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$724,900 -$29,100 (-3.86%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,924 Sq. Ft.
  • Updated 20 hours ago
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**PRICE IMPROVEMENT - NOW THE LOWEST-PRICED POND VIEW 4-BEDROOM IN WATERLEIGH!** Don't miss this opportunity to own a spacious 4-bedroom, 3-bath home with nearly 3,000 sq ft in one of Winter Garden's most sought-after communities, now aggressively priced to sell quickly. Situated on a premium **pond-view lot with no rear neighbors**, this home offers peaceful water views and added privacy. The open-concept layout provides generous living space, a large kitchen ideal for entertaining, and flexibility for everyday living. Why wait months and pay more for new construction? This home is **move-in ready now** no delays, no added upgrade costs, and priced below comparable homes in the area, making it one of the **best values in Waterleigh**. Nearly 3,000 sq ft; 4 bedrooms / 3 full bathrooms; Pond view with no rear neighbors; Open-concept layout with spacious living areas; Located in amenity-rich Waterleigh **Seller is motivated. Bring all offers.** Opportunities like this don't last. Schedule your showing today.

Full Property Details for 18386 Oliver Twist Wy

General

  • Price: $724,900
  • HOA FEE: $280/month
  • Taxes: $10,366 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6388830
  • Updated: 3/23/2026
  • Added to Site: 16 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 5
  • Interior Features: High Ceilings, Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Smart Home, Walk-In Closet(s), Window Treatments
  • Appliances: Built-In Oven, Cooktop, Disposal, Ice Maker, Microwave, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Courtyard, Irrigation System, Other, Playground, Private Entrance, Private Yard, Sidewalk, Sprinkler Metered, Storage

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Carports: Yes
  • Carport: 2
  • Carport Spaces: 2
  • Covered Spaces: 4

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: WATERLEIGH PH 4B & 4C
  • Driving Directions: see gps
  • Direction Faces: North

School Information

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

Community

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

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Available, Electricity Connected, Other, Phone Available

Structural Information

  • Exterior Const.: Cement Siding, Concrete, Stone, Stucco
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 2,924
  • Sq. Ft. Source: Builder
  • Year Built: 2024

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,427
  • Lot Size: 9427
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $280
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $10,366
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WATERLEIGH PHASES 4B AND 4C 109/34 LOT 360
  • Flood Zone Info: X
  • APN: 72427751103600
  • Property ID: 72427751103600
  • Block/Lot/Section: 3

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— 18386 Oliver Twist Wy —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 18386 Oliver Twist Wy

School District:Orange County School District
NameGradesDistance
Water Spring Elementary
16000 Water Spring Boulevard, Winter Garden, FL 34787
PK-50.3 mi
Water Spring Middle School-0482
10393 Seidel Road, Winter Garden, FL 34787
6-82.2 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-122.2 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 18386 Oliver Twist Wy Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/21/2026
Price Reduced
$724,900
-3.86%
MLS
3/08/2026
Listed
$754,000
-0.94%
MLS
5/14/2024
Sold
$761,166
—
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 18386 Oliver Twist Wy

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,273
—
$604,400
449%
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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18386 Oliver Twist Way, Winter Garden, FL 34787 (MLS# O6388830) is a Single Family property with 4 bedrooms and 3 full bathrooms. 18386 Oliver Twist Way is currently listed for $724,900 and was received on March 08, 2026. Want to learn more about 18386 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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