340 E Washington St, Monticello, FL 32344
OFF MARKET

340 E Washington St
Monticello, FL 32344

  • 3 Beds
  • 3.5 Baths
  • 3,635 sqft (on 0.67 acres)

$439,200

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $2,795/mo*
Refinance Your Home

$439,200

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $2,795/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,635 sqft
(on 0.67 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 01, 2025

Home Highlights

Parking
2 Carport Spaces
Outdoor
Porch, Patio, Deck
View
None
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 340 E Washington St

Interior Features

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

Exterior Features

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

Days on Market

Cumulative Days on Market: 80

Property Information

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

Price & Status

Price
List Price: $449,000
Status Change & Dates
Off Market Date: Mon Apr 28 2025

Active Status

MLS Status: Closed

Location

Direction & Address
City: Monticello
School Information
Elementary School: Jefferson County SchoolsJr High / Middle School: Jefferson County Middle SchoolHigh School: Jefferson County High School

Building

Building Area
Building Area: 3635 Square Feet

Community

Community Features: Sidewalks

HOA

HOA Fee Frequency (second): Annually

Lot Information

Lot Area: 0.67 acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Cash, Conventional, Owner May Carry

Miscellaneous

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

Additional Information

Sidewalks
Last check for updates: about 24 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

DatePriceEventSource
04/30/2025$449,000Sold
TBR #381694
03/31/2025$449,000ContingentTBR #381694
02/07/2025$449,000Listed For SaleTBR #381694
02/21/2024ListingRemovedTBR #367716
02/05/2024$474,900ContingentTBR #367716
01/23/2024$474,900Listed For SaleTBR #367716
07/17/2023ListingRemovedTBR #359631
07/11/2023$549,900PendingToActiveTBR #359631
06/27/2023$549,900ContingentTBR #359631
04/29/2023$549,900Listed For SaleTBR #358163
01/06/2020$299,000Sold
TBR #291254
12/06/2019$329,000PendingAgent Provided
08/13/2019$329,000PriceChange
Agent Provided
02/01/2019$349,000PriceChange
Agent Provided
12/22/2018$365,900PendingToActiveAgent Provided
11/17/2018$365,900PendingAgent Provided
10/19/2018$365,900PriceChange
Agent Provided
10/13/2018$369,900PriceChange
Agent Provided
03/19/2018$375,000Listed For SaleAgent Provided
03/10/2016$350,000Sold
TBR #263150
12/29/2015$350,000PendingAgent Provided
11/05/2015$350,000Listed For SaleAgent Provided
12/06/2007$165,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$7,778
Assessment$366,044
Home facts updated by county records

Comparable Sales for 340 E Washington St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
665 W Washington St, Monticello, FL
0.47
Single-Family Home
$280,000
11/04/25
3
2.5
3,348
925 E Pearl St, Monticello, FL
0.35
Single-Family Home
$360,000
03/31/26
4
3.5
2,768
885 S Waukeenah St, Monticello, FL
0.46
Single-Family Home
$480,000
09/26/25
5
3.5
4,600
685 E Washington St, Monticello, FL
0.17
Single-Family Home
$266,000
04/03/26
4
2
1,812
490 E Palmer Mill Rd, Monticello, FL
0.11
Single-Family Home
$185,000
05/08/26
3
2.5
2,467
425 N Mulberry St, Monticello, FL
0.24
Single-Family Home
$285,000
02/18/26
5
2
3,320
480 W Washington St, Monticello, FL
0.32
Single-Family Home
$360,000
10/30/25
3
2
1,985
705 N Mulberry St, Monticello, FL
0.38
Single-Family Home
$285,000
08/08/25
3
2.5
1,527
950 E Pearl St, Monticello, FL
0.38
Single-Family Home
$300,000
03/23/26
3
1.5
1,855
395 W Palmer Mill Rd, Monticello, FL
0.29
Single-Family Home
$315,000
08/22/25
3
1.5
1,772

Nearby homes

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Assigned Schools

These are the assigned schools for 340 E Washington St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Trulia User
    "All animals are welcome.everyone has dogs, cats, horses,cows and sheep’s. Very lovely neighborhood and neighbors."
    0
    Flag
  • Chris S.
    "Very good community. That cares about their county. It’s a good commuters town for several counties. "
    0
    Flag
  • Hatorgus48
    "No traffic lights in the county. City of Monticello is very walkable. A number of very good and eclectic restaurants in town. "
    0
    Flag
  • Bridget A.
    "I’ve worked in this town since the end of 2003. We finally were able to relocate here about 9 months ago. It’s a lovely little town with lots going for it. Lovely little shops, restaurant, farmers market, art gallery and an opera house."
    1
    Flag
  • Manypalms
    "My area is beautiful , away from hustle and bustle! Lots are large with room for outdoor activities! Neighbors are nice too! "
    0
    Flag
  • estates2us
    "This area does not have much in the way of nigiht life. It is a good area to retire in. You have to drive into Thomasville to find stores and restaurants in abundance. It is average in looks for an older neighborhood. There is not much to do here."
    0
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Apartments for Rent

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Homes for sale near 340 E Washington St

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Off Market Homes Near 340 E Washington St

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Homes for rent near 340 E Washington St

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340 E Washington St, Monticello, FL 32344 is a 3 bedroom, 4 bathroom, 3,635 sqft single-family home built in 1842. This property is not currently available for sale. 340 E Washington St was last sold on Apr 30, 2025 for $449,000 (0% higher than the asking price of $449,000). The current Trulia Estimate for 340 E Washington St is $439,200.