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17737 DEER ISLE CIRCLE , Winter Garden, FL 34787

Sold: $2,775,000
Sold on: Apr 27th, 2026
$ Per Square Foot: $568
Sold: $2,775,000
Sold on: Apr 27th, 2026
$ Per Square Foot: $568
BEDS5 BATHS3 full 2 partial SQUARE FEET4,886 MLS#O6381953
STATUSSold PROPERTY TYPEResidential - Single Family SUBDIVISIONDEER ISLAND


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.

Property Features

Cooling: Central Air, Zoned
Days on Market: 78
Garage: 3
Heating: Central, Electric, Zoned
Lot Size: 1.02 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $24,540
Year Built: 2015

Amenities

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
Balcony
Fire Pit
Lighting
Outdoor Grill
Outdoor Kitchen
Private Mailbox
Rain Gutters
Sliding Doors

Feature Descriptions

Additonal Rooms: Den/Library/Office, Formal Dining Room Separate, Formal Living Room Separate, Great Room
Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Water Softener
Association Amenities: Gated, Pickleball Court(s)
Community Features: Deed Restrictions, Gated Community - No Guard, Tennis Court(s)
Exterior: Block, Stucco, Frame
Fireplace: Gas, Living Room, Outside
HOA Fee: 1240/ Semi-Annually
HOA Y/N: Yes
Lot: Oversized Lot, Sidewalk, Sloped, Paved, Private
Lot Dimensions: 1.02
Number of Septics: 1
Number of Wells: 1
Other Equipment: Fire Pit, Irrigation Equipment
Parking: Driveway, Garage Door Opener, Garage Faces Side
Parking Notes: Driveway, Garage Door Opener, Garage Faces Side
Pets Allowed: Yes
Pool: Chlorine Free, In Ground, Infinity, Lighting, Outside Bath Access, Pool Alarm, Salt Water, Screen Enclosure, Self Cleaning
Property Sub-Type: Single Family Residence
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Propane, Sprinkler Well
Water Access: Yes
Water Features: Lake Front, Skiing Allowed

Listed By / Sold By

Listed By

Agency Name: PREMIER SOTHEBY'S INTL. REALTY
Agency Phone: 407-644-3295

Provided By

Agency Title: Adams Cameron & Co. REALTORS
Agency Phone: 386-717-3445

Sold By

Agency Name: WHEATLEY REALTY GROUP
Agent Name: Bradley Gruber

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