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Chester MD Real Estate

The town of Chester is located on Kent Island, the largest island in the Chesapeake Bay. From condos and townhomes to waterfront homes and estates, you’ll find a variety of real estate in Chester. Browse current Queen Anne's County real estate listings in Chester MD below.

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1700 Piney Creek Road Chester MD 21619

Chester, MD1700 Piney Creek Road

Price$3,500,000

Est. Mortgage: $/month

Pending

MLS Number MDQA141780

  • Land

Combined Undeveloped Parcels Creating 14.506+/- Acres of Land Strategically Located in the heart of Kent Island Maryland,Ideally located between the expanding Annapolis MD market and theRapidly developing markets of Denton MD and Middletown DE;SDAT Parcel Identifiers: 04-003098 and 04-003152

Listed by Matthew D Hogans of The Hogans Agency

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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400 Mulberry Lane Chester MD 21619

Chester, MD400 Mulberry Lane

Price$2,900,000

Est. Mortgage: $/month

MLS Number MDQA2004170

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,036
  • Acreage 17.77

Wake up every morning to the expansive views across the sparkling waters of Cox Creek to the beautiful estates and countryside surrounding this property. Bask in this idyllic rural setting and enjoy the beauty of a peaceful waterfront life but find comfort and convenience in the fact that you are only minutes away from shopping, dining, commuter roads and the Bay Bridge. The best of both worlds! This 17+ acre waterfront property with waterside saltwater pool is nestled between tree-lines on a completely private site along the shoreline of Cox Creek and features 350'+ of waterfrontage, sandy beach and private pier. With 4 bedrooms and 2.5 baths in the main house and an additional bedroom and full bath above the detached 2 car garage there is no shortage of existing living space and the opportunity to expand if needed is practically unlimited. The enormous rear deck which encompasses the entirety of the waterside of the home creates a true indoor/outdoor living experience and gives easy access to the sprawling backyard, refreshing pool and water's edge from all areas of the main level of the home including the Primary bedroom suite. The sunshade sails keep the deck and home cooler in the hot summer months and can be easily removed to let in the sun during the winter. Continually changing throughout the season, the waterviews and views of verdant landscaping delights at every turn and creates endless ways to let the stresses of the day fade away and those views never grow old! It doesn't get much better than the Eastern Shore lifestyle, come experience it for yourself. Welcome Home!

Listed by Bradley R Kappel of TTR Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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 Road E Chester MD 21619

Chester, MD2909 Cox Neck Road E

Price$1,899,000

Est. Mortgage: $/month

MLS Number MDQA2003830

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,885
  • Acreage 1

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: 6.29% last updated on Sep 22, 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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2863 Cox Neck Road Chester MD 21619

Chester, MD2863 Cox Neck Road

Price$1,595,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2004354

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,406
  • Acreage 1.5

Professional Picture Coming Soon. Beautiful Coastal two story WATERFRONT with expansive, broad views! 97 custom home community on a stunning peninsula surrounded by water everywhere you look! Estimated water frontage is unknown (120-175 ft). Private pier with lift (not used by owner so AS IS). Fish and crab off your own dock! Breathtaking water views add to the fabulous outdoor living spaces including a sizable screened porch, a large deck, barbecue section and small fish pond. The main level is spectacular with walls of windows to take advantage of the extensive water views, a lovely family room with a fireplace, a generous dining area and a nearly brand new luxurious Kitchen boasting impressive white cabinetry, superb upgrade designer lighting, pendants, countertops and backsplash with an adjacent Morning/Breakfast room featuring a climate-controlled Wine Closet! There is a two-story entry foyer and a Guest BR with full bath on the main level as well. Upstairs you will find the Primary MBR suite and a second Guest BR and bath along with a cozy lofted sitting area or second family room. Don't miss this rare opportunity to see a much-loved waterfront residence in Southwind at one of the very lowest waterfront prices!

Listed by Michele Sinclair of Long & Foster Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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1759 Harbor Drive Chester MD 21619

Chester, MD1759 Harbor Drive

Price$1,350,000

Est. Mortgage: $/month

MLS Number MDQA2003194

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 1,743
  • Acreage 0.53

Waterfront on Cox Creek with access to Eastern Bay. Rare opportunity to personalize this home. New home under contract right next door. All the bells and whistles alraedy included in this offering. Great wiews of Cox Creek and beyond. Potential for private pier. Join the Eastern Shore way of life 10 minutes from the Bay Bridge and save a million dollars.

Listed by George M Bailey of Keller Williams Flagship of Maryland

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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Dundee Avenue,Chester Chester MD 21619

Chester, MDDundee Avenue,Chester

Price$1,100,000

Est. Mortgage: $/month

MLS Number MDQA2001394

  • Land

Commercial lot available, zoned town district with multiple uses allowed. Easy access from route 50 with deeded access from Dundee Avenue. Over 60,000 travel by on route 50 daily according to SHA website. Currently county sewer hook up is available. Apartment mixed use complex is across street and features Five Guys, IHOP, Capriottis and many national chain stores. If you are searching for a stand alone highly visible location with easy access from Route 50 this is it!

Listed by Kenneth J Roderick of RE/MAX Executive

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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207 Bayberry Drive Chester MD 21619

Chester, MD207 Bayberry Drive

Price$959,900

Est. Mortgage: $/month

MLS Number MDQA2004498

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,347
  • Acreage 0.17

The San Sebastian Model at K. Hovnanian's Four Seasons at Kent Island Community is for sale with a model leaseback. This model comes fully furnished and includes model home details such as a gourmet kitchen, fireplace, screened patio, hard floors. There is a model lease back in place - a rare opportunity to purchase a model home and have the builder lease it back! For more details please contact sales. Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse opening summer 2022 with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site, Kent Island also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. 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.

Listed by Erik M Hoferer of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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203 Mchenny Court Court Chester MD 21619

Chester, MD203 Mchenny Court Court

Price$899,000

Est. Mortgage: $/month

MLS Number MDQA2004346

  • Single Family
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,552
  • Acreage 0.21

WATERFONT corner lot on cul-de-sac with Main Level and Second Level Primary Suites with Sunset View Balconies. 5 Bedroom 4.5 Bath Koch Builders Home, Including Guest Apartment w Full Bath, Kitchen Area and Separate Entrance. Incredible Water Views from Sunrise on the Chester River to Sunset on Macum Creek. Front and Rear Covered Porches. Gourmet Kitchen w granite, Stainless Steel and Hardwoods. Great Room w Stone Fireplace, Whirlpool Jetted Tub , Plantation Shutters, Programable Thermostat, Conditioned Crawl Space, + More. 1st floor primary can be used as a home office with a waterview or theater room or exercise room. Watch Bald Eagles, Herons , Ospreys and Waterfowl from your private porch or balcony. Direct access to Cross Island Nature Trail, 10 -minute drive to Annapolis, Community Center featuring pool, fitness center, Chester Riverside Pavilion and Fishing Pier. Total square footage includes the guest apartment room of approximately 238 sq feet. 2 VIRTUAL TOURS-CLICK ON THE MOVIE PROJECTOR TO WATCH THE AERIAL VIRTUAL TOUR & A GROUND LEVEL VIRTUAL TOUR

Listed by Lawrence Doyle of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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207 Bayberry Drive Chester MD 21619

Chester, MD207 Bayberry Drive

Price$874,900

Est. Mortgage: $/month

MLS Number MDQA2004812

  • Single Family
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,347
  • Acreage 0.17

Move in Ready November 2022! Why wait when you can purchase this brand new home ready for move in this fall? This home includes a morning room with screened patio, oak staircase, ultra spa bath, attic storage in the garage, fireplace, dry bar, gourmet kitchen and much more! Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse opening summer 2022 with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site, Kent Island also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. 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.

Listed by Erik M Hoferer of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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136 Elinor Street Chester MD 21619

Chester, MD136 Elinor Street

Price$815,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2004182

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,932
  • Acreage 0.12

Fall in love with this beautiful home in the WATER privileged community of Gibson's Grant that showcases pride of ownership from original owners and spares no expense with upgrades throughout! The amenity rich community offers residents a private pier, clubhouse with a fitness center, outdoor pool, picnic pavilion, tot lots, and more! Perfectly positioned, this home is situated a desirable lot backing to trees that is only found on this street within the community. The home also faces a pond and simultaneously offers Chester River views from multiple viewpoints. Comfort comes easy with the open floor plan and cozy fireplace making it ideal for entertaining and everyday life featuring a living, dining, and kitchen combination. A neutral color palette, hardwood flooring, and details such as crown molding and custom plantation shutters are featured throughout. Inspire your inner chef in the kitchen showcasing rich 42-inch cabinetry, GE Profile package of stainless steel appliances including a double wall oven, gas cooktop and wine fridge, granite and quartz counters, an expansive center island with breakfast bar, tumbled stone backsplash, and a walk-in pantry. The main level is concluded by a bedroom, also well-suited for a home office, and an attached full bath with a glass enclosed shower and upgraded granite vanity counter evoking hues of sand and sea. Retreat to the spacious primary bedroom offering a tray ceiling, access to the covered deck, and two walk-in closets. The elegant primary en-suite bath highlights separate vanities and a frameless glass enclosed shower. The upper level hosts two additional bedrooms and a third full bath. A well-designed laundry room delivers both function and form with a granite counter, sink, storage cabinetry, and clothing rod. Concluding the upper level is the loft that provides a second exit to the front deck. The home's outdoor spaces bring a resort-style paradise. The front deck inspires hours of relaxed lounging with a large covered portion, roller sunshades, a ceiling fan, view of the pond, and sunsets over the river. Outdoor entertaining is a breeze in the fenced backyard with a deck and stone patio with propane fire pit, raised perimeter flower bed, electric fountain, and dusk to dawn landscape lighting. The home also comes equipped with surround sound in the living room, pocket screen doors, attached two car garage, irrigation system, and a zoned HVAC. Property Updates: Inground professionally installed irrigation system, deck and stone patio with propane fire pit, hardwired fountain, raised planting beds, outdoor lighting in front and back, kitchen backsplash, 3 bathrooms with granite counters and under mount sinks, 2 bathrooms with rimless glass doors for showers, hotel style framed mirrors in all 3 bathrooms, plantation shutters in majority of windows with custom blinds in remaining windows, crown molding, laundry room with granite and stainless under mount sink, cabinets, three pocket screen doors, exterior blinds on upstairs porch, surround sound in family room, wine fridge with walk-in pantry, Casablanca ceiling fans 2, and professionally installed and monitored alarm system.

Listed by Kristi C Neidhardt of Northrop Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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 Lane Chester MD 21619

Chester, MD124 Kirwans Landing Lane

Price$799,000

Est. Mortgage: $/month

MLS Number MDQA2004710

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,604
  • Acreage 1

Opportunity knocks just once ! 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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237 Evelyne Street Chester MD 21619

Chester, MD237 Evelyne Street

Price$789,900

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2004370

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,840
  • Acreage 0.13

Renovated completely in 2018. New Kitchen Quartz counters, Subway Tile Backsplash, Deep Large Sink, New Oven, Luxury Vinyl Flooring, Upgraded Carpet, and New Carpet July 2022 in Primary Bedroom, Bathrooms Upgraded with new Toilets', Vanity's with Marble Tops, Heavy Duty Shower Glass Doors. New Crown molding, Faucets, Light Fixtures, Ceiling Fans, Stamped Concrete Patio, Nest Thermostat and Ring Doorbell Included. Custom Blinds and Plantation Shutters. Custom and Professional Paint throughout. New Washer and Dryer installed 6 months ago. So much more you must come see for yourself. An Extra Room can be used for an Home Office or Storage. Assume 2.25% rate on existing mortgage.

Listed by Lawrence Doyle of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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

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 September 28, 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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