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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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2909 Cox Neck Rd E Chester MD 21619

Chester, MD2909 Cox Neck Rd E

Price$2,299,500

Est. Mortgage: $/month

Open House

MLS Number MDQA2003830

  • Single Family
  • Next Open House: Sun 07/3 12:00 pm. to 2:00 pm.
  • Address 2909 Cox Neck Rd E
  • Subdivision Southwind
  • 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

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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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1757 Harbor Dr Chester MD 21619

Chester, MD1757 Harbor Dr

Price$989,000

Est. Mortgage: $/month

MLS Number MDQA2000488

  • Single Family
  • Subdivision Harbor View
  • Address 1757 Harbor Dr
  • Bathroom 3
  • Bedrooms 4

Protected waterfront on Cox Creek. Blue Heron II to be built. Personalize this home to your taste. 3 story with waterfront decks, luxury finishes, and more. Join us to enjoy the Eastern Shore lifestyle just 10 minutes to the Bay Bridge.

Listed by George M Bailey of Keller Williams Flagship of Maryland

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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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Lot 31f Parks Rd Chester MD 21619

Chester, MDLot 31f Parks Rd

Price$885,000

Est. Mortgage: $/month

MLS Number MDQA2002630

  • Single Family
  • LocationType River
  • Address Lot 31f Parks Rd
  • Subdivision Bentons Pleasure
  • Bathroom 4

The Seahawk is a stunning waterfront home designed to take advantage of the waterfront views. Take care of two dreams at once with building a new home and living on the waterfront. You also can build a pier with permit a 108 feet of waterfront. This home has a open floor plan on the main level and the floor plan, really cant get much better then this one for waterfront. Great location central to shopping, church, bay bridge and at the same time feel like you got away from it all! (See current builders plans for price out and up grades, Lot to be purchased separately see Bright for listing) Upgrades are available throughout the home including a gourmet kitchen, sunroom, a flexible room that could be a home office, first floor master, or in-law suite, and decks on every level. The plan starts at 2,755 sq. ft. with options to expand up to 4,425 sq. ft. up to 5 bedroom and 5 baths possible. The Seahawk allows you to choose from multiple second floor layouts to personalize the home for your family. An optional 3rd floor loft and deck provides even more space for entertaining or just enjoying a quiet sunset or nature on the river.

Listed by Dee Dee R McCracken 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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2613 Cecil Dr Chester MD 21619

Chester, MD2613 Cecil Dr

Price$879,000

Est. Mortgage: $/month

MLS Number MDQA2003380

  • Single Family
  • Address 2613 Cecil Dr
  • Subdivision Harbor View
  • Bathroom 3
  • Bedrooms 5

Just in time for summer to enjoy your fresh catch off your private pier! You will love the convenience, location, and waterfront lifestyle of this beautiful Chester home. Located along Cox Creek, this light-filled custom-built home features hardwood floors, an open main level floorplan, freshly painted main level and master bedroom, updated kitchen, attached 1.5 car garage, main level laundry, gas fireplace, and five bedrooms on the second level. The primary bedroom is complete with cathedral ceilings, an extra-large walk-in closet and Cox Creek views! The recently updated primary bathroom includes double vanities, a soaking tub and separate shower. The large fifth bedroom with storage closet could be used as additional family room/rec space or home office. Enjoy entertaining on the large waterside deck or take in the peaceful views of Cox Creek while relaxing in the hot tub. The private, well maintained L-shaped pier includes an 8,000lb boat lift, floating jet ski dock, and manual kayak lift. St. Michaels and Annapolis are just a short boat ride away. Harbor View is conveniently located to Route 50 and the Bay Bridge, nearby shopping, dining, entertainment, parks and trails, Annapolis (17 miles), BWI Airport (35 miles), and Baltimore (39 miles). Easton/Oxford and St. Michaels are just 30/40 minutes away! This home is the complete waterfront package with something for everyone!

Listed by Caitlin E Prossner 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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124 Kirwans Landing Ln Chester MD 21619

Chester, MD124 Kirwans Landing Ln

Price$850,000

Est. Mortgage: $/month

MLS Number MDQA2003766

  • Single Family
  • Subdivision Kirwans Landing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2604

Opportunity knocks just once ! This is the first chance to get into a waterfront in sought after Kirwans Landing in a couple years. This WATERFRONT Contemporary home needs updating, but looks straight down Kirwans Creek in a beautiful one acre setting at a price you can't beat. This small community is one of Kent Islands most quaint locations with easy access to Rt 50 by car and minutes to the Kent Narrows attractions by boat or car. Two Bedrooms down, Master on 2nd level with an Office/Loft, open vaulted ceilings, Paved Driveway, Public Sewer and Two Car Side Entry Garage. Exterior decking looking straight down the creek. Incredible views !!!!

Listed by Michael N Rosendale 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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108 Elinor St Chester MD 21619

Chester, MD108 Elinor St

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2003844

  • Single Family
  • Address 108 Elinor St
  • Subdivision Gibsons Grant
  • Bathroom 3
  • Bedrooms 4

IRRESISTIBLE COASTAL NEO-COLONIAL in highly sought-after community of GIBSON'S GRANT located on the CHESTER RIVER! Captivating home and sweet quality lifestyle year-round! The welcoming front porch beckons you to enter this adored home featuring 9 ft. ceilings, custom triple crown molding, chair railing, tray ceilings, premium engineered hardwoods, and designer selections throughout. Spacious four Bedrooms, 2.5 Baths. Main level Office/Den, Dining Room, Butler's Pantry with beverage center, rear Great Room combining chef's island dining bar kitchen (double ovens, farm sink, custom tile backsplash, tray ceiling bump-out with pendant lighting, 42” white shaker cabinets), Butler's Pantry with beverage center, and Living Room with cozy gas fireplace. Primary Owners' Suite presents deep tray ceiling, 2 walk-in closets w/organizers, and spa-like Bath displaying a double vanity and separate shower with river stone accented flooring. Upper level Laundry. Basement crawl space finished for extra storage. Entertain in privacy fenced, verdant yard with custom paver patio! Transformer lighting both in front and back of property. Parking pad & breezeway-connected 2-car garage. The community center features pool, fitness center, play & picnic areas, bocce, waterside pavilion and Chester River fishing/crabbing pier! Easy access to RT 50 and minutes to the Bay Bridge. LAUNCH YOUR KAYAK & NEW LIFE ALONG PRISTINE WATERS!

Listed by June M Steinweg 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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114 Thomas White Blvd Chester MD 21619

Chester, MD114 Thomas White Blvd

Price$795,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2003760

  • Single Family
  • Subdivision Gibsons Grant
  • Square Feet 2800
  • Bathroom 3
  • Year Built 2011

Don't miss the opportunity to own this award-winning floor plan "Kitty Hawk Legacy" model home in the amenity-rich, water oriented community of Gibson's Grant! 114 Thomas White Blvd was the model home and sales center for Covell Communities and, as such, features all the bells and whistles! The builder gave attention to every detail of construction and high-end finishes to showcase the quality of construction, excellence in design and high quality craftsmanship they had to offer. Upon entry from the welcoming and generously sized full-width front porch, you are immediately greeted by an open and airy living space with a large great room featuring a gas fireplace with beautiful stacked stone surround, and an integrated dining area with incredible gourmet kitchen. Toward the back of the home is a spacious owner's suite with walk-in closet and luxurious bath. Accessible from both the dining area and owner's suite is a lovely and cozy screened porch for relaxing and taking in the scenery. At the rear of the main level, a private staircase leads to the upper level featuring two generously portioned bedrooms, a full bath, large study, large family room area and second level full-width porch. The floor plan is perfect for entertaining and hosting overnight guests as well as easy everyday living in comfort. The home is ideally located on a premier, beautifully landscaped lot only steps away from the vibrant community area with heated pool, clubhouse, fitness center and pavilions. Amenities of this beautifully designed Kitty Hawk model include open living space, large open kitchen with two-sided island, roomy mudroom area, oversized great room, room for more bedrooms upstairs, detached garage, with a large finished room above, connected by a breezeway and deck, extensive hardscaping and professionally designed landscaping, stainless steel appliances including gas four burner KitchenAid range, refrigerator freezer, deep double stainless sink, rough-edged granite countertops, 9 foot ceilings, hickory wide-plank hardwood flooring, pendant and recessed lighting, coffered ceilings, high end molding/trim work throughout, French doors to patio, full bath with walk-in shower, tray ceilings, area for potential future elevator if desired, extra-wide hallway, upper level dry bar with refrigerator, community pool views, no maintenance decking, 6 foot privacy fence and much, much more! When touring the community, don't miss the community fishing pier and kayak launch area! The community is conveniently located near Route 50 just minutes from the Bay Bridge, amazing restaurants, marinas, golf, shopping and hike/bike trails.

Listed by Charles D Hoyt 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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109 John Gibson Dr Chester MD 21619

Chester, MD109 John Gibson Dr

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2003788

  • Single Family
  • Address 109 John Gibson Dr
  • Subdivision Gibsons Grant
  • Bathroom 5
  • Bedrooms 6

Listed by Maureen Rehbein 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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193 Spinnaker Way Chester MD 21619

Chester, MD193 Spinnaker Way

Price$724,900

Est. Mortgage: $/month

Pending

MLS Number MDQA2002608

  • Single Family
  • Address 193 Spinnaker Way
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2862

This quick move in home will be available in Spring 2022. This luxurious home will sit on a premium homesite backing to trees and features many designer upgrades. The centerpiece of the home is a gourmet kitchen with gas cooking, tile backsplash and quartz countertops. The adjoining great room includes a cozy fireplace and the flooring has been upgraded throughout the first floor and all baths. Call today to to visit and learn more. Welcome to the premier active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with new single-family homes and luxury condominiums. Discover an amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents will soon be able to take advantage of the community's 24,000 sq. ft. clubhouse with, indoor and outdoor pools, billiards, ballroom, a state-of-the-art fitness center, and yoga studio, and multiple tennis & pickleball courts. With a full-time lifestyle director already on site, there is always something for you to enjoy along with neighbors, friends and family. The community lifestyle is designed into a well-maintained calendar of activities such as outdoor yoga sessions, pickleball lessons, kayaking, paddleboard, mahjong tournaments, virtual book club and other socially distanced activities. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, Four Seasons at Kent Island also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.*Photos are of similar home as this home is to be built.

Listed by Erik M Hoferer 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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1618 Postal Rd Chester MD 21619

Chester, MD1618 Postal Rd

Price$698,900

Est. Mortgage: $/month

MLS Number MDQA2003476

  • Single Family
  • Address 1618 Postal Rd
  • Subdivision -0-
  • Year Built 2003
  • Square Feet 4227

Home is located close to the Bay Bridge, shopping, restaurants and gym along with having an additional rental that generates $1,050/month!! The main house has 5 bedrooms and 2.5 full bathrooms and 1 bedroom 1 bath full kitchen separate. Front rental is separately metered, currently rented residentially, is zoned for commercial use (TC Zoning). Great opportunity for a small business or for someone looking for an in-law suite. From granite and stainless steel appliances in kitchen to upgraded bathrooms this open floor plan provides multiple living areas. Master bedroom has its own private full bath with soaking tub and separate shower. The third level has its own bedroom and living room!! Two car side load garage and extremely private deck. Vinyl fully fenced side yard and large front porch!! Don't miss this opportunity to purchase a property where you can offset your mortgage with a tenant or have your small business.

Listed by James B Davidson of Coldwell Banker Waterman 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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104 Woods Rd Chester MD 21619

Chester, MD104 Woods Rd

Price$629,900

Est. Mortgage: $/month

Pending

MLS Number MDQA2003132

  • Single Family
  • Address 104 Woods Rd
  • Subdivision Bentons Pleasure
  • Bathroom 4
  • Bedrooms 5

Gorgeous 2 story open foyer and family room. Owners suites on first and second floors. Kitchen boasts 42" maple cabinets with center island. New carpet in Living , Dining and Family room. This home shows very well and will not last long in this market.

Listed by Ronald G Sebeck Sr. of Revol Real Estate,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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112 Saltworks Dr Chester MD 21619

Chester, MD112 Saltworks Dr

Price$625,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2002920

  • Single Family
  • Address 112 Saltworks Dr
  • Bathroom 3
  • Bedrooms 2
  • Year Built 2021

IMMEDIATE MOVE-IN HOME - No waiting on new construction to move into this popular community. Please schedule a walk-through to learn more. Two bedrooms, two baths and half, plus an office/rec room or bedroom usage if needed, two-car garage, masonry/stone fenced backyard with stainless steel built-in grill. This open floor plan formal dining room, kitchen with eat-in kitchen area and family room allow for fun entertaining with a large island and plenty of counter space. This space opens to a sitting area on the screened-in patio to the masonry/stone-fenced backyard... great for entertaining. Enjoy this gourmet kitchen with gas cooking, a tile backsplash and granite countertop, and a spa walk-in shower. It's located in the well sought-after active adult 55+ community and within walking distance to the popular Maryland Chesapeake Bay. You will be within 45 miles of Washington DC and Baltimore. The charming atmosphere of the Four Seasons at Kent Island is perfect for tranquil evening walks, a casual bike ride, local shopping, and Maryland's best seafood restaurants. This resort home is family and pet-friendly and full of fun amenities. You will soon be able to take advantage of the community's 24,000 sq. ft. clubhouse with, indoor and outdoor pools, billiards, a ballroom, and a state-of-the-art fitness center. The community lifestyle is designed into a well-maintained calendar of activities such as outdoor yoga sessions, pickleball lessons, kayaking, paddleboard, mahjong tournaments, virtual book club, and other activities. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Schedule an appointment tour today!

Listed by Frances Middleton of Douglas Realty,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 2, 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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