# 205 SURPRISE DRIVE, Winter Garden, FL 34787

> **TL;DR:** 4bd/3ba single family, $1,200,000 ($553/sqft), built 1950, 2,171 sqft.
> Pool, Fireplace. Est. $5,200/mo. Listed 183 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,200,000 |
| Price/sqft | $553 |
| Bedrooms | 4 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 2,171 |
| Year Built | 1950 |
| Lot Size | 32,670 sqft (0.75 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 183 |

## Why This Home Stands Out

- **Pool** - Private pool

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $5,200 |
| **Total** | **$5,200** |

## Nearby Schools

- **Elementary:** Dillard Street Elem
- **Middle:** Lakeview Middle
- **High:** West Orange High

## Key Amenities

- Pool
- Fireplace

## Property Highlights

- Built in 1950
- 0.75 acre lot
- Private pool
- Fireplace

## Description

### Agent 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.

## Location

- **Address:** 205 SURPRISE DRIVE, Winter Garden, FL 34787
- **County:** Orange
- **Neighborhood:** WINTER GARDEN SHORES REP
- **Coordinates:** 28.574354, -81.582838
- **Google Maps:** https://www.google.com/maps?q=28.574354,-81.582838

## Listing Agent

- **Name:** Alison Scorsone
- **Brokerage:** RE/MAX PRIME PROPERTIES
- **Phone:** 3216893554
- **Email:** Alison.Scorsone@yahoo.com

## Primary Photo

![205 SURPRISE DRIVE - Primary Photo](http://lh.rdcpix.com/eeb4179cb12d9176d7bf4a519805807cl-f451427629r.jpg)

*32 total photos available on [listing page](https://www.propertysimple.com/listing/205-surprise-drive-winter-garden-fl-34787-o6365188)*

---

**MLS#:** O6365188 | **Updated:** 2026-06-18
**Source:** listhub

*Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/205-surprise-drive-winter-garden-fl-34787-o6365188)

---

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