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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 Rd Chester MD 21619

Chester, MD1700 Piney Creek Rd

Price$3,500,000

Est. Mortgage: $/month

Pending

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 Marisa A Mullins of The Hogans Agency

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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2012 Chester Rd Chester MD 21619

Chester, MD2012 Chester Rd

Price$3,400,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA145218

  • Land
  • Acreage 105

Gorgeous water views, stunning wetlands and farmland! Easy commute to Washington DC, Baltimore, MD, Philadelphia PA. and other major cities on the East Coast! This parcel of land, situated on Marylands Eastern Bay, is 105 pristine acres located on Kent Island. Comprised of 10 separate lots, we are selling as "one" parcel allowing buyer to execute and create their vision on one of the few remaining and available parcels of land of this size! Perfect for building your dream home, family compound or developing into a new subdivision, there are multiple opportunities to consider! Perc studies have been completed, and SDA plan submitted to Queen Annes County May 2020. Plan is included in documents in listing. Multiple meetings with county planning and zoning and health department with preliminary discussions indicating potential for re - subdividing existing lots.

Listed by Joseph A Petrone of Monument Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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: 2.8% last updated on Jul 29, 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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208 Barren Ridge Rd Chester MD 21619

Chester, MD208 Barren Ridge Rd

Price$995,000

Est. Mortgage: $/month

Pending

MLS Number MDQA2000274

  • Single Family
  • Address 208 Barren Ridge Rd
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3271

Still time to enjoy the summer fun in this amazing waterfront custom home. Flat lot on Cox Creek with 4+MLW, sandy beach, living shore line, 150' pier, large maintenance free deck and easy access to the Bay Bridge. This main level features an open floor plan with first floor master suite & ensuite bath, hardwood flooring, gourmet kitchen with 42" soft-close cabinetry, granite, stainless steel appliances, glass tile backsplash, gas fireplace in the family room, separate dining room, office with glass doors and bay window, laundry/mud room and half bath. The unique upper level offers three bedrooms, a full bath with granite countertops and dual sinks, second office, and huge bonus room (could be turned into a second master suite if needed). This floor plan is sure to impress. Owner has just painted the entire house, added a glass tile backsplash, replaced the refrigerator & lighting fixtures and installed new carpeting. A must see!

Listed by Kathryn A Langsner of Coldwell Banker Realty

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%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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$849,900

Est. Mortgage: $/month

MLS Number MDQA147374

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

This amazing 3.07-acre property is the second largest lot in Southwinds with stunning water views to the East and West. The large and private front porch entrance brings you inside this home to the foyer where your eyes are drawn to the stunning views of the eastern bay! Connected to the front porch is another porch that is screened-in for relaxing and catching both stunning sunrises and colorful sunsets! Sitting at the dining room table you have both east and west views of the water! The massive kitchen with eat-in table space is perfect for entertaining. This home features soaring 22' beamed ceilings with a massive palladium window in the family room looking out to the Eastern Bay! Nothing better than the Zen life-style of amazing water views. Nestled among beautiful crape myrtle trees on a massive lot, you have privacy, ambiance, and room to expand. This home is a perfect match for a discerning buyer who is looking to put their touch on this amazing property and bring it too to a Million Plus home.

Listed by Catherine W Chapman of Signature Home Sales, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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

Pending

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, a backwashing neutralizer, and a sulfur drip system with a sediment filter. The system installer will provide a complimentary appointment to show the new owner how to maintain and options for his company to service the system. Lastly, if a 4th bedroom is a concern, a contractor recently provided an estimate of $7,500 to convert the loft into a 4th bedroom.

Listed by Reen Duvall Waterman of Taylor Properties

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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301 Thomas White Blvd Chester MD 21619

Chester, MD301 Thomas White Blvd

Price$730,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2000410

  • Single Family
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2799
  • Year Built 2014

Welcome Home to Gibsons Grant on Kent Island!!!! This meticulously cared for Coastal Style home is only 7 years new and shows like a model. The WOW factor hits you the minute you walk through the door and rest your eyes on the detail of the custom architectural moldings and finishes, as you make your way into the main living area you will find stacked stone floor to ceiling fireplace with mantel and hearth open to the gourmet cooks kitchen with granite and top of the line stainless appliances, dual wall ovens, 5 burner gas cooktop and the center Island that can spaciously seat 8+ people or host a humongous charcuterie & cheese board spread. This models layout is so great for entertaining, with an open floor plan, the sun filled formal dining that has windows that go from floor to ceiling capturing all that natural sunlight, custom window treatments are included. Walk out to your private fenced backyard, just big enough for a small garden with the essentials for summertime BBQ's on the deck. The builder put as much care into the crawl space as the rest of the home. Interior access down the regulation staircase leads you into a crawl space that is conditioned and dry. You can store just about anything you want down there. The upper level has the spacious primary suite you'd expect with trayed ceilings, dual walk-in closets, soaking tub with jets, tiled shower and a dual vanity, it will be your sanctuary! The two other bedrooms and a full bath are also on that level along with the laundry. The third level is where you find the "Sky Basement/ Bonus Room. It is separately conditioned and the multiple choices are yours on what you want to use it for, crafts, hobbies, gym, game room or even an extra guest room. The oversized 2 car garage even has that WOW factor, with the painted floors and an extra storage area. This community has so much to offer with its 2 pools, massive indoor clubhouse meeting and party venues, very well equipped gym, EZ water access for your SUP and Kayaks on the Macum Creek, the Cross Island Trail just outside the community will take you to Beaches , Parks, Restaurants, Dock Bars Schools and more EVERYONE KNOWS THE MARKET IS HOT SO DON'T DELAY AND MAKE THAT APPOINTMENT TODAY!!!!!!!

Listed by John R Cary and Julie M Cary of Rosendale Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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!!!

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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 Claiborne St Chester MD 21619

Chester, MD120 Claiborne St

Price$669,900

Est. Mortgage: $/month

MLS Number MDQA2000526

  • Single Family
  • Address 120 Claiborne St
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2412

Enjoy Coastal Living in the Waterfront Community of Gibsons Grant. This Gorgeous 3 Bedroom, 2.5 Bathroom Open Concept Home Features Custom Wrap Around Porch ( Few in Community!) Newly Built Four Season Room w. Shiplap Ceiling (2020), Deck w. Custom Pergola (2020) & Large Stone Patio. This Professionally Landscaped Backyard will Impress Your Toughest Critic! Coretec Plank Flooring on Main level & Hardwood Throughout. Home Exterior Freshly Painted (2019) Plantation Shutters Throughout. Shiplap Accent Wall in Family Room. Open Kitchen w. Stainless Steal Appliances, New Dishwasher (2020), Granite Counter Tops. All Bedrooms & Laundry on Upper Level. Easy Access to Crawl Space w. Ample Storage Space! Take Advantage of the Resort Style Community Amenities; Pool, Gym, Fishing Pier, Covered Pavilion w. Fire Pit & Children's Playground.

Listed by Kelly Elizabeth Glen of KW Metro Center

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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141 Switchgrass Way #44 Chester MD 21619
Pending

MLS Number MDQA2000258

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2602
  • Year Built 2022

The stunning 4th floor Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, a home office, dry bar cabinetry package, fireplace and two entrances to the private balcony. The building has elevator access, key pad entry, 1 car garage and secure storage room per unit . Available for delivery winter 2022 and just a short walk or drive to the incredible 24,000 square foot owner's clubhouse opening summer 2022! Welcome to a new active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with new single-family homes and condominiums. Discover an amenity-filled, resort-style experience less than 25 miles from Annapolis and within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse, indoor and outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site, Four Seasons at Kent Island also features a well-maintained calendar of activities and classes from yoga sessions, to paddle boarding or walking club. 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. 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. Call today to find out the details and start living the life you want.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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$645,000

Est. Mortgage: $/month

MLS Number MDQA147880

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

Beautiful 2 story home in Gibson's Grant! Located in a private Cul-de-sac with water views! Built in 2015 this home Shows like New! This 2,148 square foot home is the perfect size and features an Open floor plan with Gourmet Kitchen and Upgraded options that include Stainless steel appliances, Gas stove, Hardwood floors, 9 foot high ceilings, Crown molding, Paneled wainscot, Gas Fireplace, Recessed Lighting, Ceiling Fans, Composite decking, Vinyl railings and Fire suppression ( sprinkler ) system! Need to work from home? The main level office with French doors and bright sunny windows is perfect! When you're done working, Walk out to the side porch for grilling and relax on the Brick patio below. Three bedrooms upstairs include a large Master suite with Walk in closet and En Suite bath. Large private second story deck off the Master suite overlooks the treetops and sunset behind the home. Enjoy the water views from the two front bedrooms windows. Under the home there is a Conditioned Crawl space, high enough for storage is a great bonus and easily accessible from inside stairs! Outside the detached two car garage features even more room for storage of your bikes, kayaks or other items! Enjoy the community amenities this summer, Outdoor pool, Community pier, kayak launch and walking trails. Rare opportunity to be in this private corner of Gibson's grant! Easy access to route 50 and mere minutes to the Bay Bridge! Call today for your showing!

Listed by Cornelia Fallon of Coldwell Banker Waterman Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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 August 1, 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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