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Talbot County Waterfront Homes

Waterfront Homes in Talbot County MDYou’ll find a variety of waterfront homes and estates in Talbot County towns like Easton, Saint Michaels, and Oxford. Enjoy the water views over the Chesapeake Bay, Tred Avon River, or Trippe Creek. Explore the latest waterfront homes for sale in Maryland's Talbot County below. 

Search Waterfront Homes for Sale Talbot County MD

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33376 Fox Road Easton MD 21601

Easton, MD33376 Fox Road

Price$4,750,000

Est. Mortgage: $/month

MLS Number MDTA2004342

  • Single Family
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,361
  • Acreage 437

Tamsey Farms offers over 400 acres with productive farm fields, mature woods, tidal marsh, elevated home site with a brick, two-story farmhouse, caretaker cottage, pole barns, sheds, workshop, pool and pier. Located at the confluence of Tuckahoe Creek and the Choptank River, this offering is sure to please with an abundance of wildlife habitat, privacy and the potential through a conservation easement for two additional residences. Two parcels are identified as 434 +/- acres just ten miles to Easton and eight miles to Denton. Photos of the residence as well as floorplan and 3-D Tour Coming Soon!

Listed by Coard A Benson of Benson & Mangold,LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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7751 Rollyston Drive Saint Michaels MD 21663

Saint Michaels, MD7751 Rollyston Drive

Price$12,500,000

Est. Mortgage: $/month

MLS Number MDTA2004414

  • Single Family
  • Bedrooms 9
  • Bathroom 13
  • Square Feet 13,617
  • Acreage 91.19

Arguably one of the most important new builds on the Eastern Shore, 7751 Rollyston Drive is a 91-acre estate on two parcels with 1500 feet of shoreline along a wide stretch of the beautiful Miles River. This turnkey property, just outside the town of St. Michaels, was completed in 2016. Prioritizing waterfront views, outdoor living spaces and comfortable living as well as for entertaining guests, the stately main house is accessed by a private, pea gravel road bordered by a pond with two gazebos and lighted fountains. The graceful circular driveway can accommodate multiple vehicles and leads to the rear entrance of the 4-car garage. The main residence with 12' to 14' ceilings offers 9 bedrooms with ensuite baths and 4 half baths. Accessible from the second floor of the main house as well as the garage, a stand-alone apartment showcases a great room with cathedral ceiling, pool table and game table with refreshment center, sound system, bedroom, and 1 ½ baths. Two outdoor porches are perfect for dining and entertaining and a porch off the second floor Primary Suite offers spectacular river views. Built by a prominent DC builder for his own personal use, the structure of the house is truly commercial- grade and no detail was spared. All carpentry and flooring were custom designed and built with unparalleled craftsmanship, as evidenced by the moldings, staircases, and woodwork throughout the residence. Baths are Waterworks with marble tops and hardware is Baldwin Satin nickel. Media, HVAC, outdoor lighting, and security systems are controlled remotely through apps. Designed with an eye to entertaining there is a room for every occasion: a large eat-in Gourmet kitchen with granite countertops and Wolf/Sub-Zero appliances; a formal dining room that comfortably seats 14, two offices, a cozy family room with adjacent bar and living room, and a main level full bedroom with ensuite bath. Additionally, there is a Media room with 12 theater chairs, full bar, spa room and a large multi-purpose room in the lower level. Outdoors, a flagstone path leads from the southern side porch to a heated salt-water pool, pool house with two full baths, a covered outdoor kitchen and dining area with Wolf/Sub Zero appliances, and a 100” pier. The property houses a climate-controlled barn with plumbing, potential for 10 horse stalls and a second- floor hay loft or, the entire structure can become a car collector's paradise. Next to the barn is a paddock and further down a service road is a cleared area for a future tennis/sport court. The caretaker's house at the entry to the private drive has two levels, front and rear porches, three bedrooms, three and one-half baths and a two-car garage with two outdoor spaces. When the current owners built the property, the expansive view of the Miles River became the focal point of the interior public rooms and now provides exquisite sunrise views. The partially rip-rapped shoreline has a small beach accessible by canoe, kayak, or shallow water boat. Co-Lister includes Cynthia Howar.

Listed by Thomas A Keane and Marc Bertinelli of Washington Fine Properties,LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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8533 Deep Cove Road Easton MD 21601

Easton, MD8533 Deep Cove Road

Price$3,295,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2004400

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 5,345
  • Acreage 5.28

Stunning open floor plan living, fabulous screened porch, large water side deck, second floor balcony. Inground pool with electric cover, small pool house and a large barn workshop/artist studio Property subject to a right of way.

Listed by Cornelia C Heckenbach of Long & Foster Real Estate,Inc.

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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7332 Pea Neck Road Saint Michaels MD 21663

Saint Michaels, MD7332 Pea Neck Road

Price$2,500,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2004366

  • Single Family
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 3,200
  • Acreage 2.88

This may be the most attractive home you have seen in a long time. Architect-designed and built to the highest standards in 2013, it is artfully proportioned, oriented to southerly and westerly views over Barrett Cove, and outfitted with high end appliances and every am.enity for the comfort of both owners and guests. The 3200 +/- sq. ft. main house is augmented by a charming guest cottage. *** The location puts you right next to St. Michaels and an unimpeded 20-minute drive to Easton. *** Entertaining is a pleasure with a flowing floor plan that leads from the gracious entry hall to the water-facing living room and adjacent dining room, and decks beyond. The 18 x 24 sq ft gourmet kitchen is a chef's delight with silestone quartz countertops, Wolf oven, warming oven, microwave and gas range-top, two refrigerators (one in the butler's pantry), custom cabinets, instant hot water, trash compacter, and a monorail lighting system. There are four gas fireplaces in the house -- in the family room/den, in the sun room, the living room, and outdoors on the wrap-around deck. Ceilings are high, inspired by a converted barn that was once the owner's home; most floors are sawn white oak save the Bluestone floor in the Sunroom. Windows and doors are Kolbe. The primary bedroom has its own water views, a private deck steps from the pool and a sumptuous bathroom with heated floor. The secondary bedroom is en suite and can double as office. *** The cottage completes the offering with a bright living room, good bedroom space, bathroom and kitchenette. Close by is the gunite pool, a private oasis set amid professionally designed gardens, hardscaping and woods where colorful camelias grow. The recently renovated two-car garage provides workshop space, and the double circle driveway handles parking for many vehicles. The pier sports a gazebo, has water and electricity and a boat lift, with spaces for two boats. The shoreline is protected with a Living Shoreline/Riprap combination. *** Note that the Tax Assessor's information is incorrect - the building referred to was lost in a fire, then replaced with the house described here. A survey gives the parcel 2.88 Acres. PLEASE DO NOT ENTER THE PROPERTY WITHOUT APPOINTMENT.

Listed by Anna C Larkin of Benson & Mangold,LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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25838 Shellmill Avenue Royal Oak MD 21662

MLS Number MDTA2004318

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,042
  • Acreage 0.88

ARRIVING FOR A MAY 2023 DELIVERY, this Paquin Design Build waterfront home will be just in time for next Summer on the Eastern Shore! "Bellevue on the Tred Avon" awaits to fulfill your lifestyle dreams of coastal boutique community living with contemporary conveniences. This 3000+ sq ft shore-architectural home offers a gourmet kitchen, complete with stainless steel Energy Star appliances and quartz countertops, 4 en-suite bedrooms, a gunite saltwater pool with automatic cover, private pier with +/- 3 ft MLW already permitted and a bulk-headed shoreline, luxury vinyl plank flooring, fluid floor plans, waterfront porch and balcony, soaring windows, extensive water views and many other elements of modernized time-honored coastal architecture. The HOA features a private community beach and kayak-launch. Building on the sense of community, enjoy the public playground and dock, close proximity to the culture and fun of historic St. Michaels and Easton, or stroll to the Oxford/Bellevue Ferry - taking you to Oxford's picturesque shops and fine dining. Located in Bellevue/Royal Oak, Maryland. Start realizing your dreams today; your serene riverside community lifestyle awaits to be yours. Note: When using GPS, enter address 5639 Poplar Lane, Royal Oak.

Listed by Fred I Rider III of TTR Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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27936 Peach Orchard Road Easton MD 21601

Easton, MD27936 Peach Orchard Road

Price$1,375,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2004202

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,602
  • Acreage 2.66

Located just minutes to Easton, this exceptional Cape Cod offering stunning Peach Orchard Cove and field views has it all. Spectacular open floor plan with soaring ceilings in the living room, extensive custom millwork, and large scaled rooms including a separate dining room, comfortable family room with bar area, plus a private office (all with high ceilings and beautiful built-ins). Luxurious first floor primary bedroom and bath open to the screened porch (can also be accessed from living and sunroom) to take in the views as well. Large chef's kitchen with center island, Viking refrigerator/freezer and 4 burner range, new Cafe convection double ovens, high-end cabinetry, gas fireplace, separate desk area plus an additional pantry. Upstairs are 3 generously sized bedrooms with high ceilings, a shared bath with double vanities, and plenty of attic space for storage. A large detached 2 car garage with unfinished space above (would make great game room) is accessed by a covered walkway and in addition is an adjacent storage/equipment shed. Room for a pool too!

Listed by Laura H Carney of TTR Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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9806 Martingham Circle Saint Michaels MD 21663

MLS Number MDTA2004178

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,517
  • Acreage 2.34

Looking for that special waterfront ? Look no further! This one's been waiting for you. Breathtaking views of Hambleton Cove out to the Miles River. This home offers easy one level living and is situated on 2.34 +/- acres. Don't miss your chance to own a home that is ideally accessible by land and boat to the very best the Eastern Shore has to offer. The community of Martingham is located on the Miles River and the Chesapeake Bay, just over a mile from historic St. Michaels where you will find great restaurants, shops, the Chesapeake Maritime Museum and so much more. The views from this home are stunning from the minute you walk through the front door. The floorplan is open and bright offering walls of windows, vaulted ceilings and one of a kind views from many of the rooms. This home features 4 spacious bedrooms and 3 ½ baths. You will have your choice of 2 primary bedrooms, one bedroom features a magnificent water view, large deck, hardwood floors, a full bath with dual vanities, spacious shower and walk in closet. The 2nd choice for a primary bedroom offers hardwood floors, full bathroom with vaulted ceiling, dual vanity, large, jetted corner tub and separate water closet. Two additional spacious bedrooms offer hardwood floors and plenty of closet space. One of your favorite spots in this home will surely be the sunroom offering panoramic views of Hambleton Cove that extend far beyond to the Miles River. The outdoor space is expansive with two large decks, a beautiful paver patio surrounding a Gunite inground pool. The pool is heated which allows you to extend the summer season. A few other noteworthy features are new HVAC in 2019, Pool replastered and new coping in 2016, washer/dryer 2020, crawl space encapsulated with dehumidifier, gas grill attached to propane gas line, partially floored attic space over garage and primary bedroom. central vac, fireplace in family room, storage shed, large private laundry room with lots of storage and utility sink. The pier features a 6500lb Magnum boat lift and two jet ski lifts with plenty of water depth for all. MLW estimated at 3 to 4 ft. From the moment you drive in, your greeted by serene elegance , surrounding you with mature trees, abundant wildlife and a premiere golf course that meanders through this prestigious , well-established community. This home and property are all about relaxing and enjoying the peaceful life on the Eastern Shore. If you are a golfer join the private 18 hole Links at Perry Cabin, designed by the highly renowned Pete Dye. Membership to the Links at Perry Cabin also gives you access to some of the amenities of the exclusive and historic Perry Cabin Inn. Take a quick ride into nearby historic St. Michaels or the charming town of Oxford. This is a very special location, community, home and property.

Listed by Terri L Murray of RE/MAX Executive

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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6489 Bozman Neavitt Road Neavitt MD 21652

Neavitt, MD6489 Bozman Neavitt Road

Price$824,900

Est. Mortgage: $/month

MLS Number MDTA2004232

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,022
  • Acreage 0.46

WATERFRONT BEAUTY... just outside of the popular Tourist Town of St. Michaels!! Neavitt is recognized as a small town with a big heart and a wonderful spirit! Must see this AMAZING "On Golden Pond" like WATERFRONT HOME sitting perfectly on a half-acre lot with 90' of water frontage on the deep water of Balls Creek- just up from the Choptank River! Historic charm with modern upgrades is how the Builder Frank Deak intended this Gem to be. As you enter the driveway, you are greeted with the sprawling covered porch that everyone wants... bring those rocking chairs and enjoy the views that will never change! Take a deep breath and let the stress of the hustle and bustle go as you breathe in the Eastern Shore fresh air. The custom solid wood front door is sure to please and it only gets better from there! You are immediately greeted with gleaming true hardwood floors and a view of the Water that is just STUNNING! All new updated & upgraded Kitchen is complete with White "top of the line" Cabinets, tongue & groove Drawers, Brushed Nickel Hardware, Soft close, custom pull outs, pots/pans racks, Subway Tile backsplash and a huge Pantry! This is a Chef's dream with top-notch Stainless-Steel Appliances including the desired Gas Range everyone loves! The spacious "Taj mahal" Quartz countertops have ample room for cooking and prepping while the large Quartz Island offers storage and seating. Relax with morning coffee in the Bay Window seat and watch the Sun rise over the water... it will never get old! The Dining Room has a Wood Burning Fireplace with a Marble base and a beautiful white surround Mantel that will warm the soul during those chilly nights- this area flows into the Family Room and Kitchen, which is great for entertaining! Upstairs you will find 3 large Bedrooms and an office nook...just wait until you see the views from each bedroom-WOW! The OVERSIZED Primary Suite has a large sitting area with a Fireplace, a full Bathroom with a new vanity, a shower and a separate tub, TWO Walk-in Closets and SPECTACULAR WATERVIEWS like no other!! The Waterfront Deck is perfect for eating meals, having drinks and watching the nature all around... Osprey's, Blue Heron, Ducks, Seagulls, fishing jumping and more! Sit around the firepit at night and recap all of the memories made here on Balls Creek! Brand NEW decking on the 80 Foot Pier and it has 2 slips- all on deep water of 4'MLW! Fishing and Crabbing is plentiful right here off your very OWN PIER! Come Boat, Swim, SUP, Kayak and Jet Ski.. so much FUN to have! There is plenty of storage with the oversized 1 Car Garage and the HUGE Pole Shed that offers tons of workspace and is a great spot for steaming crabs, storing your bikes, lawn equipment, crab pots, fishing rods, water toys, lawn chairs, corn hole boards & more! Come live the peaceful Shore Life here in Neavitt and be in the quaint Town of St. Michaels in just minutes.. truly the BEST of both Worlds!! The Neavitt Landing is an easy bike ride , walk or jog away. Public Sewer is coming to the Village of Neavitt so get in now before the pricing goes up... you won't be disappointed. Neavitt has community events like crab feasts, oyster feasts, bonfires, picnics, monthly newsletters, holiday decorating & more! *Possible Pool can be installed- buyer to check with the County* Invisible Fence for the Pups! Must See!

Listed by Pamela B Ackermann and Lisa Quinn of RE/MAX Executive

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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5419 Rude Avenue Tilghman MD 21671

Tilghman, MD5419 Rude Avenue

Price$1,200,000

Est. Mortgage: $/month

MLS Number MDTA2004086

  • Single Family
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,124
  • Acreage 2.65

This stunning waterfront home has breath-taking sunrises that could start your morning beautifully day after day. The hardwood floors throughout together with the natural light are a perfect combination of classic and cozy. Enjoy watching the boats on from the sunroom year-round. Primary bedroom features, walk in closet, full bathroom and water views out all windows. Second bedroom offers water view from the side window and open land and tree views from the other. Settle in the living room this fall with a wood burning fire while looking out at the Choptank. This home is completed by a third bedroom, full hall bathroom, dining room, kitchen, family room, laundry room and mud room. Expansive waterfront views from almost every room in the house. Put your own finishes on this gem to make feel like home. Two parcels included in this sale for a total of 2.65 acres.

Listed by Maureen Rehbein of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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9095 High Banks Drive Easton MD 21601

Easton, MD9095 High Banks Drive

Price$624,900

Est. Mortgage: $/month

MLS Number MDTA2004074

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,072
  • Acreage 2.92

Price Reduction!! Private Waterfront Cape Cod home with over approx 200+ft of shoreline in the desirable Talbot County community of High Banks! This 4/5+ bedroom spacious home has multiple possibilities to expand an already private oasis situated on 2.92 acres! Simple updates would transform this well built house into the home of your dreams! The large wrap around deck gives you plenty of room to relax, enjoy cook-out's with family & friends and enjoy the views! This waterfront home provides the unique opportunity to create a private escape in the country that friends and relatives will want to visit and stay! Make it your year-round private retreat or vacation home that is in a great location, historic downtown Easton is only a 15 minute drive. Nicely landscaped property offers mature trees, circular driveway, plenty of space for a pool and deep navigable water to install a dock for easy access to the Choptank River for boating, fishing year-round and other water sports, restaurants and marinas nearby. Plenty of storage throughout, cedar lined closets and ample room to expand! Attached large two (2) car garage includes a spacious built in workshop. Two bonus rooms (approx 700sqft) offer flexibility for adding additional space for a game room, entertainment and/or work out room. The property sits high above the Choptank River, eliminating the need for flood insurance. Great area for walking and biking! ($35/year membership to the High Banks Civic Association is optional and provides access to community boat ramp which is owned by the civic association. This fee covers boat landing maintenance and community newsletter distribution.)

Listed by LEO EDWARD KUNEMAN III of Meredith Fine Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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100 Tred Avon Avenue Oxford MD 21654

Oxford, MD100 Tred Avon Avenue

Price$2,500,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2003742

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,715
  • Acreage 0.3

Historic Oxford - Spectacular home on one of the quietest streets in Oxford. Very peaceful yet close to all that Oxford offers. Western Exposure offering expansive sunset views from Primary Bedroom, living room and sun room. Views across the Tred Avon River, Choptank River and the Chesapeake Bay. First floor primary suite, great room with beamed cathedral ceiling, gourmet kitchen, sunroom with incredible views, 1 car garage and second floor waterfront deck. Deepwater dock with 18,000 lb. lift. This house is truly one of a kind!

Listed by Henry S Hale of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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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7722 Latchstring Lane Bozman MD 21612

Bozman, MD7722 Latchstring Lane

Price$744,000

Est. Mortgage: $/month

Open House

MLS Number MDTA2004100

  • Single Family
  • Next Open House: Sat 12/10 10:00 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,344

You don't want to miss this charming turnkey 3 bedroom, 2 bath WATERFRONT home on Grace Creek. Sit, relax, and take in the amazing water views and sunsets from your back deck or private dock. This turnkey home has been updated with new bamboo wood floors, updated master bath, all new exterior and interior paint, new interior doors, and much more. Enjoy crabbing and fishing from your private dock with boat lift. Easy access to the Chesapeake Bay. Lots of room for outside entertainment. Minutes to downtown St. Michaels with fabulous restaurants, shopping and entertainment.

Listed by Sharon Fisher of Coldwell Banker Chesapeake Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 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 December 8, 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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