205 Surprise Drive Winter Garden, FL 34787
For Sale MLS# O6365188
4 beds 3 baths 2,171 sq ft Single Family
Details for 205 Surprise Drive
MLS# O6365188
Description for 205 Surprise Drive, Winter Garden, FL, 34787
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 3
Lot Size: 0.75 Acres
Square Feet: 2,171 sq ft
Year Built: 1950
Garage: Yes
Stories: 1 Story
Construction: Block
Subdivision: Winter Garden Shores Rep
Foundation: Block,Crawlspace
County: Orange
School Information
Elementary: Dillard Street Elem
Middle: Lakeview Middle
High: West Orange High
Room Information
Main Floor
Office: 14x15
Kitchen:
Living Room: 15x21
Dining Room: 12x21
Breezeway: 15x23
Bedroom 3:
Bedroom 2: 13x15
Primary Bedroom: 11x15
Bathrooms
Full Baths: 2
1/2 Baths: 1
Additonal Room Information
Laundry: Washer Hookup, In Garage, Electric Dryer Hookup
Interior Features
Appliances: Microwave, Refrigerator, Washer, Cooktop, Dishwasher, Dryer
Flooring: Ceramic Tile,Wood
Basement: Crawl Space
Doors/Windows: Blinds, Window Treatments
Fireplaces: Family Room, Wood Burning
Additional Interior Features: Living/Dining Room, Window Treatments, Attic, Built-in Features, High Ceilings, Wood Cabinets, Main Level Primary
Utilities
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Connected,High Speed Internet Available,Municipal Utilities,Water Connected,Water Not Available
Cooling: Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Roof: Shingle
Pool: Pool Sweep, In Ground, Salt Water, Heated
Fencing: fenced
Additional Exterior/Lot Features: Fire Pit, Sprinkler/Irrigation, Garden, Storage, Covered, Patio, Front Porch, Corner Lot, Landscaped, City Lot, Oversized Lot
Out Buildings: Shed(s)
Driving 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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 14-22-27-9392-01-330
Tax Amount: 3406.12
Tax Year: 2024
A broker reciprocity listing courtesy: RE/MAX PRIME PROPERTIES
Based on information provided by Stellar MLS as distributed by the MLS GRID. Information from the Internet Data Exchange is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 205 Surprise Drive
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 205 Surprise Drive
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.