GOLF CART LIVING IN DOWNTOWN WINTER GARDEN! Welcome to 204 Harbor Drive, a single-story pool home in Winter Garden’s sought-after Golf Cart District. Hop in your cart and head to historic Plant Street for dinner, the Saturday Farmers Market, or a morning ride on the West Orange Trail, and leave the car in the garage.
This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces.
The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6′ white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking.
PEACE OF MIND, MAJOR UPDATES DONE:
– Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank
– Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents
– Architectural shingle roof (2016)
– Whole-home repipe (2014)
LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida’s most livable communities:
– Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre
– Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery
– Saturday Farmers Market: a beloved weekly tradition
– West Orange Trail: 22 miles of flat, shaded, paved trail through downtown
– Lake Apopka and Newton Park: a short golf cart ride away
– Winter Garden Village: open-air shopping and dining just south of downtown
– About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways
A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!
This home boasts vaulted ceilings, a skylight, and ceiling fans give the open living area a bright, airy feel. A corner slate-tile fireplace with a wood mantel anchors the room, and a custom built-in wood bookcase wall adds warmth and storage. French doors open to the pool, so indoor and outdoor living flow together. The kitchen features rich wood cabinetry, countertops updated in 2016, a tile backsplash, stainless steel appliances, and a pantry, and it opens to the main living area for easy entertaining. Easy-care tile flooring runs throughout the main living spaces.
The screened pool and spa are the centerpiece of the backyard, resurfaced and retiled in 2021, with cafe lighting for evening swims and gatherings. The larger backyard is fully fenced with a 6′ white vinyl privacy fence (2020), a double swing gate on one side, and a pedestrian gate on the other. Mature trees and plenty of green space make room for pets, play, or a garden. The two-car garage has a newer door (2018), and the wide driveway offers ample parking.
PEACE OF MIND, MAJOR UPDATES DONE:
– Whole-home automatic standby generator (2023) with new interior and exterior electrical panels and automatic transfer capability, powered by a buried 500-gallon propane tank
– Brand-new HVAC system (2025), a complete replacement with new ductwork and added return air vents
– Architectural shingle roof (2016)
– Whole-home repipe (2014)
LOCATION: Tucked into a quiet neighborhood with green space and a pond nearby, with Lake Apopka visible on the horizon. Winter Garden has grown from a sleepy citrus town into one of Central Florida’s most livable communities:
– Plant Street and Historic Downtown: brick-paved main street with shops, restaurants, breweries, and the Garden Theatre
– Plant Street Market: air-conditioned food hall open seven days a week with 20+ vendors and a craft brewery
– Saturday Farmers Market: a beloved weekly tradition
– West Orange Trail: 22 miles of flat, shaded, paved trail through downtown
– Lake Apopka and Newton Park: a short golf cart ride away
– Winter Garden Village: open-air shopping and dining just south of downtown
– About 20 minutes to downtown Orlando, with convenient routes to Walt Disney World and major highways
A downtown location, golf cart access, a screened pool and spa, a new A/C, and a whole-home generator rarely come together in one home. Schedule your private showing today!
Property Details
Price:
$579,000
MLS #:
O6445377
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
THE HARBOR
Neighborhood:
34787wintergardenoakland
Listed Date:
Oct 3, 2026
Finished Sq Ft:
1,522
Total Sq Ft:
2,089
Lot Size:
13,167 sqft / 0.30 acres (approx)
Year Built:
1988
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central, Heat Pump
Interior Features
Ceiling Fan(s), Solid Surface Counters, Thermostat, Walk-In Closet(s)
Laundry Features
In Garage
Levels
One
Exterior
Attached Garage YN
1
Community Features
Golf Carts OK
Construction Materials
Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Sidewalk
Fencing
Fenced, Vinyl
Garage Spaces
2
Roof
Shingle
Spa Features
Heated, In Ground
Financial
HOA Fee
$300
HOA Fee Frequency
Annually
HOA Name
SHEILA JOHNSON
Tax Year
2025
Taxes
$2,306
Map
Community
- Address204 HARBOR DRIVE WINTER GARDEN FL
- SubdivisionTHE HARBOR
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Oct 19, 2026
806
Single Family Listed
120
Avg DOM
278
Avg $ / SqFt
$744,002
Avg List Price
Property Summary
- Located in the THE HARBOR subdivision, 204 HARBOR DRIVE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $579,000 and features 3 beds, 2 baths, and has approximately 1,522 square feet of living space, and was originally constructed in 1988. The current price per square foot is $380. The average price per square foot for Single Family listings in WINTER GARDEN is $278. The average listing price for Single Family in WINTER GARDEN is $744,002. To schedule a showing of MLS#o6445377 at 204 HARBOR DRIVE in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of METROPOLIS R.E. SOLUTIONS, LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 204 HARBOR DRIVE
WINTER GARDEN, FL
