205 Surprise Drive, Winter Garden, FL 34787 (MLS # O6365188)

205 Surprise Drive, Winter Garden, FL 34787 (MLS # O6365188)

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407-625-6667
407-625-6667
Speaks English and Spanish

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PRICE $1,200,000 dsIDX morgage calculator
BEDS 4
BATHS 3
HOME SIZE 2,171 sqft
LOT SIZE 32,670 sqft

Under contract-accepting backup offers. PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. 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.

DAYS ON MARKET 158 LAST UPDATED 4/23/2026
TRACT WINTER GARDEN SHORES REP YEAR BUILT 1950
COMMUNITY 34787 - Winter Garden/Oakland GARAGE SPACES 2.0
COUNTY Orange STATUS Pending
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Dillard Street Elem
Jr. High School Lakeview Middle
High School West Orange High

PRICE HISTORY
Prior to Feb 25, '26 $1,300,000
Feb 25, '26 - Today $1,200,000


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer
AREA 34787 - Winter Garden/Oakland
BASEMENT Crawl Space
CONSTRUCTION Block
EXTERIOR Fire Pit, Garden, Storage
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric
INTERIOR Built-in Features, High Ceilings
LOT 0.75 acre(s)
LOT DESCRIPTION Corner Lot, Landscaped, Paved
PARKING Attached
POOL Yes
POOL DESCRIPTION Heated, In Ground, Pool Sweep, Salt Water, Private
SEWER Public Sewer
STORIES 1
STYLE Custom
SUBDIVISION WINTER GARDEN SHORES REP
TAXES 3406.12
UTILITIES Cable Available, Electricity Connected, Water Connected
WATER None
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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Listing provided by Alison Scorsone, RE/MAX PRIME PROPERTIES, 407-347-4512
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/8/26 8:10 AM PDT.

This IDX solution is (c) Diverse Solutions 2026.

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