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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.

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3509 Greenpoint Rd East New Market MD 21631

MLS Number MDDO2002832

  • Single Family
  • LocationType River
  • Subdivision Green Point
  • Address 3509 Greenpoint Rd
  • Bathroom 1

One-of-a-kind Multi-Residential property with a private deep water marina nestled at the end of Green Point on the Choptank River! Whether you are looking for an investment, new business venture, weekend getaway or family compound, this property offers something for everyone! The secluded waterfront dwelling is surrounded by water, nature, and wildlife. Enjoy stunning sunsets from your porch and catch fresh seafood, crabs, and oysters from your dock. Explore the Choptank River from private launch via canoe, kayak, or jet ski. A quick boat ride will take you to nearby towns | attractions like Oxford and Saint Michaels, or The Hyatt Regency Chesapeake Bay and Suicide Bridge Restaurant. Enjoy all the Eastern Shore has to offer from your backyard! Coastal cape cod has been freshly painted and offers 2B | 1BA. Recent improvements include a new roof & well, LVP flooring, and updated appliances and fixtures. The Guest cottage offers an additional 1B | 1Ba with living space, kitchen, and screened-in porch! With a little tlc this would make a fantastic home office or lucrative short term rental! Protected marina offers a 14-ft concrete ramp, 2-electric boat lifts, 6 additional tie-up slips, running water and electric, and offshore duck blind. The main dock and pier have been completely replaced (2021). RV's welcome with (2) 50-amp hookups! Rare opportunity to establish yourself in the Seafood industry, personally enjoy, or create something new!

Listed by Katie Marie Lowry of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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6132 Twin Point Cove Rd Cambridge MD 21613

MLS Number MDDO2002822

  • Single Family
  • LocationType River
  • Subdivision Cooks Point
  • Bathroom 2
  • Square Feet 1600

EXPANSIVE SUNSET VIEWS!!! This unique waterfront get away is waiting for the next generation. From toddler to grandparents, it is enjoyable by all. The property has a 2 Bedroom, 1 Bath Cottage with a separate 1 Bedroom, 1 Bath Apartment, for in-laws, guests, or short-term rentals adjoining the garage. The separate screened in porch (the Crab Shack) with concrete pad and water has a priceless location on the water. New roof was put on main house 2020. Newly installed HVAC for main house 2022. Main house has wood burning fireplace that has piping to convert to propane if desired. Bulk Headed cove between the Chesapeake Bay and the Choptank River. Pier with Boat Lift adds to your waterside enjoyment. Deep lot has potential for a small pole barn towards the rear of the property. Bring your vision and your dreams for this affordable piece of the Eastern Shore.

Listed by Melinda Madison of Benson & Mangold,LLC

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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126 N Lake Dr Stevensville MD 21666

Stevensville, MD126 N Lake Dr

Price$545,000

Est. Mortgage: $/month

MLS Number MDQA2004062

  • Single Family
  • Address 126 N Lake Dr
  • Subdivision Tower Gardens
  • Bedrooms 3
  • Bathroom 2

A rare opportunity indeed! This affordable waterfront has that million dollar view you've been waiting for! A true nature lover's paradise nestled in a lush, private setting with a floating dock - perfect to launch your kayak, paddleboard and canoe. Enjoy your own freshly caught Carter Creek crabs on the large back deck, while you watch the eagles, osprey, herons, egrets, geese, and swans. You'll find plenty of shade for your hammock and entertaining in the backyard, featuring a sweeping waterfront view. You'll love the sun-drenched interior with a gorgeous view of the creek from the living room, kitchen and master bedroom. This 3 BR, 2 BA home offers plenty of upgrades too: new washer, dryer, refrigerator, stove and microwave oven as well as a new efficient HVAC system, additional attic storage and insulation, plus a new water treatment system. The pellet stove is perfect for charming winter evenings. This Chesapeake Bay front neighborhood boasts two community beaches and a new playground. Put your boat right into the Bay at the community boat launch, or enjoy a sunset while you fish from the pier. Plenty of local recreation too - from fishing piers at Matapeake and Romancoke, to Terrapin Park and Cross Island trails. With great local restaurants, good shopping plus a top-rated school district, this private Eastern Shore retreat has it all - the natural beauty you crave and the convenience you need. Easy commute to DC/Balt/Philly

Listed by Julie M Cary and John R Cary of Rosendale Realty

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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308 Beachside Dr Stevensville MD 21666

Stevensville, MD308 Beachside Dr

Price$1,250,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2003908

  • Single Family
  • LocationType Bayfront
  • Address 308 Beachside Dr
  • Subdivision Tower Gardens
  • Bathroom 3

Welcome to This Beautiful Chesapeake Bay Waterfront! This Home Has Spectacular Views of the Chesapeake Bay Through the Many Walls of Windows. Featuring 4 Bedrooms, 3 Full Baths, Master Suite on the Waterside with Cathedral Ceiling Leading Out to the Deck with Gas Firepit, Harwood Floors on the Entire Main Level, Main Level Living Room Features an Electric Fireplace, The Lower Level Family Room Features a Stone Wood Burning Fireplace 3,500 Finished Square Feet. This Home Has Had Many Recent Upgrades. A Well-Built Pier with 10,000 Boat Lift, Close Commute to the Bay Bridge, Stores and Restaurants. Community has a Boat Ramp, Two Beaches, and a Community Playground. This Community is in the Process of Installing Public Sewer, There will be an Assessment Fee Associated with this (please see disclosures online). This Home is a Must See. HURRY WILL NOT LAST LONG.

Listed by Jeff W Bridegum of RE/MAX One

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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9556 Chantilly Farm Ln Chestertown MD 21620
Pending

MLS Number MDKE2001476

  • Single Family
  • Subdivision Chantilly Farm
  • Bathroom 4
  • Bedrooms 3
  • Year Built 1981

10 acre private home with pool on the Chesapeake Bay and western sunsets! 3 bedroom 4 bath home with private sauna, heated pool with electric pool cover, home generator, wood burning fireplace and separate wood stove. Just finished painting inside and out. All hardwood floors have been refinished too. This home is move in ready and a great value for under 1 million! Don't let this waterfront home with big water views get away!

Listed by Glenn M Sutton of TTR Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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23028 Carrollton Rd Neavitt MD 21652

Neavitt, MD23028 Carrollton Rd

Price$695,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2003222

  • Single Family
  • Subdivision Neavitt
  • Address 23028 Carrollton Rd
  • Bathroom 3
  • Square Feet 1970

This beautifully maintained home was fully renovated in 1993 and boasts broad water views of Balls Creek, Broad Creek and the Choptank River. Perfectly located to take advantage of all the water has to offer from fishing and crabbing to swimming, kayaking and enjoying water sports. It's an easy cruise to both St. Michaels, Oxford, Tilghman Island and the Chesapeake bay. A lovely front walk leads to a covered front porch and opens to the foyer where you are greeted with views of Balls Creek. The open living and dining area beams with natural light, offers hardwood floors and leads to the large screen porch. The spacious kitchen offers ample cabinet and counter space and includes room for a breakfast table. The first floor is further improved with a 1/2 bath and separate laundry/pantry space with a wash sink. The 2nd floor leads to the primary suite which is improved with recessed lights, a dressing area with 4-closets, waterside balcony and full bath. The 2nd floor further includes 2 additional bedrooms and another full bath. The property is further improved with a private 5' wide Weems pier with 4'-5' MLW, a carport with storage closet and a shed with water and electric. High speed internet available.

Listed by Kimberly J Crouch of Benson & Mangold,LLC

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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9 Hammock Pt Crisfield MD 21817

Crisfield, MD9 Hammock Pt

Price$619,900

Est. Mortgage: $/month

MLS Number MDSO2001948

  • Single Family
  • Address 9 Hammock Pt
  • Subdivision None Available
  • Bathroom 3
  • Bedrooms 4

Welcome to Eastern Shore living at its finest. Do not miss the opportunity to own this remarkable custom home on 1.37 acres located in the prestigious Hammock Pointe on the Annemessex River offering panoramic views of our iconic sunsets. Home boasts 4 bedrooms, 2 1/2 baths with 2 master suites, one on each level, hardwood flooring, top tier granite and stainless steel appliances. Home is further improved with a 2-car oversized garage, custom Amish cabinetry with abundant storage space, and three sets of French doors that open to the deck where you can enjoy peaceful tranquility and the serene sounds of nature overlooking the Chesapeake Bay. Located less than an hour from Maryland and Delaware beaches and only minutes from Crisfield's marina, this cherished Chesapeake escape is a Waterman's boating, crabbing, and fishing dream. No flood insurance required. Please contact the listing agent for further info on this special property.

Listed by Hunter White of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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9 Bayside Blvd Betterton MD 21610

Betterton, MD9 Bayside Blvd

Price$709,900

Est. Mortgage: $/month

MLS Number MDKE2001498

  • Single Family
  • Address 9 Bayside Blvd
  • Subdivision None Available
  • Bathroom 4
  • Bedrooms 5

Property is being Sold "AS-IS" and Seller will NOT make any repairs. LOCATION! LOCATION! LOCATION! BEAUTIFUL WATERFRONT VIEW! This spacious, cozy home in the quaint town of Betterton will be the perfect fit for you! Are you ready to enjoy your spring and summer evenings relaxing and taking in the sunset and breathtaking views across the Chesapeake Bay and Sassafras River. This beautiful home with bonus rooms and wrap around enclosed porch is perfect for hosting family and friends. This home has its own private boat slips (2). Enjoy the restaurants, community beach, and annual festivals. The right Buyer will know exactly what to do! ***PLEASE HELP PREVENT THE SPREAD OFCOVID-19 by LIMITING THE NUMBER OF PEOPLE AT A SHOWING TO THREE (3 people) 2 clients and 1agent. ALL PEOPLE ENTERING MUST BE WEARING MASKS. Limit unnecessary touching and practice safe social distancing.

Listed by Michele A Hamm of Frontier Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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1108 Kentmorr Rd Stevensville MD 21666

Stevensville, MD1108 Kentmorr Rd

Price$975,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2003560

  • Single Family
  • LocationType Bayfront
  • Address 1108 Kentmorr Rd
  • Subdivision Kentmorr Airpark
  • Bedrooms 3

Gorgeous turnkey home on the Chesapeake Bay! Get away to this beautiful, almost new home (2017) featuring stunning views of the Bay (including breathtaking sunsets and boats/ships passing back and forth) from nearly every room. Step into the open concept main floor featuring a gourmet kitchen, dining area, full bathroom and family room that has many windows letting in natural light and unobstructed views. Look out at the Bay while preparing meals then relax in front of the cozy gas fireplace. Step out of the family room and onto the large back deck, perfect for summer grilling. The spacious primary bedroom offers a large balcony overlooking the expansive water views. This lovely home also includes new (2019) private pier with remote boat lift and sun deck. Come view this "must see" Eastern Shore property!

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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806 Monroe Manor Rd Stevensville MD 21666

Stevensville, MD806 Monroe Manor Rd

Price$1,199,000

Est. Mortgage: $/month

MLS Number MDQA2003466

  • Single Family
  • Address 806 Monroe Manor Rd
  • Subdivision Cloverfields
  • Bathroom 3
  • Bedrooms 4

Come see what TRUE WATERFRONT LIVING is all about!! Rare Opportunity to have a WATERFRONT HOME on the Chester River's DEEP Water with unobstructed sweeping VIEWS! BONUS- this is Located in the Desired amenity filled Neighborhood of "Cloverfields" on Kent Island! Featuring 3 Full Bathrooms and 4/5 Bedrooms inclusive of a HUGE MAIN Level Master Suite w/WIC & Incredible Views from the room and the private sun Deck! BREATHTAKING WATERVIEWS from the Bedrooms and a 2nd floor Veranda to maximize those Views even more! Upstairs Bonus Room is MASSIVE and is PERFECT for a Toy Room, Play room, Game Room, Pool table area, 2nd Living Room and many more options! Waking up to the Sunrise over the Chester River with your morning coffee... it will never get old!! The must-see OPEN Floor Plan is sure to please with Gourmet Style Kitchen, spacious Dining Area and a Beautiful Fireplace in the large Living Room area- all with PANORAMIC WATERVIEWS! This is truly a great spot for entertaining and for big family gatherings! So many PLUSES here with Public Water & Sewer, NO Flood Zone, a Private Pier, Rip Rap Bulkhead, 76' of your own water frontage, attached Garage and a HALF ACRE Lot. Community boasts a private Pool w/Lifeguard (just 2 blocks away), Beach w/Pavillion, Boat Ramp, Boat slips, Club House, Playground, Basketball Courts & More! By Boat you can hit the Kent Narrows in just minutes for dinner, head to St. Michael's to explore the quaint town within 45 minutes, Rockhall for some seafood in 30 minutes and sneak around Love Point into the Chesapeake Bay for some deep water Rockfishing under the Bay Bridge! By Car you are close to Balto, DC, Annapolis, Easton and DE for ease of commuting purposes! By Foot, you can walk to the schools, Library, Parks, Kent Island Bike Trail, Tennis Courts and Ball Fields! Convenient to Shopping, Outlets, Restaurants, Parks, Marina's and Beaches! Come live the SHORE LIFE and experience WATERFRONT LIVING like it should be! By the way... the Chester River crabs are the yummiest!! This is YOUR opportunity to move right in to this turn-key BEAUTY and just sit back RELAX on the WATER and ENJOY!!

Listed by Pamela B Ackermann of RE/MAX Executive

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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22153 1st Point Rd Chestertown MD 21620

Chestertown, MD22153 1st Point Rd

Price$985,000

Est. Mortgage: $/month

MLS Number MDKE2001246

  • Single Family
  • LocationType River
  • Address 22153 1st Point Rd
  • Subdivision Great Oak Estates
  • Bathroom 2

Water, water everywhere! This incredibly unique property is situated on a sheltered deep-water creek offering a westerly, southwesterly exposure with uncompromised sunsets. Fairlee Creek offers one of the most convenient boating accesses on the upper Chesapeake Bay. This 1.9 acre property comes improved with 2 homes, a deep water dock with 5-6' depth, an outdoor barbeque patio overlooking the creek, and 575+/- feet of secure shoreline. One of the two homes on this spectacular property is conte-levered above the water offering the feeling of being on a yacht with panoramic views from every room. The second home is a three bedroom, comfortable, one floor rambler with lovely screen porch overlooking the creek. The location of this property is notable in that it is centrally located in unspoiled Kent County and convenient to both historic Chestertown and the bayfront town of Rock Hall. Great Oak Marina and Resort is a short stroll of golf cart ride away where the residents of Great Oak Estates may share in the use of the establishment's facilities including the pool, restaurant, beach, and 9-hole golf course. Great Oak Estates is a fun-filled neighborhood where the residents interact well together and the spirits are active in the summertime and peaceful in the wintertime!

Listed by William H Norris III and Miles K Norris of Select Land & Homes,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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300 Bay View Ln Stevensville MD 21666

Stevensville, MD300 Bay View Ln

Price$1,299,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2003464

  • Single Family
  • Address 300 Bay View Ln
  • Subdivision Stevensville
  • Bedrooms 3
  • Year Built 1982

A QUIET WATERFRONT TURN KEY RETREAT WITH IT'S OWN PRIVATE BEACH ON THE CHESAPEAKE BAY & GATED ENTRANCE!!! Drive down the long secluded lane to your own slice of paradise on 6+ acres! The home was built by a Navy Admiral with many one of a kind appointments! Featuring random width hand hewn heart pine plank flooring, gorgeous beamed ceilings and a large, custom brick fireplace and additional wood stove! 3 bedrooms, 2.5 remodeled baths and a loft (could be used as an additional bedroom) with many new upgrades including appliances, HVAC and more! Picturesque view from every window! Enjoy relaxing on your oversized rear porch with an unobstructed view of the water! There is a gazebo with electric for all your outdoor entertaining! Enjoy all nature has to offer on this sandy beach with gorgeous views of ships sailing by and the Bay Bridge in the horizon! Perfect sunsets surrounded by the sounds of nature, (including eagles), are an everyday scene here! Perfect for your vacation getaway, everyday living or even hosting events! An extraordinary place to relax and soak in the gorgeous views and that only the sun, sand and natural scenery can best provide- a true place of peace and rest! Call today for your private tour.

Listed by Cynthia R Sullivan and Tracey F Rotz of Sullivan Select,LLC.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 July 6, 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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