Beautifully designed residence featuring attractive architectural details and inviting curb appeal. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautiful curb appeal and timeless architectural details welcome you home. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautiful curb appeal and timeless architectural details welcome you home. - 15749 CUTTER SAIL PL, WINTER GARDEN
Welcoming entryway with elegant finishes and an inviting atmosphere. - 15749 CUTTER SAIL PL, WINTER GARDEN
Elegant entryway offering a warm and inviting first impression. - 15749 CUTTER SAIL PL, WINTER GARDEN
Convenient built-in computer workstation located just off the kitchen, featuring custom cabinetry and a dedicated workspace perfect for everyday tasks, organization, or working from home. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautifully appointed kitchen with stylish cabinetry, generous counter space, and an inviting layout. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautifully appointed kitchen featuring generous counter space and stylish finishes. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautifully appointed kitchen featuring generous counter space and stylish finishes. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautifully appointed kitchen featuring generous counter space and stylish finishes. - 15749 CUTTER SAIL PL, WINTER GARDEN
Charming dining space offering a comfortable setting for everyday meals and special occasions. - 15749 CUTTER SAIL PL, WINTER GARDEN
Inviting dining space designed for everyday living and entertaining. - 15749 CUTTER SAIL PL, WINTER GARDEN
Spacious living area filled with natural light, perfect for relaxing or entertaining. - 15749 CUTTER SAIL PL, WINTER GARDEN
Spacious living area with beautiful finishes and abundant natural light. - 15749 CUTTER SAIL PL, WINTER GARDEN
Spacious living area with beautiful finishes and abundant natural light. - 15749 CUTTER SAIL PL, WINTER GARDEN
Spacious living area with beautiful finishes and abundant natural light. - 15749 CUTTER SAIL PL, WINTER GARDEN
Elegant primary suite offering a peaceful retreat with sophisticated finishes. - 15749 CUTTER SAIL PL, WINTER GARDEN
Spacious primary retreat offering comfort, elegance, and relaxation. - 15749 CUTTER SAIL PL, WINTER GARDEN
Bright bathroom featuring a contemporary vanity and stylish fixtures. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautifully appointed bedroom featuring a crystal-style chandelier and plantation shutters. - 15749 CUTTER SAIL PL, WINTER GARDEN
Another perspective highlighting the bedroom's elegant details and neutral finishes. - 15749 CUTTER SAIL PL, WINTER GARDEN
Bright bathroom featuring a contemporary vanity and stylish fixtures. - 15749 CUTTER SAIL PL, WINTER GARDEN
Inviting bedroom with plantation shutters and natural light from multiple windows. - 15749 CUTTER SAIL PL, WINTER GARDEN
Additional view showcasing the bedroom's generous layout and closet space. - 15749 CUTTER SAIL PL, WINTER GARDEN
Beautifully styled bathroom featuring decorative wall finishes and elegant gold accents. - 15749 CUTTER SAIL PL, WINTER GARDEN
Dedicated home office featuring a tray ceiling, plantation shutters, and natural light. - 15749 CUTTER SAIL PL, WINTER GARDEN
Spacious laundry room with utility sink, cabinetry, and convenient storage. - 15749 CUTTER SAIL PL, WINTER GARDEN
Enjoy Florida living from the covered patio, ideal for outdoor dining and relaxation. - 15749 CUTTER SAIL PL, WINTER GARDEN
eautifully maintained backyard with lush green lawn, mature landscaping, and attractive fencing. - 15749 CUTTER SAIL PL, WINTER GARDEN
Enjoy Florida living from the covered patio, ideal for outdoor dining and relaxation. - 15749 CUTTER SAIL PL, WINTER GARDEN
Welcome to Lakeshore by Toll Brothers, a beautifully landscaped community. - 15749 CUTTER SAIL PL, WINTER GARDEN
Elegant community clubhouse featuring impressive architectural details and inviting gathering spaces. - 15749 CUTTER SAIL PL, WINTER GARDEN
Elegant community clubhouse featuring impressive architectural details and inviting gathering spaces. - 15749 CUTTER SAIL PL, WINTER GARDEN
Dedicated yoga and wellness room offering a peaceful, inviting space for exercise, stretching, meditation, and relaxation. - 15749 CUTTER SAIL PL, WINTER GARDEN
Relax and unwind at the stunning resort-style community pool surrounded by tropical landscaping. - 15749 CUTTER SAIL PL, WINTER GARDEN
Enjoy picturesque lake views and the peaceful surroundings of the Lakeshore community. - 15749 CUTTER SAIL PL, WINTER GARDEN
Relax and unwind at the stunning resort-style community pool surrounded by tropical landscaping. - 15749 CUTTER SAIL PL, WINTER GARDEN
Enjoy the Florida sunshine from comfortable poolside seating and shaded relaxation areas. - 15749 CUTTER SAIL PL, WINTER GARDEN
Covered community grilling and dining area, perfect for outdoor gatherings. - 15749 CUTTER SAIL PL, WINTER GARDEN
Community playground offering outdoor recreation in a beautifully maintained setting. - 15749 CUTTER SAIL PL, WINTER GARDEN
Dedicated children's splash area featuring playful water features. - 15749 CUTTER SAIL PL, WINTER GARDEN
Well-equipped community fitness center with cardio and strength-training equipment. - 15749 CUTTER SAIL PL, WINTER GARDEN
Additional view of the community fitness center and exercise equipment. - 15749 CUTTER SAIL PL, WINTER GARDEN
Well-equipped community fitness center with cardio and strength-training equipment. - 15749 CUTTER SAIL PL, WINTER GARDEN
44 photos

$789,900

15749 CUTTER SAIL PL
WINTER GARDEN, FL 34787
Listed by REALTY ONE GROUP MVP
Bedrooms
4
Bathrooms
3
Living area
2,285 sqft
Year built
2019

About this home

Welcome to an exceptional opportunity to experience refined Florida living in the highly desirable Lakeshore Preserve community by Toll Brothers. From its impressive architectural presence and elegant columned entrance to its beautifully designed interior, this remarkable residence combines timeless elegance, modern design, and everyday comfort. Step inside and discover an inviting atmosphere highlighted by soaring ceilings, abundant natural light, beautiful architectural details, and thoughtfully selected finishes. The spacious, open-concept floor plan creates a seamless connection between the main living and entertaining areas, creating an ideal setting for intimate gatherings and grand celebrations alike. Elegant crown molding, plantation shutters, designer lighting, and beautiful flooring contribute to the home's luxurious appeal. At the heart of the residence, the beautifully appointed gourmet kitchen is designed to impress, featuring an expansive center island, upgraded cabinetry, generous counter space, stainless steel appliances, a gas cooktop, and double wall ovens. Perfectly positioned alongside the dining and living areas, this welcoming space brings together style, functionality, and effortless entertaining. A striking custom entertainment feature adds architectural character and creates an impressive focal point within the main living area. The spacious primary suite provides a private retreat designed for relaxation, complemented by a beautifully appointed bathroom featuring elegant finishes and a generous walk-in shower. Additional bedrooms provide comfortable accommodations, while a dedicated office with a closet creates versatility for a home workspace, study, or additional flex space. A flexible office/den can also function as a 4th bedroom. Thoughtful details throughout the residence enhance both comfort and functionality, including upgraded finishes, attractive lighting fixtures, and convenient storage solutions. The home's appeal extends outdoors, where a covered living area provides a wonderful setting for enjoying Florida's beautiful weather, whether relaxing with your morning coffee or entertaining guests. Additional highlights include a well-appointed laundry area and an upgraded garage featuring epoxy-style flooring and overhead storage. Additional upgrades include a tankless natural gas water heater. Beyond the residence, discover the exceptional lifestyle of Lakeshore Preserve. This beautifully designed community features a spectacular resort-style swimming pool surrounded by tropical landscaping, inviting lounge areas, and picturesque lake views. Residents can also enjoy a fully equipped fitness center, covered outdoor grilling and dining areas, and a community playground. Ideally located near Hamlin Town Center, Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, Walt Disney World Resort, and SR 429, with convenient access to shopping, dining, entertainment, and Orlando. Horizon West continues to grow with new retail, restaurants, and recreational improvements. Experience the perfect balance of luxury, elegance, and Florida living. Schedule your private showing today and experience the beauty, elegance, and exceptional lifestyle of this remarkable residence!

Property details

MLS
Stellar MLS
MLS #
MFRO6449413
Property type
Single Family Residence
Subdivision
LAKESHORE PRESERVE PH 5
Status
Active
Days on market
1
On market date
October 13, 2026
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.

Elementary
WATER SPRING ELEMENTARY
1.66 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
0.42 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
0.42 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 1 days -- 74 fewer days than WINTER GARDEN's current average of 75 days.
For reference, the median list price across 1,081 active listings in WINTER GARDEN right now is $493,583.

Mortgage calculator

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

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Est. monthly payment
$4,907/mo
$157,980 down
$631,920 loan
Principal & interest$4,099
Property tax (est.)$658
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 19 hr ago.

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.