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205 SURPRISE DRIVE, WINTER GARDEN, FL - photo 1

$1,200,000

205 SURPRISE DRIVE

WINTER GARDEN, FL 34787

Estimated payment $6,643/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
3Baths
2,171Sq Ft
$553Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Fireplace
Garage
Built in 1950
32,697 sqft Lot

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:3 (2 full, 1 half)
  • •Full bathrooms:2
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,171 sqft
  • •Total interior livable area:2,171 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:32,697 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1950

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Price history

DateEventPrice
2025-12-04T00:00:00.000ZListed for sale$1,200,000$553/sqft

Listing Agent

Alison Scorsone

RE/MAX PRIME PROPERTIES

Brokerage Phone: 407-347-4512

Source: Stellar MLS · MLS #O6365188

Data Powered by Home Junction, Inc.

Nearby

Schools

WILLIAM S MAXEY ELEMENTARY

Elementary · 1.2 mi

ORANGE TECHNICAL COLLEGE WEST CAMPUS

High · 1.2 mi

HOPE CHARTER

Elementary · 1.8 mi

Supermarkets

Mundaze

0.8 mi

Horizon Foods Brokers

0.9 mi

Mi Pueblito

1.9 mi

Dining

Sugar Rush Marshmallows

0.6 mi

Cook's In The Kitchen

0.7 mi

Daniel's Cheesesteak House

0.8 mi

Parks

Irrgain Park

0.9 mi

Palm Park

1.9 mi

Beaches

Conrad Beach

12.0 mi

West Beach

12.0 mi

East Beach

12.1 mi

Nearby amenity locations include data © OpenStreetMap contributors.