IDX

Listed by Alison Scorsone · Courtesy of RE/MAX PRIME PROPERTIES · Agent MLS ID# MFR261082000 · Deemed reliable but not guaranteed. · Listing updated: Oct 21, 2026 · 7:30 PM

205 SURPRISE DR

Winter Garden, Orange, FL, 34787

Active

$1,200,000

$553/sqft

4Beds
3Baths
2,171Sq Ft
1950Built
280Days on Market

About this home

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.

Facts & Features

MFRO6365188
$1,200,000
Active
4
3
2
1
2,171 sqft
0.7500
1950
Residential
Single Family Residence
Custom

Community Information

205 SURPRISE DR
Winter Garden Shores Rep
Winter Garden
Orange
FL
34787
No

Amenities

N/A
N/A
No
No
Yes

Interior

High Ceilings, Solid Wood Cabinets, Living Room/Dining Room Combo, Thermostat, Window Treatments, Built-in Features, Primary Bedroom Main Floor
Central, Electric
Central Air
Ceramic Tile, Wood
Wood Burning, Family Room
1
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer

Exterior

Storage, Private Mailbox, Garden, Fire Pit
Block
Crawlspace, Block
Shingle
Fenced
City Limits, Landscaped, Paved, Oversized Lot, Corner Lot

School Information

Dillard Street Elem
Lakeview Middle
West Orange High

Additional Information

December 4, 2025
280
R-1
Northwest
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. RE/MAX PRIME PROPERTIES is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

280 days on market

Listing updated: Oct 21, 2026 · 7:30 PM

Listed by: Alison Scorsone · 321-689-3554—RE/MAX PRIME PROPERTIES · 407-347-4512

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

Get in Touch

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