Virtual TourMap

For SaleSingle Family ResidenceActive

205 Surprise Drive

Winter Garden, FL 34787

$1,200,000

343 Days On Site

  • 4Beds
  • 3Baths2 full, 1 half
  • 2,171Sq Ft
  • $553Per Sq Ft
  • 0.75Acres
  • 1950Built
Subdivision
Winter Garden Shores Rep
County
Orange
MLS®
O6365188

Overview

Back on the Market due to Buyer's failure to perform. 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.

Listing Snapshot

Price
$1,200,000
Days On Site
343 Days
Bedrooms
4
Inside Area (SqFt)
2,171 sqft
Total Baths
3
Full Baths
2
Partial Baths
1
Lot Size
0.75 Acres
Year Built
1950
MLS® Number
O6365188
Status
Active
Property Tax
$3,406.12 (2024)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Public Records

Property Details

General Features

16 items
Acres
0.75
Attached Garage
Yes
Direction Faces
Northwest
Foundation
Block
Garage
Yes
Garage Spaces
2
Levels
One
Number Of Stories
1
Parking
Attached
Property Sub Type
Single Family Residence
Sewer
Public Sewer
SqFt Total
2,819
Style
Custom
Utilities
Cable Available, Electricity Connected, Water Connected
Water Source
None
Zoning
R-1

Interior Features

19 items
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Basement
Crawl Space
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Family Room, Wood Burning
Flooring
Ceramic Tile, Wood
Furnished
Unfurnished
Heating
Central, Electric
Interior
Built-in Features, High Ceilings
Laundry Features
Electric Dryer Hookup, In Garage, Washer Hookup
Window Features
Blinds

Rooms

RoomDimensionsLevelFeatures
Bedroom 215x13First
Bedroom 3First
Breezeway23x15First
Dining Room21x12First
KitchenFirst
Living Room21x15First
Master Bedroom15x11First
Office15x14First

Exterior Features

10 items
Construction Details
Block
Exterior
Fire Pit, Garden, Storage
Fencing
Fenced
Lot Features
Corner Lot, Landscaped, Paved
Other Structures
Shed(s)
Patio And Porch
Covered, Front Porch, Patio
Pool Features
Heated, In Ground, Pool Sweep, Salt Water, Private
Private Pool
Yes
Roof
Shingle
Windows/Doors
Blinds

Community Features

4 items
MLS Area
34787 - Winter Garden/Oakland
Township
22
Financing Terms Available
Cash, Conventional
Roads
Paved

Location

205 Surprise Drive, Winter Garden, FL 34787 · 34787 - Winter Garden/Oakland

$3M$3M$2.5M$2.5M
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Neighborhood & Commute

ZIP Code 34787

Median household income
$107,074
Income per person
$45,946
Households
30,341
Average household size
2.80
Median age
39.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Active
  3. Price changed to $1,200,000
  4. Listing first seen on site

Friends & Family

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Listing courtesy of RE/MAX PRIME PROPERTIES (321) 689-3554

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-13 01:12 AM EST

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