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Under Contract · Single Family

263 DEER ISLE DRIVE

WINTER GARDEN, FL 34787

Beds
3 beds
Baths
3 baths
Area
2,735 sqft
Single FamilyBuilt 198842,004 sqft lot2-car garageCentral, ElectricCentral AirPoolFireplace$547/sqft7 days on market

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
Estimated monthly payment$8,468/mo
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.

5074 BREEZY ACRES STREETActive
$1,159,900
5074 BREEZY ACRES STREET
WINTER GARDEN, FL 34787
7 beds5 baths4,720 sqft
72 PARK AVENUEActive
$1,149,000
72 PARK AVENUE, 8
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3 beds4 baths2,040 sqft
1720 LAKE ROBERTS LANDING DRIVEActive
$1,399,999
1720 LAKE ROBERTS LANDING DRIVE
WINTER GARDEN, FL 34787
5 beds5 baths4,919 sqft

Price history

From the property’s MLS record.

DateEventPriceChange
Sep 14, 2026Listed$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.

Elementary school
Tildenville Elem
Assigned school from the MLS record
Middle school
Lakeview Middle
Assigned school from the MLS record
High school
West Orange High
Assigned school from the MLS record

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.