205 Surprise Drive Winter Garden, FL 34787
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: Re/Max Prime Properties - Contact:  407-347-4512

  205 Surprise Drive Winter Garden, FL 34787

Active (185 Days)
$1,200,000 (USD)
4
BED
3
BATH
2,171
SQFT

Description

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.

MLS #:
O6365188
Taxes
$3,406(2024)
Lot Size
0.75 acres
Type
Single-Family Home
Year Built
1950
Style
Custom
County
Orange County

Listed By

Alison Scorsone, Re/Max Prime Properties, Contact: 407-347-4512
Source
STELLAR
Last checked Jul 19 2026 at 2:00 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
  • Half Bathroom: 1
Interior Features
  • Attic
  • Unfurnished
  • Solid Wood Cabinets
  • Den/Library/Office
  • Living Room/Dining Room Combo
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Appliances: Microwave
  • Appliances: Dryer
  • Appliances: Cooktop
  • Thermostat
  • High Ceilings
  • Built-In Features
  • Primary Bedroom Main Floor
Subdivision
  • Winter Garden Shores Rep
Lot Information
  • Corner Lot
  • City Limits
  • Oversized Lot
  • Paved
  • Landscaped
Property Features
  • Fireplace: Family Room
  • Fireplace: Wood Burning
  • Foundation: Crawlspace
  • Foundation: Block
Heating and Cooling
  • Central
  • Electric
  • Central Air
Pool Information
  • In Ground
  • Pool Sweep
  • Salt Water
  • Heated
Flooring
  • Ceramic Tile
  • Wood
Exterior Features
  • Block
  • Roof: Shingle
Utility Information
  • Utilities: Cable Available, Public, Water Connected, Bb/Hs Internet Available, Electricity Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High
Stories
  • 1
Living Area
  • 2,171 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Feb 25, 2026
Price Changed
$1,200,000
-8%
-$100,000
Dec 01, 2025
Listed
$1,300,000
-
-
Additional Information: Re/Max Prime Properties | 407-347-4512
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 7/18/26 19:00
Based on information submitted to the MLS GRID as of 7/19/2026 02:00. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.