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Eastern Bay Waterfront Homes for Sale

Waterfront Homes on Eastern Bay MDBrowse the latest waterfront & water view homes on Eastern Bay. Located on the Eastern Shore between Queen Anne's County and Talbot County, Eastern Bay is a tributary of the Chesapeake Bay. You may also want to view all Eastern Shore waterfront homes for sale.

Waterfront Real Estate on Eastern Bay

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220 Pennick Dr Stevensville MD 21666

Stevensville, MD220 Pennick Dr

Price$365,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2003898

  • Single Family
  • Address 220 Pennick Dr
  • Subdivision Romancoke On The Bay
  • Bathroom 2
  • Bedrooms 3

Welcome to Romancoke on the Bay! This home is within walking distance of the Romancoke Fishing Pier with Kayak Access and the Kent Island South Trail, a 5+ mile walking and biking trail linking Matapeake State Park and the Romancoke Fishing Pier on Eastern Bay. The home is located on a private setting backing to woods and features original hardwood flooring, a sunroom, updated kitchen and large front porch.

Listed by John V Freeman 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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6012 Skipjack Ln Tilghman MD 21671

Tilghman, MD6012 Skipjack Ln

Price$399,000

Est. Mortgage: $/month

MLS Number MDTA2003242

  • Single Family
  • Address 6012 Skipjack Ln
  • Subdivision Tilghman Island
  • Bathroom 3
  • Bedrooms 4

Carefree living on picturesque Tilghman Island. Whether searching for a full-time home or a vacation retreat, look no further than this 3 story hideaway on a private cul-de-sac, 1 block from Eastern Bay. Impeccably maintained, the main level boasts a spacious living room opening to a multi-level deck with glimpses of the water. A generous dining area, kitchen with high end stainless appliances, powder room, laundry room and office/den/bedroom complete the first floor. The upper level includes an owner's suite with beautifully updated bath, 2 additional bedrooms and 2nd full bath. The 3rd floor offers a multi-use space - office, workout room, studio, game room, etc. Most living areas have hardwood floors. The garage is equipped with Garage Tek storage and flooring. There is an underground irrigation system to care for the professionally landscaped gardens. A Hot Spring hot tub in an enclosed gazebo provides an additional place to relax after a long day on the Bay or on a cold winter eve. This home is a short distance to a waterfront park, marinas, restaurants and shopping.

Listed by Winifred C Cowee of Benson & Mangold,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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2909 Cox Neck Rd E Chester MD 21619

Chester, MD2909 Cox Neck Rd E

Price$2,299,500

Est. Mortgage: $/month

MLS Number MDQA2003830

  • Single Family
  • Subdivision Southwind
  • Address 2909 Cox Neck Rd E
  • Bedrooms 3
  • Bathroom 4

DREAM HOME ALERT! Situated perfectly on Crab Alley Bay looking out over Eastern Bay. This meticulously maintained home has it all. A contemporary floor plan, maximizing the water views with floor to ceiling windows. Relax by the pool overlooking the newly renovated dock, equipped for your power boat and jet skis. Call today for your private tour!

Listed by Keith Hensley of Meredith Fine Properties

$
$
%
$/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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227 Prospect Bay Dr W Grasonville MD 21638

Grasonville, MD227 Prospect Bay Dr W

Price$1,695,000

Est. Mortgage: $/month

MLS Number MDQA2003762

  • Single Family
  • LocationType Bayfront
  • Subdivision Prospect Bay
  • Bathroom 4
  • Bedrooms 4

Outstanding in every way, this beautifully appointed home shows like a model. Upgrades are found throughout this amazing 4 Bedroom, 3 1/2 Bath home with 3 Living Areas, a spacious First Floor Study, 3 Bay Garage, and a Custom Bar that would rival any restaurant. As you enter the home a two story foyer with Brazilian Cherry hardwood welcomes you. Past the flared staircase you will enter into the two story family room with gas fireplace. To the left you will see the large and spacious gourmet kitchen with breakfast bar and separate island. As you walk towards the kitchen you can't help but notice the morning room with it's grandiose view of Eastern Bay. Traveling back through the home into the family room you will be lead to the Custom Bar and Game Room where you can relax with a drink in your hand while you shoot a game of pool. This home has a western exposure which allows you to see stunning sunsets over the water. As you take your travels to the second floor the Master Bedroom has two large walk in closets, spacious Jacuzzi Bath with jets and a cozy sitting area with tremendous views of the water. Outdoor living space includes an expansive custom patio with several seating areas, outdoor kitchen for entertaining and an eight person hot tub. The pier has 4 lifts . . . Two jet ski and two boat lifts. This homes is a one of a kind.

Listed by Kevin Riffle of Keller Williams Select Realtors

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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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24047 N Porters Creek Ln Saint Michaels MD 21663
Pending

MLS Number MDTA2002944

  • Single Family
  • LocationType River
  • Subdivision Porters Pride
  • Year Built 1985
  • Bathroom 3

Gorgeous with coastal elegance and peaceful rural living, this idyllic Shingle home charms under the trees, surrounded by beautifully fragrant landscaping and relaxed greenspace. With cul de sac privacy and Eastern Shore views, the original 1985 single-level build has been transformed with inspired design and craftsmanship adding extraordinary light and thoughtful loft space. Greet guests from under the wood-clad portico then step inside where hardwoods, trimmed transitions, bright white hues, and endless windows line spaces for gathering, closing deals, creativity, and dinners with friends. While three restful bedrooms and two and a half baths soothe, the chef will enjoy an open kitchen of granite and high-end appliances. Complete holiday brunch for guests, or pack picnics for adventure exploring Porter Creek and Miles River. Just beyond the sunlit greatroom, look forward to morning coffee on the patio sheltered by an ivory-hued pergola, spend summers floating in the pool, and catch fire flies with little loved ones and a four-legged friend. At the nearly two acre property's end, unwind with a glass of cheer where evening wildlife views compete only with the house itself - lit with lightscaping, sunset reflection, and an emerald jacuzzi. While on tour, note the mudroom, airy loft, and high elevation, and visit the private dock where your watercraft awaits to drift into wildlife sanctuaries and Eastern Bay. Just three miles away, enjoy proximity to golf at the prestigious Links at Perry Cabin, and spend weekends in scenic Saint Michaels where antique shops and favorite seafood restaurants await.

Listed by Cornelia C Heckenbach 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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3214 Bennett Point Rd Queenstown MD 21658

Queenstown, MD3214 Bennett Point Rd

Price$3,400,000

Est. Mortgage: $/month

MLS Number MDQA2003210

  • Single Family
  • LocationType Bayfront
  • Subdivision Bennett Point
  • Bathroom 3
  • Bedrooms 4

Craving 'The Perfect -10'? Built for the Sunset... THIS. Is. IT. THE Quintessential Eastern Shore WATERFRONT 'Dream Home'! Custom Built to the finest of standards, Boasting Over 4800 Square Feet, This STUNNING Estate is Perfectly perched upon 5.22 Waterfront acres. WESTWARD-FACING, Overlooking the magnificent Eastern Bay; Complimented perfectly by Sunrise Views over the Infamous Wye River. Want MORE? This Beauty has it... Easement(s) to (3) PROTECTED, Deep-Water Boat Slips convey- Two with Boat Lifts! Main-Level Master Suite w/ dual closets, Bayfront views & ample space! 3 Large Upper-Level Bedrooms. Built to entertain- Large Pool with graduated entrance, & eased 5' depth is water-volleyball ready. Generously-sized patio & pavers create an up-scale, welcoming paradise. Serene Pond enveloped by panoramic views plays host to truly 'wild neighbors': Deer, Duck, Blue heron, Bald eagles, Canadian geese, & nesting Osprey routinely come to visit! HUGE Detached Garage w/ Unfinished space with ample natural light & 'Wow' views above for possible future expansion! A Waterfront playground with Private SANDY BEACH, begging for 'Endless summers' with unbeatable Kitesurfing, Kayaking, Paddle-boarding, Fishing, Boating, Crabbing or just taking in the million-dollar views, Island-Style. Relax. Recharge. Reward. Welcome to your NEXT level!

Listed by Jennifer S Chaney and Tricia Z Wilson of Chaney 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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22166 Bay Shore Rd Wittman MD 21676

Wittman, MD22166 Bay Shore Rd

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2002936

  • Single Family
  • LocationType Bayfront
  • Address 22166 Bay Shore Rd
  • Subdivision Wittman
  • Bathroom 3

Big vistas of Eastern Bay and beyond! This is a perfect retreat located just a few minutes from historic downtown St. Michaels. The open floor plan on the main floor allows for expansive water views from most rooms and is ideal for entertaining. Two en-suite waterside bedrooms on the second floor take advantage of stunning waterfront views. Two can work from home from the den and the separate office. Enjoy gentle breezes while relaxing on the screened back patio. Easy to maintain exterior features an outdoor shower, beach, rip-rap, private pier with boat lift, and storage garage.

Listed by Chuck Mangold of Benson & Mangold,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.

Save FavoriteSchedule TourAsk A QuestionMore Details

9400 Tilghman Island Rd Wittman MD 21676

Wittman, MD9400 Tilghman Island Rd

Price$3,500,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2002476

  • Single Family
  • Subdivision Wittman
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 5051

ONLY 7 MINUTES FROM ST. MICHAELS! A meticulously maintained home sitting on 13 acres of prime Chesapeake waterfront. The wooded acres of the property offer privacy and beautiful indigenous landscape. Heading toward the home a mile long tree lined will drive lead you past a clearing of fruit trees. Situated at the end of the drive will be the "Bay House". A stunning deck home architecturally designed to highlight open space and create massive amounts of natural light with expansive windows and soaring beamed ceilings. Wide water views of the Eastern Bay will meet you as you enter the home. One can see from Poplar Island to Kent Island in a glance. The open floor plan is perfect for entertaining family and friends or just sitting peacefully by a fire. A gourmet kitchen is perfectly situated between 2 dining areas. The home has 5 bedrooms and 4.5 baths. A first floor primary suite is a true retreat. Incredible views of the bay, fireplace, soaking tub and walk in shower all add to its solitude. The second floor opens to the great room and has 3 additional guest rooms and 2 baths. Each room with its own unique view of the property. Nature is abound in a home that brings the outside in. Osprey and Bald Eagles are regular passers by. An expansive 4th bedroom suite located on opposite side of home has its own private staircase. The first floor laundry area connects to a 4 car garage and has access to the outdoor BBQ area with underground gas hook up. The screened in porch with vaulted ceiling is the perfect spot to enjoy a crab feast. Just through the porches exterior door is a hot tub and all the wonders of owning your home on the water. This property also has an all season 2000 square foot pole barn on the property. Currently a great entertaining space and work shop with room for 2 additional vehicles.

Listed by Jennifer Brown of Meredith Fine Properties

$
$
%
$/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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3200 Bennett Point Rd Queenstown MD 21658

Queenstown, MD3200 Bennett Point Rd

Price$3,495,000

Est. Mortgage: $/month

MLS Number MDQA2001404

  • Single Family
  • LocationType Bayside
  • Subdivision Bennett Point
  • Bedrooms 5
  • Square Feet 4639

* APPROVED PERC TEST IN HAND* Build your dream home on this impeccable waterfront lot in sought after Bennett Point! This is one of the premiere communities on the Eastern Shore and this 5 acre lot sits right on Eastern Bay overlooking gorgeous sunset views. Zoned NC-5, its ideal for buyers looking to build on spacious land in a private community. This does have a deeded slip at the community marina. The approximately 550 feet of water frontage is completely rip rapped already. Partner with Whitehall Building to see this dream house come to life!! Please don't walk the lot without an appointment, call ahead and confirm an appointment to walk it. Also for sale as land only at $1,500,000.

Listed by Shane C Hall of Compass

$
$
%
$/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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