Caleb Stephens Real Estate Agent - Silo Hill Properties

174 Decey Wallace Ln, Crawfordville, FL For Sale $1,533,000 - listed by Caleb Stephens — For Sale $1,533,000

Caleb Stephens listing agent for 25 Tallamont Rd, Monticello, FL - sold for $1,450,000 — Sold $1,450,000

Caleb Stephens listing and buyer's agent for 300 Big Rye Rd, Monticello, FL - sold for $575,000 — Sold $575,000

Caleb Stephens listing and buyer's agent for Lot 2 Cherry Tree Rd, Monticello, FL - sold for $500,000 — Sold $500,000

140 Shumard Ct, Monticello, FL For Sale $677,500 - listed by Caleb Stephens — For Sale $677,500

Caleb Stephens

Monticello FL

Silo Hill Properties

56 Closed Sales

$16.8M Total Value

$80K - $1.5M Price Range

$300.4K 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, Mobile Homes, 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	11
Total Value	$2,772,100
Average Sale Price	$252,009
Price Range	$73K - $525K

Buyer Deals
Total Deals	6
Total Value	$1,142,000
Average Sale Price	$190,333
Price Range	$95K - $320K

1 Year View by Quarter

Seller Deals
Total Deals	17
Total Value	$6,521,100
Average Sale Price	$383,594
Price Range	$73K - $1.5M

Buyer Deals
Total Deals	8
Total Value	$1,586,000
Average Sale Price	$198,250
Price Range	$95K - $340K

Seller Deals
Total Deals	36
Total Value	$12,382,600
Average Sale Price	$343,961
Price Range	$73K - $1.5M

Buyer Deals
Total Deals	20
Total Value	$4,442,000
Average Sale Price	$222,100
Price Range	$80K - $468K

5 Year View

Areas Caleb is Experienced In

Caleb's Listings and Deals

Caleb's Active Listings

$1,533,000
- 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

$677,500
- 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

$515,000
- 3 Beds
- 2 Baths
- 1,533 Sq Ft
4557 Sunray Place

Tallahassee, FL
The house is nestled on a charming 12+ acre private lot that borders a horse farm, providing a serene and picturesque setting. This home has 10 acres of fully fenced pasture land ready to home your own cattle, horses, or other desires. Access is via a private gated entrance at the end of Sunray Place, featuring a privacy fence at the gate. The 10 acres are entirely cleared and divided into two

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

$515,000
- 6,024 Sq Ft
535 Hagan St

Monticello, FL
Rare Investor Opportunity: 7-Unit Residential Complex for Sale Don't miss this fantastic investment opportunity! This well-maintained 7-unit complex features: Six 3-bedroom, 1-bathroom units One 2-bedroom, 1-bathroom unit Walking distance to downtown – perfect for tenants seeking convenience Corner lot location with excellent visibility Designated parking spots for each unit 2023 Roof Whether

Caleb Stephens Silo Hill Properties

Co-Listing 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

$525,000

Sold Jun 30, 2026
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
4330 Mahan Dr

Tallahassee, FL
- 5% Below List
- 116 Days On Market
- $405/SF
- Current Est. Value $472K
Caleb Stephens Silo Hill Properties

$337,500

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

Monticello, FL
- 3% Below List
- 5 Days On Market
- $225/SF
- Current Est. Value $319K
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
- 3 Days On Market
- $192/SF
- Current Est. Value $177K
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 $465K
Caleb Stephens Silo Hill Properties

$117,500

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

Tallahassee, FL
- 0 Days On Market
- $129/SF
- Current Est. Value $121K
Caleb Stephens Silo Hill Properties

$117,500

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

Tallahassee, FL
- 0 Days On Market
- $128/SF
- 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
- 110 Days On Market
- $209/SF
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
- 70 Days On Market
- $98/SF
- Current Est. Value $171K
Caleb Stephens Silo Hill Properties

$73,000

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

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

Awards and Designations

100% Club
Highest Total Sales Volume
Top REALTOR®

Other Experience

First Time Homebuyers, Investments, Veteran's Programs, Luxury Homes, New Construction, Property Management

Agent License: Florida #3464391

Caleb Stephens

(850) 518-7370

Silo Hill Properties

(850) 518-7370

Nearby Homes

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

Areas Caleb is Experienced In

Caleb's Listings and Deals

Caleb's Active Listings

Recently Sold

Awards and Designations

Other Experience