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$660,000

18344 Oliver Twist Way

Winter Garden, FL
Pending
4
Bedrooms
3
Bathrooms
3,590
Square Feet
0.17
Lot Size (acres)
2023
Year Built
285
Days On Market

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.

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Listing Information

Listing Updated
07/21/2026
Listed By
Jacqueline Cepeda, 4079541983 · LA ROSA REALTY LLC, 3219393748
MLS#
S5140531
Source
Stellar MLS
Status
Pending

Facts & Features

Location

Community Information

Address
18344 Oliver Twist Way, Winter Garden, FL 34787
City
Winter Garden
County
Orange
Neighborhood
WATERLEIGH
Zip Code
34787

Architecture

Bedrooms
4
Bathrooms
3
Year Built
2023
Construction Materials
Stucco, Block
Building Area
3,590 sq. ft.
Foundation
Slab
Roof
Shingle
Levels
Two
Garage
Yes
Garage Spaces
2
Parking Features
Attached

Features & Amenities

Interior Features
Eat-in Kitchen, Walk-In Closet(s), Open Floorplan, Stone Counters
Appliances
Dishwasher, Electric Water Heater, Microwave, Range, Cooktop
Flooring
Carpet, Ceramic Tile
Community Features
Clubhouse, Pool, Sidewalks, Playground, Tennis Court(s), Street Lights, Park, Fitness Center, Racquetball
Cooling
Central Air
Heating
Electric, Central

Property Features

Lot Size
0.17 Acres
Water
Public
Sewer
Public Sewer
Utilities
Cable Available, Sewer Available, Electricity Available, Water Available, Phone Available, Underground Utilities

Square Footage

Total
2,924 sq. ft.

Tax & Financial Information

List Price
$660,000
Annual Taxes
$1,706
Association Fee
$300 (paid Monthly)
Association Amenities
Playground, Clubhouse, Fitness Center, Pool, Tennis Court(s), Trail(s), Park, Racquetball

Schools

100/100
Water Spring Middle School
Middle · Grades 06–08 · 1.9 mi
City
Winter Garden
Students
632
Parent reviews
3.0★ avg · 2 reviews
Student body
51% Hispanic / Latino · 35% White · 5% Black
Free/reduced lunch
26%
Phone
(407) 317-3200
99/100
Sawgrass Bay Elementary School
Elementary · Grades PK–05 · 2.3 mi
City
Clermont
Students
1,217
Parent reviews
2.8★ avg · 4 reviews
Student body
48% Hispanic / Latino · 33% White · 14% Black
Free/reduced lunch
74%
Phone
(352) 243-6110
76/100
Horizon High School
High · Grades 09–12 · 1.9 mi
City
Winter Garden
Students
1,407
Parent reviews
5.0★ avg · 1 review
Student body
45% Hispanic / Latino · 40% White · 8% Black
Free/reduced lunch
17%
Phone
(407) 317-3200
76/100
Summerlake Elementary
Elementary · Grades KG–05 · 4.1 mi
City
Winter Garden
Students
748
Parent reviews
5.0★ avg · 1 review
Student body
54% White · 32% Hispanic / Latino · 8% Asian
Free/reduced lunch
16%
Phone
(407) 317-3200
66/100
Water Spring Elementary
Elementary · Grades PK–05 · 0.2 mi
City
Winter Garden
Students
1,179
Parent reviews
3.7★ avg · 3 reviews
Student body
43% Hispanic / Latino · 41% White · 6% Black
Free/reduced lunch
20%
Phone
(407) 355-5709
60/100
Pinecrest Academy Four Corners
Elementary · Grades KG–08 · 203.9 mi
City
Clermont
Students
406
Parent reviews
3.0★ avg · 3 reviews
Student body
62% Hispanic / Latino · 21% White · 9% Black
Free/reduced lunch
55%
Phone
(352) 978-3397
52/100
Lake Pointe Academy
Elementary · Grades PK–08 · 3.2 mi
City
Clermont
Students
946
Student body
53% Hispanic / Latino · 24% White · 16% Black
Free/reduced lunch
52%
Phone
(352) 253-6500

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
07/14/2026Price change$660,000
12/22/2025Listed for sale$789,990

Listed by Jacqueline Cepeda · LA ROSA REALTY LLC · 3219393748

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: July 21, 2026 at 1:21 AM | Source: Stellar MLS | MLS#: S5140531

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