205 SURPRISE DRIVE, WINTER GARDEN, FL 34787 | MLS #MFRO6365188 | Berkshire Hathaway HomeServices Florida Network Realty
Maria Wilkes

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Listing provided courtesy of RE/MAX PRIME PROPERTIESas Distributed by MLSGrid- MLS# MFRO6365188MLS Provider

205 SURPRISE DRIVEWINTER GARDEN, FL 34787

Single Family · 4 Beds · 2 Full Baths · 1 Half Bath · 2,171 Sq. ft. | 0.75 Acres
$1,200,000 Active

205 SURPRISE DRIVE Overview

Time on Site:
207 days
Visits:
2

PRICE ADJUSTED to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. Discover an exceptional property in the heart of 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. 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. This property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. 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.

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205 SURPRISE DRIVE Facts & Features

  • Type Single Family
  • Sq. ft. 2,171
  • Price/Sq.ft. $553
  • Lot 0.75 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Dillard Street Elem
  • Middle Or Junior School: Lakeview Middle
  • High School: West Orange High

Building Information

  • New Construction: No
  • Year Built: 1950

Location/Region

  • Country: US
  • County Or Parish: Orange
  • MLS Area Major: 34787 - Winter Garden/Oakland
  • Subdivision Name: WINTER GARDEN SHORES REP
  • Township: 22

Tax Information

  • Tax Annual Amount: 3406.12
  • Tax Year: 2024

General Information

  • Furnished: Unfurnished
  • Listing Terms: Cash,Conventional
  • Ownership: Fee Simple
  • Parcel Number: 14-22-27-9392-01-330
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None
  • Zoning: R-1

Interior

Parking Information

  • Garage Spaces: 2
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 4

Building Interior

  • Building Area Source: Public Records
  • Building Area Total: 2819
  • Building Area Units: Square Feet

General Information

  • Appliances: Cooktop,Dishwasher,Dryer,Microwave,Refrigerator,Washer
  • Cooling: Central Air
  • Fireplace Features: Family Room,Wood Burning
  • Fireplace: Yes
  • Flooring: Ceramic Tile,Wood
  • Foundation Details: Block,Crawlspace
  • Heating: Central,Electric
  • Interior Features: Built-in Features,High Ceilings,Living Room/Dining Room Combo,Primary Bedroom Main Floor,Solid Wood Cabinets,Thermostat,Window Treatments
  • Laundry Features: Electric Dryer Hookup,In Garage,Washer Hookup
  • Levels: One
  • Living Area: 2171
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Other Equipment: Fire Pit,Irrigation Equipment
  • Stories Total: 1
  • Window Features: Blinds

Exterior

Lot Information

  • Additional Parcels: No
  • Lot Features: Corner Lot,City Limits,Landscaped,Oversized Lot,Paved
  • Lot Size Acres: 0.75
  • Lot Size Square Feet: 32697
  • Road Surface Type: Paved
  • Vegetation: Fruit Trees,Mature Landscaping,Oak Trees,Trees/Landscaped
  • Water Source: None

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Custom
  • Attached Garage: Yes
  • Construction Materials: Block
  • Direction Faces: Northwest
  • Patio And Porch Features: Covered,Front Porch,Patio
  • Roof: Shingle

General Information

  • Carport: No
  • Exterior Features: Fire Pit,Garden,Private Mailbox,Storage
  • Fencing: Fenced
  • Other Structures: Shed(s)
  • Pool Features: Heated,In Ground,Pool Sweep,Salt Water
  • Pool Private: Yes
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available,Cable Available,Electricity Connected,Public,Water Connected

Room Information

Room: Bedroom 2

  • Level: First
  • Dimensions: 15x13
  • Length: 13
  • Width: 15
  • Features: Jack & Jill Bathroom

Room: Bedroom 3

  • Level: First
  • Features: Jack & Jill Bathroom

Room: Breezeway

  • Level: First
  • Dimensions: 23x15
  • Length: 15
  • Width: 23

Room: Dining Room

  • Level: First
  • Dimensions: 21x12
  • Length: 12
  • Width: 21

Room: Kitchen

  • Level: First

Room: Living Room

  • Level: First
  • Dimensions: 21x15
  • Length: 15
  • Width: 21

Room: Office

  • Level: First
  • Dimensions: 15x14
  • Length: 14
  • Width: 15

Room: Primary Bedroom

  • Level: First
  • Dimensions: 15x11
  • Length: 11
  • Width: 15

205 SURPRISE DRIVE Neighborhood

Community

34787 (WINTER GARDEN) Demographics

37
Median Age
941
Population Density (per sq. mile)
54%
College Educated
$94,038
Estimated Median Income
17,911
Estimated Total Home Owners
6,766
Estimated Total Renters
73% / 27%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data unavailable, School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

205 SURPRISE DRIVE Monthly Cost

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Dylan Leitman
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

205 SURPRISE DRIVE Market Data

Based on the last 30 days in this zip code

$715,510
Average List Price
$287
Average Price per Square Foot
154
Properties Sold
104
Average Days on Market
1,100
Properties for Sale
Calculations provided by Reliance Network

205 SURPRISE DRIVE History

Date Event Value Agent
6/1/2026Source: My Florida Regional MLS Status Change
Active
4/23/2026Source: My Florida Regional MLS Status Change
Pending
2/25/2026Source: My Florida Regional MLS Price Reduction
$1,200,000 -7.7%
12/4/2025Source: My Florida Regional MLS Added to Database
December 04, 2025
10/14/2022Source: My Florida Regional MLS Added to Database
October 14, 2022