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Eastern Shore Luxury Homes & Estates
We are committed to maintaining the standard for excellence and leading the way in the industry for Luxury Homes & Estates. With over 20 years experience and thousands of homes sold, our team provides the experience you need when buying or selling a home.
120 Featured Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/21 21
Open Sun 12PM-2PM$ 1,100,000
5 Beds4 Baths2,600 SqFt101 BEACHSIDE DR, Stevensville, MD 21666
Single Family Home
MLS# MDQA2015656
Listed by Coastal Realty Maryland

- 1/81 81
Open 12/6 12PM-2PM$ 3,100,000
4 Beds4 Baths4,035 SqFt23961 LYNNEWOOD DR, Saint Michaels, MD 21663
Single Family Home
MLS# MDTA2012318
Listed by Benson & Mangold, LLC

- 1/39 39
Open Sun 2PM-4PM$ 1,390,000
3 Beds2 Baths4,008 SqFt28701 EDGEMERE RD, Easton, MD 21601
Single Family Home
MLS# MDTA2012178
Listed by Benson & Mangold, LLC

- 1/56 56
Open 12/6 1PM-3PM$ 4,250,000
4 Beds7 Baths3,700 SqFt27473 WESTPOINT RD, Easton, MD 21601
Single Family Home
MLS# MDTA2012284
Listed by Meredith Fine Properties

- 1/51 51
Open 12/6 12PM-2PM$ 1,395,500
5 Beds5 Baths3,243 SqFt105 HIGH ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005890
Listed by Coldwell Banker Chesapeake Real Estate Company

- 1/18 18
Open Sun 11AM-1PM$ 1,125,000
4 Beds4 Baths0.55 Acres Lot1757 HARBOR DR, Chester, MD 21619
Single Family Home
MLS# MDQA2014542
Listed by Keller Williams Flagship

- 1/42 42
New$ 3,495,000
4 Beds5 Baths5,900 SqFt200 MALLARD COVE LN, Stevensville, MD 21666
Single Family Home
MLS# MDQA2015686
Listed by TTR Sotheby's International Realty

- 1/99 99
New$ 1,995,000
5 Beds5 Baths5,920 SqFt5202 HERON RD, Cambridge, MD 21613
Single Family Home
MLS# MDDO2011086
Listed by Sharon Real Estate P.C.

- 1/82 82
New$ 1,100,000
5 Beds3 Baths3,704 SqFt13539 HOKUM DR, Greensboro, MD 21639
Single Family Home
MLS# MDCM2006562
Listed by Realty Navigator

- 1/37 37
New$ 1,100,000
3 Beds3 Baths1,830 SqFt1704 BAYSIDE DR, Chester, MD 21619
Single Family Home
MLS# MDQA2015660
Listed by Cottage Street Realty LLC

- 3D
Under Contract$ 2,975,000
7 Beds10 Baths7,077 SqFt28092 GLEBE RD, Easton, MD 21601
Single Family Home
MLS# MDTA2012432
Listed by Benson & Mangold, LLC

- 1/98 98
New$ 2,700,000
4 Beds3 Baths5,023 SqFt1150 CHESTON LN, Queenstown, MD 21658
Single Family Home
MLS# MDQA2014700
Listed by RE/MAX One

- 1/48 48
Active$ 1,400,000
5 Beds5 Baths3,225 SqFt111 FLYCATCHER WAY, Chester, MD 21619
Single Family Home
MLS# MDQA2015638
Listed by KOVO Realty

- 1/49 49
Active$ 1,400,000
3 Beds4 Baths2,930 SqFt117 FLYCATCHER WAY, Chester, MD 21619
Single Family Home
MLS# MDQA2015636
Listed by KOVO Realty

- 1/47 47
Active$ 1,300,000
3 Beds3 Baths2,789 SqFt123 FLYCATCHER WAY, Chester, MD 21619
Single Family Home
MLS# MDQA2015634
Listed by KOVO Realty

- 1/49 49
Active$ 1,100,000
2 Beds2 Baths1,993 SqFt127 FLYCATCHER WAY, Chester, MD 21619
Single Family Home
MLS# MDQA2015632
Listed by KOVO Realty

- 1/46 46
Active$ 1,099,000
2 Beds3 Baths1,445 SqFt100 GRACE ST, Saint Michaels, MD 21663
Single Family Home
MLS# MDTA2012378
Listed by Benson & Mangold, LLC

- 1/6 6
Active$ 2,999,000
8 Beds16 Baths9,364 SqFt4218 HARMONY RD, Preston, MD 21655
Single Family Home
MLS# MDCM2006492
Listed by Coldwell Banker Realty

- 1/76 76
Active$ 5,575,000
5 Beds6 Baths7,287 SqFt9170 HUNTING CREEK LN, Easton, MD 21601
Single Family Home
MLS# MDTA2012290
Listed by TTR Sotheby's International Realty

- 1/29 29
Active$ 1,150,000
3 Beds2 Baths1,944 SqFt12400 WOODS RD, Worton, MD 21678
Single Family Home
MLS# MDKE2005912
Listed by Cross Street Realtors LLC

- 1/68 68
Active$ 1,900,000
4 Beds4 Baths2,839 SqFt24390 OAKWOOD PARK RD, St Michaels, MD 21663
Single Family Home
MLS# MDTA2012326
Listed by Benson & Mangold, LLC

- 1/15 15
Coming Soon$ 1,100,000
3 Beds3 Baths2,338 SqFt5980 LAWTON AVE, Rock Hall, MD 21661
Single Family Home
MLS# MDKE2005904
Listed by Gunther-McClary Real Estate

- 1/58 58
Active$ 4,395,000
4 Beds4 Baths7,903 SqFt5084 FERRY NECK RD, Royal Oak, MD 21662
Single Family Home
MLS# MDTA2012286
Listed by TTR Sothebys International Realty

- 1/43 43
Active$ 1,899,000
4 Beds6 Baths3,460 SqFt2907 COX NECK RD E, Chester, MD 21619
Single Family Home
MLS# MDQA2015546
Listed by TTR Sotheby's International Realty

I’m David J. Moore, a real estate professional with nearly two decades of experience helping home buyers and sellers navigate the Maryland real estate market with confidence, clarity, and results. I’m also the founder and team leader of David J. Moore & Associates, a top-producing real estate team serving Anne Arundel County and the entire Eastern Shore of Maryland.
Since 2005, I’ve helped over 1,000 families successfully buy or sell a home, and along the way, I’ve built a reputation for strategic thinking, forward-focused marketing, and a heart for service. I believe every client deserves more than just a transaction—they deserve tailored solutions, proactive communication, and a results-driven partner who treats their goals like they’re my own.
That’s why we’ve built a real estate solutions company, not just a traditional team. Whether it’s helping sellers get 100% of asking price guaranteed, offering market-value cash offers in 24 hours, or guiding buyers with our VIP Home Buyer Program and exclusive access to off-market listings, everything we do is designed to give our clients options, certainty, and an advantage in today’s market.
When I’m not helping clients or leading my team, you’ll find me training for Ironman triathlons, mentoring new agents, or building systems to scale our business to the next level. I believe in faith, family, hard work, and leading by example—and I’m proud to serve the communities I call home.
If you're looking to buy or sell real estate in Maryland—and you want a team that delivers real results with real heart—let’s talk.
Connect with David & His Team
