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.
Sold for $449,000
$449,000
340 E Washington St, Monticello, FL 32344
3beds
3,635sqft
Single Family Residence
Built in 1842
0.67 Acres Lot
$441,600 Zestimate®
$124/sqft
$3,154 Estimated rent
Home value
$441,600
Estimated sales range
Not available
$3,154/mo
Zestimate® history
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List your homeWhat's special
Fireplace in every roomRenovated kitchenMeticulously updated living spaceFrench doorsMagnificent live oakStunning clawfoot tubWide-plank hardwood floors
Zillow last checked:
Listing updated:
Listed by:
Sandra L Ferrera 727-541-2578,
All County Suncoast Property
Bought with:
Joseph Parsons, 3623260
The Naumann Group Real Estate
Source: TBR,MLS#: 381694
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Dimensions: 16x19
Bedroom 2
- Dimensions: 15x18
Bedroom 3
- Dimensions: 19x15
Dining room
- Dimensions: 19x25
Family room
- Dimensions: 17x15
Kitchen
- Dimensions: 14x29
Living room
- Dimensions: 18x16
Heating
- Central, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dryer, Dishwasher, Disposal, Ice Maker, Microwave, Oven, Range, Refrigerator, Washer
Features
- Wet Bar, Tray Ceiling(s), High Ceilings, Hot Tub/Spa, Vaulted Ceiling(s), Window Treatments, Entrance Foyer, Primary Downstairs
- Flooring: Hardwood
- Has fireplace: No
Interior area
- Total structure area: 3,635
- Total interior livable area: 3,635 sqft
Property
Parking
- Total spaces: 2
- Parking features: Carport, Two Spaces
- Carport spaces: 2
Features
- Patio & porch: Deck, Patio, Porch, Screened
- Has spa: Yes
- Has view: Yes
- View description: None
Lot
- Size: 0.67 Acres
- Dimensions: 227 x 200 x 169 x 146 x 58 x 50
Details
- Parcel number: 12065000000039000000010
- Special conditions: Standard
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Two Story,Traditional
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Crawlspace
Condition
- Year built: 1842
Utilities & green energy
- Sewer: Public Sewer
Community & neighborhood
Community
- Community features: Sidewalks
Location
- Region: Monticello
Other
Other facts
- Listing terms: Cash,Conventional,Owner May Carry
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 4/30/2025 | Sold | $449,000$124/sqft |
Source:  TBR #381694 Report a problem | ||
| 3/31/2025 | Contingent | $449,000$124/sqft |
Source: TBR #381694 Report a problem | ||
| 2/7/2025 | Listed for sale | $449,000-5.5%$124/sqft |
Source: TBR #381694 Report a problem | ||
| 2/21/2024 | Listing removed | -- |
Source: TBR #367716 Report a problem | ||
| 2/5/2024 | Contingent | $474,900$131/sqft |
Source: TBR #367716 Report a problem | ||
| 1/23/2024 | Listed for sale | $474,900-13.6%$131/sqft |
Source: TBR #367716 Report a problem | ||
| 7/17/2023 | Listing removed | -- |
Source: TBR #359631 Report a problem | ||
| 7/11/2023 | Listed for sale | $549,900$151/sqft |
Source: TBR #359631 Report a problem | ||
| 6/27/2023 | Contingent | $549,900$151/sqft |
Source: TBR #359631 Report a problem | ||
| 4/29/2023 | Listed for sale | $549,900+83.9%$151/sqft |
Source: TBR #358163 Report a problem | ||
| 1/6/2020 | Sold | $299,000-9.1%$82/sqft |
Source: TBR #291254 Report a problem | ||
| 12/6/2019 | Pending sale | $329,000$91/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 8/13/2019 | Price change | $329,000-5.7%$91/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 2/1/2019 | Price change | $349,000-4.6%$96/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 12/22/2018 | Listed for sale | $365,900$101/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 11/17/2018 | Pending sale | $365,900$101/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 10/19/2018 | Price change | $365,900-1.1%$101/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 10/13/2018 | Price change | $369,900-1.4%$102/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 3/19/2018 | Listed for sale | $375,000+7.1%$103/sqft |
Source: Kelly & Kelly Properties, Inc #291254 Report a problem | ||
| 3/10/2016 | Sold | $350,000$96/sqft |
Source: TBR #263150 Report a problem | ||
| 12/29/2015 | Pending sale | $350,000$96/sqft |
Source: United Country Report a problem | ||
| 11/5/2015 | Listed for sale | $350,000+112.1%$96/sqft |
Source: United Country Southern AgLand #263150 Report a problem | ||
| 12/6/2007 | Sold | $165,000$45/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $7,778 +7.6% | $366,044 +8.1% |
| 2023 | $7,232 +6.1% | $338,532 +10% |
| 2022 | $6,819 +6.6% | $307,807 +10% |
| 2021 | $6,395 +12.7% | $279,825 +10% |
| 2020 | $5,673 | $254,386 +2.8% |
| 2019 | $5,673 +4% | $247,377 +1.4% |
| 2018 | $5,455 | $243,901 +2.7% |
| 2017 | $5,455 | $237,425 +58.8% |
| 2016 | -- | $149,541 -1.2% |
| 2015 | -- | $151,313 -1.2% |
| 2014 | -- | $153,084 -1.1% |
| 2013 | -- | $154,856 -0.5% |
| 2012 | -- | $155,628 -11.7% |
| 2011 | -- | $176,286 -1% |
| 2010 | -- | $178,092 -1% |
| 2009 | -- | $179,899 +9.9% |
| 2008 | -- | $163,639 +22% |
| 2007 | -- | $134,179 +62.3% |
| 2006 | -- | $82,698 +7.5% |
| 2005 | -- | $76,897 +10.9% |
| 2004 | -- | $69,324 +5.3% |
| 2003 | -- | $65,850 +0.7% |
| 2002 | -- | $65,416 +11.2% |
| 2001 | -- | $58,825 |
Find assessor info on the county website
Neighborhood: 32344
Nearby schools
GreatSchools rating
- NAJefferson Virtual Instruction ProgramGrades: K-12Distance: 1 mi
- 3/10Jefferson K-12 SchoolGrades: PK-12Distance: 3.8 mi
- NABabies/TapGrades: 6-12Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: Jefferson County Schools
- Middle: Jefferson County Middle School
- High: Jefferson County High School
Source: TBR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Florida
- Jefferson County
- Monticello
- 32344
- 340 E Washington St
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