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Property Description
One or more photo(s) has been 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.
Full Property Details
Full Property Details for 15706 Cutter Sail Pl
General
- Sold For: $1,000,000
- HOA FEE: $385/month
- Taxes: $11,263 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6366512
- Added to Site: 176 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 11
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, High Ceilings, In Wall Pest System, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Other, Pest Guard System, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Gas Dryer Hookup, Inside, Laundry Room, Upper Level
Additional Information
- Shared Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Recreation Facilities, Spa/Hot Tub
- Pool: Yes
- Private Pool: Yes
- Pool Description: Auto Cleaner, Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground, Lighting, Other, Pool Alarm, Pool Sweep, Salt Water, Screen Enclosure
- Spa: Yes
- Spa Description: Heated, In Ground, Other
- Security/Safety: Fire Alarm, Security Gate, Security Lights, Security System, Smoke Detector(s), Touchless Entry
Exterior
- Exterior Features: Garden, Irrigation System, Lighting, Other, Outdoor Shower, Playground, Private Yard, Rain Gutters, Shade Shutter(s), Sidewalk, Sliding Doors, Sprinkler Metered
- Deck/Patio: Covered, Deck, Enclosed, Front Porch, Other, Patio, Porch, Screened
- Porch/Patio/Deck: Covered, Deck, Enclosed, Front Porch, Other, Patio, Porc
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Golf Cart Garage, Ground Level, Guest, Other, Oversized, Tandem
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: LAKESHORE PRESERVE
- Driving Directions: From Winter Garden Vineland Rd. Turn left onto Ficguette Rd. Slight right onto Summerlake Park Blvd. Turn left onto Seidel Rd. Turn right at Summerlake Groves St. Turn right onto Shorebird Ln. Destination will be on your right.
- Direction Faces: Northwest
School Information
- Elementary School: Panther Lake Elementary
- Middle School: Water Spring Middle
- High School: Horizon High School
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dock, Fishing, Lake, Water Access, Waterfront, Clubhouse, Community Mailbox, Dog Park, Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Tennis Court(s)
- Optional Amenities: Clubhouse, Fitness Center, Park, Playground, Pool, Recreation Facilities, Spa/Hot Tub
- Association: Yes
- Assoc. Name: LAKESHORE PRESERVE / kRISTINA iNKROTT
- Assoc. Fees Include: Community Pool, Internet, Maintenance Grounds, Other, Pool Maintenance
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Fiber Optics, Natural Gas Available, Phone Available, Public, Street Lights, Underground Utilities, Water Available
Structural Information
- Builder: Toll Brothers
- Exterior Const.: Block, Stucco
- Roof: Tile
- Common Walls: Corner Unit
- Windows: Blinds, Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Rods, Shades, Window Treatments
- Stories/Levels: Two
- Square Feet: 3,894
- Sq. Ft. Source: Public Records
- Living Area: 3,894 Sq. Ft.
- Year Built: 2020
Lot Features
- Property View: Garden, Pool
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,184
- Lot Size: 8184
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Water Features
- Water Access: Yes
- Water Access Desc: Lake
- Water Extras: Yes
- Water Front Desc.: Lake, Waterfront
Green Features
- Energy Efficient: Appliances, Doors, HVAC, Windows
- Water Conservation: Irrigation-Reclaimed Water, Whole House Water Purification
Financial Considerations
- Association Fee: $385
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $11,263.92
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LAKESHORE PRESERVE PHASE 5 96/18 LOT 299
- Flood Zone Info: X
- APN: 52427533402990
- Property ID: 52427533402990
- Block/Lot/Section: 2
Listed by Homevest Realty
Sold by Lokation
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Schools
Schools serving 15706 Cutter Sail Pl
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Water Spring Middle School-0482 10393 Seidel Road, Winter Garden, FL 34787 | 6-8 | 0.4 mi |
Horizon High School 10393 Seidel Road, Winter Garden, FL 34787 | 9-12 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 15706 Cutter Sail Pl
Date
Details
Price
Change
Source
3/26/2026
Sold
$1,000,000
-3.75%
MLS
2/25/2026
Price Reduced
$1,039,000
-3.26%
MLS
2/05/2026
Price Reduced
$1,074,000
-2.27%
MLS
1/13/2026
Price Reduced
$1,099,000
-2.31%
MLS
12/23/2025
Price Reduced
$1,125,000
-6.17%
MLS
12/10/2025
Listed
$1,199,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
15706 Cutter Sail Place, Winter Garden, FL 34787 (MLS# O6366512) is a Single Family property that was sold at $1,000,000 on March 26, 2026. Want to learn more about 15706 Cutter Sail Place? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

