Winter Garden, FL · Single Family Residence
205 Surprise Dr
Active · MLS MFRO6365188 · Listed by RE/MAX PRIME PROPERTIES · 407-347-4512.
THE SETTING, AND THE DETAILS
A closer look.
Welcome to Winter Garden, which has been ranked by Money Magazine "Best Places To Live In America" and is a finalist for Hallmark Channel's 2026 "Merriest Christmas Towns" Contest. This exceptional property in the heart of the 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. Priced to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. 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. A large shed, rated as a detached garage, 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. The 3/4 acre property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. SELLER WILL CONSIDER SUB-DIVIDINGTHE LOTS. 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.
The details that help you decide.
Details supplied with the listing. Information that was not provided is marked below.
Home essentials
- Price per square foot
- $553
- Full bathrooms
- 2
- Half bathrooms
- 1
- Heated living area
- 2171
- Lot size (acres)
- 0.75
- Lot size (sq ft)
- 32697
- Year built
- 1950
- Property type
- Residential
- Property style
- Custom
Interior & rooms
- Interior features
- Built-in Features, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Thermostat, Window Treatments
- Appliances
- Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Flooring
- Ceramic Tile, Wood
- Additional rooms
- Attic,Den/Library/Office
Land, water & community
- Waterfront
- No
- Waterfront type
- Not provided
- Water body / lake name
- Not provided
- Water view
- Not provided
- Dock
- Not provided
- Dock features
- Not provided
- Other views
- Not provided
- Lot features
- Corner Lot, City Limits, Landscaped, Oversized Lot, Paved
- Exterior features
- Fire Pit, Garden, Private Mailbox, Storage
- Community amenities
- Not provided
- Zoning
- R-1
- Current use
- Not provided
- Horse amenities
- Not provided
- Fencing
- Fenced
- Other structures
- Shed(s)
Pool, parking & systems
- Private pool
- Yes
- Pool features
- Heated, In Ground, Pool Sweep, Salt Water
- Garage
- Yes
- Garage spaces
- 2
- Carport
- No
- Carport spaces
- Not provided
- Parking features
- Not provided
- Fireplace
- Yes
- Fireplace features
- Family Room, Wood Burning
- Heating
- Central, Electric
- Cooling
- Central Air
- Water supply
- None
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Public, Water Connected
Construction
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Block, Crawlspace
- Stories
- 1
- Levels
- One
Location & schools
- City
- WINTER GARDEN
- Subdivision
- WINTER GARDEN SHORES REP
- County
- Orange
- ZIP code
- 34787
- Elementary school
- Dillard Street Elem
- Middle school
- Lakeview Middle
- High school
- West Orange High
Association, taxes & listing
- HOA / association
- No
- Association fee
- Not provided
- Fee frequency
- Not provided
- Included services
- Not provided
- Association amenities
- Not provided
- Additional association fee
- Not provided
- Additional fee frequency
- Not provided
- Condo fee
- Not provided
- Condo fee frequency
- Not provided
- Annual property taxes
- $3,406.12
- Tax year
- 2024
- Other annual assessments
- Not provided
- CDD
- No
- Listing status
- Active
- Days on market
- 245
- Listing broker
- RE/MAX PRIME PROPERTIES
- MLS number
- MFRO6365188
Explore the area
Location supplied with the listing. Confirm boundaries and access for the property.
Listed by RE/MAX PRIME PROPERTIES · MLS MFRO6365188
Source: mfrmls · Listing updated 2026-09-16 18:10:09 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.
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Call Scott: (407) 760-0382Your inquiry goes directly to Scott.