205 SURPRISE, WINTER GARDEN, FL 34787
$1,200,000 Was $1,300,000
Beds: 4
Baths: 2 Full / 1 Half
Sq. Ft.: 2,171 Sq. Ft.
Year Built: 1950
Lot Size: 0.75 Acres
Garage: 2
Pool: Yes
DOM: 83

































Property Overview
Status: Active
Property Type: Residential
MLS #: 4536d53a8e5113d8a400da6f202850f8
Subdivision: WINTER GARDEN SHORES REP
County: Orange
HOA Fee: N/A
Year Built: 1950
Construction: Block
Foundation: Block, Crawlspace
Roof: Shingle
Cooling: Central Air
Heating: Central, Electric
Sewer: Public Sewer
Water Source: None
Zoning: R-1
Tax Amount: $3,406.12 (2024)
Listed On: Dec 1, 2025
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
Fire Pit, Garden, Irrigation System, Private Mailbox, Storage
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.
School Information
Elementary: Dillard Street Elem
Middle: Lakeview Middle
High: West Orange High
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
RE/MAX PRIME PROPERTIES
Listing Agent: Alison Scorsone
Information is deemed reliable but not guaranteed. Information provided is 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.
Data last updated: April 4, 2026, 6:43 am UTC
MLS Source: Stellar MLS Copyright © 2026
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