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Property for sale at 15706 CUTTER SAIL PLACE, WINTER GARDEN, FL, 34787

15706 Cutter Sail PlaceWinter Garden, FL, 34787

5beds
5baths
3,894sqft
Single Family Residence
Built in 2020
$385 Monthly HOA Fee
$1,000,000
Sold
Price per sqft
$257
Sold on
Mar 26, 2026
MLS #O6366512Updated Mar 26, 2026

About this property

Virtually Staged. MOVE-IN READY!! Corner Lot! FULLY upgraded Toll Brothers built masterpiece, located in Winter Garden's highly coveted Lakeshore Preserve. This exceptional Madeira model offers 5 bedrooms, 4. 5 baths, a 3-car tandem garage, and an array of premium enhancements that elevate everyday living into an indulgent retreat. From the moment you step inside you'll be captivated by the seamless blend of elegance and innovation. Expansive full pocket sliding glass doors in both the kitchen nook and living room erase the lines between indoor and outdoor living, opening to a beautifully designed screened-in lanai with a remote-controlled retractable screen-the perfect setting for relaxation or entertaining. The heart of the home is a chef's dream: an upgraded gourmet kitchen featuring enhanced cabinetry, glass panel accents, a framed island, custom pantry shelving, and a fully outfitted butler's pantry. Custom black cabinetry and a designer shelf system elevate the living room, complemented by built-in surround sound that also extends to the lanai. Upstairs, a sophisticated flex room awaits-complete with custom cabinetry, a media center, shelving, a beverage area, and a cozy bench seat. All three upstairs bedrooms feature custom built-in closets, thoughtfully designed with drawers, !shelving, and integrated laundry baskets. The primary suite is a luxurious haven with an elegant accent wall, media shelf, and contemporary electric multi-color fireplace. The expansive primary closet offers a fully customized system with dual vertical shoe racks, extensive hanging space, and abundant drawer storage. Every inch of the home bas been enhanced, including a refined mudroom with built-ins, upgraded laundry room cabinets, custom roller shades throughout, and a convenient central vacuum system. Step outside into a private resort-style oasis. The backyard !showcases a raised turf finish, professional retainer wall, lush privacy podocarpus, a sleek black aluminum fence with dual side access gates, an elevated entertainment space featuring outdoor turf and a custom putting green. The crown jewel is the luxury pool and spa, complete with sun shelf, water feature, heating system, and multi-color lighting-your personal tropical escape. And as the perfect finishing touch, you can watch the Magic Kingdom fireworks nightly from nearly every room in the home. Residents of Lakeshore Preserve enjoy world-class, lakefront amenities including a resort-style pool, fitness center, clubhouse, playgrounds, dog park, sand volleyball, canoes, and a vibrant neighborhood social calendar. Located in the heart of Hamlin, you' re just moments from premier shopping, dining, and major highways-ensuring convenience without compromising luxury. This is more than a home-it' s a lifestyle. Discover the unparalleled elegance and elevated living that only Lakeshore !Preserve and this extraordinary Madeira model can offer.

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Property details

Property type
Single Family Residence
Street address
15706 Cutter Sail Place
City
Winter Garden
State
FL
ZIP code
34787
Year built
2020
New construction
No
Faces
Northwest
Rooms
11
Living area
3,894 sqft
Total building area
5,195 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

EventPrice
SoldMLS #O6366512$1,000,000
Price reducedMLS #O6366512$1,039,000Change: −13.3%−$160,000
Listed for saleMLS #O6366512$1,199,000
Listed for saleMLS #J913621$779,975
History may be incomplete.
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Property for sale at 15706 CUTTER SAIL PLACE, WINTER GARDEN, FL, 34787
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