Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Property Details
Price:
$660,000
MLS #:
S5140531
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WATERLEIGH
Neighborhood:
34787wintergardenoakland
Listed Date:
Dec 22, 2025
Finished Sq Ft:
2,924
Total Sq Ft:
3,590
Lot Size:
7,585 sqft / 0.17 acres (approx)
Year Built:
2023
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Electric Water Heater, Microwave, Range
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric
Interior Features
Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two
Exterior
Association Amenities
Clubhouse, Fitness Center, Park, Playground, Pool, Racquetball, Tennis Court(s), Trail(s)
Attached Garage YN
1
Community Features
Clubhouse, Deed Restrictions, Fitness Center, Park, Playground, Pool, Racquetball, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Irrigation System, Sidewalk, Sliding Doors, Sprinkler Metered
Garage Spaces
2
Roof
Shingle
Financial
HOA Fee
$300
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Pool Maintenance
HOA Name
Beacon Management – Scott
Tax Year
2024
Taxes
$1,706
Map
Community
- Address18344 OLIVER TWIST WAY WINTER GARDEN FL
- SubdivisionWATERLEIGH
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Aug 30, 2026
826
Single Family Listed
113
Avg DOM
279
Avg $ / SqFt
$757,830
Avg List Price
Property Summary
- Located in the WATERLEIGH subdivision, 18344 OLIVER TWIST WAY WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $660,000 and features 4 beds, 3 baths, and has approximately 2,924 square feet of living space, and was originally constructed in 2023. The current price per square foot is $226. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $757,830. To schedule a showing of MLS#s5140531 at 18344 OLIVER TWIST WAY in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of LA ROSA REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 18344 OLIVER TWIST WAY
WINTER GARDEN, FL