feb 25, 2026 | |
| Tax ID | 142227939201330 | |
| Tax Year | 2024 | |
| Tax Annual Amount | 3406 | |
| MLS Area | 34787 – Winter Garden/Oakland | |
| MLS # | O6365188 | |
Tour this home
Please provide your preferred method of contact below, and one of our agents will be in touch shortly.
Similar Properties
Find similar properties to 205 SURPRISE DRIVE, WINTER GARDEN, FL 34787
