WINTER GARDEN, FL 34787 17737 DEER ISLE CIRCLE

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Presented By: PREMIER SOTHEBY'S INTL. REALTY with 407-644-3295. - 407-644-3295
  • MLS# O6381953
  • 02/07/2026
  • Request Tour
  • Request Info
Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 5
  • Full/Half Baths • 3 / 2
  • SQFT • 4,886
  • Garage • 3

Home Details

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.
Presented By: PREMIER SOTHEBY'S INTL. REALTY with 407-644-3295. - 407-644-3295

Interior Features for 17737 DEER ISLE CIRCLE

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths2
Total Baths5

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesGas, Living Room, Outside
Fireplace Y/NYes
FlooringTravertine, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCathedral 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
Laundry FeaturesElectric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Window FeaturesDouble Pane Windows, Insulated Windows, Low-Emissivity Windows, Shutters, Thermal Windows, Tinted Windows

General for 17737 DEER ISLE CIRCLE

Additional Parcels Y/NNo
Additional RoomsDen/Library/Office, Formal Dining Room Separate, Formal Living Room Separate, Great Room
AppliancesBuilt-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Water Softener
Architectural StyleMediterranean
Assoc Fee Paid PerSemi-Annually
Association AmenitiesGated, Pickleball Court(s)
Association Fee IncludesPrivate Road
Association NameSentry Management
Attached Garage Yes
Body of WaterJOHN'S LAKE
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Community FeaturesCommunity Boat Ramp, Dock, Lake, Water Access, Waterfront, Deed Restrictions, Gated Community - No Guard, Tennis Court(s)
Construction MaterialsBlock, Stucco, Wood Frame
CoolingCentral Air, Zoned
CountyOrange
DirectionsTurnpike exit 272, onto SR 50 towards Clermont Keep left on SR 50 (west) Turn left on Colonial Dr, Turn left onto Deer Isle Drive, right on Deer Isle Circle Home is on the right side
DockY/NYes
Elementary SchoolTildenville Elem
Energy EfficientHVAC, Lighting, Thermostat, Water Heater, Windows
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces3
Garage Y/NYes
HOA Fee$1240
HeatingCentral, Electric, Zoned
High SchoolWest Orange High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionDEER 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
LevelsTwo
Listing TermsCash, Conventional, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet44593
Lot Size UnitsAcres
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolLakeview Middle
Minimum Lease8-12 Months
Monthly HOA Amount206.67
New ConstructionNo
Occupancy TypeOwner
Other StructuresOutdoor Kitchen
OwnershipFee Simple
Patio/Porch FeaturesCovered, Screened
Pets AllowedYes
Pool FeaturesChlorine Free, In Ground, Infinity, Lighting, Outside Bath Access, Pool Alarm, Salt Water, Screen Enclosure, Self Cleaning
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofTile
STELLAR_InLawSuiteYNNo
Security FeaturesSecurity System
Senior Community Y/NNo
SewerAerobic Septic, Septic Tank
Spa FeaturesHeated, In Ground
Standard StatusActive
StatusActive
Subdivision NameDEER ISLAND
Tax Annual Amount24540
Tax Lot11
Tax Year2024
Total Rooms14
UtilitiesCable Connected, Electricity Connected, Propane, Sprinkler Well
ViewWater
Water Access TypeLake
Water Access Y/NYes
Water ViewLake
Water View Y/NYes
Waterfront FeaturesLake, Waterfront, Lake Front
Year Built2015
ZoningP-D

Exterior for 17737 DEER ISLE CIRCLE

Building Area Total7790
Covered Spaces3
Exterior AmenitiesBalcony, Fire Pit, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors
Foundation DetailsSlab
Lot FeaturesOversized Lot, Sidewalk, Sloped
Lot Size Acres1.02
Lot Size Area1.0237
Parking FeaturesDriveway, Garage Door Opener, Garage Faces Side
Private PoolYes
Road Frontage TypeStreet Paved, Private Road
Road ResponsibilityPrivate Maintained Road
Road Surface TypePaved, Asphalt
SpaYes
VegetationMature Landscaping, Trees/Landscaped
Water SourceWell
Waterfront Y/NYes

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $2,950,000
MLS#O6381953
List Date 02/07/2026
Property Type Single Family
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