205 Surprise Dr Winter Garden, FL 34787
Estimated payment $7,122/month
Highlights
- Popular Property
- Oak Trees
- Custom Home
- West Orange High School Rated A
- Heated In Ground Pool
- 0.75 Acre Lot
About This Home
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.
Listing Agent
RE/MAX PRIME PROPERTIES Brokerage Phone: 407-347-4512 License #3055715 Listed on: 12/04/2025
Open House Schedule
-
Saturday, December 13, 202512:00 to 2:00 pm12/13/2025 12:00:00 PM +00:0012/13/2025 2:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,406
Year Built
- Built in 1950
Lot Details
- 0.75 Acre Lot
- Northwest Facing Home
- Fenced
- Mature Landscaping
- Corner Lot
- Oversized Lot
- Irrigation Equipment
- Oak Trees
- Fruit Trees
- Garden
Parking
- 2 Car Attached Garage
Home Design
- Custom Home
- Block Foundation
- Shingle Roof
- Block Exterior
Interior Spaces
- 2,171 Sq Ft Home
- 1-Story Property
- Built-In Features
- High Ceiling
- Wood Burning Fireplace
- Blinds
- Family Room with Fireplace
- Combination Dining and Living Room
- Home Office
- Crawl Space
- Attic
Kitchen
- Cooktop
- Microwave
- Dishwasher
- Solid Wood Cabinet
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Jack-and-Jill Bathroom
Laundry
- Laundry in Garage
- Dryer
- Washer
Pool
- Heated In Ground Pool
- Saltwater Pool
- Pool Sweep
Outdoor Features
- Covered Patio or Porch
- Shed
- Breezeway
- Private Mailbox
Schools
- Dillard Street Elementary School
- Lakeview Middle School
- West Orange High School
Utilities
- Central Heating and Cooling System
- Thermostat
- High Speed Internet
- Cable TV Available
Community Details
- No Home Owners Association
- Winter Garden Shores Rep Subdivision
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 131 / 1
- Assessor Parcel Number 14-22-27-9392-01-330
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,406 | $268,291 | -- | -- |
| 2024 | $3,279 | $260,730 | -- | -- |
| 2023 | $3,279 | $246,002 | $0 | $0 |
| 2022 | $3,146 | $236,895 | $0 | $0 |
| 2021 | $3,096 | $229,995 | $0 | $0 |
| 2020 | $2,854 | $220,863 | $0 | $0 |
| 2019 | $2,942 | $215,897 | $0 | $0 |
| 2018 | $2,912 | $211,871 | $0 | $0 |
| 2017 | $2,554 | $243,847 | $110,000 | $133,847 |
| 2016 | $3,954 | $230,410 | $99,266 | $131,144 |
| 2015 | $1,989 | $222,300 | $99,266 | $123,034 |
| 2014 | $2,001 | $190,471 | $99,266 | $91,205 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 12/04/2025 12/04/25 | For Sale | $1,300,000 | -- | $599 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $290,000 | Attorney | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $281,300 | New Conventional |
Source: Stellar MLS
MLS Number: O6365188
APN: 14-2227-9392-01-330
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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