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$789,990

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,924 Sq. Ft.
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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.

Full Property Details for 18344 Oliver Twist Wy

General

  • Price: $789,990
  • HOA FEE: $300/month
  • Taxes: $1,706 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5140531
  • Updated: 12/23/2025
  • Added to Site: 27 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 10
  • Interior Features: Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Stone Counters, Thermostat, Walk-In Closet(s)
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Electric Water Heater, Microwave, Range
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Racquetball, Tennis Court(s), Trail(s)

Exterior

  • Exterior Features: Irrigation System, Sidewalk, Sliding Doors, Sprinkler Metered

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: WATERLEIGH
  • Driving Directions: Heading South, take 429 south to Schofield. EXIT 13. Left off exit, right on Avalon Road. Waterleigh at corner of Flamingo Crossing and Avalon
  • Direction Faces: North

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Park, Playground, Pool, Racquetball, Sidewalks, Tennis Court(s)
  • Optional Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Racquetball, Tennis Court(s), Trail(s)
  • Association: Yes
  • Assoc. Name: Beacon Management - Scott
  • Assoc. Fees Include: Community Pool, Pool Maintenance

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Available, Phone Available, Sewer Available, Street Lights, Underground Utilities, Water Available

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,924
  • Sq. Ft. Source: Builder
  • Year Built: 2023

Lot Features

  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,585
  • Lot Size: 7585
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,706
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WATERLEIGH PHASES 4B AND 4C 109/34 LOT 353
  • Flood Zone Info: X
  • APN: 72427751103530
  • Property ID: 72427751103530
  • Block/Lot/Section: 3

Listed by La Rosa Realty Llc

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Listing agent

— 18344 Oliver Twist Wy —

  • La Rosa Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 18344 Oliver Twist Wy

School District:Orange County School District
NameGradesDistance
Water Spring Elementary
16000 Water Spring Boulevard, Winter Garden, FL 34787
PK-50.2 mi
Water Spring Middle School-0482
10393 Seidel Road, Winter Garden, FL 34787
6-82.1 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-122.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 18344 Oliver Twist Wy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/22/2025
Listed
$789,990
6.41%
MLS
4/26/2024
Sold
$742,431
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 18344 Oliver Twist Wy

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,273
—
$584,622
431%
2024
$2,273
19%
$110,000
—
2023
$1,916
1177%
$110,000
1041%
2022
$150
—
$9,638
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by La Rosa Realty Llc

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18344 Oliver Twist Way, Winter Garden, FL 34787 (MLS# S5140531) is a Single Family property with 4 bedrooms and 3 full bathrooms. 18344 Oliver Twist Way is currently listed for $789,990 and was received on December 22, 2025. Want to learn more about 18344 Oliver Twist Way? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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