Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN
Covered Lanai with huge yard - 18339 OLIVER TWIST WAY, WINTER GARDEN
conveience and privacy with no rear neighbors. middle school is in distance - 18339 OLIVER TWIST WAY, WINTER GARDEN
oversized yard - 18339 OLIVER TWIST WAY, WINTER GARDEN
large yard to biuld a future pool - 18339 OLIVER TWIST WAY, WINTER GARDEN
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 6 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 7 of 55
front porch living - 18339 OLIVER TWIST WAY, WINTER GARDEN
pavered outdoor space - 18339 OLIVER TWIST WAY, WINTER GARDEN
Grand entrance with tray ceiling - 18339 OLIVER TWIST WAY, WINTER GARDEN
flex space for dining, office or even a gym. Easy to enclose for more privacy - 18339 OLIVER TWIST WAY, WINTER GARDEN
flex space - 18339 OLIVER TWIST WAY, WINTER GARDEN
eat in kitchen area - 18339 OLIVER TWIST WAY, WINTER GARDEN
vented hood, pull out drawers, large sink - 18339 OLIVER TWIST WAY, WINTER GARDEN
all stainless steel appliances and beautiful backsplash - 18339 OLIVER TWIST WAY, WINTER GARDEN
upgraded refrigerator - 18339 OLIVER TWIST WAY, WINTER GARDEN
family room - 18339 OLIVER TWIST WAY, WINTER GARDEN
family space - large living - 18339 OLIVER TWIST WAY, WINTER GARDEN
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 19 of 55
Full Bath Downstairs - 18339 OLIVER TWIST WAY, WINTER GARDEN
Guest Bedroom 1st Floor - 18339 OLIVER TWIST WAY, WINTER GARDEN
Professional designed home has Guest room on bottom floor with full bath - 18339 OLIVER TWIST WAY, WINTER GARDEN
custom walls - 18339 OLIVER TWIST WAY, WINTER GARDEN
spindal stairs - 18339 OLIVER TWIST WAY, WINTER GARDEN
loft area - 18339 OLIVER TWIST WAY, WINTER GARDEN
Upstairs washer dryer on pedastools - 18339 OLIVER TWIST WAY, WINTER GARDEN
master suite with tray ceiling - 18339 OLIVER TWIST WAY, WINTER GARDEN
primary suite - 18339 OLIVER TWIST WAY, WINTER GARDEN
master bathroom with dual sinks - 18339 OLIVER TWIST WAY, WINTER GARDEN
soaking tub - 18339 OLIVER TWIST WAY, WINTER GARDEN
framless shower - 18339 OLIVER TWIST WAY, WINTER GARDEN
Framless shower Master Suite with huge walk in closet - 18339 OLIVER TWIST WAY, WINTER GARDEN
bedroom 3 - 18339 OLIVER TWIST WAY, WINTER GARDEN
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 34 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 35 of 55
bathroom 3 - 18339 OLIVER TWIST WAY, WINTER GARDEN
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 37 of 55
Bedroom 4 - 18339 OLIVER TWIST WAY, WINTER GARDEN
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 39 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 40 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 41 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 42 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 43 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 44 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 45 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 46 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 47 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 48 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 49 of 55
Community center #1 splash pad, gym, beach volleyball, rock climbing, tennis - 18339 OLIVER TWIST WAY, WINTER GARDEN
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 51 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 52 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 53 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 54 of 55
Single Family Residence at 18339 OLIVER TWIST WAY, WINTER GARDEN, photo 55 of 55
55 photos

$650,000

18339 OLIVER TWIST WAY
WINTER GARDEN, FL 34787
Listed by Edward Guerrette LLC · HAMLIN REALTY
Bedrooms
4
Bathrooms
3
Living area
2,931 sqft
Year built
2023

About this home

Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!

Property details

MLS #
MFRO6280496
Property type
Single Family Residence
Subdivision
WATERLEIGH PH 4B & 4C
Status
Active
Days on market
454
On market date
April 3, 2025
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
N/A
Lot size
0.15 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
WATER SPRING ELEMENTARY
0.21 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,179
Student:teacher ratio
17.6:1
District
ORANGE
Middle
WATER SPRING MIDDLE SCHOOL
1.86 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
403
Student:teacher ratio
20.2:1
District
ORANGE
High
HORIZON HIGH SCHOOL
1.86 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,407
Student:teacher ratio
24.3:1
District
ORANGE

Walkability

Blended score for WINTER GARDEN's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

28
Car-dependent
out of 100
EPA National Walkability Index
7.7 / 20 -- Below average walkable
Google Places amenity density
13 / 100
Restaurants & cafes4
Grocery stores0
Parks0
Schools0
Transit stops1
Pharmacies0

Market position

How this listing compares to current activity in WINTER GARDEN, from live MLS data.

On the market 454 days -- 380 more days than WINTER GARDEN's current average of 74 days.
For reference, the median list price across 1,032 active listings in WINTER GARDEN right now is $489,995.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$4,064/mo
$130,000 down
$520,000 loan
Principal & interest$3,373
Property tax (est.)$542
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 1, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.