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$449,000
55 Days On Site

340 E Washington Street
Monticello, FL 32344

For Sale|Single Family Residence|Active Under Contract
3
Beds
3
Full Baths
1
Partial Bath
3,635
SqFt
$124
/SqFt
1842
Built
County:
Jefferson
Call Now: 850-980-9222
Is this the home for you? We can help make it yours.
850-980-9222
340 E Washington Street340 E Washington Street340 E Washington Street340 E Washington Street
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Step into the timeless elegance of the Simpkins-Bailey House, a distinguished circa 1854 residence nestled in the heart of Monticello's Historic District. This 3-bedroom, 3.5-bathroom home offers 3,635 square feet of meticulously updated living space, seamlessly blending historic charm with modern comforts. Zoned for business-residential use, the property provides incredible flexibility for a private residence, office, or mixed-use opportunity. The home features a brand-new 2024 metal roof and an encapsulated crawlspace with a dehumidifier for enhanced preservation. Inside, beautifully wide-plank hardwood floors stretch throughout, with a fireplace in every room adding to the historic character. The renovated kitchen and bathrooms seamlessly integrate modern style while honoring the home’s rich history, including a stunning clawfoot tub in the master bath. French doors lead from the living space to a screened-in back porch, offering a perfect place to relax. The fully fenced backyard features a picturesque boxwood garden, a charming pergola, and a magnificent live oak, creating a private oasis just steps from the vibrant downtown circle. With its stately presence, prime location, and thoughtful updates, this is a rare opportunity to own a beautifully preserved piece of Monticello’s history.

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Listing Snapshot
Price 
$449,000
Days On Site 
55 Days
Bedrooms 
3
Inside Area (SqFt) 
3,635 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.67 Acres
Year Built 
1842
MLS® Number 
381694
Status 
Active Under Contract
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
4 days agoStatus changed to Active Under Contract
2 months agoListing first seen on site
General Features
Acres 
0.67
Carport 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Total 
3635
Style 
TwoStoryTraditional
Interior Features
Appliances 
DryerDishwasherDisposalIce MakerMicrowaveOvenRangeRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central AirElectric
Flooring 
Hardwood
Heating 
CentralElectric
Interior 
Wet BarTray Ceiling(s)High CeilingsVaulted Ceiling(s)Entrance FoyerMaster Downstairs
Spa 
Yes
Window Features 
Window Coverings
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Exterior Features
Construction Details 
Wood Siding
Patio And Porch 
DeckPatioPorchScreened
Spa 
Yes
View 
None
Waterview 
None
Windows/Doors 
Window Coverings
Community Features
Community Features 
Sidewalks
Financing Terms Available 
CashConventionalOwner May Carry
MLS Area 
Jefferson
Roads 
Paved
Schools
School District
Unknown
Elementary School
Jefferson Elementary
Middle School
Jefferson County Middle School
High School
Jefferson County High School
Listing courtesy of All County Suncoast Property



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Last checked 2025-04-04 02:28 AM EDT

Neighborhood & Commute
Source: Walkscore
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