Juliana Jardini

Juliana Jardini Certified Realtor in Orlando

$1,300,000.00
205 SURPRISE DRIVE, WINTER GARDEN, FL - 34787
3 beds
2.5 baths
2,171 sqft
$1,300,000.00
205 SURPRISE DRIVE, WINTER GARDEN, FL - 34787
Juliana Jardini
$1,300,000.00
3 beds
2.5 baths
2,171 sqft
205 SURPRISE DRIVE, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 1950
  • 2 garage spaces
  • $598.80/sqft
  • Lot size: 32,697 sqft
  • 9 days on market

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.

  • 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.
  • County: Orange
  • Geo subdivision: WINTER GARDEN SHORES REP

Nearby Schools

Dillard Street Elem

Lakeview Middle

West Orange High

Features

Financial

Let's get in touch!

Juliana Jardini

Juliana Jardini

Certified Realtor in Orlando

See also

For Sale
11325 FENIMORE COURT, WINDERMERE, FL - 34786
$1,200,000.00
4 bds
3.5 ba
2,658 sqft
11325 FENIMORE COURT, WINDERMERE, FL - 34786
For Sale
12779 WESTSIDE VILLAGE LOOP, WINDERMERE, FL - 34786
$1,274,000.00
5 bds
3.5 ba
3,689 sqft
12779 WESTSIDE VILLAGE LOOP, WINDERMERE, FL - 34786
For Sale
14383 CREST PALM AVENUE, WINDERMERE, FL - 34786
$1,176,990.00
6 bds
4 ba
3,550 sqft
14383 CREST PALM AVENUE, WINDERMERE, FL - 34786
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6365188
Listing updated: December 13, 2025 at 7:09PM
Listing provided by: Alison Scorsone, RE/MAX PRIME PROPERTIES
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