17608 DEER ISLE CIRCLE
WINTER GARDEN, FL, 34787

Price$1,085,000
Beds4
Baths3
SqFt3,144

Status:Active
Property Type:Residential
School:
Welcome to a truly exceptional custom home, perfectly situated in a private, gated community on the shores of breathtaking John’s Lake. Set on over an acre of beautifully landscaped property with panoramic water views throughout the island, this 4-bedroom estate offers the ultimate Florida lifestyle — complete with resort-style amenities and convenient access to Historic Downtown Winter Garden, as well as Downtown Orlando and major attractions just 30 minutes or less away.
From the moment you arrive, charm and craftsmanship are evident in every detail. Step through the front door into an inviting floor plan that seamlessly blends elegance with functionality. The spacious living room is anchored by a cozy wood-burning fireplace, enhanced by warm canned lighting and plantation shutters that frame every window. Wood flooring flows throughout the main living areas, setting a tone of timeless sophistication.
The gourmet kitchen is a chef’s dream, featuring granite countertops, KraftMaid cabinetry, Sub-Zero refrigerator, cooktop, double ovens, and a large pantry. The open design keeps the heart of the home connected to the main living space — ideal for entertaining and family gatherings.
The primary suite is a peaceful retreat, with serene views of the pool, dual walk-in closets, a luxurious garden tub, separate shower, and a cleverly designed storage area. The home’s split-bedroom layout ensures privacy for guests and family alike and are all thoughtfully located on the first floor.
Upstairs, two large bonus rooms offer endless possibilities — from a playroom to a home theater — and includes a hidden safe room / office with skylights and easy attic access for extra security and utility. The 3 car garage features extra width for additional storage and Gladiator garage organizational wall units.
Step outside into your private backyard paradise, where a sparkling saltwater pool and attached hot tub await, surrounded by pavers and an outdoor grilling station. Whether hosting a summer barbecue or enjoying a quiet evening under the stars, this backyard fenced-in space delivers year-round relaxation. Eight outdoor security cameras offer peace of mind, while a three-car garage and spacious driveway provide ample storage and parking. An in-wall pest control system, central vacuum, built-in wine bar, hidden storage and closet organization are examples of many upgrades throughout the home.
This home also boasts a well water system with a full purification setup, and a laundry room inside with washer, dryer and utility sink included.
Beyond the home itself and its many additional upgrades, the Deer Island community offers unparalleled amenities, including a community boat ramp for direct access to John’s Lake — perfect for boating, fishing, and water sports — as well as two catch and release fishponds, basketball courts, tennis courts, pickleball facilities and easy access to the West Orange bike trails. With stunning lake views, lush surroundings, and a true sense of privacy, this is a place where families grow, memories are made, and every day feels like a getaway.
Don’t miss the opportunity to own this fabulous home, where elegance meets comfort and lifestyle meets location.

Listing provided by: COLDWELL BANKER RESIDENTIAL RE, Karen Jacobs

Source: Stellar MLS, MLS#: O6350825

Price $1,085,000
Bedrooms 4
Full Baths 2
Half Baths 1
Total Baths 3
Property Style French Provincial
Lot Size Area 1.0817
Lot Size Area Units Acres
Acres 1.08
Property Type Residential
Sub type Single Family Residence
MLS Sub type Single Family Residence
Features Built-in Features, Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, In Wall Pest System, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Exterior Features Irrigation System, Lighting, Outdoor Kitchen, Sidewalk
Year Built 1997
Subdivision DEER ISLAND PH 02
View Water
Roof Shingle
Heating Central
Foundation Slab
Lot Description Landscaped, Oversized Lot, Sidewalk
Laundry Features Inside, Laundry Room
Pool features Auto Cleaner, Heated, In Ground, Lighting, Pool Sweep, Salt Water
Garage spaces 3
Association Name Sentry Management
Association Fee 1240
Directions Turnpike exit 272 onto SR 50 towards Clermont
Keep left on SR 50 (west)
Turn left on Colonial Dr
Turn left onto Deer Isle Drive
Left on Deer Isle Circle
Home is on the right
County Orange
Latitude 28.535985
Longitude -81.645436
Market Area 34787 – Winter Garden/Oakland
Address 17608 DEER ISLE CIRCLE, WINTER GARDEN, FL 34787
Postal Code 34787
City WINTER GARDEN
State FL
Country United States
Listing Office COLDWELL BANKER RESIDENTIAL RE
Listing Office Phone 407-647-1211
Listing Agent Karen Jacobs
Listing Agent Phone 407-579-0062
Special listing conditions None
Ownership Fee Simple
Virtual Tour URL https://media.devoredesign.com/videos/0199c0c1-7311-7010-a92c-c700db4a9c9c
Elementary School Tildenville Elem
Middle School Lakeview Middle
High School West Orange High
Days on market 142
MLS Status Active
Listing Date Oct 9, 2025
Listing Last Modified Feb 28, 2026
Tax ID 302227202900100
Tax Year 2024
Tax Annual Amount 6333
MLS Area 34787 – Winter Garden/Oakland
MLS # O6350825

Tour this home

Please provide your preferred method of contact below, and one of our agents will be in touch shortly.

This field is hidden when viewing the form

Similar Properties

Find similar properties to 17608 DEER ISLE CIRCLE, WINTER GARDEN, FL 34787