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.
For sale
$849,900
368 N BOYD STREET, WINTER GARDEN, FL 34787
4beds
2,331sqft
Single Family Residence
Built in 1960
9,919 Square Feet Lot
$-- Zestimate®
$365/sqft
$-- HOA
What's special
- 26 days
- 864
- 43
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Joe Thomas, Jr 813-724-1922,
FATHOM REALTY FL LLC 888-455-6040
Source: Stellar MLS,MLS#: O6430188
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 162 Square Feet
- Dimensions: 10x16.2
Dining room
- Level: First
- Area: 194.25 Square Feet
- Dimensions: 10.5x18.5
Kitchen
- Level: First
- Area: 336 Square Feet
- Dimensions: 19.2x17.5
Living room
- Level: First
- Area: 407.04 Square Feet
- Dimensions: 19.2x21.2
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Laundry: Laundry Room
Features
- Ceiling Fan(s), Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Vinyl
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 2,613
- Total interior livable area: 2,331 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Parking Pad
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch
- Exterior features: Private Mailbox, Private Yard
- Fencing: Chain Link
Lot
- Size: 9,919 Square Feet
- Dimensions: 78 x 128
- Features: City Lot
Details
- Parcel number: 142227939603030
- Zoning: R-2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1960
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Available, Water Connected
Community & HOA
Community
- Security: Security Gate, Security System
- Pet fee: $0 monthly
- Subdivision: WINTER GARDEN SHORES ADD 02
HOA
- Has HOA: No
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $365/sqft
- Tax assessed value: $526,598
- Annual tax amount: $8,168
- Date on market: 8/20/2026
- Cumulative days on market: 20 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/20/2026 | Price change | $849,900+14.9%$365/sqft |
Source: | ||
| 7/24/2023 | Pending sale | $739,400$317/sqft |
Source: | ||
| 7/21/2023 | Listed for sale | $739,400$317/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $7,765 +38.1% | $526,598 +49% |
| 2023 | $5,624 +497.9% | $353,480 +256% |
| 2022 | $941 +2.8% | $99,284 +3% |
| 2021 | $915 +1.4% | $96,392 +1.4% |
| 2020 | $902 +2% | $95,061 +2.3% |
| 2019 | $885 +1.8% | $92,924 +1.9% |
| 2018 | $869 | $91,191 -57.8% |
| 2017 | $869 +3.6% | $216,026 +38.7% |
| 2016 | $839 +1.1% | $155,791 +4.4% |
| 2015 | $830 -2.2% | $149,211 +20.1% |
| 2014 | $849 +3.5% | $124,210 +12.9% |
| 2013 | $820 +2.3% | $110,058 +0.9% |
| 2012 | $801 +5.2% | $109,063 +3.6% |
| 2011 | $762 +7.7% | $105,312 -6.7% |
| 2010 | $707 | $112,928 -14.3% |
| 2009 | -- | $131,754 -20% |
| 2008 | $607 -22.7% | $164,761 -7.3% |
| 2007 | $785 -7.8% | $177,730 +9.4% |
| 2006 | $852 +1.2% | $162,431 +35.6% |
| 2005 | $842 +6% | $119,743 +11% |
| 2004 | $794 +1% | $107,862 +18.1% |
| 2003 | $786 +3.9% | $91,318 +7% |
| 2002 | $757 -0.4% | $85,357 +21.6% |
| 2001 | $760 +4.1% | $70,200 +5.1% |
| 2000 | $730 | $66,769 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 34787
Nearby schools
Schools provided by the listing agent
- Elementary: Dillard Street Elem
- Middle: Lakeview Middle
- High: West Orange High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






