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Chesapeake Bay Waterfront Homes for Sale

Waterfront Home in MarylandMany of the waterfront homes on Chesapeake Bay offer spectacular views of some of the best sunsets on the Eastern Shore. Whether you’re looking for Chesapeake Bay real estate with panoramic views, serenity, acreage, private dock, bayside deck, or all of the above, you’ll find a variety of waterfront homes to choose from. Discover the latest Chesapeake Bay homes for sale right here! You may also want to view all Eastern Shore waterfront homes for sale.

Search Chesapeake Bay Waterfront Homes for Sale Maryland

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1710 Brannocks Neck Rd Cambridge MD 21613

Cambridge, MD1710 Brannocks Neck Rd

Price$788,000

Est. Mortgage: $/month

Pending

MLS Number MDDO2001402

  • Single Family
  • LocationType Rural
  • Year Built 1986
  • Bathroom 2
  • Bedrooms 4

Beautiful property in Church Creek. This four-bedroom, two-bathroom house is situated on over 10 acres looking out over the water. 500' of protected shoreline with pier overlooking Fishing Creek to the Little Choptank River provides access to some of the best crabbing, fishing & boating on the Chesapeake Bay. Enjoy mouthwatering Blue Crabs which you catch in your own pots off the pier and can enjoy on the enclosed porch. Store your boat in the detached garage and consider renting out the one-bedroom apartment on top for extra income. The property contains farmable fields, beautiful trees, and a pond next to the house. Located down the road from Emily's Produce and a short drive to the amazing shopping and restaurants that Cambridge has to offer. The house is being sold As-Is.

Listed by Jake Stevens of Sharon Real Estate P.C.

$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1202 Kentmorr Rd Stevensville MD 21666

Stevensville, MD1202 Kentmorr Rd

Price$1,090,000

Est. Mortgage: $/month

MLS Number MDQA2001824

  • Single Family
  • Address 1202 Kentmorr Rd
  • Square Feet 2306
  • Bedrooms 4
  • Year Built 1956

Lovely 4BR/2BA waterfront cottage with stunning views of the Chesapeake Bay! Perfect for a vacation home or full time residence. Home features 2 car garage with large workshop/storage space in back. Only 7 minutes to Bay Bridge!

Listed by Rachael Ann Harrison of Long & Foster Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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205 Grason Vista Dr Queenstown MD 21658

Queenstown, MD205 Grason Vista Dr

Price$1,950,000

Est. Mortgage: $/month

MLS Number MDQA2001596

  • Single Family
  • LocationType River
  • Address 205 Grason Vista Dr
  • Bathroom 6
  • Bedrooms 5

Gorgeous Wye River Waterfront Home in Excellent Condition - Serene Location - No Flood Insurance Required! Don't be fooled by this BEAUTY... it's much larger than you think! Boasting 5500 TOTAL SF, you will fall in love with the location, the view, the open floor plan and all the space to spread out! The main level featurs one of the 5 bedroom suites with private bath, sunroom, two gorgeous stone fireplaces and open and comfortable floor plan. The large gourment kitchen features huge center island with seating and river views, side by side ovens, Viking cooktop, stainless appliances and endless granite countertops. Upstairs you will find 4 bedroom suites with private bath--including the primary/master suite that features a fireplace, walk-in closet and large private bath and overlooks the river. At the other end of the upper level is the au pair suite that includes a kitchenette, living room, private bath and bedroom with both interior and exterior access. Rare basement is mostly finished providing another sizeable living space with walkout and large extra storage area. With 215 feet of waterfrontage there is plenty of room to add a pool in the side yard (with proper permits). Large patio and hot tub overlook the river and private pier offering a peaceful and serene place to unwind after a long day. MLW of 4 ft means you are ready to explore the reknown Wye River and the big open waters of the Chesapeake Bay. In overall excellent condition, all you need to do is unpack! Hurry to this one... PRIMO waterfront homes like this one don't last! Only 20 minutes to the Bay Bridge, too!

Listed by Tricia Z Wilson of Chaney Homes,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22540 Hardcastle Lane Bozman MD 21612

Bozman, MD22540 Hardcastle Lane

Price$1,195,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2001288

  • Single Family
  • LocationType River
  • Bedrooms 3
  • Year Built 1982
  • Square Feet 2880

Gorgeous Sunsets on Harris Creek - A secluded waterfront property with amazing sunsets, High elevation and good water depth. This house was built by the current owner with the utmost care in 1982. Cozy rooms, built in shelves, window seats, hardwood doors, two wood burning fireplaces and iron hardware are just the some of the features that make this home unique. Private dock - 3ft MLW with potential to extend into deeper water. This property is over two an a half acres and in a fabulous location within minutes to Saint Michaels and a short boat ride to Oxford, Tilghman and the Chesapeake Bay. A Lifestyle Investment you will be glad you made. Please do not drive down lane without an Appointment

Listed by Kathleen A Coale of Benson & Mangold,LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1308 Town Point Rd Cambridge MD 21613

Cambridge, MD1308 Town Point Rd

Price$899,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDDO2001096

  • Single Family
  • Address 1308 Town Point Rd
  • Bedrooms 4
  • Year Built 1820
  • Bathroom 3

Classic Historic Tidewater Colonial on the banks of Fishing Creek overlooking the Little Choptank River with a short ride to the Chesapeake Bay. Close to some of the best fishing spots on the Bay. This Historic Tidewater Colonial w/two bedrooms, living room, den, family room, dining room, kitchen, scenic three season porch, utility room, and two car garage make the Bay and its tributaries a wonderful playground for anyone interested in living on Maryland's Eastern Shore. The property also consists of a guest house with two bedrooms, bath, living room with workshop on the first floor and roll-up doors for easy access, as well as, a separate expansive two car garage with bathroom, office, and Japanese meditation room on the second floor. A separate Japanese tea room is available for those that want to embrace the Japanese culture. As you venture out to the waterfront, you will find a lengthy pier with two boat lifts, and a protected boat basin for kayak and small boat launching. Come enjoy everything living on Maryland's Eastern Shore has to offer.

Listed by Craig S Linthicum of Benson & Mangold,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29319 Deal Island Rd Princess Anne MD 21853
Active With Contract

MLS Number MDSO2000794

  • Single Family
  • Address 29319 Deal Island Rd
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2361

It is not often that a residence like this comes to the market. This very private, 24 acre waterfront estate offers expansive views with 769 rip rapped feet of shoreline on the Manokin River. The home has been lovingly transformed over the past few years to a perfect marriage of tradition and contemporary design! The entire waterside of the home is a wall of glass and offers stunning views. Downstairs primary bedroom and 3 additional bedrooms on the second floor. Gourmet kitchen with granite counters and stainless appliances. Hardwood floors on the first floor and a brick floored Sun Room. Huge outbuilding/detached garage for all your toys or convert it to a horse barn. Deep water dock with boat slip and lift. Navigable water out to the Chesapeake Bay and beyond! Just a few short hours from the DC and Baltimore metro areas and 20 minutes to Salisbury Airport. 45 minutes to Ocean City and Assateague beaches. Please see the Video/Virtual tour!

Listed by Michael Alford of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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400 Mcleod Ln Stevensville MD 21666

Stevensville, MD400 Mcleod Ln

Price$1,750,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2000976

  • Single Family
  • Address 400 Mcleod Ln
  • Bedrooms 4
  • Year Built 1962
  • Bathroom 3

Rare opportunity to own over 28 Chesapeake Bay WATERFRONT acres on Kent Island. Not only very rare but this comes with 3 potential additional building sites plus the existing home site. You can live in the current house while your dream Chesapeake Bay waterfront home is being built, watch the cruise and cargo ships go by as the sun sets over the Bay. (plans and perc already approved for this). Did I mention there is plenty of room for a pool! You can also build 2 additional homes in the applied for 2 home subdivision and sell them off for a profit or you can have a family compound. The 2 home subdivision is just in need of finalization with County for a right of way, per owner. There is also a finished detached garage with a bedroom, full kitchen and full bathroom and living room. If you want peace and quiet and privacy this is the property. Expansive views of the Chesapeake Bay , Chesapeake Bay Bridge and fabulous sunsets. Wildlife abounds with deer and wintering waterfowl. A one acre pond also hold these wintering waterfowl. ZONED COUNTRYSIDE that allows for many many possibilities, see attached permitted uses but just to list a few; Ag, up to 2 ponds, Bed and Breakfast, Airbnb, stables, family day care, subdivision, kennels, nurseries, multifamily, cluster. Please refer to regulations and codes for further info. DO NOT drive down the Lane without an appointment.

Listed by Lawrence Doyle of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31492 Sassafras River Ave Galena MD 21635

Galena, MD31492 Sassafras River Ave

Price$839,900

Est. Mortgage: $/month

MLS Number MDKE2000013

  • Single Family
  • LocationType River
  • Bedrooms 5
  • Square Feet 2058
  • Bathroom 2

This Sassafras River gem is waiting for that particular boater who wants their deep water vessel docked in front of the house. Maybe just a jet ski or pontoon boat is all you want, also there is an area for kayaks. What about dinner out at the Kitty or the Fish Whistle at the Granary by boat. There is plenty of space in the house with a wonderful spacious enclosed porch for activities when the weather is bad. The outdoor space offers plenty of area for all kinds of activities. This property has seen so many wonderful times and is looking for the next family to enjoy their own retreat. On top of that is the rental potential which has been very successful. Come see the possibilities of this wonderful home has to offer especially with a state of the art septic system. The property is part of Gregg Neck Park, community established in the 50's which has a private beach, pier & and also a private boat ramp. Become a boater and enjoy the beauty of the Sassafras River shoreline of old estates and new as the river meanders out to the upper part of the Chesapeake Bay of Eastern Shore of Maryland. Great location for easy access to Rt. 1 around Middletown, DE and points north. Visit historic Chestertown, while exploring Kent County with all of it's wonderful events that take place all year.

Listed by Ashton M Kelley of Gunther-McClary Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6213 Twin Point Rd Cambridge MD 21613

Cambridge, MD6213 Twin Point Rd

Price$799,999

Est. Mortgage: $/month

MLS Number MDDO2000698

  • Single Family
  • Address 6213 Twin Point Rd
  • Bathroom 2
  • Bedrooms 4
  • Year Built 1981

This waterfront home situated on 1.25 acres features Panoramic views of the Chesapeake Bay. The exterior of this home features a private rear yard, bulk heading on two sides of the property as well as a pier. Interior of this home features four spacious bedrooms, a sunroom, a gourmet kitchen, large pantry, formal dining room, formal living room, a mud room equipped to clean fish, and an expansive living room with gorgeous views of the bay as well as a brick fireplace. If you are looking for waterfront living with endless potential, don't miss this opportunity.

Listed by Rebecca Ward of Re/Max Advantage Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9831 Breezecroft Ln Chestertown MD 21620

Chestertown, MD9831 Breezecroft Ln

Price$859,000

Est. Mortgage: $/month

MLS Number MDKE2000484

  • Single Family
  • Address 9831 Breezecroft Ln
  • Square Feet 2352
  • Bedrooms 3
  • Bathroom 4

Located just ten minutes from historic Chestertown this is your chance to own an amazing property, with panoramic views, perched above the coveted "Fairlee Creek"! Enjoy spectacular sunrises and sunsets from your private dock where deep water slips, 6'+/- at high tide, are just minutes from the Chesapeake Bay, yet well protected. The house was re-built approximately six years ago, with all plumbing and electric replaced and foam insulation was applied for quiet and comfort. The kitchen was designed with dual main sinks, high-speed ice-maker, quartz countertops and an over-sized island. It's perfect for group cooking and entertaining. The first floor has six-foot-tall windows in the living room and main suites, providing water views from nearly every room. There are two owner suites on the first floor in a split floor plan design. Hardwood floors can be found throughout first floor. The upstairs has skylights, a loft bedroom with separate heating and cooling, its own private bath plus a very large bonus room. Ceiling fans can be found throughout the house, including the screened porch. Dual hot water heaters located in the encapsulated and conditioned crawl space insure the availability of hot water when you need it. A public boat ramp is located just one property away for amazing convenience and exclusivity.

Listed by Douglas J Ashley of Doug Ashley Realtors,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3505 Griffith Neck Rd Cambridge MD 21613

Cambridge, MD3505 Griffith Neck Rd

Price$689,000

Est. Mortgage: $/month

MLS Number MDDO2000582

  • Single Family
  • LocationType Creek/Stream
  • Bedrooms 3
  • Year Built 1986
  • Bathroom 1

See Video! This is a RARE opportunity to own some of the best Sika deer hunting property anywhere! 51 acres of hard marsh and woodlands bordering Windmill Creek in Cambridge Maryland near Blackwater Refuge. Property has been expertly managed for Sika and wildfowl with walking trails, canals, and 4 x Maverick Boone Tower Stands (with acreage for more). 1300 SF Waterfront Lodge/Home with outbuilding and pier to access navigable water out to the Chesapeake Bay. Excellent crabbing and fishing! All of this just a few hours from DC and Baltimore metro areas. SIKA Deer/Whitetail Deer/Blue and Green Wing Teal/Gadwall, Black, Mallard and Bald Pate duck !!

Listed by Michael Alford of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

314 Friendship Manor Dr Stevensville MD 21666

MLS Number MDQA2000966

  • Single Family
  • Bathroom 10
  • Bedrooms 9
  • Year Built 1991
  • Square Feet 8494

Your Oasis awaits at this spectacular Kent Island Estate. Friendship Manor singularly connects the past and present offering a myriad of possibilities on a grand scale for the discerning buyer. With an unrivaled location this Fifty Seven +acres with Twenty Eight Hundred feet of water-frontage and Two Private Docks on Warehouse Creek offers the best in a rare close-in sanctuary for those seeking privacy. Luxury and Comfort for Living as well as Entertaining, a magical Guest Cottage, Detached Four Car Garage with Carriage House above (electric and plumbing rough outs in place) , Horse Paddocks and an oversized In-Ground Pool. This is the perfect location for Boating, Fishing, and Hunting. Only Three Miles to the Chesapeake Bay Beach club, Bay Bridge Airport and only a few minutes to Chesapeake Bay by Boat! The Main House was custom built in Nineteen Ninety One and boasts Five Bedrooms and Six and One Half Baths. You are greeted by Cathedral Ceiling and a Marble floor entryway. The expansive Great Room with immense natural light is adorned with a distinctive Fireplace. The Gourmet open Kitchen has absolutely stunning views. Large open flowing rooms and multiple Balconies and walls of Windows for spectacular views of the Warehouse Creek on all levels. Over Eight Thousand Square feet, this truly Low Maintenance and exquisite Custom Home offers everything you desire. The treasure of this property is the magical Historic Guesthouse. This historic home built in 1680 is on the National Historical Society list. This Charming and well cared for Historic House has Four Bedrooms and Three Bathrooms.

Listed by Adam E Light and Monika D Lynde of Monument Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2022 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Chuck Mangold participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated January 24, 2022. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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