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- Description
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$1,200,000
Monthly Est:$5,973
4 Beds
3 Baths2 full baths + 1 half bath
2,171sqft
205 Surprise Dr, Winter Garden, FL 34787
$1,200,000
$5,973/moEst:
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Single Family Residence
Built in 1950
$-- HOA
32,697 sqft lot
$553/sq.ft
Description
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.
- Houzeo last checked: 5 hours ago
- Listing updated: October 21, 2026 at 7:30 pm
- Listing Provided by: Alison Scorsone (321) 689-3554 | RE/MAX PRIME PROPERTIES (407) 347-4512
- Source: Stellar MLS-FL | MLS#: O6365188
Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1950
HOA Fees
-
Finished Area
2,171 sqft
Lot Size
32,697 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6365188
MLS Status
Active
Days on Market
321
Cumulative Days on Market
280
Open House
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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Heating
Central, Electric
Flooring
Ceramic Tile, Wood
Sewer
Public Sewer
Exterior Features
Fire Pit, Garden, Private Mailbox, Storage
Cooling
Central Air
Window Features
Blinds
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
Interior Features
Built In Features, High Ceilings, Living Room/dining Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Thermostat, Window Treatments
Construction
Year Built
Year Built: 1950
Home type
Single Family Residence
Foundation Details
Block, Crawlspace
Architectural Style
Custom
Construction Materials
Block
Roof
Shingle
Utilities & Energy
Pool Features
Heated, In Ground, Pool Sweep, Salt Water
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected, Public, Water Connected
Laundry Features
Electric Dryer Hookup, In Garage, Washer Hookup
Water Source
None
Fireplace Features
Family Room, Wood Burning
Other Features
Vegetation
Fruit Trees, Mature Landscaping, Oak Trees, Trees/landscaped
Subdivision Name
Winter Garden Shores Rep
Patio And Porch Features
Covered, Front Porch, Patio
Lot Features
Corner Lot, City Limits, Landscaped, Oversized Lot, Paved
Price History
| Date | Event | Price |
|---|---|---|
06/02/2026 Source: | Listing Removed | $1,200,000 $553/sqft |
06/02/2026 Source: | Listed for Sale | $1,200,000 $553/sqft |
04/23/2026 Source: | Pending | $1,200,000 $553/sqft |
02/25/2026 Source: | Price Decreased | $1,200,000 -7.69% $553/sqft |
12/04/2025 Source: | Listed for Sale | $1,300,000 +348.28% $599/sqft |
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Based on information from Stellar MLS® through Oct 22, 2026, 03:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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