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$515,000 Just Listed
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Property Description
A rare opportunity in downtown Winter Garden awaits! This beautifully maintained 3 bedroom, 2 bathroom home presents a chance to enjoy the vibrant lifestyle of downtown Winter Garden's golf cart district, complete with a new roof and a water heater less than two years old. A spacious driveway and manicured front lawn create a welcoming first impression. Inside, the home features a functional layout designed with both comfort and entertaining in mind. The dining area sits just off the entry and connects directly to the kitchen, making everything from casual dinners to larger gatherings feel seamless. The kitchen combines practicality with charm, featuring stainless steel appliances, built-in shelving, high ceilings, and a bright atmosphere. Overlooking the living room, it keeps the main living spaces connected while adding convenience to everyday life.The living room serves as a cozy gathering space centered around a functioning wood-burning fireplace, creating the perfect setting for relaxing evenings at home. A thoughtful split-bedroom layout provides added privacy, with the primary suite positioned separately from the secondary bedrooms. The primary bedroom includes direct access to the oversized screened-in patio and a private en suite bathroom featuring a tub and separate shower. The additional bedrooms are generously sized with natural light and ample storage, providing comfortable accommodations for family members, guests, or a home office. Step outside and enjoy an oversized screened-in patio complete with a ceiling fan, giving you the ideal place to relax outdoors while staying protected from Florida's elements and pests. Beyond the patio, the large fenced backyard provides plenty of room for four-legged friends, and little ones to roam freely without worry, or to accommodate fun activities like gardening or hosting loved ones. The options are limitless! A dedicated shed adds additional outdoor storage for tools, bikes, and recreational gear. Another standout benefit is the extremely low HOA, with the current HOA paid through June 2027, giving the next owner even more value and peace of mind. Living within Winter Garden's golf cart district means you can easily enjoy the area's beloved farmers market, boutique shopping, local restaurants, community festivals, and events without having to go far. Major highways are also conveniently nearby, along with excellent schools. With a new roof, newer water heater, spacious outdoor living areas, and an unbeatable downtown Winter Garden location, this home presents an exciting opportunity to create a space that truly reflects your style and vision. Come see the possibilities, make this home your own, and start enjoying the Winter Garden lifestyle today. Schedule your private tour!
Full Property Details
Full Property Details for 217 Harbor Dr
General
- Price: $515,000
- HOA FEE: $25/month
- HOA FEE FREQ.: Annually
- Taxes: $2,144 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6437038
- Updated: Today (8/27/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s), Split Bedroom, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Living Room, Wood Burning
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Garage
Exterior
- Exterior Features: Sidewalk, Storage
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, On Street
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: HARBOR
- Driving Directions: Heading west on FL-50 in Winter Garden, turn right onto S Park Ave. Then turn left onto W Bay St. Turn right onto Harbor Dr. It will be the 5th home on the right.
- Direction Faces: West
School Information
- Elementary School: Tildenville Elem
- Middle School: Lakeview Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Golf Carts OK
- Association: Yes
- Assoc. Name: SHEILA JOHNSON
- Pet Restrictions: Buyer to verify any restrictions with HOA and county.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Sewer Available, Water Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,737
- Sq. Ft. Source: Public Records
- Year Built: 1988
Additional Structures
- Other Structures: Shed(s), Storage
Lot Features
- Lot Size (Acres): 0.23
- Lot Size (Sq. Ft.): 10,015
- Lot Size: 10015
- Street/Road Desc.: Asphalt, Paved
- Fencing (Description): Fenced
Financial Considerations
- Association Fee: $300
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $2,144
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: THE HARBOR 13/140 LOT 32
- Flood Zone Info: X
- APN: 152227337500320
- Property ID: 152227337500320
Listed by Deniz Realty Partners Llc
Get Pre-Approved Today
Schools
Schools serving 217 Harbor Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 0.8 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 0.2 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 217 Harbor Dr
Date
Details
Price
Change
Source
8/27/2026
Listed
$515,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 217 Harbor Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,144
6%
$181,915
6%
2024
$2,030
—
$172,140
3%
2023
$2,024
4%
$167,126
3%
2022
$1,954
5%
$162,258
9%
2018
$1,853
3%
$149,032
2%
2017
$1,799
1%
$145,967
2%
2016
$1,790
-2%
$142,965
1%
2015
$1,822
-1%
$141,971
1%
2014
$1,833
3%
$140,844
1%
2013
$1,785
—
$138,763
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 217 Harbor Dr
217 Harbor Drive, Winter Garden, FL 34787 (MLS# O6437038) is a Single Family property with 3 bedrooms and 2 full bathrooms. 217 Harbor Drive is currently listed for $515,000 and was received on August 27, 2026. Want to learn more about 217 Harbor Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

