340 E Washington St
Monticello, FL 32344
3 Beds
3.5 Baths
3,635 sqft (on 0.67 acres)
3 Beds
3.5 Baths
3,635 sqft
(on 0.67 acres)
Local Information
- Map ViewExplore the area around 340 E Washington St.
- Schools1 Preschool School2 Elementary Schools3 Middle Schools3 High Schools
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1842
Lot Size
0.67 acres
Living Area
3,635 sqft
Price/Sqft
$121
Parking
2 Carport Spaces
HOA
None
Description
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.
340 E Washington St, Monticello, FL 32344 is a 3 bedroom, 4 bathroom, 3,635 sqft single-family home built in 1842. It last sold for the $449,000 asking price on Apr 30, 2025. It is currently off market. The Trulia Estimate is $441,600, with a rent estimate of $2,790/month.
Home Details for 340 E Washington St
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Interior Details Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living RoomWet Bar |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3635 Square Feet |
Appliances & Utilities Appliances: Dryer, Dishwasher, Disposal, Ice Maker, Microwave, Oven, Range, Refrigerator, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central |
Fireplace & Spa No FireplaceHas a Spa |
Windows, Doors, Floors & Walls Flooring: Hardwood |
Levels, Entrance, & Accessibility Floors: Hardwood |
View No ViewView: None |
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Exterior Home Features Patio / Porch: Deck, Patio, Porch, ScreenedFoundation: CrawlspaceNo Private Pool |
Parking & Garage Number of Carport Spaces: 2Number of Covered Spaces: 2Has a CarportNo Attached GarageParking Spaces: 2Parking: Carport,Two Spaces |
Frontage Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 80 |
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Year Built Year Built: 1842 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Two Story,Traditional |
Building Construction Materials: Wood SidingNot Attached PropertyDoes Not Include Home Warranty |
Property Information Parcel Number: 12065000000039000000010 |
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Price List Price: $449,000 |
Status Change & Dates Off Market Date: Mon Apr 28 2025 |
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MLS Status: Closed |
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Direction & Address City: Monticello |
School Information Elementary School: Jefferson County SchoolsJr High / Middle School: Jefferson County Middle SchoolHigh School: Jefferson County High School |
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Building Area Building Area: 3635 Square Feet |
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Community Features: Sidewalks |
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HOA Fee Frequency (second): Annually |
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Lot Area: 0.67 acres |
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Special Conditions: Standard |
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Listing Terms: Cash, Conventional, Owner May Carry |
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Mls Number: 381694Living Area Range Units: Square FeetAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-12065-N-12065000000039000000010-R-N |
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Sidewalks |
Last check for updates: about 7 hours ago
Listed by Sandra L Ferrera, (727) 541-2578
All County Suncoast Property
Bought with: Joseph Parsons, (850) 597-1122, The Naumann Group Real Estate
Source: TBR, MLS#381694
Price History for 340 E Washington St
| Date | Price | Event | Source |
|---|---|---|---|
| 04/30/2025 | $449,000 | Sold | TBR #381694 |
| 03/31/2025 | $449,000 | Contingent | TBR #381694 |
| 02/07/2025 | $449,000 | Listed For Sale | TBR #381694 |
| 02/21/2024 | ListingRemoved | TBR #367716 | |
| 02/05/2024 | $474,900 | Contingent | TBR #367716 |
| 01/23/2024 | $474,900 | Listed For Sale | TBR #367716 |
| 07/17/2023 | ListingRemoved | TBR #359631 | |
| 07/11/2023 | $549,900 | PendingToActive | TBR #359631 |
| 06/27/2023 | $549,900 | Contingent | TBR #359631 |
| 04/29/2023 | $549,900 | Listed For Sale | TBR #358163 |
| 01/06/2020 | $299,000 | Sold | TBR #291254 |
| 12/06/2019 | $329,000 | Pending | Agent Provided |
| 08/13/2019 | $329,000 | PriceChange | Agent Provided |
| 02/01/2019 | $349,000 | PriceChange | Agent Provided |
| 12/22/2018 | $365,900 | PendingToActive | Agent Provided |
| 11/17/2018 | $365,900 | Pending | Agent Provided |
| 10/19/2018 | $365,900 | PriceChange | Agent Provided |
| 10/13/2018 | $369,900 | PriceChange | Agent Provided |
| 03/19/2018 | $375,000 | Listed For Sale | Agent Provided |
| 03/10/2016 | $350,000 | Sold | TBR #263150 |
| 12/29/2015 | $350,000 | Pending | Agent Provided |
| 11/05/2015 | $350,000 | Listed For Sale | Agent Provided |
| 12/06/2007 | $165,000 | Sold | N/A |
Market trends in Monticello
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
48
5MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,701 |
| Assessment | $368,409 |
Home facts updated by county records
Comparable Sales for 340 E Washington St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.47 | Single-Family Home | $280,000 | 11/04/25 | 3 | 2.5 | 3,348 | |
0.35 | Single-Family Home | $360,000 | 03/31/26 | 4 | 3.5 | 2,768 | |
0.46 | Single-Family Home | $480,000 | 09/26/25 | 5 | 3.5 | 4,600 | |
0.17 | Single-Family Home | $266,000 | 04/03/26 | 4 | 2 | 1,812 | |
0.11 | Single-Family Home | $185,000 | 05/08/26 | 3 | 2.5 | 2,467 | |
0.24 | Single-Family Home | $285,000 | 02/18/26 | 5 | 2 | 3,320 | |
0.32 | Single-Family Home | $360,000 | 10/30/25 | 3 | 2 | 1,985 | |
0.38 | Single-Family Home | $285,000 | 08/08/25 | 3 | 2.5 | 1,527 | |
0.38 | Single-Family Home | $300,000 | 03/23/26 | 3 | 1.5 | 1,855 | |
0.29 | Single-Family Home | $315,000 | 08/22/25 | 3 | 1.5 | 1,772 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 340 E Washington St.
- Jefferson K-12 School
- PK-12
- Public
- 645 Students
3/10GreatSchools RatingParent Rating AverageThis school lacks discipline. My son comes home daily talking about how he gets bullied. He absolutely hates this school. I’ve taught my son to not judge people by the color of their skin, but yet he gets judged daily and the school seems not to care.Parent Review3y ago - Babies/Tap
- 6-12
- Public
NAGreatSchools RatingParent Rating Average
No reviews available for this school. - Jefferson Virtual Instruction Program
- K-12
- Public
NAGreatSchools RatingParent Rating AverageNo reviews available for this school. 
Check out schools near 340 E Washington St.
What Locals Say about Monticello
At least 17 Trulia users voted on each feature.
100 % Say yards are well-kept
91 % Say parking is easy
85 % Say car is needed
73 % Say kids play outside
73 % Say it's quiet
71 % Say people would walk alone at night
67 % Say there's holiday spirit
65 % Say there's wildlife
60 % Say it's dog friendly
59 % Say they plan to stay for at least 5 years
57 % Say streets are well-lit
56 % Say it's walkable to grocery stores
51 % Say neighbors are friendly
50 % Say it's walkable to restaurants
39 % Say there are sidewalks
31 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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Information is deemed reliable but not guaranteed.