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About This Home

This 4-bedroom, 3-bathroom single family at 205 SURPRISE DRIVE in Winter Garden, FL is listed for $1,200,000 ($553 per sqft). Built in 1950, the home offers 2,171 sqft of living space on a 0.75 acres lot.

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.

Key Features

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

Property Details

2 full, 1 half
1950

Amenities

PoolFireplace

Monthly Cost Estimate

$6,418/mo

20% down · 6.5% · 30 years

Principal$868
Interest$5,200
Insurance$350

Estimates only. Actual payments may vary.

Location

205 SURPRISE DRIVE

Winter Garden, FL 34787

WINTER GARDEN SHORES REP

Features & Amenities

Interior Features

Built-in FeaturesHigh CeilingsLiving Room/Dining Room ComboPrimary Bedroom Main FloorSolid Wood CabinetsThermostatWindow Treatments

Exterior Features

Corner LotPavedFencingFire PitGardenPrivate MailboxStoragePool

Property Details

Flooring

TileTile - CeramicWood

Construction

Block

Parking

GarageGarage - Attached

Heating

CentralElectric (Heating)Fireplace(s)

Cooling

Central Air

Appliances

CooktopDishwasherDryerMicrowaveRefrigeratorWasher

Questions & Answers

This 4-bedroom, 3-bathroom single family at 205 SURPRISE DRIVE is listed at $1,200,000 ($553/sqft). The estimated monthly payment is $5,200 based on 20% down at 6.5% interest.

Key features include: Built in 1950, 0.75 acre lot, Private pool, Fireplace. Interior Features: Built-in Features, High Ceilings, Living Room/Dining Room Combo. Exterior Features: Corner Lot, Paved, Fencing.

This property is listed by Alison Scorsone and can be reached at 3216893554 or Alison.Scorsone@yahoo.com.

AS

Alison Scorsone

Agent at RE/MAX PRIME PROPERTIES

(321) 689-3554

Listed by RE/MAX PRIME PROPERTIES · View on Broker Site

MLS# O6365188· Source: listhub· Updated 183 days ago

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.

205 SURPRISE DRIVE, Winter Garden, FL 34787

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