17737 Deer Isle Circle, WINTER GARDEN, FL

$2,950,000

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5

Beds

5

Baths

4,886

Square feet

1.02

Acres

About 17737 Deer Isle Circle

Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

Features of 17737 Deer Isle Circle

MLS® # O6381953
Price $2,950,000
Bedrooms 5
Bathrooms 5.00
Full Baths 3
Half Baths 2
Square Footage 4,886
Acres 1.02
Year Built 2015
Type Residential
Sub-Type Single Family Residence
Style Mediterranean
Status Pending

Community Information

Address 17737 Deer Isle Circle
Area Winter Garden/Oakland
Subdivision DEER ISLAND
City WINTER GARDEN
County Orange
State FL
Zip Code 34787-9428

Amenities

Amenities Gated, Pickleball Court(s)
Parking Driveway, Garage Door Opener, Garage Faces Side
# of Garages 3
View Water
Is Waterfront Yes
Waterfront Lake, Waterfront, Lake Front
Has Pool Yes

Interior

Interior Features Cathedral Ceiling(s), Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
Appliances Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Water Softener
Heating Central, Electric, Zoned
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Gas, Living Room, Outside

Exterior

Exterior Features Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
Lot Description Oversized Lot, Sidewalk, Sloped
Roof Tile
Foundation Slab

School Information

Elementary Tildenville Elem
Middle Lakeview Middle
High West Orange High

Additional Information

Date Listed February 25th, 2026
Days on Market 42
Zoning P-D
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBY'S INTL. REALTY
Contact Info407-644-3295

Listing Map

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