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$2,950,000
New Listing

17737 DEER ISLE CIRCLE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
4,886
SqFt
$604
/SqFt
2015
Built
Subdivision:
DEER ISLAND
County:
Orange

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321-332-4317
17737 DEER ISLE CIRCLE17737 DEER ISLE CIRCLE17737 DEER ISLE CIRCLE17737 DEER ISLE CIRCLE
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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 unfolds 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 shower heads 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. Located less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

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Listing Snapshot
Price 
$2,950,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
4,886 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
1.02 Acres
Year Built 
2015
MLS® Number 
O6381953
Status 
Active
Property Tax 
$24,540
HOA/Condo/Coop Fees 
$1,240 Semi-Annually
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
1.02
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Green Energy Efficient 
HVACLightingThermostatWater HeaterWindows
Levels 
Two
Parking 
DrivewayGarage Door OpenerGarage Faces SideAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic TankAerobic Septic
SqFt Total 
7790
Style 
Mediterranean
Utilities 
Cable AvailableCable ConnectedElectricity ConnectedPropane
Water Source 
PrivateWell
Zoning 
P-D
Interior Features
Appliances 
Convection OvenCooktopDishwasherDisposalElectric Water HeaterExhaust FanFreezerMicrowaveRefrigeratorTankless Water HeaterWater Softener
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
GasLiving RoomOutside
Flooring 
Wood
Furnished 
Unfurnished
Heating 
CentralElectricZoned
Interior 
Cathedral Ceiling(s)Coffered Ceiling(s)Crown MoldingEat-in KitchenHigh CeilingsOpen FloorplanStone CountersTray Ceiling(s)Walk-In Closet(s)
Laundry Features 
Electric Dryer HookupInsideLaundry RoomWasher Hookup
Spa 
Yes
Window Features 
Double Pane WindowsInsulated WindowsLow Emissivity WindowsShuttersTinted Windows
Balcony/Porch/Lanai 
Dimensions - 75x55Level - First
Bedroom 2 
Dimensions - 20x14Level - First
Bedroom 3 
Dimensions - 21x14Level - Second
Bedroom 4 
Dimensions - 14x13Level - Second
Den 
Dimensions - 13x12Level - First
Dinette 
Level - First
Dining Room 
Dimensions - 14x14Level - First
Foyer 
Dimensions - 10x9Level - First
Great Room 
Dimensions - 39x28Level - First
Kitchen 
Level - FirstFeatures - Kitchen Island, Stone Counters
Living Room 
Dimensions - 18x16Level - First
Master Bathroom 
Dimensions - 17x15Level - First
Master Bedroom 
Dimensions - 22x16Level - First
Media Room 
Dimensions - 18x15Level - Second
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Exterior Features
Construction Details 
BlockStuccoFrame
Exterior 
BalconyFire PitLightingOutdoor GrillOutdoor KitchenRain GuttersDock
Lot Features 
SlopedPavedPrivateWaterfront
Other Structures 
Outdoor Kitchen
Patio And Porch 
CoveredScreened
Pool Features 
In GroundInfinitySalt WaterScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
LakeWater
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWater
Windows/Doors 
Double Pane WindowsInsulated WindowsLow Emissivity WindowsShuttersTinted Windows
Community Features
Association Amenities 
Gated
Association Dues 
1240
Community Features 
GatedTennis Court(s)
Financing Terms Available 
CashConventionalVA Loan
HOA Fee Frequency 
Semi-Annually
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
22
Schools
School District
Unknown
Elementary School
Tildenville Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY (407) 529-8630



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-25 05:18 PM EST

Neighborhood & Commute
Source: Walkscore
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