407-990-2746
Menu

206 N Highland Avenue, Winter Garden, FL

NEXT
PREV
$1,050,000

($559/sqft)

List Status: Active
206 N Highland Avenue
Winter Garden, FL 34787


3 beds
2 baths
1880 living sqft
Top Features
  • Subdivision: Cooper & Sewell Add
  • Built in  1925
  • Single Family Residence
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.
Property Details
Property Features
Property Sub Type
Single Family Residence
County
Orange
Subdivision
COOPER & SEWELL ADD
Additional Information
Additional Lease Restrictions
Please verify with the City of Winter Garden
Additional Parcels YN
false
Additional Rooms
Den/Library/Office, Inside Utility
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator
Architectural Style
Craftsman, Historic
Association YN
false
Attached Garage YN
false
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
2326
Building Area Total Srch SqM
216.09
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
558.51
Carport YN
false
Construction Materials
Wood Siding
Cooling
Central Air
Country
US
Cumulative Days On Market
14
Current Price
1050000.00
Direction Faces
West
Elementary School
Dillard Street Elem
Exterior Features
Lighting
Fireplace Features
Family Room, Gas, Masonry, Non Wood Burning
Fireplace YN
true
Flood Zone Code
x
Flooring
Ceramic Tile, Wood
Foundation Details
Crawlspace
Furnished
Unfurnished
Garage Spaces
1
Garage YN
true
Heating
Central
High School
West Orange High
Interior Features
Built-in Features, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Lease Restrictions YN
1
Levels
One
List AOR
Orlando Regional
Living Area Meters
174.66
Living Area Source
Owner
Living Area Units
Square Feet
Lot Features
Historic District, City Limits, Paved
Lot Size Acres
0.24
Lot Size Square Feet
10488
Lot Size Square Meters
974
Middle Or Junior School
Lakeview Middle
Minimum Lease
8-12 Months
Modification Timestamp
2026-10-13T15:41:09.900Z
New Construction YN
false
Occupant Type
Vacant
Ownership
Fee Simple
Parcel Number
14-22-27-1728-04-020
Patio And Porch Features
Covered, Front Porch, Porch, Rear Porch
Pets Allowed
Yes
Pool Private YN
false
Previous List Price
1100000
Price Change Timestamp
2026-10-13T15:40:55.000Z
Public Survey Range
27
Public Survey Section
14
RATIO Current Price By Calculated SqFt
558.51
Realtor Info
As-Is, Floor Plan Available, Sign
Road Surface Type
Paved
Roof
Shingle
Room Count
10
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Sentri Lock Box, Call Listing Agent 2, ShowingTime
Status Change Timestamp
2026-09-29T17:00:45.000Z
Tax Annual Amount
2054
Tax Block
04
Tax Book Number
F-39
Tax Legal Description
COOPER & SEWELL ADDITION F/39 LOT 2 BLKD
Tax Lot
020
Tax Year
2025
Total Acreage
0 to less than 1/4
Total Annual Fees
0.00
Total Monthly Fees
0.00
Township
22
Universal Property Id
US-12095-N-142227172804020-R-N
Unparsed Address
206 N HIGHLAND AVE
Utilities
Electricity Connected, Natural Gas Available, Water Connected
Vegetation
Mature Landscaping
Water Source
Public
Waterfront YN
false
Zoning
R-2
Neighborhood Map
Popup

Property Photos
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo
Listing Photo

MLS #MFRO6444632 Listing courtesy of Homevest Realty provided by Stellar MLS.

Similar Listings

$985,000
16104 Sandhill Road
Winter Garden
3BR/2BA
| Contingent



All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 10/15/26 3:40 PM) |

Listing Search



Translate Tool

Featured Listings
Tampa Real Estate
$1,080,000
6 BED
5 BATH
Virtually Staged. One of Grand Hampton's most extraordinary homesites presents a rare opportunity to own a beautifully r... Read More
Oviedo Real Estate
$1,250,000
4 BED
3 BATH
Privately situated across three secluded acres, this distinguished lakefront estate offers a rare sense of retreat benea... Read More
Gainesville Real Estate
$849,000
4 BED
3 BATH
At the end of a quiet cul-de-sac in Haile's Charleston Park enclave, this exceptional pool home sits on a private, fence... Read More
Orlando Real Estate
$889,000
4 BED
3 BATH
BRAND NEW TILE ROOF!! This home captures the essence of Florida living—where design, comfort, and location come together... Read More
Apopka Real Estate
$850,000
5 BED
3 BATH
7.64 Acres of vacant land with total sqft of 8,785. Home has 3121 sqft, and workshop has 3,960 sqft. Property has frame ... Read More
Venice Real Estate
$1,300,000
3 BED
2 BATH
THIS IS THE ONE! A beach front opportunity to live on the Island of Venice! Rarely available in the Bermuda Sunset Condo... Read More
Lakewood Ranch Real Estate
$975,000
2 BED
2 BATH
Location. Quality. Lifestyle. Beautiful, quality custom-built home in the gated Lakewood Ranch Country Club community wi... Read More
The Villages Real Estate
$899,000
3 BED
2 BATH
Virtually Staged. One or more pictures are Virtually Staged. Welcome to this beautifully expanded Gardenia, one of the m... Read More
Largo Real Estate
$1,050,000
3 BED
3 BATH
Virtually Staged. One or more photo(s) was virtually staged. Welcome to refined WATERFRONT living in the GUARD-GATED Bay... Read More
University Park Real Estate
$890,000
3 BED
3 BATH
Step inside and be impressed by this spacious home in UNIVERSITY PARK COUNTRY CLUB! Featuring 3 bedrooms, 3 full bathroo... Read More
Contact Sandra Pardo

407-990-2746

Wendy Morris LLC

Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

Your privacy is our utmost concern. We will never sell your personal information. Privacy Policy
©2026 sandrapardohomes.com - all rights reserved. | Site Map