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All Ocean Pines, MD Real Estate & Homes for Sale

17 Clipper Ct, Ocean Pines, MD image
17 Clipper Ct, Ocean Pines, MD $1,100,000

This gorgeous remodeled home is a boater's paradise in an ideal location! How about a waterfront property with 165 feet of bulkhead, a 60 foot long dock, and a never-use...

  • 4 Beds
  • 3 Baths
  • MDWO2022982 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: (410) 641-5000

18 Widows Watch Ct, Ocean Pines, MD image
18 Widows Watch Ct, Ocean Pines, MD $999,950 ▼

A one-of-a-kind waterfront home by Surf House Properties! Featured in the current issue of Coastal Style Magazine, this amazing, renovated home offers a turn-key opportun...

  • 4 Beds
  • 3 Baths
  • MDWO2021868 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty. Contact: walt.t@kw.com

261 Charleston Rd, Ocean Pines, MD image
261 Charleston Rd, Ocean Pines, MD $875,000 ▼

MOTIVATED SELLER! Welcome to this beautifully updated custom built home by T & G Builders in the premier Whitetail Santuary section of Ocean Pines. This home features ...

  • 4 Beds
  • 5 Baths
  • MDWO2022490 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

233 Teal Cir, Ocean Pines, MD image
233 Teal Cir, Ocean Pines, MD $789,500

This Cape Cod waterfront home is situated on a large canal off the Saint Martin River, offering breathtaking views and easy access to the water. With 5 bedrooms and 3 bat...

  • 5 Beds
  • 3 Baths
  • MDWO2021424 MLS
Courtesy of RE/MAX One

Listing courtesy of RE/MAX One. Contact:

344 Ocean Pkwy, Ocean Pines, MD image
344 Ocean Pkwy, Ocean Pines, MD $735,000 ▼

THIS HOUSE HAS IT ALL! With 60 feet of waterfront, you can start living your dream on the shore. Painstakingly remodeled over the past three years, this home offers an ...

  • 3 Beds
  • 2 Baths
  • MDWO2022720 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111

100 Watertown Rd, Ocean Pines, MD image
100 Watertown Rd, Ocean Pines, MD $680,000 ▼

You only get one chance.... .That is right we are back on the market at no fault of sellers and more motivated than ever to find you.. This is an opportunity of a lifeti...

  • 4 Beds
  • 2 Baths
  • MDWO2021326 MLS
Courtesy of Weichert Realtors - Blue Ribbon

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact: 304-820-3537

27 Leslie Mews, Ocean Pines, MD image
27 Leslie Mews, Ocean Pines, MD $679,900

Rare waterfront lot located in the highly sought after community of Terns Landing in Ocean Pines. Situated on the canal close enough to wide open bay that construction of...

  • MDWO2022848 MLS
Courtesy of Coastal Life Realty Group LLC

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

50 Lookout Pt, Ocean Pines, MD image
50 Lookout Pt, Ocean Pines, MD $599,900

Welcome to your perfect waterfront retreat in the heart of amenity-rich Ocean Pines! This charming 3-bedroom, 2-bathroom home offers everything you've been looking for. T...

  • 3 Beds
  • 2 Baths
  • MDWO2022894 MLS
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040

89 Cresthaven Dr, Ocean Pines, MD image
89 Cresthaven Dr, Ocean Pines, MD $579,900

A boater's dream! Discover the perfect blend of comfort and convenience in this charming 3 bedroom, 2 bathroom rancher nestled in the serene community of Ocean Pines, MD....

  • 3 Beds
  • 2 Baths
  • MDWO2022292 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: (302) 539-1777

124 Hingham Ln Unit #19, Ocean Pines, MD image
124 Hingham Ln Unit #19, Ocean Pines, MD $475,000

This owner has lived all over the globe and says, “This is the most peaceful place I have ever lived.” Located at the end of the “Townes of Inner-links” community, in a c...

  • 4 Beds
  • 4 Baths
  • MDWO2022304 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

91 Robin Hood Trl, Ocean Pines, MD image
91 Robin Hood Trl, Ocean Pines, MD $474,900

Discover this meticulously maintained 3-bedroom, 3-bathroom home in the desirable Ocean Pines community. Situated on a peaceful and low traffic street, Robin Hood Trail ...

  • 3 Beds
  • 3 Baths
  • MDWO2023384 MLS
Courtesy of Keller Williams Realty Delmarva

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

28 White Horse Dr, Ocean Pines, MD image
28 White Horse Dr, Ocean Pines, MD $459,900 ▲

Charming Single-Level Home in Ocean Pines Discover comfortable living in this beautifully maintained, single-level home located in a highly convenient area of Ocean Pines...

  • 3 Beds
  • 2 Baths
  • MDWO2023228 MLS
Courtesy of RE/MAX Advantage Realty

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

1 Bridgewater Rd, Ocean Pines, MD image
1 Bridgewater Rd, Ocean Pines, MD $450,000

New listing in Ocean Pines, Maryland, perfect for living year-round or for a vacation home. First floor living in this rancher on a corner lot includes primary and three...

  • 4 Beds
  • 3 Baths
  • MDWO2022994 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

32 Falcon Bridge, Ocean Pines, MD image
32 Falcon Bridge, Ocean Pines, MD $450,000

This lovely, bright 4 BD - 2 BA house in the Ocean Pines community has been professionally renovated and is ready for new homeowners! The quality craftsmanship shows in t...

  • 4 Beds
  • 2 Baths
  • MDWO2022220 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

1284 Ocean Pkwy, Ocean Pines, MD image
1284 Ocean Pkwy, Ocean Pines, MD $449,900 ▼

This brand-new construction coastal style home is just being finished with a Use & Occupancy permit available for September. Located in the desirable community of Ocean...

  • 3 Beds
  • 2 Baths
  • MDWO2017682 MLS
Courtesy of ERA Martin Associates

Listing courtesy of ERA Martin Associates. Contact: (410) 749-1818

16 Sloop Ln, Ocean Pines, MD image
16 Sloop Ln, Ocean Pines, MD $449,000

This meticulously maintained (by the original owners) 4 bedroom 2.5 bath home is situated on a beautifully landscaped large lot offering lots of outdoor space and a love...

  • 4 Beds
  • 3 Baths
  • MDWO2022500 MLS
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111

17 Drawbridge Rd, Ocean Pines, MD image
17 Drawbridge Rd, Ocean Pines, MD $425,000

Located on the Ocean Pines golf course with beautiful views. A first floor bedroom & bath with 2 additional bedrooms & baths on the second level. There is a room addition...

  • 3 Beds
  • 2 Baths
  • MDWO2023006 MLS
Courtesy of Hileman Real Estate-Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

93 Watertown Rd, Ocean Pines, MD image
93 Watertown Rd, Ocean Pines, MD $405,000

Embrace an idyllic coastal lifestyle with captivating water views and the added bonus of potential rental income in this contemporary home, offering 1,344 square feet of ...

  • 3 Beds
  • 2 Baths
  • MDWO2020990 MLS
Courtesy of Keller Williams Lucido Agency

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900

148 Windjammer, Ocean Pines, MD image
148 Windjammer, Ocean Pines, MD $399,900

Welcome to 148 Windjammer. A spacious 3 bedroom, 2 and a half bath home filled with storage galore! First floor primary bedroom with a large bathroom, roomy walk-in clo...

  • 3 Beds
  • 3 Baths
  • MDWO2022764 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: (410) 641-5000

1168 Ocean Pkwy, Ocean Pines, MD image
1168 Ocean Pkwy, Ocean Pines, MD $389,999 ▲

Welcome home to this Adorable 3BR/2BA Rancher tucked into the landscape on a spacious lot surrounded by a forest of trees in the quiet neighborhood of Sherwood Forest. Th...

  • 3 Beds
  • 2 Baths
  • MDWO2021754 MLS
Courtesy of VYBE Realty

Listing courtesy of VYBE Realty. Contact: 4102204648

37 Greenwood Ln, Ocean Pines, MD image
37 Greenwood Ln, Ocean Pines, MD $388,000

Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home, updated within the last 5 years. Inside, you'll find an open floor plan highlighted by stylish LVP floor...

  • 3 Beds
  • 2 Baths
  • MDWO2022702 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

4 Chatham Ct, Ocean Pines, MD image
4 Chatham Ct, Ocean Pines, MD $385,000

This spacious one level home located in The Parke of Ocean Pines, a premier 55 and over community, features an open and spacious floor plan, 10 ft. ceilings throughout, f...

  • 2 Beds
  • 2 Baths
  • MDWO2021632 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: (410) 520-2600

100 Abbyshire Rd, Ocean Pines, MD image
100 Abbyshire Rd, Ocean Pines, MD $379,000

Welcome to 100 Abbyshire Rd, a beautifully updated 3-bedroom, 2-bathroom rancher nestled on a spacious corner lot in the desirable Ocean Pines community. This home is tru...

  • 3 Beds
  • 2 Baths
  • MDWO2023274 MLS
Courtesy of Redfin Corp

Listing courtesy of Redfin Corp. Contact: (410) 202-8454

17 Essex Ct, Ocean Pines, MD image
17 Essex Ct, Ocean Pines, MD $378,388 ▼

One of only five and the lowest priced (as of July 29, 2024) three bedroom property with a garage in Ocean Pines !!!! Over 1300 square feet of living space on one floor. ...

  • 3 Beds
  • 2 Baths
  • MDWO2019916 MLS
Courtesy of Keller Williams Realty Delmarva

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

6 White Cap Ln, Ocean Pines, MD image
6 White Cap Ln, Ocean Pines, MD $375,000

Welcome to 6 Whitecap Lane in Ocean Pines! This beautiful home offers 3 bedrooms and 2 bathrooms, all in pristine condition. The exterior was freshly painted in 2022, and...

  • 3 Beds
  • 2 Baths
  • MDWO2023178 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: (410) 524-7000

44 Burr Hill Dr, Ocean Pines, MD image
44 Burr Hill Dr, Ocean Pines, MD $375,000

Welcome to this delightful one-level ranch home in the popular community of Ocean Pines! This well-maintained property features three bedrooms, including a spacious ensui...

  • 3 Beds
  • 2 Baths
  • MDWO2022920 MLS
Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact: (240) 680-1515

4 Moonraker Rd, Ocean Pines, MD image
4 Moonraker Rd, Ocean Pines, MD $369,900

Charming, roomy, Cape Cod convenient to North Gate in desirable Ocean Pines! 3 bedrooms, 2 full bathrooms, sunroom, and an oversized one car garage. Close to beaches a...

  • 3 Beds
  • 2 Baths
  • MDWO2023110 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: (410) 641-5000

5 Aurora Ct, Ocean Pines, MD image
5 Aurora Ct, Ocean Pines, MD $360,000

Updated 3 bedroom 2 bath, quite culdesac in the Pines, Community offers lots of amenities.

  • 3 Beds
  • 2 Baths
  • MDWO2023334 MLS
Courtesy of At The Beach Real Estate

Listing courtesy of At The Beach Real Estate. Contact: (410) 390-5379

9 Dogwood Pl, Ocean Pines, MD image
9 Dogwood Pl, Ocean Pines, MD $359,000 ▼

Major Price Adjustment by $30k! Seller says bring us an offer! Step into this four-bedroom, two-bath sanctuary nestled in a cul-de-sac in Ocean Pines. The wooded lot pr...

  • 4 Beds
  • 2 Baths
  • MDWO2021116 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

5 Pirate Pl, Ocean Pines, MD image
5 Pirate Pl, Ocean Pines, MD $354,900 ▼

Welcome Home! This beautifully-maintained rancher features 3 bedrooms, 2 bathrooms, and sits on a quiet cul-de-sac backed by woods for privacy. Enjoy the convenience of ...

  • 3 Beds
  • 2 Baths
  • MDWO2021628 MLS
Courtesy of Engel & Volkers Ocean City

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767

4 Twilight Ct, Ocean Pines, MD image
4 Twilight Ct, Ocean Pines, MD $350,000

This charming home will surprise you. Very open and welcoming. Cathedral ceiling in Living room, Dining area and kitchen. New Bamboo wood flooring and freshly painted. ...

  • 3 Beds
  • 2 Baths
  • MDWO2022464 MLS
Courtesy of Powell REALTORS

Listing courtesy of Powell REALTORS. Contact:

30 Footbridge Trl, Ocean Pines, MD image
30 Footbridge Trl, Ocean Pines, MD $349,900

Charming 3-Bedroom Home in Ocean Pines. This inviting 3-bedroom, 2-bathroom home is ready for you to move in and enjoy immediately. As you step inside, you'll be greeted ...

  • 3 Beds
  • 2 Baths
  • MDWO2022888 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: (410) 524-7000

31 White Horse Dr, Ocean Pines, MD image
31 White Horse Dr, Ocean Pines, MD $339,900

LOCATION! LOCATION! LOCATION! Welcome to your new beach home. 3 bedroom, 2 bath Bungalow on a quiet street with easy in and out of Ocean Pines and conveniently situated s...

  • 3 Beds
  • 2 Baths
  • MDWO2021604 MLS
863 Ocean Parkway, Ocean Pines, MD image
863 Ocean Parkway, Ocean Pines, MD $329,900 ▼

Call your agent and add this Newport Homes built home to your next house tour! Nestled in the Nantucket section of South Ocean Pines, this parkway home offers 3 beds, 2 b...

  • 3 Beds
  • 2 Baths
  • MDWO2022138 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: (410) 641-5000

72 Newport Dr, Ocean Pines, MD image
72 Newport Dr, Ocean Pines, MD $325,000

Deadline on offers is Friday 9/6 /24 at 5 pm. Check out this Amazing home on the Fairway of the Ocean Pines Robert Trent Jones designed Golf Course. This Oasis is as luxu...

  • 3 Beds
  • 2 Baths
  • MDWO2023034 MLS
Courtesy of Keller Williams Realty Delmarva

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

67 Sandyhook Rd, Ocean Pines, MD image
67 Sandyhook Rd, Ocean Pines, MD $324,990

Welcome to your perfect coastal retreat in Ocean Pines! This charming two bedroom, one full bathroom home offers the ideal blend of comfort and convenience, nestled on a ...

  • 2 Beds
  • 1 Baths
  • MDWO2022482 MLS
Courtesy of Holiday Real Estate

Listing courtesy of Holiday Real Estate. Contact: 4105247700

1142 Ocean Pkwy, Ocean Pines, MD image
1142 Ocean Pkwy, Ocean Pines, MD $324,900 ▼

Lovely contemporary with cathedral ceiling, marble fireplace with mantel, oak cabinets, master bedroom with walk in closet and master bath. New flooring throughout the ho...

  • 3 Beds
  • 2 Baths
  • MDWO2022074 MLS
Courtesy of Newport Bay Realty

Listing courtesy of Newport Bay Realty. Contact: (410) 213-7040

155 Ocean Pkwy, Ocean Pines, MD image
155 Ocean Pkwy, Ocean Pines, MD $324,000 ▼

This move-in ready ranch home offers 3 bedrooms and 2 bathrooms on an oversized lot! Sit on your front deck to enjoy your coffee or your back deck to grill and host dinne...

  • 3 Beds
  • 2 Baths
  • MDWO2021434 MLS
Courtesy of Coastal Life Realty Group LLC

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

7 Edgewood Dr, Ocean Pines, MD image
7 Edgewood Dr, Ocean Pines, MD $305,000

Nestled in the charming community of Ocean Pines, the delightful residence at 7 Edgewood Drive awaits its new owners. This beautifully maintained home features three spac...

  • 3 Beds
  • 2 Baths
  • MDWO2023386 MLS
Courtesy of Keller Williams Realty Delmarva

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

3 Bimini Ln, Ocean Pines, MD image
3 Bimini Ln, Ocean Pines, MD $300,000

Welcome to 3 Bimini Lane, nestled in the highly desirable Ocean Pines community. This four-bedroom, two-bathroom home is brimming with potential, just waiting for your pe...

  • 4 Beds
  • 2 Baths
  • MDWO2022734 MLS
Courtesy of RE/MAX Advantage Realty

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

72 Capetown Rd, Ocean Pines, MD image
72 Capetown Rd, Ocean Pines, MD $299,900 ▼

Custom Built 3 Bedroom, 2 Bath Home,1202 Sq. Ft. Living Space Situated On Wooded Setting. House Has Vinyl Siding, Vinyl-Tech Rear Porch, Front Proch, Storage Shed, Wood S...

  • 3 Beds
  • 2 Baths
  • MDWO2022252 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

757 Ocean Pkwy, Ocean Pines, MD image
757 Ocean Pkwy, Ocean Pines, MD $299,900 ▼

Opportunity To Become The Owner Of A 3 Bedroom, 1, 1/2 Bath, 1 Level Reasonably Priced Residence Located On A Wooded Setting. The Following Items Were Recently Installed...

  • 3 Beds
  • 2 Baths
  • MDWO2019284 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

26 Pinehurst Rd, Ocean Pines, MD image
26 Pinehurst Rd, Ocean Pines, MD $299,000

This delightful home is nestled in the serene community of Ocean Pines, just a short drive from the beach. The unique design of this house resembles a cozy birdhouse, wi...

  • 2 Beds
  • 2 Baths
  • MDWO2022284 MLS
Courtesy of Coastal Life Realty Group LLC

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

58 Abbyshire Rd, Ocean Pines, MD image
58 Abbyshire Rd, Ocean Pines, MD $297,950

Welcome to your dream coastal retreat at 58 Abbyshire Road, nestled in the serene community of Ocean Pines, Maryland. This delightful 3-bedroom, 1-bathroom chalet-style h...

  • 3 Beds
  • 1 Baths
  • MDWO2022034 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty. Contact: walt.t@kw.com

72 Boston Dr, Ocean Pines, MD image
72 Boston Dr, Ocean Pines, MD $279,000

Come build your dream waterfront home on this lovely lot on Manklin Creek with expansive views, in the wonderful community of Ocean Pines! Whether you build a vacation h...

  • MDWO2022682 MLS
Courtesy of ERA Martin Associates, Shamrock Division

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: (410) 641-5000

438 Ocean Pkwy Unit #35, Ocean Pines, MD image
438 Ocean Pkwy Unit #35, Ocean Pines, MD — Borderlinks I $229,000

Discover the charm of this end-unit townhome, enjoy gorgeous views of the golf course, this inviting home features 3 bedrooms and 2 bathrooms, thoughtfully designed for c...

  • 3 Beds
  • 2 Baths
  • MDWO2022910 MLS
Courtesy of Coastal Life Realty Group LLC

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

111 Pine Forest Dr., Ocean Pines, MD image
111 Pine Forest Dr., Ocean Pines, MD $156,500 ▼

Fantastic Opportunity to Build Your Dream Home in the Highly Sought-After Neighborhood of The Point in Ocean Pines! This family-friendly community, adorned with street li...

  • MDWO2021630 MLS
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: (410) 208-3500

8 Preakness Drive Unit #LOT 37, Ocean Pines, MD image
8 Preakness Drive Unit #LOT 37, Ocean Pines, MD $150,000

Lot 37 Triple Crown , 4 Preakness Road , Public Water/Sewer tap on Lot already , Build Now or Years from now , No time limits on Building & No Builder Tie ins , Backs u...

  • MDWO2023332 MLS
Courtesy of Steen Realty Inc

Listing courtesy of Steen Realty Inc. Contact: (410) 641-7050

4 Preakness Drive Unit #LOT 39, Ocean Pines, MD image
4 Preakness Drive Unit #LOT 39, Ocean Pines, MD $150,000

Lot 39 , 4 Preakness Drive , All Cleared Ready to Build on Today , Sewer/Water hook ups already on the lot Only restrictions within Triple Crown are Minimum sqft ho...

  • MDWO2023330 MLS
Courtesy of Steen Realty Inc

Listing courtesy of Steen Realty Inc. Contact: (410) 641-7050

Ocean Pines, MD image
Ocean Pines, MD $130,000

There are very few vacant lots left in the Award-Winning and Amenity-Filled Community of Ocean Pines! Showcase your new home on this beautiful wooded corner lot located...

  • MDWO2021208 MLS
Courtesy of Hileman Real Estate-Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

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