- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes
$1,050,000
Monthly Est:$5,226
3 Beds
- 3 Baths
2 full baths + 1 half bath
1,880sqft
206 N Highland Ave, Winter Garden, FL 34787
$1,050,000
$5,226/moEst:
Get Pre-Approved
Single Family Residence
Built in 1925
$-- HOA
10,488 sqft lot
$559/sq.ft
Description
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.
- Houzeo last checked: 3 hours ago
- Listing updated: October 22, 2026 at 12:19 pm
- Listing Provided by: Erica Diaz (407) 897-5400 , Mallory Guarino | HOMEVEST REALTY (407) 897-5400
- Source: Stellar MLS-FL | MLS#: O6444632

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1925
HOA Fees
-
Finished Area
1,880 sqft
Lot Size
10,488 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6444632
MLS Status
Active
Days on Market
22
Cumulative Days on Market
23
Open House

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator
Interior Features
Built In Features, Kitchen/family Room Combo, Living Room/dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk In Closet(s)
Cooling
Central Air
Exterior Features
Lighting
Sewer
Public Sewer
Flooring
Ceramic Tile, Wood
Heating
Central
Construction
Year Built
Year Built: 1925
Home type
Single Family Residence
Architectural Style
Craftsman, Historic
Foundation Details
Crawlspace
Roof
Shingle
Construction Materials
Wood Siding
Utilities & Energy
Water Source
Public
Utilities
Electricity Connected, Natural Gas Available, Water Connected
Fireplace Features
Family Room, Gas, Masonry, Non Wood Burning
Laundry Features
Inside, Laundry Room
Other Features
Vegetation
Mature Landscaping
Patio And Porch Features
Covered, Front Porch, Porch, Rear Porch
Lot Features
Historic District, City Limits, Paved
Subdivision Name
Cooper & Sewell Add
Price History
| Date | Event | Price |
|---|---|---|
10/13/2026 Source: | Price Decreased | $1,050,000 -4.55% $559/sqft |
09/29/2026 Source: | Listed for Sale | $1,100,000 $585/sqft |
09/29/2026 Source: | Price Increased | $1,100,000 +124.49% $585/sqft |
08/01/2025 Source: | Sold | $490,000 -5.77% $261/sqft |
07/15/2025 Source: | Pending | $520,000 $277/sqft |
Show more
Nearby Homes
Find Homes by Property Features in Winter Garden, FL
Nearby New Homes For Sale
Based on information from Stellar MLS® through Oct 22, 2026, 03:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
Advertising Broker: Fred McGill | Simple Showing, Inc














