Skip To Content

205 Surprise Drive

Winter Garden, FL 34787
  • $1,200,000
  • STATUS: Active
  • ON SITE: 133 Days
  • MLS #: O6365188
UPDATED: 139 min ago
$1,200,000
  • 4
    BEDS
  • 0.75
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,171
    SQFT
  • $553
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1950
County:

School Information

Elementary School:
Middle School:
High School:

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.

Monthly Payment Calculator




© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-04-16T23:47:08.463.
www.sarasotagulfcoastrealtors.com/homes/171147226
Print Image

205 Surprise Drive Winter Garden, FL 34787

  • Price: $1,200,000
  • Status: Active
  • On Site: 133 Days
  • Updated: 139 min ago
  • MLS #: O6365188
4
Beds
2
Baths
1
½ Baths
0.75
Acres
2,171
SQFT
$553
$/SQFT
1950
Built
Neighborhood:
Winter Garden Shores Rep
County:
Orange
Area:
Winter Garden/Oakland
Elementary School:
Dillard Street Elem
Middle School:
Lakeview Middle
High School:
West Orange High
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.
Exterior Features

Architectural Style Custom Attached Garage Yn Yes Carport Yn No Construction Materials Block Covered Spaces 2 Direction Faces Northwest Exterior Features Fire PitGardenIrrigation SystemPrivate MailboxStorage Fencing Fenced Foundation Details BlockCrawlspace Lot Features Corner LotCity LotLandscapedOversized Lot Other Structures Shed(s) Patio And Porch Features CoveredFront PorchPatio Pool Features HeatedIn GroundPool SweepSalt Water Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type Paved Roof Shingle Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms AtticDen/Library/Office Appliances CooktopDishwasherDryerMicrowaveRefrigeratorWasher Building Area Total 2819 Cooling Central Air Cooling YN Yes Fireplace Features Family RoomWood Burning Fireplace Yn Yes Flooring Ceramic TileHardwood Furnished Unfurnished Heating CentralElectric Heating YN Yes Interior Features Built-in FeaturesHigh CeilingsLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Wood CabinetsThermostatWindow Treatments Laundry Features Electric Dryer HookupIn GarageWasher Hookup Levels One Rooms Bedroom 3 (Jack & Jill BathroomBuilt-in Closet) Sewer Public Sewer Stories Total 1 Water Source None Window Features Blinds

Property Features

Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code X Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease No Minimum New Construction Yn No Ownership Fee Simple Property Sub Type Single Family Residence Realtor Info As-IsSign Senior Community Yn No Special Listing Conditions None Tax Annual Amount 3406.12 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableCable AvailableElectricity ConnectedPublicWater Connected Zoning R-1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of RE/MAX PRIME PROPERTIES: 407-347-4512.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-04-16T23:47:08.463.
 
https://bt-photos.global.ssl.fastly.net/mfr/orig_boomver_1_O6365188-2.jpg https://bt-photos.global.ssl.fastly.net/mfr/orig_boomver_1_O6365188-2.jpg https://bt-photos.global.ssl.fastly.net/mfr/orig_boomver_1_O6365188-2.jpg
Logo
Sarasota Gulf Coast Homes | KW Coastal Living III
2001 Siesta Drive STE 202
Sarasota FL, 34239