Home in 263 Deer Isle Dr Winter Garden for sale with MLS# O6440044

Under contract-accepting backup offers. Welcome home! This turnkey, exquisite custom home enables you to wake up to shimmering water views of Johns Lake and step into the lakefront lifestyle you've been dreaming of. On an acre in a gated community, sellers spared no expense on a complete renovation- exterior to interior and down to the studs. New windows, high end finishes, and designer details in every room rival new construction. Upon entering, you'll be captivated by an abundance of natural light, soaring ceilings and panoramic water views. The foyer leads to the spacious living/office/flex space and dining room with stunning dry bar and 180+ bottle wine fridge. The large family room with fireplace feature wall and bay window adjoins the true gourmet kitchen for open concept living, overlooking the lake and community pond with lighted fountain. A chef's kitchen features tall kitchen cabinets for extra storage, massive center island, large sink, Fisher and Paykel double-drawer dishwasher, Scotsman pellet icemaker. The all Viking appliance pkg includes a 36" refrigerator with 30" freezer, dbl ovens, warming drawer, 6 burner induction stove top. A plumbed, built-in Miele espresso machine provides your favorite morning coffee, hot water, and more. A reverse osmosis water filtration system feeds the kitchen sink, icemakers, coffee machine. The sunroom boasts two walls of new Pella hurricane rated slider doors that flood the home with natural light and frame the stunning waterfront scenery and provides a seamless connection between indoor and outdoor living opening onto the sandstone lanai with oversized resort style sparkling saltwater pool, spa and waterfall. The lanai roof structure is unique in that the vaulted roof and screening provides all weather protection to the pool, built in bar and overflow patio area allowing for entertaining in any weather or watching the Disney fireworks or rocket launches. The lanai is outfitted with 3 large DC ceiling fans and integrated watering system. Spacious primary bedroom with lanai access overlooks the lake and boasts a spa-like bathroom with dual vanities, frameless zero entry shower, free-standing tub and large walk-in closet. The split bedroom plan allows for maximum privacy. Secondary bedrooms are spacious with oversized closets. The exterior, with its professional landscape design and lighting, is designed for play, relaxation and beauty. Enjoy direct access to Johns Lake and spend your days boating, jet skiing, kayaking, paddle boarding, fishing or simply relaxing. A paver walkway from the house leads to the expansive back yard, beachfront, and large fire pit area, perfect for play and entertaining. Private dock with remote boat lift and double jet ski lift allows for lake enjoyment with effortless access. Dock is equipped with running water, lights and no/low maintenance composite decking and handrails. The deep garage is oversized with storage racks and an additional air-conditioned bonus space to be used as a craft/exercise room/home office or air-conditioned storage. Neighborhood amenities include community dock, boat ramp, tennis/pickleball court, basketball court, cable/internet. Conveniently and centrally located with easy access to the Turnpike, 429, 408, downtown Winter Garden and Orlando, the airport, Disney, Universal and area attractions. Minutes to restaurants, shops, hospitals, West Orange Trail.

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Days on the market

263 Deer Isle Dr, Winter Garden, FL 34787

Price
Price:
$1,495,000.00
Original List Price:
$1,495,000.00
List Price per Sq Ft (Calculated, Approx.):
$546.62
Property Status and Type
Listing Type:
For Sale
Status:
Active Under Contract (An offer has been accepted, considering Backup Offers)
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6440044
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Additional Rooms:
Den/library/office, Inside Utility, Formal Dining Room Separate, Great Room
Measures
Living Area:
2,735 Sqft
Built-Up Area:
5,123 Sqft
Lot Area:
42,004 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Oversized Lot, Paved, Level, Sidewalk, Private, Unincorporated, Landscaped
Lot Size Acres:
0.96
Property Features
View from the Property:
Water
Waterfront:
Yes
Waterfront Features:
Lake Front, Lake Privileges
Private Pool
Swimming Pool Features:
Gunite, Heated, In Ground, Salt Water, Screen Enclosure, Outside Bath Access
Spa
Spa Features:
Heated, In Ground
Security:
Gated Community
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Built-in Oven, Electric Water Heater, Ice Maker, Range Hood, Convection Oven, Wine Refrigerator, Kitchen Reverse Osmosis System, Bar Fridge
Interior:
High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Built-in Features, Wet Bar, Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Window Treatments, Solid Surface Counters, Solid Wood Cabinets, Dry Bar, Primary Bedroom Main Floor
Exterior:
Lighting, Private Mailbox, Sidewalk, Rain Gutters, Storage, Fire Pit
Patio and Porch:
Patio, Screened, Covered, Front Porch
Windows:
Double Pane Windows
Other Structures:
Storage, Boat House
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Decorative, Family Room, Electric
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Oak Trees, Fruit Trees
Property Entrance Faces:
West
Road Responsibility:
Private Maintained Road
Other Equipment:
Irrigation Equipment, Fire Pit
Disaster Mitigation:
Hurricane Shutters/windows
Water Access
Water Access Features:
Lake, Lake - Chain Of Lakes
Water Extras
Water Extra Details:
Boathouse, Lift - Covered, Skiing Allowed
Water View
Water View Details:
Lake, Lake - Chain Of Lakes
Construction
Year Built:
1988
Roof:
Shingle
Architectural Style:
Traditional
Levels:
One
Construction Materials:
Block, Stucco
Flooring:
Ceramic Tile
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X*
Property Condition:
Completed
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$7,930.05
Tax Year:
2025
Association Fee:
$1,481.45
Association Fee Frequency:
Semi-annually
Total Annual Fees:
$2,962.9
Total Monthly Fees:
$246.91
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Oversized, Ground Level, Workshop In Garage, Garage Faces Side
Garage Dimensions:
23x24
Utilities
Sewer:
Septic Tank
Utilities Available:
Cable Available, Electricity Connected, Broadband/High Speed Internet Available
Water Source:
Well, Private
Community
Association
Minimum Lease Term:
1-2 Years
Pets Allowed?:
Dogs Ok, Cats Ok
Amenities Provided by the Homeowner's Association (HOA):
Tennis Court(s), Basketball Court, Gated, Pickleball Court(s), Cable Tv
Subdivision Name:
DEER ISLAND
Community Features:
Sidewalks, Street Lights, Tennis Court(s), Deed Restrictions, Golf Carts Ok, Gated Community - No Guard
Association Fee Includes:
Cable Tv, Internet, Common Area Taxes, Escrow Reserves Fund, Private Road
Senior Community:
No
Association Fee Required:
Required
Years of Ownership Prior To Leasing Required
Number of Ownership Years Prior To Lease:
0
Association Management:
Sentry Management
Association Phone:
352-243-4595
Terms
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
DEER ISLAND 15/63 LOT 85 & 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
Real Estate Folio Number (Parcel Number):
30-22-27-1985-00-850
Zoning:
P-D
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Tildenville Elem
High School:
West Orange High
Middle Or Junior School:
Lakeview Middle
Listing History
Originally published on:
September 14, 2026 1:14 pm
Active on the market since:
September 14, 2026
Listing Agreement executed on:
September 14, 2026
Purchase Contract Date:
September 16, 2026
Listing Status Last Changed On:
September 17, 2026 1:05 am
Photos updated on:
September 14, 2026 1:16 pm
Last Modified:
September 17, 2026 4:33 pm
Additional Information
Courtesy of:
BHHS FLORIDA REALTY
Attribution:
407-876-2090
Road Surface Type:
Paved, Asphalt
Location
Street Name:
DEER ISLE
Street Number:
263
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 32' 40.7''
Longitude:
W82° 20' 57.4''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

Air Quality

Source: AirNow.gov · Lake County

🌬️ Air Quality Index (AQI) 35 Good
☀️ O3 35 Good
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