18339 OLIVER TWIST WAY
WINTER GARDEN, FL 34787
Location
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!
Facts & features
Interior
- Bedrooms
- 4
- Bathrooms
- 3
- Living area
- 2,931 sqft
- Heating
- Central
- Cooling
- Central Air, Humidity Control
- Flooring
- Carpet, Tile
- Features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs…
- Appliances
- Built-In Oven, Dishwasher, Dryer, Exhaust Fan, Microwave, Refrigerator…
Exterior & lot
- Lot size
- 6,730 sqft (0.15 ac)
- Roof
- Shingle
- Construction
- Block, Brick, Stone, Stucco
- Exterior
- Sidewalk, Sprinkler Metered
Parking
- Garage
- 2 spaces
Financial
- HOA dues
- $250 / monthly
- Annual tax
- $9,777 (2024)
- Price / sqft
- $222/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Fiber Optics, Public, Sprinkler Meter, Sprinkler Recycled, Underground Utilities
Property
- Property type
- Single Family
- Year built
- 2023
- Subdivision
- WATERLEIGH PH 4B & 4C
- County
- Orange
Assigned schools
- Elementary
- Water Spring Elementary
- Middle
- Water Spring Middle
- High
- Horizon High School
Listing
- Status
- Active
- Days on market
- 536 days
- MLS #
- MFR747724834
- Source
- Stellar MLS
Listed by Edward Guerrette LLC · HAMLIN REALTY
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $3,287/mo
- Property tax
- $815/mo
- Home insurance
- Left out until you enter a quote
- HOA dues
- $250/mo
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2024 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Homes for sale in WINTER GARDEN within the same price band.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Sep 1, 2026 | Price reduced | $650,000 | −$140,000 |
| Apr 3, 2025 | Listed | $790,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for WINTER GARDEN, FL are not connected yet, so this page does not show them.
Frequently asked questions
What would 18339 OLIVER TWIST WAY, WINTER GARDEN cost per month?
About $4,352 a month: $3,287 principal and interest, $815 property tax, $250 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 18339 OLIVER TWIST WAY, WINTER GARDEN priced fairly?
Comparable homes nearby put it between $686,909 and $790,315, with $738,612 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $252 a square foot.
How does 18339 OLIVER TWIST WAY, WINTER GARDEN compare to nearby homes?
8 comparable properties within three miles. The nearest: 18321 OLIVER TWIST WAY, WINTER GARDEN, FL at $795,000, 3,327 sq ft, 0.03 miles away; 18344 OLIVER TWIST WAY, WINTER GARDEN, FL at $660,000, 2,924 sq ft, 0.04 miles away; 11031 JACKSON COVE, WINTER GARDEN, FL at $700,000, 2,931 sq ft, 0.09 miles away.
How long has 18339 OLIVER TWIST WAY, WINTER GARDEN been on the market?
454 days on the market.
Has the price of 18339 OLIVER TWIST WAY, WINTER GARDEN changed?
It has gone down from $790,000 to $650,000, a change of -17.7%.
How big is 18339 OLIVER TWIST WAY, WINTER GARDEN?
4 bed, 3 bath, 2,931 square feet. That is $222 a square foot.
What year was 18339 OLIVER TWIST WAY, WINTER GARDEN built?
Built in 2023.
What is the HOA fee at 18339 OLIVER TWIST WAY, WINTER GARDEN?
The association fee works out to $250 a month.
What are the property taxes at 18339 OLIVER TWIST WAY, WINTER GARDEN?
Property tax works out to about $815 a month, $9,777 a year, on the 2024 assessment.
Is 18339 OLIVER TWIST WAY, WINTER GARDEN still available?
It is still on the market.
