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 Maps

Mortgage 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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