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.

Search Kent Island Real Estate in Chester MD

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1605 Calvert Rd Chester MD 21619

Price$1,700,000

Est. Mortgage: $/month

MLS Number MDQA139522

  • Single Family
  • Address 1605 Calvert Rd
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4271

Simply Spectacular!! THIS is the ONE You've Waited For!! A True' Estate' Home Ready for a Lifetime of Memories!! Boasting Over 4200 sq ft on Over 4 Acres with Expansive Panoramic Waterfront Views of Prospect Bay- Over 1/2 Mile of Shoreline! Brick Carriage House with Every Upgrade you Can Imagine- Inside & Out! Private Boat Basin w/ Lift to keep your vessel safe- 5 Bedrooms, 3.5 Baths, Main-Level Master Suite off Private Den/Office Rivals a Hotel Suite! Gourmet Kitchen will make your jaw drop!! WOW On Every Level! Vaulted Wooden Ceilings make Crisp White Cabinetry, Gleaming Granite & Brick Fireplace Pop! FOUR Fireplaces for chilly nights! In-Ground Gunite Pool Surrounded by Spacious Paver Patio w/ Built-in-Grill just Begging to Entertain! Detached 3-Car Garage w/ Ample Storage! Possible Additional Lot/Perc! A Stand-Out on Every Level! 10 Mins from Bay Bridge! Treat Yourself to This Stately Property- Rare Find!

Listed by Chaney Homes, LLC

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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2886 Cox Neck Rd Chester MD 21619

Price$1,650,000

Est. Mortgage: $/month

MLS Number MDQA139730

  • Single Family
  • LocationType Bayfront
  • Address 2886 Cox Neck Rd
  • Bathroom 6
  • Bedrooms 4

New photos coming soon displaying updates! Beautiful new wide plank hardwoods and hardwood on staircase! New neutral carpeting in first floor Owner's Suite. Freshly painted at main living areas and gorgeous deep, intricate trim! Fantastic open floor plan encompasses soaring two story Great Room with walls of windows overlooking your private inground pool, extensive hardscape & terracing, your private pier with boat lift and your own Sandy Beach! Home is majestically sited back from culdesac in a parklike setting on the Premium site in Southwind on Eastern Bay! Ensuite Guest Bedrooms feature private waterfront balconies. 3 bedrooms and a stunning den upstairs that also boasts a waterfront deck of its own along with impressive built-ins. Front and back stairs plus a full bath accessible from the pool at the main level. The large kitchen offers a lovely built-in banquette and a wonderful custom desk with a hutch. You will love the very generous walk in pantry, and the game room or billiard room that is adjacent to the kitchen features a second access to the waterfront porch for easy entertaining! This is an extraordinary custom home with every custom detail well thought out by an interior decorator. The exquisite master's suite is vast! There is a superb ultra luxury marble master bath with running his and her vanities and countertops, a waterfront whirlpool (yep!), a large separate shower and his and her walk around closets. The entry is made under a full portico and lush landscaping is displayed through-out this distinguished property. This is a lavish property you won't see often.

Listed by Long & Foster Real Estate, Inc.

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$
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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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

Price$1,499,000

Est. Mortgage: $/month

MLS Number 1002054676

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

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. Just in time for summer! Motivated sellers.

Listed by RE/MAX Executive

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 Retail
  • 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 Brenton & Clark Realty LLC

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$
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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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0 Main St Chester MD 21619

Price$1,400,000

MLS Number 1000319486

  • Commercial Office
  • Address 0 Main St
  • Year Built 1987
  • Acreage 2

Offering an opportunity to buy two acres of Town Center (TC) zoned land with frontage. Approximately one acre of the property is improved with 8,126 square feet of 100% occupied professional office and retail uses, leaving one acre for immediate development. In whole or in part, the site is well suited to the myriad uses that will be spawned in the area surrounding Four Seasons at Kent Island.

Listed by SVN/Miller Commercial Real Estate

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$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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

Price$1,324,000

Est. Mortgage: $/month

MLS Number MDQA136720

  • Single Family
  • Address 2867 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 3
  • Year Built 1999

TRUSTEE SALE ! MUST SELL! One level living at it's finest. Breath taking water views of Eastern Bay. This home boasts just over 6,000 square feet of living space, with 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

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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610 Serenity Ln Chester MD 21619

Price$1,200,000

Est. Mortgage: $/month

Pending

MLS Number MDQA137276

  • Single Family
  • LocationType River
  • Address 610 Serenity Ln
  • Bathroom 4
  • Bedrooms 4

CURRENT CONTRACT HAS A HOME SALE CONT WITH 72 KO BRING A NON CONT OFFER Stunning! 3+ acres panoramic waterfront property on Crab Alley Creek. Approx 3800sq ft Serenity homes builder, only a year old. Three living spaces, 4BR/3.5B, one living space could be a first floor BR, Den, mud room, second floor laundry. CUSTOM everything! Waterfront views from every room, Designer finishes and upgrades galore. No expense was spared. PANORAMIC views from all points of this property. Pier with 10,000 boat lift, sandy beach. Close to Bay Bridge, RT. 50!

Listed by Chaney Homes, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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

Price$1,199,000

Est. Mortgage: $/month

MLS Number MDQA137238

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

The pinnacle of waterfront living on Kent Island! This artfully designed 4 bedroom, 3.5 bathroom residence boasts over 3,500 sqft with open living and entertainment spaces both inside and out. An elevated and screened in 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

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$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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

Price$1,195,000

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 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 with 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. 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 a brand new Trex deck(15'X20') and 2 beautiful custom paver patio areas (1-8'X10' and 2nd 22'X23') with fire-pit ~ 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, Anderson windows, Dual Zone Trane Heat/AC, 2 car attached garage, superior construction with 2"X4" interior walls and 4"X6" thick exterior walls, room for a pool (Verify with County). Far away but yet so close to everything you need - just minutes to the Bay Bridge and quick drive to Annapolis, easy commute to Baltimore or DC.

Listed by RE/MAX Executive

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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200 Drake Ln Chester MD 21619

Price$1,100,000

Est. Mortgage: $/month

MLS Number MDQA137278

  • Single Family
  • Address 200 Drake Ln
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3839

Seeking Waterfront with Privacy & Space?? Welcome Home! 11 Acres, Over 3800 sq ft of Updated Living Space, Private Pier, Boathouse, In-ground Gunite Pool Overlooking Pristine Waterfront Views! 4 Bedrooms, 4 Full, UPDATED Bathrooms, Stunning Kitchen w/ High End Finishes, Large Recreation Room Makes Entertaining a Breeze! In-Law/Guest Quarters with Private Entrance & Large Waterfront Balcony to take in the Sunsets! Art Studio/Private Office, Screened in Porch for Lazy Afternoons. Large Barn w/ Workshop, Additional One-Car Garage Space & Ample Storage, Impeccably Maintained! Rare Offering at a Bargain Price- Hurry to this one, before your competition does!MAJOR PRICE IMPROVEMENT!! Reduced Nearly $200K since 1st Listed... HURRY to this Value!!

Listed by Jennifer S Chaney of Chaney Homes, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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113 Dominion Creek Ln Chester MD 21619

Price$997,700

Est. Mortgage: $/month

MLS Number MDQA139320

  • Single Family
  • LocationType River
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 3530

Outstanding waterfront home on almost 1.5 acres of manicured lawn with 214 ft. of waterfront; Two piers & plenty of deep water on Crab Alley Creek. . . . . . . . This home was built in 2001 and has over 3,500 sq. ft. of living space, 5 bedrooms; 3 full baths; an incredible gourmet kitchen completely opened to the dining area and family room. Multiple bedrooms with balconies overlook the picturesque river and all the beauty surrounding it. . . . . . . If it is privacy you want, along with calm deep water, look no further. With the recent upgrades, the current owner focused on connecting the inside of the home with the beauty of the river outside and mission accomplished. You no longer have to walk to the back yard to enjoy the views of the river, its beauty is now perfectly captured from the inside of the house. . . . . . . . Upgrades since 2016/2017 - the crawl space has been encapsulated and has a 25 year warranty; is climate controlled with a french drain and sump pump; the complete HVAC system has been replaced with top of the line Trane units, and the new & stunning gourmet kitchen with Italian porcelain tile floor was completed in 2017. . . . . . . . Extending outside from the kitchen, dining and family rooms is a wrap around deck with over 1200 sq. ft of space and a retractable awning. This beautiful property has a great yard with many lovely old shade trees. . . . . . . . The 2 car detached garage with attic and carport are original to the property and provide plenty of storage. If you want a lot of value for the price, don't miss seeing this lovely property.

Listed by Fathom Realty MD, LLC.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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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316 Old Point Rd Chester MD 21619

Price$849,000

Est. Mortgage: $/month

Open House

MLS Number MDQA139460

  • Single Family
  • Next Open House: Sun 19th 11:00 am - 2:00 pm
  • LocationType River
  • Address 316 Old Point Rd
  • Bathroom 3

BIG View on this playful waterfront! Open floor plan provides lots of sunlight and fabulous views of Cox Creek! Master suite encompasses the second floor while the first offers 2 bdrm, 2 baths, open living, dining, kitchen and a wonderful butler pantry for entertaining! Pier with lift and 4 MLW

Listed by Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.07% last updated on May 16, 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 May 19, 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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