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$725,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2,832 Sq. Ft.
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Welcome to 18309 Oliver Twist Way, a beautifully maintained five bedroom, four bathroom home located in the highly sought after Waterleigh community in Winter Garden. Designed for both everyday comfort and effortless entertaining, this spacious home offers a thoughtful layout with flexible living spaces and modern finishes throughout. One of the standout features is the private downstairs guest ensuite, ideal for multigenerational living, visiting family, or a dedicated office space. The open concept main living area creates a warm and inviting atmosphere, seamlessly connecting the kitchen, dining, and living spaces while offering plenty of natural light. Upstairs, generously sized bedrooms provide space for everyone, while the primary suite serves as a peaceful retreat after a long day. Every detail has been carefully maintained, making this home truly move in ready.nLocated within Waterleigh, residents enjoy access to resort style amenities including multiple pools, walking trails, fitness centers, playgrounds, and community green spaces. The home is also conveniently positioned near local schools, shopping, dining, and just a short drive to Walt Disney World, offering both convenience and lifestyle. If you are looking for a home that blends space, functionality, and the vibrant community feel that Waterleigh is known for, this is one you will not want to miss.

Full Property Details for 18309 Oliver Twist Wy

General

  • Price: $725,000
  • HOA FEE: $281/month
  • Taxes: $497 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6386008
  • Updated: 2/26/2026
  • Added to Site: 51 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Walk-In Closet(s)
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Sidewalk

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 PH 4B & 4C
  • Driving Directions: Drive south on 429, exit right at schofield. turn left onto schofield and then right onto avalon rd. take all the way to water spring blvd and turn right. then left on oliver twist, home will be on the right after the bend.
  • Direction Faces: East

School Information

  • Elementary School: Water Spring Elementary
  • Middle School: Water Spring Middle
  • High School: Horizon High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: H Burch

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,832
  • Sq. Ft. Source: Public Records
  • Year Built: 2023

Lot Features

  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,497
  • Lot Size: 8497
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $281
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $497
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WATERLEIGH PHASES 4B AND 4C 109/34 LOT 335
  • Flood Zone Info: X
  • APN: 72427751103350
  • Property ID: 72427751103350
  • Block/Lot/Section: 335/07

Listed by Lokation

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Listing agent

— 18309 Oliver Twist Wy —

  • Lokation

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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 18309 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 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-122 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 18309 Oliver Twist Wy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/26/2026
Listed
$725,000
-0.15%
MLS
9/21/2023
Sold
$726,101
—
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 18309 Oliver Twist Wy

Year
Property Taxes
Change
Tax Assessment
Change
2025
$614
24%
$499,970
6%
2024
$497
-74%
$473,106
330%
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 Lokation

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18309 Oliver Twist Way, Winter Garden, FL 34787 (MLS# O6386008) is a Single Family property with 5 bedrooms and 4 full bathrooms. 18309 Oliver Twist Way is currently listed for $725,000 and was received on February 26, 2026. Want to learn more about 18309 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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