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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Waterfront Homes | Single Family Homes | Land

1700 Piney Creek Rd Chester MD 21619

Chester, MD1700 Piney Creek Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number MDQA141780

  • Land
  • Acreage 14.51
  • Zoning TC

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 The Hogans Agency

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%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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1118 Main St Chester MD 21619

MLS Number MDQA140544

  • Commercial
  • Address 1118 Main St
  • Year Built 1978
  • Acreage 2.31
  • Property SubType Other

Updated micro brewery with elaborate stage for live entertainment. Income producing property with seating for 150+ with future plans for a restaurant (class B license).

Listed by Re/Max Advantage Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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2888 Cox Neck Rd Chester MD 21619

Chester, MD2888 Cox Neck Rd

Price$1,590,000

Est. Mortgage: $/month

MLS Number MDQA142044

  • Single Family
  • Address 2888 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3539

Must see home and broad water views from this elegant waterfront in Southwinds. Custom built with outstanding floor plan. Waterside 2 story family room is open to gourmet kitchen with Granite counter tops, stainless appliances and island. Spacious master suite with sitting room and waterside 32 x 14 deck. Hardwoods throughout, exterior shower enclosure and 3 car garage. Great locationtoward the end of the culdesac. Southwind Community amenities include:Beach, Boat Ramp, Club House, Common Grounds, Jog/Walk Path, Pier/Dock, Tennis Courts, Tot Lots/Playground, Water/Lake Privileges

Listed by Long & Foster Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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1810 Main St Chester MD 21619

MLS Number MDQA139716

  • Commercial
  • LocationType Business District
  • Address 1810 Main St
  • Year Built 2004
  • Acreage 0.96

Investor Alert!!! Here's Your Money Maker....Mini shopping center with 5 store fronts & 5 second floor apartments, fully occupied, high traffic area, low low vacancy rate, plenty of parking (paved 1 year ago), new composite/trex decking, new commercial road front signage and more... Low maintenance, public water & sewer, easy access to Route 50 & only 5 min to Bay Bridge....

Listed by Clark & Co Realty, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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2838 Cox Neck Rd Chester MD 21619

Chester, MD2838 Cox Neck Rd

Price$1,399,999

Est. Mortgage: $/month

MLS Number 1002054676

  • Single Family
  • LocationType Creek/Stream
  • Address 2838 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 4

New Price! Stunning Southwind home w/living area of 4,248 sq. ft. Gourmet kitchen off great room with soaring windows to enjoy the Eastern Bay views. First floor bedroom with 3 additional bedrooms up. Office wing could be add'l bedroom. Huge master with sitting room.Radiant heat. Commercially constructed pier and boat lifts and waterside "adirondeck." Community club house, tennis, beach, scenic trails. Perfect for summer! Motivated sellers.

Listed by RE/MAX Executive

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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202 Winchester Street Chester MD 21619

Chester, MD202 Winchester Street

Price$1,199,990

Est. Mortgage: $/month

MLS Number MDQA141294

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3624
  • Year Built 2018

Our gorgeous Craftsman-style Kingston Model is a must see today. This home won't last long! Located on a corner home site by the community pavillion and fishing pier, this home offers 4 bedrooms, 4 baths,10 foot ceilings on the first floor, 9 on the 2nd and 3rd floor. Patio with kitchen & fire pit and so much more. For those who love to entertain, this is the home for you! Do not miss out on this opportunity to own this beautiful Koch Homes Kingston model home. Home not available for immediate occupancy.

Listed by Koch Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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2813 Cox Neck Rd Chester MD 21619

Chester, MD2813 Cox Neck Rd

Price$1,175,000

Est. Mortgage: $/month

MLS Number MDQA139390

  • Single Family
  • Address 2813 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3694

Everything you will ever need or want in a home is located in this upscale community of Southwind. This two and a half story quality built home is pristine and with over $ 100K in recent improvements inside and out - it is surely a WINNER. The gourmet kitchen now offers two islands, one of granite and the other a brand new oversized center island that is covered in Quartz and is IMPRESSIVE ! This kitchen offers more than enough space to cook, entertain and take in the expansive water views. The first-floor master bedroom is exquisite and offers the most amazing waterfront view from the comfort of your own bed with direct access to the deck and patio area, where you can relax and enjoy quiet evenings under the stars. En suite bath is beautiful with walk in shower, luxurious oversized bathtub and double vanities with brand new Quartz countertops. The 2nd floor offers 4 more spacious rooms that could easily be used for additional bedrooms, office space or at home gym ~ the possibilities are endless. One of the larger 2nd floor bedrooms is a private mini suite with enough room for a king size bed, and offers a small kitchenette as well as en suite bathroom ~ Caution!!! - your guests may never leave. There are also two more full bathrooms on the 2nd floor. The outdoor space is equally impressive with brand new Trex decking and expansive custom paver patio area with firepit ~ completed Sept 2018. Expansive one-acre level lot with over 155 +/- Shoreline that is fully rip rapped and has a private pier for easy boating access to Crab Alley Bay and Eastern Bay. A few other items worth noting, Architectural roof installed Feb 2019, Beautiful hardwood floors throughout both 1st and 2nd floors, 2nd floor boasts 5" hand scraped hardwood floors installed in 2018, Anderson windows, Dual Zone Trane Heat/AC, 2 car attached garage, lots of extra storage space with pull down stairs to an extra-large full size attic and another large attic space easily accessed by a door, superior construction with 2"X 4"~ interior walls and 4"X 6" exterior walls, room for a pool (Verify with County). Far away but so close to everything you need - just 5 minutes to the Bay Bridge and 20 minutes to Annapolis, easy commute to Baltimore or DC.

Listed by RE/MAX Executive

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$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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2867 Cox Neck Rd Chester MD 21619

Chester, MD2867 Cox Neck Rd

Price$1,150,000

Est. Mortgage: $/month

Pending

MLS Number MDQA140280

  • Single Family
  • Address 2867 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 6068

TRUSTEE SALE ! MUST SELL! One level living at it's finest. Breathtaking water views of Eastern Bay. large open living concept. Screened porch over looks private in ground pool, and flat yard leading to your own private dock. Located in Southwinds, this home will not disappoint!

Listed by A Real Estate Advantage

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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228 Bentons Pleasure Rd Chester MD 21619

Chester, MD228 Bentons Pleasure Rd

Price$1,089,000

Est. Mortgage: $/month

MLS Number MDQA137238

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3519
  • Year Built 2005

This artfully designed, 4 bedroom, 3.5 bathroom waterfront home boasts over 3,500 square ft. with open living and entertainment spaces both inside and out. An elevated deck yields to sweeping water views. Private dock with electric boat and jet ski lifts complete the picture on Bentons Pleasure Road!

Listed by TTR Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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2839 Cox Neck Rd Chester MD 21619

Chester, MD2839 Cox Neck Rd

Price$939,000

Est. Mortgage: $/month

MLS Number MDQA140800

  • Single Family
  • Address 2839 Cox Neck Rd
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2664

Move right in to this 1 level waterfront home in Southwinds. Lovely brick home w/ 2664' of living space. Elegant foyer. Spacious family room. First floor master suite. Main level laundry room. Perfect for entertaining or relaxing. 2 car garage and driveway. Broad water views and perfect sunrises across Crab Alley Bay.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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152 Watermans Cove Ln Chester MD 21619

Chester, MD152 Watermans Cove Ln

Price$749,900

Est. Mortgage: $/month

MLS Number MDQA141362

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2400
  • Year Built 2019

Kent Island's newest exclusive private waterfront community, peacefully located on Cox Creek. Enjoy a deep water private pier, beautiful sunset views across the creek, and easy access by boat to Eastern Bay. 4 bedrooms with a spacious master suite, huge open kitchen/dining/family room, sunroom, home office, and mud room off garage. Large rear composite deck for outdoor entertaining. Concrete driveway and 2 car garage. Just over 1 mile from Rt. 50 for easy commute and shopping access. Take a deep breath and delight in the serenity of the Eastern Shore. HOA handles lawn care and trash removal. HOME IS READY FOR DELIVERY!

Listed by Coldwell Banker Waterman Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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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602 Old Point Rd Chester MD 21619

Chester, MD602 Old Point Rd

Price$749,900

Est. Mortgage: $/month

Pending

MLS Number MDQA141986

  • Single Family
  • Address 602 Old Point Rd
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3611

Upscale farmhouse with deeded boat slip in beautiful Cox Creek acres. Lovingly renovated with utmost attention to detail. Pretty water views. Designer kitchen with room for a large table and separate coffee bar. Two large living spaces. Perfect for entertaining. Fireplace. Home office/study. Built in storage throughout. 4 bedrooms and 3 full baths. Master suite features soaking tub, tiled shower, and walk in closet. 8'deep walk around porch with metal roof and wood tonge/groove ceiling. Resort-like back yard with multiple seating areas, fire pit, and koi pond. Detached garage with bonus living space above including full 4th bathroom and kitchenette. Short walk across the street to pier. Boat lift included.

Listed by David G Dauses Jr. of Coldwell Banker Waterman Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* 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 2019 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 November 22, 2019. 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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