205 Surprise Dr Winter Garden, FL 34787
Winter Garden AreaEstimated payment $6,867/month
Highlights
- Oak Trees
- Custom Home
- Wood Flooring
- Heated In Ground Pool
- 0.75 Acre Lot
- Attic
About This Home
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.
Listing Agent
RE/MAX PRIME PROPERTIES Brokerage Phone: 407-347-4512 License #3055715 Listed on: 12/04/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,406
Year Built
- Built in 1950
Lot Details
- 32,697 Sq Ft 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
- 4 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
- Fire Pit
- 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
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $3,588 | $794,010 | $653,940 | $140,070 |
| 2025 | $3,588 | $833,710 | $653,940 | $179,770 |
| 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
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/02/2026 06/02/26 | For Sale | $1,200,000 | 0.0% | $553 / Sq Ft |
| 06/01/2026 06/01/26 | Off Market | $1,200,000 | -- | -- |
| 06/01/2026 06/01/26 | For Sale | $1,200,000 | 0.0% | $553 / Sq Ft |
| 04/22/2026 04/22/26 | Pending | -- | -- | -- |
| 02/25/2026 02/25/26 | Price Changed | $1,200,000 | -7.7% | $553 / Sq Ft |
| 12/04/2025 12/04/25 | For Sale | $1,300,000 | -- | $599 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $290,000 | Attorney | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $250,000 | Credit Line Revolving | |
| Closed | $250,000 | New Conventional | |
| Closed | $45,000 | Credit Line Revolving | |
| Closed | $281,300 | New Conventional |
Source: Stellar MLS
MLS Number: O6365188
APN: 14-2227-9392-01-330
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.