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Waterfront Homes in Chester MD

Explore current waterfront homes for sale in Chester MD below. You may also like to view listings for Eastern Shore waterfront homes.

Chester Waterfront Real Estate

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500 Goodhand Creek Farm Ln Chester MD 21619

Chester, MD500 Goodhand Creek Farm Ln

Price$1,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA147408

  • Single Family
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5400
  • Year Built 1995

Shore Living at its Finest! Nature lovers & photographers alike may be lucky enough to catch glimpses of anything from deer to songbirds, Osprey, or Bald Eagles while visiting. Goodhand is a natural play ground for hunters, with duck blinds, waterfowl, & deer, shelter deep water for sail boat, motor boat with a quick ride to the restaurant close by 10 minutes, 30 minutes to Saint Michaels all by boat. Private waterfront property boasts 17+acres. Yes, over 17 acres & 3400 feet of shoreline! Four bedrooms, 4.5 bathrooms, a gourmet kitchen with SS appliances, a large master suite with spacious walk-in closets & en suite, 2 laundry rooms, a large bonus room, office, Trex deck with awning, & a 6ft. wide pier on MLW of 5ft. Not only are there amazing water views, but there is also ample storage provided both inside & outside of the main house. Whether you're a farmer, boater, &/or hunter, all gear can be stored in any of the 3 sheds, which have running water & electricity. There is also potential to turn the garage into space for 3 cars. You wouldn't know it from the privacy this lot offers, but just a stone's throw away from the winding driveway & smell of fresh pine lies convenient access to Rt. 50, the bridge, local dining, shopping, & much more! Come enjoy all this property has to offer.

Listed by DEE DEE R MCCRACKEN of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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$1,850,000

Est. Mortgage: $/month

Pending

MLS Number MDQA147842

  • Single Family
  • LocationType Bayfront
  • Address 2909 Cox Neck Rd E
  • Bathroom 4
  • Bedrooms 4

TAKING BACK-UP OFFERS. Sellers will accept back-up offers, but will not have showings. WARNING!! You may never want to leave this home ! With views of the sparking bay through floor to ceiling windows in most rooms, the sun will soak into your skin and soothe your soul. This is one-level living at it's finest.

Listed by Phillippe Gerdes and Sarah C Miller of Long & Foster Real Estate, Inc.

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%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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2902 Cox Neck Rd E Chester MD 21619

Chester, MD2902 Cox Neck Rd E

Price$1,124,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA146170

  • Single Family
  • Address 2902 Cox Neck Rd E
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 6298

Casual elegance in the water privileged community of Southwind. Water views of both Eastern Bay and Crab Alley Bay from almost every room in the house. Two story foyer, high ceilings on the first floor and vaulted ceilings on the second floor. Brand new windows throughout. Crown molding, custom trim, pocket doors, all hardwood floors plus a large basement for a gym, art studio and recreational space- tons of potential. Beautiful updated kitchen. Main level guestroom with full bath. Entertaining is easy with a large screened porch, multiple decks and a private inground pool with fence. Formal dining room, family room with cozy wood fireplace and individual quiet spaces. Multi room master suite with dual spacious closets, master bath and deck overlooking the water. Ensuite bedrooms and two office spaces perfect for telecommuting. Ample storage with large closets and an oversized garage. The private waterfront community on Kent Island in Chester, Maryland offers a clubhouse, boat ramp, tennis, basketball, nature trail and a boat storage area. All this just minutes to Route 50 and the Chesapeake Bay Bridge. Vacation where you Live!

Listed by Biana J Arentz of Coldwell Banker Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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201 Brown Rd Chester MD 21619

Chester, MD201 Brown Rd

Price$1,075,000

Est. Mortgage: $/month

Pending

MLS Number MDQA147798

  • Single Family
  • Address 201 Brown Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3474

What a view ! You'll love this beautiful well built home with pool & pier. There are surprises at every turn as this home provides more space than imagined at first glance. Excellent elevation over the water exposes sightlines to everything, ranging from wildlife, to the pier, pool & it's big water-views. Beautiful high ceilings in living room with beautiful built-in & fireplace sets the stage for this home. Maintenance free exterior with siding, brick, trek decking, patio paver's sighted around pool and so much more! The screened porch adds even more living space, and you can grill off the trek deck conveniently located near kitchen & screened porch all inclusive with scenery. Everything is convenient from this location with close access to bay bridge & shopping. An example of the convenience & location of this home , you can take a short 5 minute boat ride, to one of the local winery. This home has a little something for everyone! Don't miss out on this beautiful waterfront!

Listed by DEE DEE R MCCRACKEN of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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2904 Cox Neck Rd E Chester MD 21619

Chester, MD2904 Cox Neck Rd E

Price$999,000

Est. Mortgage: $/month

MLS Number MDQA147896

  • Single Family
  • Address 2904 Cox Neck Rd E
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4973

Pure elegance in a custom-built and updated home in the prestigious waterfront community of Southwind. Enjoy bay views from nearly every room. Crown molding, high ceilings, new paint, and maple flooring throughout. Grand family room with a gas fireplace opens to a large deck with scenic vistas sprawling over acres of parklike estates. Granite countertops in the kitchen with stainless steel appliances and a massive walk-in pantry. Striking master bedroom suite with vaulted ceilings, large private deck, and custom-designed bathroom with his-and-hers walk-in closets. Spacious 2nd bedroom en suite with roomy walk-in closet. Sizeable office separated from the living area with cathedral ceilings and built-ins - perfect to work from home. Grand finished basement with new flooring and bathroom offering endless possibilities. Oversized 3.5 car garage with plentiful storage and 11-foot ceilings. Efficient GEOTHERMAL HVAC saves 50% in heating and cooling costs. LED lighting throughout. The private waterfront community on Kent Island offers a clubhouse, boat ramp, tennis, basketball, playground, nature trail and a boat storage area. All just minutes to Route 50 and the Chesapeake Bay Bridge. Vacation where you live!

Listed by Alexandra I Burrell-Hodges of Cottage Street Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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2851 Cox Neck Rd Chester MD 21619

Chester, MD2851 Cox Neck Rd

Price$879,990

Est. Mortgage: $/month

MLS Number MDQA147374

  • Single Family
  • Address 2851 Cox Neck Rd
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3336

Here is a rare opportunity to take a beautiful uncut Diamond with MILLION DOLLAR VIEWS and turn it into your dream paradise. This Gem offers a “ZEN” lifestyle throughout the day - awakening to beautiful sunrises and retiring with stunning sunsets. Boasting gorgeous, beamed 22' ceilings, your creative vision can transform this home into a Brilliant Diamond that will be worth well over a Million Dollars just like your neighbors who have invested in their visions! Or who knows, you may like it just as it is. With a massive footprint in the kitchen, the possibilities are endless. Create the dream kitchen you always wanted! With solid hardwoods in every room but the kitchen and baths, you can create your perfect floor with whatever finish you desire. By keeping this home at a much lower price point than the rest of the neighborhood, it allows the new owner to bring THEIR vision to life at a more affordable price! At 3.07 acres with Million Dollar views this is the second largest lot in the Southwind neighborhood, has surrounding water views with limited maintenance and no flood insurance required. You will be hard pressed to find another like this in this price range so close to Baltimore and Washington DC. Your boat storage and boat launch are both moments away as you can see in the photos. With plenty of space to expand, this home is the epitome of a ZEN life-style you will LOVE COMING HOME TO and a rare opportunity to put your vision into action! With a private entrance on the west side of the home with a view of Cox Creek, you enter the foyer from a large front porch. With a new HVAC system, you will be assured of your comfort in both summer and winter. The rest of this unique home is for you to discover on your personal tour! This is a neighbor-friendly community that engages new friends in Southwind events so they can get to know one another. This one-of-kind "Zen Life-Style" is rare. Nestled among beautiful crape myrtle trees and an assortment of others offers you privacy, ambiance and room to expand. It's the perfect match for the discerning buyer who is looking for an opportunity to bring their vision to life, taking what is already a precious jewel and transforming it into a Brilliant Diamond! Come see for yourself. Client needs a possible 30 day rent back. 24 Hour notice for showing. Please wear a mask and gloves due to pandemic guidelines. Do not touch anything other than door knobs and handles.

Listed by Catherine W Chapman of Signature Home Sales, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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158 Watermans Cove Ln Chester MD 21619

Chester, MD158 Watermans Cove Ln

Price$798,000

Est. Mortgage: $/month

MLS Number MDQA148082

  • Single Family
  • LocationType Creek/Stream
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2120

This waterfront home on Cox Creek is a true nature lover's delight! Bald Eagles nest across the creek and ospreys abound. Listen to beautiful songbirds every morning from your front porch or back deck. Catch fish and crabs from your pier. Welcome to quiet, relaxed Eastern Shore waterfront living.. just minutes over the Bay Bridge! This is the first resale in Kent Island's newest waterfront community of only 9 new homes. This two-year-old home, located on a culdesac, is in pristine, "like new" condition, and awaits a new owner! Stunning features greet you as you enter this luxurious home. If you are looking for interior grandeur and need lots of ambient light, then you've found it!! Need a home with an entry-level main suite? This lovely home features a soaring two-story cathedral ceiling with recessed lighting, a gourmet kitchen with granite counters and stainless steel appliances, a wall of windows to let the wonderful water views wash all over you, a first-floor main bedroom suite, and an upstairs family room or library. Other features include hardwood floors, custom cabinets, upgraded counters, and a kitchen faucet with an automatic sensor. Home offers a 90-100 foot pier, buyers to verify water depth. Enjoy meals and entertainment on the large back deck to enjoy the sunsets. Experience boating and fishing from your private pier. Songbirds and greenery abound.HOA fees cover trash removal and grass cutting(flower bed weeding is the owner's responsibility). NO FlOOD INSURANCE required. This stunning home has a twin water conditioner, backwashing neutralizer, and a sulfur drip system with a sediment filter. E Water systems installed this system and will offer a complimentary appointment to show the new owner how to maintain and options for his company to service the system.

Listed by Reen Duvall Waterman of Taylor Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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120 Cavalier Ct Chester MD 21619

Chester, MD120 Cavalier Ct

Price$735,000

Est. Mortgage: $/month

MLS Number MDQA148034

  • Single Family
  • Address 120 Cavalier Ct
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2634

This gorgeous home is located in the amenity rich community of Four Seasons. Gently lived in and shows like a model. This home is move in ready and has over $95,000 in upgrades! Yes, all the bells and whistles are here. Spacious floor plan offers approximately 2700 sq ft of luxurious living space. Gourmet Kitchen with top of the line appliances and Quartz counter tops is open to family room with gas fireplace and tray ceilings. Walk right out to the lovely screened porch and enjoy being on "Island Time". Amazing master bedroom with fabulous master bath and large walk in closest. The 3rd bedroom is currently used as an office with sleep sofa. Custom plantation shutters and blinds. Upgraded lighting thru out. Oversized 2 car garage. This 1 level home is ready for you! The community will be amenity-filled providing a resort-style feeling. Planned amenities to include a 24,000 sq. ft. clubhouse, a pool with tiki huts, a state-of-the-art fitness center, and multiple tennis and pickleball courts. Easy commute to Annapolis, D.C. and Baltimore.

Listed by Jimmy J White Jr. and Mary E Casson of Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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313 Thomas White Blvd Chester MD 21619

Chester, MD313 Thomas White Blvd

Price$715,000

Est. Mortgage: $/month

MLS Number MDQA146860

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2962
  • Year Built 2013

Another Gibsons Grant Gem!!! An Expansive Front Porch welcomes you to this Gorgeous Home with Beautiful Red Oak Hardwood Floors and Custom Trim & Triple Crown Moldings throughout. Traditional Entry, with a Formal Dining and Living Room. Beautifully Upgraded Kitchen with Rich Mahogany Cabinets, Granite Counters, and Stainless Steel Appliances. Just steps away from the spacious Family Room with Gas Fireplace. Laundry Room and Half Bath finish off the Main Level. Upper Level features a generous Owner's Suite w/Tray Ceiling, large Walk-In Closet and a bright En-Suite Bath w/Double Marble Vanity. 3 Additional Bedrooms and a Full Bath complete the Upper Level. Large finished Multi-Functional Bonus Room above Garage, with Beautiful Coved Ceiling!! Add a closet and use as 5th Bedroom. Rear Entry Dual Car Garage has 2 additional parking pads off the back and a conditioned English Basement offers immense storage. And don't forget the Extraordinary Gibsons Grant Amenities **Fishing/Crabbing**Kayak/Canoe Launch**Club House**Fitness Center**Outdoor Pool**Tot Lot**Nature Trails for Hiking or Biking**Waterfront Pavillion. Minutes to Cross Island Trail, Great Shopping, and Picturesque Waterfront Dining!! Minutes to Bay Bridge makes for easy commuting. Come Experience the Natural Splendor of the Chesapeake in this beautiful Sanctuary Setting!!! Take a tour: https://gmailo.vids.io/videos/709dddb11e1ce1c0f9/313-thomas-white-blvd-chester-md-21619

Listed by Christina J Palmer and Andrea Zabiegalski of Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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239 Claiborne St Chester MD 21619

Chester, MD239 Claiborne St

Price$679,000

Est. Mortgage: $/month

MLS Number MDQA147488

  • Single Family
  • Address 239 Claiborne St
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2856

Welcome to this Charming Covell 4 bedroom, 2 1/2 bath Coastal Colonial, situated in the Water Privileged community of Gibson's Grant!! You are immediately Welcomed with a Gorgeous Front Porch, which opens into the Main Level. Main Level features Open Concept Kitchen/Dining/Living with spacious 9' Ceilings. Beautiful Kitchen with Stainless Appliances, Granite Countertops, and Kitchen Island great for Entertaining. Retreat to the Upper Level in the Elevator or Stairs, to your four well-sized Bedrooms. Enjoy your Morning Coffee on your Owner's Suite Balcony, overlooking gorgeous paver patio!!! Owner's Suite En Suite bath is a beautiful Sun-Soaked Retreat!! Rounding out the Upper Level is another Full Bath & Laundry Room. Both levels feature durable engineered hardwood flooring. Additional features to this gorgeous home is a Rear Dual Car Garage (with extra parking pads in front) and a conditioned crawl space for added storage. After a long day step out to your multi-level Backyard Retreat...after grilling on the deck, step down into the extensive Paver Patio area, featuring a built in Water Fountain feature and beautiful mature landscaping. All fence enclosed for a true Private Oasis!! In Addition to all your new home has to offer, there are also Extraordinary Amenities that abound in this Story Book community including fishing/crabbing off the community pier, kayak/canoe launch, club house, fitness center, outdoor pool, tot lot, nature walking trails, and waterfront pavilion. Minutes to Cross Island Trail, extensive waterfront dining choices, and great shopping. Also, minutes to Chesapeake Bay Bridge for easy commuting. The Essence of Coastal Living!!!! ***PLEASE CLICK ON VIRTUAL TOUR ICON TO VIEW INTERIOR AND AERIAL TOURS*** SELLERS CAN CLOSE IN 30 DAYS !

Listed by Christina J Palmer and Andrea Zabiegalski of Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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147 Carriage Heath Chester MD 21619

Chester, MD147 Carriage Heath

Price$660,000

Est. Mortgage: $/month

MLS Number MDQA147880

  • Single Family
  • Address 147 Carriage Heath
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2148

Come and see this Beautiful 2 story home in Gibson's Grant located in a private Cul-de-sac with water views. Built in 2015 and lovingly maintained this home features an open floor plan with Gourmet Kitchen and Upgraded options. Walk out to the side porch for grilling and relaxing. Enjoy the water views from the front porch and upper level windows. Large private second story deck overlooks the treetops behind the home. Conditioned Crawl space, high enough for storage is a great bonus and easily accessible from inside the home! The detached two car garage features even more room for storage of your bike, kayaks or other items! Enjoy the community amenities this summer, outdoor pool, Community pier and walking trails. Rare opportunity to be in this private corner of Gibson's grant! Plan on viewing this one! It wont last long!

Listed by Cornelia Fallon of Coldwell Banker Waterman Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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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307 Bentons Pleasure Rd Chester MD 21619

Chester, MD307 Bentons Pleasure Rd

Price$620,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA147802

  • Single Family
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2739
  • Year Built 1955

JUST LISTED! This. Is. It. This Garage- Nearly 1400 Square Feet in Size- Comes with Over 2700 SF of ONE-LEVEL Living Space with Open Floor-Plan! Perfectly Perched on Over 1 Acre across from Cox Creek! Entertain in Large In-Ground Pool, Spacious Screened Porch. FIVE Bedrooms, 2.5 Baths, Large Country Kitchen, Wood-Burning Fireplace, NO HOA! Matapeake Middle School. HURRY to claim this rare find!

Listed by Jennifer S Chaney of Chaney Homes, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 2021
* 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 2021 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 June 19, 2021. 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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