This Downtown Winter Garden stunner has continued to evolve with thoughtful, high-value upgrades that make it even more exceptional today. Located in the much sought after golf cart district and just steps from Plant Street’s restaurants, markets, and year-round events, this home blends timeless character with modern convenience in a way few properties can match. Originally reimagined with a full professional remodel in 2023 — including brand-new roof, windows, electrical, plumbing, insulation, luxury vinyl plank flooring, Bosch appliances, Carrara quartz surfaces, and a magnificent, redesigned kitchen. Additional upgrades include a newly constructed one-car garage with parking pad – 2026 and a whole-home generator providing both functionality and peace of mind rarely found in homes of this era. These additions compliment the already impressive split-floorplan featuring 4 bedrooms (and bonus room), 2.5 baths, an oversized island kitchen with fireplace feature wall, gallery-style windows, and a private primary suite with walk-in closet. Every inch of this home reflects quality, style, and intention — from the high-grade materials used throughout to the continued improvements that elevate daily living. Homes like this, with extensive permitted renovations and meaningful new upgrades, simply do not come to market often in Winter Garden. Homes this special in the heart of Winter Garden are rarely available for long — claim it before it’s gone.
Property Details
Price:
$849,900
MLS #:
O6430188
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINTER GARDEN SHORES ADD 02
Neighborhood:
34787wintergardenoakland
Listed Date:
Aug 20, 2026
Finished Sq Ft:
2,331
Total Sq Ft:
2,613
Lot Size:
9,919 sqft / 0.23 acres (approx)
Year Built:
1960
See this Listing
Schools
Elementary School:
Dillard Street Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Architectural Style
Ranch
Construction Materials
Block
Covered Spaces
1
Direction Faces
East
Exterior Features
Private Mailbox, Private Yard
Fencing
Chain Link
Garage Spaces
1
Lot Features
City Lot
Open Parking YN
1
Parking Features
Parking Pad
Patio And Porch Features
Front Porch
Roof
Shingle
Security Features
Security Gate, Security System
Financial
Tax Year
2025
Taxes
$8,169
Map
Community
- Address368 N BOYD STREET WINTER GARDEN FL
- SubdivisionWINTER GARDEN SHORES ADD 02
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Aug 29, 2026
829
Single Family Listed
112
Avg DOM
279
Avg $ / SqFt
$759,523
Avg List Price
Property Summary
- Located in the WINTER GARDEN SHORES ADD 02 subdivision, 368 N BOYD STREET WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $849,900 and features 4 beds, 3 baths, and has approximately 2,331 square feet of living space, and was originally constructed in 1960. The current price per square foot is $365. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $759,523. To schedule a showing of MLS#o6430188 at 368 N BOYD STREET in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of FATHOM REALTY FL 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. 368 N BOYD STREET
WINTER GARDEN, FL
