17737 Deer Isle Circle, Winter Garden, FL 34787

$2,775,000
5
BD
5
BA
4,886
SqFt

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Sold Price
$2,775,000
List Price
$2,950,000
Status
Sold
Days on Market
32
Closing Date
Apr 27, 2026
MLS#
O6381953
Property Style
Single Family
Architectural Style
Mediterranean
Year Built
2015
Bedrooms
5
Bathrooms
5
Baths Half
2
Living Area
4,886
Lot Size
44,593
Acres
1.02
Total Acreage
1 to less than 2
Legal Subdivision Name
Deer Island
MLS Area Major
Winter Garden/Oakland

Property Description

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.

Additional Information

Taxes
$24540
Minimum Lease
8-12 Months
HOA Fee
$1,240
HOA Payment Schedule
Semi-Annually
Maintenance Includes
Private Road
Location
Oversized Lot, Sidewalk, Sloped, Paved, Private
Community Features
Deed Restrictions, Gated Community - No Guard, Tennis Court(s)
Property Description
Two Story
Zoning
P-D
Interior Layout
Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-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
Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-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
Floor
Travertine, Wood
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Water Softener
Utilities
Cable Connected, Electricity Connected, Propane, Sprinkler Well
Heating
Central, Electric, Zoned
Air Conditioning
Central Air, Zoned
Fireplace Description
Gas, Living Room, Outside
Exterior Construction
Block, Stucco, Frame
Exterior Features
Balcony, Fire Pit, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
Roof
Tile
Foundation
Slab
Pool
Private
Pool Type
Chlorine Free, In Ground, Infinity, Lighting, Outside Bath Access, Pool Alarm, Salt Water, Screen Enclosure, Self Cleaning
Garage Carport
3 Car Garage
Garage Spaces
3
Garage Features
Driveway, Garage Door Opener, Garage Faces Side
Garage Dimensions
27x33
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Water Name
Johns Lake
Water Extras
Skiing Allowed
Water View
Lake
Water Access
Lake
Water Frontage
Lake Front
Pets
Allowed
Flood Zone Code
X
Parcel ID
30-22-27-1985-00-110
Legal Description
DEER ISLAND 15/63 LOT 11 & THAT PART OFOCCUPIED LAND LYING BETWEEN THE LOT ANDTHE ORDINARY HIGH WATER LINE OF JOHNS LAKE BOUNDED BY THE EXTENSIONS OF THE LOTLINES EXTENDED TO THE OHWL

Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY. 407-644-3295

Selling Office: WHEATLEY REALTY GROUP.

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