Courtney Chipouras, TTR Sotheby’s International Realty

Courtney Chipouras, TTR Sotheby’s International Realty Courtney Chipouras REALTOR® is an Eastern Shore Native and Vice President at TTR Sotheby’s International Realty.

NEW PRICE | $825,000 🏡If you’ve had your eye on 232 Evelyne Street in Gibson’s Grant, now may be the time to take anothe...
09/04/2026

NEW PRICE | $825,000 🏡

If you’ve had your eye on 232 Evelyne Street in Gibson’s Grant, now may be the time to take another look.

Recently reduced to $825,000, this light-filled 4-bedroom, 3.5-bath home offers an open floor plan and a great location within one of Kent Island’s sought-after waterfront communities.

Gibson’s Grant offers a community pool, clubhouse, fitness center, waterfront pavilion, fishing pier, kayak launch, walking trails and more. Just 5 minutes from the Bay Bridge.

📍 232 Evelyne Street, Chester, MD�💰 Now offered at $825,000

Want to see it in person? Send me a message to schedule a showing.

https://mychesapeakehome.com/listings/232-evelyne-st-chester-md/?utm_source=facebook&utm_medium=social&utm_campaign=evelyne-st-listing

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

NEW PRICE | $1,500,000Blue Heron Oyster House & Inn in Rock Hall just had a significant $195,000 price adjustment.The sa...
09/04/2026

NEW PRICE | $1,500,000

Blue Heron Oyster House & Inn in Rock Hall just had a significant $195,000 price adjustment.

The sale includes both the real estate AND the established business, offering a buyer the opportunity to step into a completely renovated, turnkey restaurant with a loyal following in the heart of Rock Hall.

The property also includes four inn rooms that are not currently being rented—creating an opportunity for an additional revenue stream.

Now offered at $1,500,000.

And because this question always comes up: Blue Heron is NOT closing. The owners are simply ready to retire.

Interested in learning more? Send me a DM for details. Financials and FF&E information are available to qualified buyers with a signed NDA.

https://mychesapeakehome.com/listings/20658-wilkins-ave-rock-hall-md-21661/?utm_source=facebook&utm_medium=social&utm_campaign=wilkins-ave-commercial-listing

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

$5,000 toward closing costs in Rock Hall! 🏡The sellers of 21103 Striper Run are now offering $5,000 in closing cost assi...
08/25/2026

$5,000 toward closing costs in Rock Hall! 🏡

The sellers of 21103 Striper Run are now offering $5,000 in closing cost assistance with an acceptable offer—giving buyers a little extra flexibility to make this home their own.

Offered at $299,900, this 3-bedroom, 2.5-bath townhome features 1,628 square feet, a garage, and low-maintenance living close to Main Street, marinas, restaurants and the beach. A new roof, heat and central air were also installed this spring.

Whether you’re looking for a full-time home or a weekend place in Rock Hall, this is a good time to take another look.

https://mychesapeakehome.com/listings/21103-striper-run-rock-hall-md/

Contact me to schedule a showing or learn more.

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

Blue Heron Oyster House & Inn is for sale—but it is NOT closing. 🦪This is an opportunity to purchase an established Rock...
08/24/2026

Blue Heron Oyster House & Inn is for sale—but it is NOT closing. 🦪

This is an opportunity to purchase an established Rock Hall restaurant along with the real estate.

Since opening in 2022, Blue Heron has built a loyal following with both locals and visitors. The property was completely renovated inside and out in 2022 and includes:

• 4,000+ square feet
• Indoor and outdoor dining + bars
• Seating for approximately 147 during the season
• Commercial kitchen and extensive cold storage
• FF&E less than five years old
• Three upstairs inn rooms that are not currently being rented
• 24 on-site parking spaces plus overflow on Coleman Rd & Rt. 20

The restaurant is open and operating as usual. The owners are simply ready to retire and pass the business on to its next owner.

Qualified buyers can receive additional business information and a complete FF&E inventory after signing an NDA.

Full details: mychesapeakehome.com/listings/20658-wilkins-ave-rock-hall-md-21661/

Interested—or know someone who might be? Send me a DM.

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

OPEN HOUSESATURDAY, AUGUST 22ND10 AM–12 PMIf you’ve been considering a move to Kent Island, stop by 232 Evelyne Street i...
08/20/2026

OPEN HOUSE
SATURDAY, AUGUST 22ND
10 AM–12 PM

If you’ve been considering a move to Kent Island, stop by 232 Evelyne Street in Chester this Saturday and take a look around.

Located in Gibson’s Grant, this 4-bedroom, 3.5-bath home offers 3,312 square feet of living space in one of Kent Island’s most sought-after communities.

📍 232 Evelyne Street, Chester, MD�
📅 Saturday, August 22�
⏰ 10 AM–12 PM�
💰 Offered at $840,000

Come see the home—and the neighborhood—for yourself.

Full listing details: https://mychesapeakehome.com/listings/232-evelyne-st-chester-md/

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

08/18/2026

Comment LISTING and I’ll send you everything you need to know.

Think modern, waterfront living on nearly 18 acres with 180 degree western-facing views.

Life in this home looks like:
Morning coffee looking out your oversized windows that make you feel as you’re one with nature.
Cooking in a kitchen designed for real use, not just photos.
Working, relaxing, and gathering with a layout that actually supports your day.
A primary suite that is its own private wing.
Evenings on the screened-in porch watching sunset over Greenwood Creek and the Eastern Bay.
Privacy, calm, and space within minutes of Kent Island conveniences.

Located on the Bennett Point peninsula, this home offers the lifestyle buyers hope to find when they wait for the right property in Queenstown, MD.

Just 30 minutes to Easton airport, 1 hour to BWI and DCA, and under 2 hours from PHL.

Comment LISTING and I’ll send you all the information.

Courtney Chipouras | Eastern Shore Realtor | Follow me Courtney Chipouras - Eastern Shore Realtor®

JUST SOLD | 246 Upland Lane, CentrevilleSome buyers find the right house quickly. For this family, it took more than a y...
08/17/2026

JUST SOLD | 246 Upland Lane, Centreville

Some buyers find the right house quickly. For this family, it took more than a year—and I’m so glad they waited for the one that felt right.

We closed on this 4-bedroom Centreville home for $624,900. I was also able to negotiate a $15,000 seller credit for my buyers.

I really enjoyed getting to know this family throughout the process. The review they left me after closing was one of those that makes you remember why you do this:

“Courtney went above and beyond to help our family find the right house to grow into! She stuck with us for OVER A YEAR, never once trying to push us to buy something that wasn’t a good fit and always giving the best advice.”

In a challenging housing market, sometimes the best advice is simply not to force it. We kept looking, stayed on top of new and coming-soon listings, and waited until the right opportunity came along.

Very happy for this family as they settle into their new home!

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

Did you spend Pirates & Wenches Weekend in Rock Hall and think, “I could get used to this…”? 🏴‍☠️⚓You might want to take...
08/14/2026

Did you spend Pirates & Wenches Weekend in Rock Hall and think, “I could get used to this…”? 🏴‍☠️⚓

You might want to take a look at 21103 Striper Run.

This 3-bedroom, 2.5-bath townhome offers low-maintenance living close to Main Street, marinas, restaurants and the beach—with a garage for the golf cart and boating gear, plus a new roof, heat and central air installed this spring.

Offered at $299,900, it could be a full-time home or weekend escape—a very good excuse to spend a lot more time in Rock Hall.

Ready to come back to look at real estate? Send me a DM to schedule a showing.

https://mychesapeakehome.com/listings/21103-striper-run-rock-hall-md/

Courtney Chipouras
TTR Sotheby’s International Realty
(410) 200-1224 Mobile
(410) 673-3344 Office
[email protected]
mychesapeakehome.com

Address

17 Goldsborough Street
Easton, MD
21601

Telephone

+14102001224

Website

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