Are yards well-kept in Monticello, FL?

As of early 2026, 100% of users say yards are well-kept

Is parking easy in Monticello, FL?

As of early 2026, 91% of users say parking is easy

Is a car needed in Monticello, FL?

As of early 2026, 85% of users say car is needed

Do kids play outside in Monticello, FL?

As of early 2026, 73% of users say kids play outside

Is Monticello, FL quiet?

As of early 2026, 73% of users say it's quiet

Would people walk alone at night in Monticello, FL?

As of early 2026, 71% of users say people would walk alone at night

Does Monticello, FL show holiday spirit?

As of early 2026, 67% of users say there's holiday spirit

Is there wildlife in Monticello, FL?

As of early 2026, 65% of users say there's wildlife

Is Monticello, FL dog-friendly?

As of early 2026, 60% of users say it's dog friendly

Do residents of Monticello, FL plan to stay at least 5 years?

As of early 2026, 59% of users say they plan to stay for at least 5 years

Are the streets well-lit in Monticello, FL?

As of early 2026, 57% of users say streets are well-lit

Is Monticello, FL walkable to grocery stores?

As of early 2026, 56% of users say it's walkable to grocery stores

Are neighbors friendly in Monticello, FL?

As of early 2026, 51% of users say neighbors are friendly

Is Monticello, FL walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Does Monticello, FL have sidewalks?

As of early 2026, 39% of users say there are sidewalks

Are there community events in Monticello, FL?

As of early 2026, 31% of users say there are community events

What is the price history for 248 Main St?

248 Main St in Monticello, FL last sold for $35,000 in June 2000.

Is Monticello a buyer's or seller's market?

Monticello is currently a balanced market, based on recent for-sale activity.

What do residents say about Monticello?

Residents describe Monticello, FL as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Monticello, FL .

What are the closest schools to 248 Main St?

The closest schools to 248 Main St in Monticello, FL are Babies/Tap (Middle/High), Jefferson K-12 School (K-12, rated 3/10), Jefferson Virtual Instruction Program (Elementary/Middle/High).

OFF MARKET

248 Main St
Monticello, FL 32344

2 Beds
1 Bath
1,559 sqft (on 0.94 acres)

2 Beds

1 Bath

1,559 sqft

(on 0.94 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
168 W Notre Dame St, Monticello, FL	0.14	Single-Family Home	$100,000	06/23/26	2	1	1,032
40 W Cavallo Trl, Monticello, FL	0.40	Single-Family Home	$425,000	04/16/26	4	2	2,324
40 W Cavallo Trl, Monticello, FL	0.40	Single-Family Home	$425,000	04/14/26	5	2	2,324
181 Heritage Blvd, Monticello, FL	1.03	Single-Family Home	$555,000	05/06/26	3	2.5	2,062
4081 Gamble Rd, Monticello, FL	1.04	Single-Family Home	$315,000	10/27/25	4	2	2,162
160 Lineage Ct, Lloyd, FL	1.22	Single-Family Home	$509,000	12/19/25	3	2.5	1,915
70 Generation Ct, Monticello, FL	1.14	Single-Family Home	$500,000	05/01/26	4	3	2,784
198 Post Oak Cir, Monticello, FL	1.80	Single-Family Home	$560,000	03/18/26	3	2	2,076
333 Post Oak Cir, Monticello, FL	1.79	Single-Family Home	$525,000	08/11/26	4	2	1,718
498 Heritage Blvd, Lloyd, FL	1.38	Single-Family Home	$575,000	05/27/26	3	2.5	2,239

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
Gamble Rd, Monticello, FL 32344	0.10	-	-	-	-	Off Market
185 Main St, Monticello, FL 32344	0.07	$276,400	3	2	2,206	Off Market
175 Main St, Monticello, FL 32344	0.10	$201,400	3	2	1,568	Off Market
115 W Notre Dame St, Monticello, FL 32344	0.18	$256,700	2	2	1,000	Off Market
107 W Notre Dame St, Monticello, FL 32344	0.19	$254,800	2	2	1,000	Off Market
Old Lloyd Rd, Monticello, FL 32344	0.25	-	-	-	-	Off Market
205 Lloyd Subdivision Rd, Monticello, FL 32344	0.28	$198,800	3	1	1,050	Off Market
55 W Cavallo Trl, Monticello, FL 32344	0.30	-	-	-	-	Off Market
40 W Cavallo Trl, Monticello, FL 32344	0.40	$425,000	5	2	2,324	Recently Sold
E Cavallo Trl, Monticello, FL 32344	0.47	$425,000	-	-	-	For Sale
245 Whippoorwill Rd #0, Monticello, FL 32344	0.98	-	-	-	-	Off Market
541 Eastwood Rd, Monticello, FL 32344	0.97	$558,600	5	3	2,644	Off Market

Local Information

Map ViewExplore the area around 248 Main St.
Schools1 Preschool School2 Elementary Schools3 Middle Schools3 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Year Built

1920

Lot Size

0.94 acres

Living Area

1,559 sqft

About this House

248 Main St is in Monticello, FL and in ZIP code 32344. This property has 2 bedrooms, 1 bathroom and approximately 1,559 sqft of floor space. This property has a lot size of 0.94 acres and was built in 1920.

248 Main St, Monticello, FL 32344 is a 2 bedroom, 1 bathroom, 1,559 sqft unknown built in 1920. It last sold for $35,000 on Jun 1, 2000. It is currently off market. The Trulia Estimate rent is $1,228/month.

Home Details for 248 Main St

Interior Features
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: Other

Property Information
Year Built Year Built: 1920Year Updated: 1960
Property Type / Style Property Type: Unknown

Community
Units in Building: 1

Lot Information
Lot Area: 0.94 acres

Price and Tax history

Date	Event	Price
Jun 1, 2000 Source: N/A	Sold	$35,000

Year	Property tax	Tax assessment
2025	$361	$32,764

Market trends in Monticello

Last updated July 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

3MoM

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Additional Cost

Around this home

Jefferson K-12 School
PK-12
Public
645 Students
Jefferson
3/10
GreatSchools Rating
Parent Rating Average
This 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 Review
3y ago
4 Reviews

View nearby schools on GreatSchools

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
Resident
1y ago
"All animals are welcome.everyone has dogs, cats, horses,cows and sheep’s. Very lovely neighborhood and neighbors."
0
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Chris S.
Resident
6y ago
"Very good community. That cares about their county. It’s a good commuters town for several counties. "
0
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Hatorgus48
Resident
6y ago
"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.
Resident
7y ago
"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
Resident
8y ago
"My area is beautiful , away from hustle and bustle! Lots are large with room for outdoor activities! Neighbors are nice too! "
0
Flag
estates2us
13y ago
"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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LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 248 Main St

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56.37 ACRES
$495,000
2 bd
1 ba
1,200 sqft
640 Nautilus Dr,
Monticello, FL 32344
Kelly & Kelly Properties, Inc
FOR SALE BY OWNER
1.25 ACRES
$200,000
4 bd
2 ba
1,605 sqft
12506 Forest Acres Trl,
Tallahassee, FL 32317
20 ACRES
$625,000
3 bd
2 ba
1,757 sqft
3523 Driftwood Ln,
Tallahassee, FL 32317
Armor Realty, Inc
4.89 ACRES
$429,000
3 bd
2 ba
2,000 sqft
285 Mallard Ln,
Monticello, FL 32344
Red Bird Realty
FOR SALE BY OWNER
11 ACRES
$445,000
3 bd
2 ba
1,720 sqft
153 Watermill Rd,
MONTICELLO, FL 32344
2.46 ACRES
$1,190,000
4 bd
4 ba
3,043 sqft
4264 Safari Run,
Tallahassee, FL 32309
Keller Williams Town & Country
12.1 ACRES
$515,000
3 bd
2 ba
1,533 sqft
4557 Sunray Pl,
Tallahassee, FL 32309
Silo Hill Properties
1.56 ACRES
$250,000
3 bd
1 ba
1,948 sqft
11343 Eva Ln,
Tallahassee, FL 32317
Keller Williams Town & Country
NEW CONSTRUCTION
$425,000
3 bd
2.5 ba
2,169 sqft
933 Cap Tram Rd,
Tallahassee, FL 32317
Hamilton Realty Advisors LLC
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Monticello
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Off Market Homes Near 248 Main St

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SOLD
AUG 11, 2026
$525,000
4 bd
2 ba
1,718 sqft
333 Post Oak Cir,
Monticello, FL 32344
Eden & Company
SOLD
AUG 4, 2026
$550,000
4 bd
3 ba
2,112 sqft
925 Hiawatha Farms Rd,
Monticello, FL 32344
Coldwell Banker Hartung
SOLD
JUL 27, 2026
$200,000
2 bd
1 ba
868 sqft
2709 Baum Rd,
Tallahassee, FL 32317
Keller Williams Town & Country
SOLD
JUL 23, 2026
$77,500
3 bd
2 ba
1,248 sqft
40 Westview Ln,
Monticello, FL 32344
All Realty Services
SOLD
JUL 17, 2026
$613,000
3 bd
2.5 ba
2,134 sqft
261 Hiawatha Farms Rd,
Monticello, FL 32344
Kozloski Realty, LLC
SOLD
JUL 16, 2026
$167,000
3 bd
2 ba
1,440 sqft
963 Quail Ln,
Monticello, FL 32344
Drake Realty, Inc.
SOLD
JUL 15, 2026
$555,000
4 bd
2 ba
1,945 sqft
64 Sanctuary Dr,
Monticello, FL 32344
Keller Williams Town & Country
SOLD
JUL 7, 2026
$54,500
Quail Ln,
Lloyd, FL 32344
SOLD
JUL 6, 2026
$54,500
Quail Ln,
Monticello, FL 32344
Maclay Realty & Management LLC
SOLD
JUL 1, 2026
$216,000
3 bd
2 ba
1,224 sqft
11330 Whitehouse Rd,
Tallahassee, FL 32317
Solid Ground Real Estate Group
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Monticello
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Frequently asked questions about 248 Main St

What is the price history for 248 Main St?
248 Main St in Monticello, FL last sold for $35,000 in June 2000.
Is Monticello a buyer's or seller's market?
Monticello is currently a balanced market, based on recent for-sale activity.
What do residents say about Monticello?
Residents describe Monticello, FL as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Monticello, FL.
What are the closest schools to 248 Main St?
The closest schools to 248 Main St in Monticello, FL are Babies/Tap (Middle/High), Jefferson K-12 School (K-12, rated 3/10), Jefferson Virtual Instruction Program (Elementary/Middle/High).

248 Main St
Monticello, FL 32344