- Agent Pronto
- Maryland
- Chestertown
- Jeff Guthrie
Looking to sell your property, buy a new home, or just need some expert real estate advice?
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.
- 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
- 4
- Total Value
- $1,105,000
- Median Sale Price
- $287,500
- Price Range
- $120K - $410K
Buyer Deals
- Total Deals
- 2
- Total Value
- $761,000
- Median Sale Price
- $380,500
- Price Range
- $316K - $445K
Sales Volume Timeline
Seller Deals
- Total Deals
- 7
- Total Value
- $2,115,000
- Median Sale Price
- $315,000
- Price Range
- $120K - $410K
Buyer Deals
- Total Deals
- 4
- Total Value
- $1,653,881
- Median Sale Price
- $380,500
- Price Range
- $153K - $740K
Sales Volume Timeline
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
Ratings & Reviews
5.0
(8)
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
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
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
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
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
175 Admiral Cochrane Drive 112
Annapolis, MD 21401
Licensed
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
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
Service Areas (46 cities)
* 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.