Samantha Grimes Real Estate Agent - Chesapeake Real Estate Associates, LLC

7884 Laurel Ln, Denton, MD For Sale $569,900 - listed by Samantha Grimes — For Sale $569,900

Samantha Grimes listing agent for 220 Belvedere Ave, Centreville, MD - sold for $414,500 — Sold $414,500

7464 Shortall St, Chestertown, MD Coming Soon $304,000 - listed by Samantha Grimes — Coming Soon $304,000

Samantha Grimes buyer's agent for 206 Dulin Clark Rd, Centreville, MD - sold for $399,000 — Sold $399,000

126 Meadowcroft Dr, Centreville, MD For Sale $534,900 - listed by Samantha Grimes — For Sale $534,900

Samantha Grimes

Trappe MD

5.0stars, 5 Reviews

Chesapeake Real Estate Associates, LLC

153 Closed Sales

$63.4M Total Value

$155K - $2M Price Range

$414.3K Average Price

Prior 5 years

About Samantha

I'm an owner/agent with Chesapeake Real Estate Associates, LLC in Chester, MD and the nearby area, providing home-buyers and sellers with professional, responsive and attentive real estate services. Want an agent who'll really listen to what you want in a home? Need an agent who knows how to effectively market your home so it sells? Give me a call! I'm eager to help and would love to talk to you.

Home Types: House, Townhouse, Lot/Land, Mobile Homes, Condo, Commercial

Years of Experience: 24

Education: Wesley College, Delaware, Md. Leadership Academy

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	17
Total Value	$8,182,426
Average Sale Price	$481,319
Price Range	$130K - $1.3M

Buyer Deals
Total Deals	18
Total Value	$5,035,900
Average Sale Price	$279,772
Price Range	$13K - $600K

1 Year View by Quarter

Seller Deals
Total Deals	45
Total Value	$20,354,331
Average Sale Price	$452,318
Price Range	$130K - $1.3M

Buyer Deals
Total Deals	32
Total Value	$10,765,500
Average Sale Price	$336,422
Price Range	$13K - $827K

2 Year View by Quarter

Seller Deals
Total Deals	99
Total Value	$45,608,995
Average Sale Price	$460,697
Price Range	$22K - $2M

Buyer Deals
Total Deals	54
Total Value	$17,777,150
Average Sale Price	$329,206
Price Range	$13K - $827K

5 Year View

Areas Samantha is Experienced In

Samantha's Listings and Deals

Samantha's Open Houses

$569,900

Open Sat 2PM - 4PM
- 3 Beds
- 2.5 Baths
- 2,769 Sq Ft
7884 Laurel Ln

Denton, MD
Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest

Samantha Grimes Chesapeake Real Estate Associates, LLC

Samantha's Active Listings

$304,000
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
7464 Shortall St

Chestertown, MD
Affordable, adorable, and move-in ready! This charming home offers everything you need with a great open floor plan designed for comfortable living. The private primary suite features its own bathroom and is thoughtfully separated from the two additional bedrooms for added privacy.The laundry room is conveniently located just off the kitchen and includes a separate exterior entrance. Step

Samantha Grimes Chesapeake Real Estate Associates, LLC

$534,900
- 5 Beds
- 2.5 Baths
- 3,120 Sq Ft
126 Meadowcroft Dr

Centreville, MD
Welcome to 126 Meadowcroft Drive — a beautifully updated 5‐bedroom, 2.5‐bath home tucked in one of Centreville’s most desirable neighborhoods. With a brand‐new roof within the last few years and newer dual‐zoned HVAC units, this spacious home offers modern comfort, low maintenance, and peace of mind from day one.Step inside to find fresh updates throughout, including stylish finishes, gas

Samantha Grimes Chesapeake Real Estate Associates, LLC

$275,000
- Land
- 2.28 Acres
- $120,614 per Acre
0 Almshouse ( Lot 2) Rd

Unit MDTA2014584

Oxford, MD
Location, location, location! It doesn't get much better than this. Nestled on a private, wooded 2.3-acre lot between Easton and Oxford, this property has everything you need to move forward with building your dream home. The sellers are even willing to include their house plans!This perc-approved lot is approved for a 4-bedroom home and is accessed from Almshouse Road via an existing

Samantha Grimes Chesapeake Real Estate Associates, LLC

$354,900
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
29316 Will St

Easton, MD
Cute as a button Updated Rancher Easton – 29316 Will Street Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout.Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements

Samantha Grimes Chesapeake Real Estate Associates, LLC

Co-Listing Agent

$1,495,000
- 3 Beds
- 2 Baths
- 3,344 Sq Ft
2238 Pig Neck Rd

Cambridge, MD
Rare opportunity in Dorchester County to purchase 108 +/- acres on Pig Neck Road just outside of Cambridge. Estimated 93 +/- acres tillable with 11.9 acres +/- acres woodland. Gorgeous old home in need or major repair or tear down. Value is in the land only. Numerous outbuildings, 20 x20 garage is newer and in good shape. Please enter home at your own risk and call local health department and

Samantha Grimes Chesapeake Real Estate Associates, LLC

$749,900

Under Contract
- 4 Beds
- 3.5 Baths
- 3,282 Sq Ft
127 Pleasant Springs Dr

Centreville, MD
Welcome to 127 Pleasant Springs Drive, a beautifully maintained home nestled in the highly desirable Claiborne Fields community of Centreville. This four‐bedroom, 3.5‐bath residence offers the perfect blend of comfort, style, and functionality—truly an ideal place to call home.Set on 4.0 picturesque acres, the property includes 2.1 acres owned plus an additional 1.937 acres under a 99‐year

Samantha Grimes Chesapeake Real Estate Associates, LLC

$275,000

Under Contract
- 3 Beds
- 3 Baths
- 2,128 Sq Ft
21245 Tanyard Rd

Preston, MD
Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates.Whether you're looking for a primary residence or an investment opportunity,

Samantha Grimes Chesapeake Real Estate Associates, LLC

Recently Sold

$520,000

Sold Jul 24, 2026
- 3 Beds
- 2 Baths
- 1,805 Sq Ft
8047 Laurel Ln

Denton, MD
- 2 Days On Market
- $288/SF
- Current Est. Value $511K
Samantha Grimes Chesapeake Real Estate Associates, LLC

$1,300,000

Sold Jul 17, 2026
- 3 Beds
- 5 Baths
- 4,208 Sq Ft
1719 Harbor Dr

Chester, MD
- 13% Below List
- 28 Days On Market
- $309/SF
- Current Est. Value $1M
Samantha Grimes Chesapeake Real Estate Associates, LLC

$1,198,526

Sold Jul 16, 2026
- 3 Beds
- 2.5 Baths
- 2,575 Sq Ft
LOT 4 Finley Creek Dr

Centreville, MD
- 14% Above List
- $465/SF
Samantha Grimes Chesapeake Real Estate Associates, LLC

$414,500

Sold Jul 10, 2026
- 4 Beds
- 2 Baths
- 1,544 Sq Ft
220 Belvedere Ave

Centreville, MD
- 0 Days On Market
- $268/SF
- Current Est. Value $408K
Samantha Grimes Chesapeake Real Estate Associates, LLC

$475,900

Sold Apr 17, 2026
- 3 Beds
- 2 Baths
- 1,677 Sq Ft
108 Springbrook Ln

Millington, MD
- $284/SF
Samantha Grimes Chesapeake Real Estate Associates, LLC

$552,000

Sold Apr 17, 2026
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
216 Blakefield Dr

Chestertown, MD
- 94 Days On Market
- $230/SF
- Current Est. Value $554K
Samantha Grimes Chesapeake Real Estate Associates, LLC

$365,000

Sold Mar 27, 2026
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
24029 Meadows Dr

Ridgely, MD
- 67 Days On Market
- $204/SF
- Current Est. Value $370K
Samantha Grimes Chesapeake Real Estate Associates, LLC

$450,000

Sold Feb 24, 2026
- 3 Beds
- 2 Baths
- 2,044 Sq Ft
208 Grasonville Cemetery Rd

Grasonville, MD
- 3% Below List
- 14 Days On Market
- $220/SF
- Current Est. Value $464K
Samantha Grimes Chesapeake Real Estate Associates, LLC

$165,000

Sold Nov 25, 2025
- Land
- 2.29 Acres Lot
0 Cabin Cove Road ( Lot 7) Rd

Sherwood, MD
- 6 Days On Market
Samantha Grimes Chesapeake Real Estate Associates, LLC

Other Experience

First Time Homebuyers, Investments, Senior Communities, Luxury Homes, New Construction, Distressed Properties, Foreclosures

6/16/23Amy Hudock

Google Review

Sam is a professional. She was very genuine and patient throughout the sale of our home. She listened to my wife and I very intently and with no judgement. For example, when Sam came to us to sign papers making the offer we received official, my wife and I expressed concern, not about the offer, but about the decision to sell. Sam listened to us, provided options and suggestions in order for us to move forward. We highly recommend Sam and appreciated the respect and professionalism she demonstrated throughout the entire process. - Ken Hudock

5/31/23Katrina Gestole

Google Review

Sam was a huge help in all aspects of preparing and selling my property. Sam went above and beyond in getting the job done. Her recommendations were spot on! If you are looking for a thorough realtor, give Sam a call!!

1/24/23Beatrice Kelley

Google Review

We’ve used the professional real estate services of Samatha Grimes on several occasions. She knows the market but goes the extra step to know her clients, whether on the buying side or as the seller, she works to make the experience the best while gauging your needs, preferences and guiding you with her expertise. Samatha is a prime example of who you want when in comes to honesty, integrity and knowledge and reflects the very best in the real estate industry.

Agent License: Maryland 535569

Samantha Grimes

(855) 952-1010

Chesapeake Real Estate Associates, LLC

(855) 952-1010

Nearby Homes

Samantha Grimes

About Samantha

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Samantha is Experienced In

Samantha's Listings and Deals

Samantha's Open Houses

Samantha's Active Listings

Recently Sold

Other Experience

Samantha's Reviews