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$1,100,000
New Listing

206 N HIGHLAND AVENUE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
1,950
SqFt
$564
/SqFt
1925
Built
Subdivision:
COOPER & SEWELL ADD
County:
Orange

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

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407-963-8083‬
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Sat, Oct 3, 12:00 PM - 2:00 PM
206 N HIGHLAND AVENUE206 N HIGHLAND AVENUE206 N HIGHLAND AVENUE206 N HIGHLAND AVENUE
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Welcome to a beautifully renovated Historic Craftsman in the highly desired Golf Cart District of Downtown Winter Garden! ??his charming Winter Garden historic home offers the character, craftsmanship, and timeless details of a classic home with the peace of mind of extensive modern updates. The roof was replaced in 2024, and the home features all-new electrical, plumbing, HVAC, and thoughtful renovations throughout while preserving the charm that makes historic homes so special. inside, you'll find a dedicated home office, inviting living spaces, and original character blended seamlessly with modern finishes and everyday functionality. Outside, two charming porches provide the perfect spots to enjoy your morning coffee, relax with friends, or take in the character of this established neighborhood. Location is everything, and this home puts you right in the heart of the Downtown Winter Garden lifestyle. Located within the highly sought-after Golf Cart District and in close proximity to Downtown Winter Garden, you can easily enjoy the weekly farmers market, seasonal festivals, local restaurants, boutique shops, entertainment, and community events. If you've been searching for a historic home in Winter Garden, a renovated Craftsman, a move-in-ready home with major systems already updated, a golf-cart-friendly property, or a home close to Downtown Winter Garden, this is a rare opportunity to enjoy historic charm without sacrificing modern comfort.

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Listing Snapshot
Price 
$1,100,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,950 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.24 Acres
Year Built 
1925
MLS® Number 
O6444632
Status 
Active
Property Tax 
$2,054
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Owner
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Acres 
0.24
Direction Faces 
West
Garage 
Yes
Garage Spaces 
1
Levels 
One
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2326
Style 
CraftsmanHistoric
Utilities 
Electricity ConnectedNatural Gas AvailableWater Connected
Water Source 
Public
Zoning 
R-2
Interior Features
Appliances 
DishwasherDisposalElectric Water HeaterMicrowaveRangeRange HoodRefrigerator
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomGasMasonry
Flooring 
Ceramic TileWood
Furnished 
Unfurnished
Heating 
Central
Interior 
Built-in FeaturesStone CountersWalk-In Closet(s)
Laundry Features 
InsideLaundry Room
Bathroom 2 
Level - First
Bathroom 3 
Level - First
Bedroom 2 
Level - First
Bedroom 3 
Level - First
Dining Room 
Level - First
Kitchen 
Level - FirstFeatures - Kitchen Island
Living Room 
Level - First
Master Bedroom 
Level - First
Office 
Level - First
Utility Room 
Level - First
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Exterior Features
Construction Details 
Wood Siding
Exterior 
Lighting
Lot Features 
Paved
Patio And Porch 
CoveredFront PorchPorchRear Porch
Roof 
Shingle
Community Features
MLS Area 
34787 - Winter Garden/Oakland
Township 
22
Financing Terms Available 
CashConventionalFHAVA Loan
Roads 
Paved
Schools
School District
Unknown
Elementary School
Dillard Street Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of HOMEVEST REALTY (407) 897-5400



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-09-29 07:32 PM EDT

Neighborhood & Commute
Source: Walkscore
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