Caleb Stephens

Monticello FL

Silo Hill Properties

56 Closed Sales

$16.7M Total Value

$73K - $1.5M Price Range

$298.7K Average Price

Prior 5 years

About Caleb

Caleb Stephens-Broker at Silo Hill Properties
With a decade of experience in the real estate industry, Caleb specializes in selling residential homes, land, plantations, and commercial properties across North and Central Florida. A proud graduate of the University of Tennessee with a Bachelor’s Degree in Agriculture, Caleb combines his deep industry knowledge with a genuine passion for helping clients find their perfect property. Known for always answering his phone, Caleb is committed to providing personalized service and making your real estate journey smooth and successful.

Home Types: House, Manufactured, Lot/Land, Townhouse, Commercial

Years of Experience: 8

Education: University of Tennessee-Bachelors in Agriculture

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	10
Total Value	$2,247,100
Average Sale Price	$224,710
Price Range	$73K - $465K

Buyer Deals
Total Deals	5
Total Value	$987,000
Average Sale Price	$197,400
Price Range	$95K - $320K

1 Year View by Quarter

Seller Deals
Total Deals	16
Total Value	$5,996,100
Average Sale Price	$374,756
Price Range	$73K - $1.5M

Buyer Deals
Total Deals	7
Total Value	$1,431,000
Average Sale Price	$204,429
Price Range	$95K - $340K

Seller Deals
Total Deals	37
Total Value	$12,442,600
Average Sale Price	$336,286
Price Range	$73K - $1.5M

Buyer Deals
Total Deals	19
Total Value	$4,287,000
Average Sale Price	$225,632
Price Range	$80K - $468K

5 Year View

Neighborhoods Caleb is Experienced In

Caleb's Active Listings

$1,535,000
- 6 Beds
- 4.5 Baths
- 4,843 Sq Ft
174 Decey Wallace Ln

Crawfordville, FL
This stunning 6-bedroom, 5-bathroom residence is thoughtfully designed with both luxury and functionality in mind. From the moment you step inside, you’ll be captivated by the soaring 25-ft oakwood coffered ceilings in the living room, complemented by a dramatic upstairs catwalk that overlooks the main living space. The home features rich hardwood floors throughout, solid oak stair treads, and

Caleb Stephens Silo Hill Properties

$679,900
- 4 Beds
- 3 Baths
- 2,716 Sq Ft
140 Shumard Ct

Monticello, FL
NOW INCLUDES ADDITIONAL LOT!! Discover this stunning 2,600+ sqft home built in 2021, offering the perfect blend of quiet country living and modern convenience. Adjoinging additional lot can also be purchased! Features include: 4 spacious bedrooms and 3 full bathrooms 2 master bedrooms located downstairs Dedicated office/bonus room – ideal for work or hobbies Modern kitchen and open living spaces

Caleb Stephens Silo Hill Properties

$249,000
- 3 Beds
- 2 Baths
- 1,553 Sq Ft
1822 Wales Dr

Tallahassee, FL
Discover your new home with this charming 3-bedroom, 2-bath brick residence located just minutes from town. Featuring a spacious layout with modern updates, including an updated bathroom and stylish vinyl plank floors throughout. The two-car garage provides plenty of parking and storage space. Perfect for families or anyone looking for comfort and convenience! Key Features: 3 Bedrooms 2 Bathrooms

Caleb Stephens Silo Hill Properties

$199,900
- 3 Beds
- 1.5 Baths
- 1,150 Sq Ft
4008 Sonnet Dr

Tallahassee, FL
Seller to offer $5,000 in concessions with acceptable offer. This charming property offers a perfect blend of comfort and convenience. Featuring spacious living areas, some modern updates, and a welcoming atmosphere. Enjoy a well-maintained yard, and easy access to local amenities, schools, shopping and parks. Don't miss the opportunity to make this beautiful house your new home!

Caleb Stephens Silo Hill Properties

Joint Agent

$650,000
- Land
- 56 Acres
- $11,562 per Acre
0 Kemp Rd

Havana, FL
Stunning 56-acre property featuring a beautiful pond, abundant of wildlife including deer and turkeys, open pasture and the perfect setting for your future homesite. The property is already improved with a recently drilled well and power. Enjoy the privacy and flexibility of this property while still being very conveniently located. 25 minutes from Bannerman crossing, and other popular

Caleb Stephens Silo Hill Properties

Recently Sold

$337,500

Sold Jun 26, 2026
- 3 Beds
- 2 Baths
- 1,502 Sq Ft
406 Robin Rd

Monticello, FL
- 3% Below List
- $225/SF
- 5 Days On Market
- Current Est. Value $326K
Caleb Stephens Silo Hill Properties

$175,000

Sold Apr 6, 2026
- 3 Beds
- 1.5 Baths
- 910 Sq Ft
4501 Hickory Forest Cir

Tallahassee, FL
- $192/SF
- 3 Days On Market
- Current Est. Value $176K
Caleb Stephens Silo Hill Properties

$465,000

Sold Apr 1, 2026
- 3 Beds
- 2 Baths
- 2,268 Sq Ft
308 Cherry Tree Rd

Monticello, FL
- 2% Below List
- $205/SF
- Current Est. Value $480K
Caleb Stephens Silo Hill Properties

$117,500

Sold Feb 13, 2026
- 2 Beds
- 1 Bath
- 912 Sq Ft
3725 Sutor Ct

Tallahassee, FL
- $129/SF
- 0 Days On Market
- Current Est. Value $124K
Caleb Stephens Silo Hill Properties

$117,500

Sold Feb 13, 2026
- 2 Beds
- 1 Bath
- 920 Sq Ft
3729 Sutor Ct

Tallahassee, FL
- $128/SF
- 0 Days On Market
- Current Est. Value $119K
Caleb Stephens Silo Hill Properties

$389,500

Sold Jan 12, 2026
- 3 Beds
- 2 Baths
- 1,865 Sq Ft
173 Deerfield Ln

Monticello, FL
- 9% Below List
- $209/SF
- 110 Days On Market
Caleb Stephens Silo Hill Properties

$168,100

Sold Nov 17, 2025
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
375 Maple St

Monticello, FL
- 11% Below List
- $98/SF
- 70 Days On Market
- Current Est. Value $186K
Caleb Stephens Silo Hill Properties

$73,000

Sold Aug 25, 2025
- Land
- 5.58 Acre Lot
XXX Kelly Farm Rd

Havana, FL
- 3% Below List
- 5 Days On Market
Caleb Stephens Silo Hill Properties

$225,000

Sold Aug 15, 2025
- 3 Beds
- 2 Baths
- 1,824 Sq Ft
2168 Pineland Dr

Tallahassee, FL
- $123/SF
- 15 Days On Market
Caleb Stephens Silo Hill Properties

Awards and Designations

100% Club
Highest Total Sales Volume
Top REALTOR®

Other Experience

First Time Home Buyers, Investments, Luxury Homes, New Construction, Property Management, Veteran Programs

Agent License: Florida #3464391

Caleb Stephens

(850) 518-7370

Silo Hill Properties

(850) 518-7370

Homes for Sale by City

Caleb Stephens

About Caleb

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Caleb is Experienced In

Caleb's Listings and Deals

Caleb's Active Listings

Recently Sold

Awards and Designations

Other Experience