Jeff Guthrie

Taylor Properties

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
Your Eastern Shore REALTOR® — Local Knowledge. Personal Service.

Hi, I’m Jeff Guthrie, REALTOR® with Taylor Properties. As a Rock Hall resident, I don’t just sell homes on Maryland’s Eastern Shore—I live here, work here, and know what makes our communities special.

Whether you’re buying your first home, selling a longtime family property, looking for a waterfront getaway, or relocating to the Eastern Shore, my goal is to make the process straightforward and personal.

With over 18 years of experience in the mortgage and real estate industries, I bring a strong understanding of both sides of the transaction—from financing and property values to negotiations and closing.

I proudly help buyers and sellers throughout Rock Hall, Chestertown, Kent County, Queen Anne’s County, and surrounding Eastern Shore communities, as well as Delaware.

Thinking about buying or selling? Let’s talk. No pressure and no sales pitch—just local real estate advice and answers to your questions.
Highlights *
19
Recent sales
$80K-$740K
Price range
$315K
Median price
8
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
10720 Foreston Rd
Chestertown, MD 21620
9/1/2026 $316,000 Buyer
1872 Harbor Dr
Chester, MD 21619
7/31/2026 $445,000 Buyer
109 S College Ave
Chestertown, MD 21620
7/7/2026 $410,000 Seller
11047 Bottom Rd
Worton, MD 21678
3/13/2026 $315,000 Seller
141 Prospect St
Chestertown, MD 21620
2/27/2026 $120,000 Seller

Transaction History *

Seller Deals

Total Deals
9
Total Value
$2,444,000
Median Sale Price
$290,000
Price Range
$80K - $410K

Buyer Deals

Total Deals
10
Total Value
$3,228,131
Median Sale Price
$319,000
Price Range
$90K - $740K

Sales Volume Timeline

Jeff Guthrie’s production volume for the past 3 year period Q3 ’23 Q3 2023: $0 Q4 ’23 Q4 2023: $567K Q1 ’24 Q1 2024: $571K Q2 ’24 Q2 2024: $765K Q3 ’24 Q3 2024: $610K Q4 ’24 Q4 2024: $153K Q1 ’25 Q1 2025: $0 Q2 ’25 Q2 2025: $1.1M Q3 ’25 Q3 2025: $260K Q4 ’25 Q4 2025: $0 Q1 ’26 Q1 2026: $435K Q2 ’26 Q2 2026: $0 Q3 ’26 Q3 2026: $1.2M Q3 2023 Total Sales $0 Q4 2023 Total Sales $567K Q1 2024 Total Sales $571K Q2 2024 Total Sales $765K Q3 2024 Total Sales $610K Q4 2024 Total Sales $153K Q1 2025 Total Sales $0 Q2 2025 Total Sales $1.1M Q3 2025 Total Sales $260K Q4 2025 Total Sales $0 Q1 2026 Total Sales $435K Q2 2026 Total Sales $0 Q3 2026 (Jul 1-Sep 26) Total Sales $1.2M

Ratings & Reviews
5.0 (8)

Gary P
Rock Hall, MD - Sep 1, 2026

Jeff is the best realtor I have ever had, this was the fourth home I have bought or sold. He went above and beyond to help me; for example he pressure washed my house, removed trash I left behind, tidied up the house before every showing, removed any debris in the yard before showing, pictures he had professionally done were amazing.....and so on. Jeff is amazing and I will use him again in the future.

Source: Google

Laura A
Stevensville, MD - May 1, 2026

Used Jeff to purchase my first home. The experience I had with him was excellent. He kept in constant communication with me and never once left a question or text unanswered.

Source: Facebook

George S
Chestertown, MD - Dec 23, 2025

Jeff was great to work with. Very communicative. Worked well serving as my agent in this transaction. Very proactive with site visits, security and expediting the closing. Highly recommended.

Source: Facebook

Larry O
Still Pond, MD - Jan 21, 2023

If your looking for the most hard working / honest realtor on the eastern shore ? Then there is only ONE name you need to know Jeff Guthrie ........ This is the 4th deal that Jeff handled and made it effortless & painless .

Source: Redfin

Karen C
Chestertown, MD - Apr 19, 2022

I've never sold a house before. Jeff explained very step and was available all the way when i had questions or concerns. I would recommend to anybody looking to buy and am going to use him when i start looking to purchase my next house.

Source: Zillow

Professional Info

Brokerage

Taylor Properties
175 Admiral Cochrane Drive 112
Annapolis, MD 21401

Licensed

Licensed REALTOR®
MD 672239

Awards

  • MRP Relocation
  • NAR
  • BPO Cert

Specialties

  • Age-restricted communities
  • First-time buyers
  • Flipping & rehab
  • Foreclosures & Short sales
  • Luxury properties
  • Military
  • Recreation & Vacation
  • Relocation

Hobbies

  • Family
  • Food & Cooking
  • Music
  • Nature
  • Outdoor Activities
  • Sports
  • Travel
  • Volunteering

Education

High School Diploma

Top Cities *

Chestertown

  • 8 sales past 3 years
  • 61 days on market
  • $290K median price

Rock Hall

  • 6 sales past 3 years
  • 44 days on market
  • $260K median price

Worton

  • 4 sales past 3 years
  • 20 days on market
  • $315K median price

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.