205 Surprise Drive, Winter Garden, FL 34787

$1,200,000

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Property Description

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.

205 Surprise Drive | MLS# O6365188

This single family home located at 205 Surprise Drive, Winter Garden, FL 34787 is currently listed for sale with an asking price of $1,200,000. This property was built in 1950 and has 4 bedrooms and 2 full and 1 partial baths with 2171 sq. ft. Surprise Drive is located in the WINTER GARDEN SHORES REP subdivision. Search WINTER GARDEN SHORES REP real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2 car attached
Heating: Central, Electric
Home Style: Custom
Lot Size: 0.75 Acres
Roof Type: Shingle
Stories: 1.0
Taxes: $3,406
Year Built: 1950
Square Feet: 2,171

Amenities

Built-in Features
High Ceilings
Living Room/Dining Room Combo
Primary Bedroom Main Floor
Solid Wood Cabinets
Thermostat
Window Treatments
Fire Pit
Garden
Private Mailbox
Storage

Feature Descriptions

Additional Rooms: Attic, Den/Library/Office
Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Days on Site: 88
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.
Exterior: Block
Fencing: Fenced
Fireplace: Family Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Wood
Foundation: Block, Crawlspace
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Corner Lot, City Limits, Landscaped, Oversized Lot, Paved
Lot Dimensions: 0.75
Other Equipment: Fire Pit, Irrigation Equipment
Other Structures: Shed(s)
Ownership: Fee Simple
Patio/Porch: Covered, Front Porch, Patio
Pool: Heated, In Ground, Pool Sweep, Salt Water
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Call Listing Agent, Combination Lock Box, See Remarks
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Water Connected
Vegetation: Fruit Trees, Mature Landscaping, Oak Trees, Trees/Landscaped
Water: None
Water Access Y/N: No
Windows: Blinds
Zoning: R-1

Room Sizes

Primary Bedroom: 15x11
Bedroom 2: 15x13
Breezeway: 23x15
Dining Room: 21x12
Living Room: 21x15
Office: 15x14

Local Schools

High School: West Orange High
Middle School: Lakeview Middle
Elementary School: Dillard Street Elem

Listed By / Shown By

Listed By

Agency Name: RE/MAX PRIME PROPERTIES
Agency Contact: 407-347-4512

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 6,420.41 per month $5,786.58 Principal & Interest $283.83 Property Tax $350.00 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 12:00:00 AM EST) or GAMLS (last updated Mon 03/02/2026 11:14:53 PM EST) or Stellar MLS (last updated Mon 03/02/2026 11:44:09 PM EST) or SPC MLS (last updated Mon 03/02/2026 11:20:25 PM EST) or Martin MLS (last updated Mon 03/02/2026 11:38:10 PM EST) or Indian River MLS (last updated Mon 03/02/2026 11:30:22 PM EST) or Daytona MLS (last updated Mon 03/02/2026 11:36:41 PM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:58:41 PM EST) or Beaches MLS (last updated Mon 03/02/2026 11:55:48 PM EST) or BORMLS (last updated Mon 03/02/2026 11:14:58 PM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:26:31 PM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:25:14 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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