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.
205 Surprise Dr, Winter Garden, FL 34787
- 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
- Listing Type:
- For Sale
- Status:
- Active
- Previous Status:
- Expired
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6365188
- Bedrooms:
- 4
- Bathrooms Total:
- 3
- Full Bath:
- 2
- Half Bath:
- 1
- Additional Rooms:
- Attic, Den/library/office
- 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
- 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
- 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
- Homestead Property
- Tax Annual Amount:
- $3,406.12
- Tax Year:
- 2024
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Water Connected, Public, Broadband/High Speed Internet Available
- Minimum Lease Term:
- No Minimum
- Subdivision Name:
- WINTER GARDEN SHORES REP
- Senior Community:
- No
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Vacant
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- 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
- Elementary School:
- Dillard Street Elem
- High School:
- West Orange High
- Middle Or Junior School:
- Lakeview Middle
- 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
- Courtesy of:
- RE/MAX PRIME PROPERTIES
- Attribution:
- 407-347-4512
- Road Surface Type:
- Paved
- 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''

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