263 DEER ISLE DRIVE
WINTER GARDEN, FL 34787
Location
About this home
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.
Facts & features
Interior
- Bedrooms
- 3
- Bathrooms
- 3
- Living area
- 2,735 sqft
- Heating
- Central, Electric
- Cooling
- Central Air
- Flooring
- Ceramic Tile
- Fireplace
- Yes
- Stories
- 1
- Features
- Built-in Features, Ceiling Fans(s), Dry Bar, High Ceilings, Kitchen/Family Room Combo, Open Floorplan…
- Appliances
- Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal…
Exterior & lot
- Lot size
- 42,004 sqft (0.96 ac)
- Pool
- Yes
- Waterfront
- Yes
- Roof
- Shingle
- Construction
- Block, Stucco
- Exterior
- Fire Pit, Lighting, Private Mailbox, Rain Gutters, Sidewalk, Storage
Parking
- Garage
- 2 spaces
Financial
- HOA dues
- $1,481 / semi-annually
- Annual tax
- $7,930 (2025)
- Price / sqft
- $547/sqft
Utilities
- Water
- Private, Well
- Sewer
- Septic Tank
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected
Property
- Property type
- Single Family
- Year built
- 1988
- Subdivision
- DEER ISLAND
- County
- Orange
Assigned schools
- Elementary
- Tildenville Elem
- Middle
- Lakeview Middle
- High
- West Orange High
Listing
- Status
- Under Contract
- Days on market
- 7 days
- MLS #
- MFR804988288
- Source
- Stellar MLS
Listed by Ronald Haywood · BHHS FLORIDA REALTY
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $7,560/mo
- Property tax
- $661/mo
- Home insurance
- Left out until you enter a quote
- HOA dues
- $247/mo
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2025 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Homes for sale in WINTER GARDEN within the same price band.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Sep 14, 2026 | Listed | $1,495,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for WINTER GARDEN, FL are not connected yet, so this page does not show them.
Frequently asked questions
What would 263 DEER ISLE DRIVE, WINTER GARDEN cost per month?
About $8,468 a month: $7,560 principal and interest, $661 property tax, $247 HOA. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 263 DEER ISLE DRIVE, WINTER GARDEN priced fairly?
Comparable homes nearby put it between $614,268 and $706,738, with $660,503 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $242 a square foot.
How does 263 DEER ISLE DRIVE, WINTER GARDEN compare to nearby homes?
8 comparable properties within three miles. The nearest: 1750 STANDING ROCK CIRCLE, WINTER GARDEN, FL at $640,000, 2,614 sq ft, 0.24 miles away; 2259 WHITE FEATHER LOOP, OAKLAND, FL at $515,000, 2,204 sq ft, 0.38 miles away; 2471 SKY STONE COURT, OAKLAND, FL at $559,000, 2,854 sq ft, 0.41 miles away.
How long has 263 DEER ISLE DRIVE, WINTER GARDEN been on the market?
2 days on the market.
Has the price of 263 DEER ISLE DRIVE, WINTER GARDEN changed?
The price has not moved since it was listed.
How big is 263 DEER ISLE DRIVE, WINTER GARDEN?
3 bed, 3 bath, 2,735 square feet. That is $547 a square foot.
What year was 263 DEER ISLE DRIVE, WINTER GARDEN built?
Built in 1988.
What is the HOA fee at 263 DEER ISLE DRIVE, WINTER GARDEN?
The association fee works out to $247 a month.
What are the property taxes at 263 DEER ISLE DRIVE, WINTER GARDEN?
Property tax works out to about $661 a month, $7,930 a year, on the 2025 assessment.
Is 263 DEER ISLE DRIVE, WINTER GARDEN still available?
It is under contract.
