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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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1606 Postal Rd Chester MD 21619

Chester, MD1606 Postal Rd

Price$625,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA2000122

  • Single Family
  • Address 1606 Postal Rd
  • Bathroom 5
  • Bedrooms 9
  • Square Feet 5128

Excellent business opportunity! 3 separate units currently used as apartments. Each unit is separately metered with private entrances, all have full kitchens and each has its own laundry. TC zoning allows a variety of uses. The perfect location, just off Route 50 and only minutes to the Bay Bridge make this exceptionally convenient. Property has ample parking and a 1.3 acre lot. Currently tenant occupied. Photos are only of unoccupied Unit C.

Listed by Merrie Louise Raynolds and Alexandra T Sears of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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 #21 Chester MD 21619

MLS Number MDQA2000244

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2602
  • Year Built 2020

The bright and elegant Severn home design includes over 2,600 square feet with 2 bedrooms, a spacious home office, 2.5 baths and a one car garage. Additional designer features added to this home are a cozy fireplace in the living area, a dry bar in the dining area, and access to the balcony from the owner's suite. Call today to find out the details and start living the life you want. Welcome to a new 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 can take advantage of the community's 24,000 sq. ft. clubhouse, a pool with tiki huts, 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 Zumba classes, yoga sessions, billiards 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. The building has elevator access, 1 car garage per unit, personal balcony facing open space and secure storage rooms. This floor plan features 3 bedrooms, 2.5 baths, home office with french doors and a balcony. Home includes a Gourmet Kitchen with stainless steel appliance package with gas cooking, quartz counterops in kitchen and owner's bath, luxury vinyl plank flooring in common areas and many other designer upgrades. Call today for your private tour.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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4000 Heron's Nest Way #34 Chester MD 21619
Pending

MLS Number MDQA148066

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2602
  • Year Built 2021

This Severn home design features 3 bedrooms and 2.5 baths and over 2600 sq. ft. of open living space and is available to move in fall 2021! The building has elevator access and key pad entry, 1 car garage and secure storage per unit, personal balcony facing open space. 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.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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321 Thomas White Blvd Chester MD 21619

Chester, MD321 Thomas White Blvd

Price$594,000

Est. Mortgage: $/month

Pending

MLS Number MDQA146810

  • Single Family
  • LocationType Corner Lot/Unit
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2137

Relax and enjoy all the beauty and amenities of Gibson's Grant this summer with this Langley under construction scheduled to be finished around July/August 2021. Placed on a corner homesite that will include a fenced in yard, this home will feature a beautiful kitchen with upgraded cabinetry and quartz counter tops. Additional features will include oak stairs, hardwood flooring and a bonus space over the garage and more!! Do not miss this final opportunity for new construction at Gibson's Grant. THIS HOME IS UNDER CONSTRUCTION. SOME PICTURES FROM PREVIOUS MODEL HOME. By Appointment Saturdays - Wednesdays between 11-5. Please email ahuff@kochhomes.com for information.

Listed by Jennifer Kenney of Koch Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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4000 Heron's Nest Way #31 Chester MD 21619
Pending

MLS Number MDQA147348

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2602
  • Year Built 2021

*Home is available to move in Fall 2021. 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. The building has elevator access, 1 car garage per unit, personal balcony facing open space and secure storage rooms. This floor plan features 3 bedrooms and 2.5 baths and over 2600 sq. ft. of open living space.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1000 Heron's Nest Way #301 Chester MD 21619
Pending

MLS Number MDQA147434

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Year Built 2020

*Start living on Island time! * Welcome to your beautiful new luxury condominium home or your second home with water views from your personal balcony. This third-floor end unit features 3 bedrooms and 2.5 baths and over 2600 sq. ft. of open living space, breathtaking upgrades as well as custom window treatments throughout. This unit also includes a one car garage and your own private and secure storage room This amazing home has never been lived in and is available for immediate occupancy. The building has elevator access, personal balcony facing open space. Run don't walk to your new home!! This amazing property is located in the premier active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with this beautiful luxury condominium. 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.

Listed by Robyn A Vitko of CENTURY 21 The Real Estate Centre

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

4000 Heron's Nest Way #21 Chester MD 21619

MLS Number MDQA147266

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2602
  • Year Built 2021

*This quick move in home is available to move in Fall 2021. The Severn home design offers 3 bedrooms and 2.5 baths and over 2600 sq. ft. of open living space with a personal balcony. The building has elevator access, 1 car garage per unit, and a secure storage room. 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 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: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1 Bayberry Dr Chester MD 21619

Chester, MD1 Bayberry Dr

Price$575,990

Est. Mortgage: $/month

MLS Number MDQA144038

  • Single Family
  • Address 1 Bayberry Dr
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 2597

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: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

326 Castle Marina Rd Chester MD 21619

Chester, MD326 Castle Marina Rd

Price$549,000

Est. Mortgage: $/month

MLS Number MDQA2000384

  • Single Family
  • Address 326 Castle Marina Rd
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3516

Live the Coastal Lifestyle at this resort style home located on the quaint eastern shore of Maryland. Kent Island is known for its shoreline culture and waterfront restaurants; you'll truly feel like you're on vacation every day! Invite over all of your favorite guests and soak up the sun poolside in your very own private in-ground swimming pool. This fully fenced-in back yard is expansive and perfect for all of your summer soirees. With over $150,000. worth of upgrades this home is sure to knock your socks off. Upon entering home you'll fall in love with the incredibly open floor plan and custom finishes. Hardwood floors dance effortlessly throughout the entire living space and upstairs. Love to cook? Come check out this gourmet kitchen suitable for all of your inner chef needs. The family room features floor to ceiling windows, a gas fireplace and views of the pool. The main level boasts the enormous primary suite, complete with a five-star rated bathroom including a jacuzzi tub, separate shower and dual vanity. The top level is nothing short of amazing with four large bedrooms, two full bathrooms and a Romeo/Juliet balcony over looking the pool. Love at first sight is possible, we'll prove it! From the comer lot orientation to the side loading garage to the cedar shake siding. Feeling adventurous? Castle Marina and a few restaurants are just a short walk away or grab your bicycle and jump on the Cross Island Trail just steps from your front door. The Cross Island Trail will take you directly to the Kent Narrows, The Narrows are known for its water front restaurants, local music, and good seafood eats. Come live your best life at 326 Castle Marina Rd…. we dare you! Call now for your very own private tour.

Listed by Jason P Donovan and Jonathan P Donovan of RE/MAX Leading Edge

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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1023 Dominion Rd Chester MD 21619

Chester, MD1023 Dominion Rd

Price$535,000

Est. Mortgage: $/month

Pending

MLS Number MDQA147518

  • Single Family
  • LocationType River
  • Address 1023 Dominion Rd
  • Bathroom 3
  • Bedrooms 3

Come and enjoy Nature's Beauty from your **Custom Built Waterfront** 3 Bedroom 2.5 Bathroom Cape Cod with Covered Front Porch and Attached 2 car Oversized Garage. You simply will not find a better floorplan that makes the best use of all the available space in any Cape Cod. Open floorplan on main level with spectacular views of Kirwans Creek. Amenities include Hardwood floors throughout the Main Level, Custom Kitchen with Granite Countertops and Ceramic tiled backsplash, Breakfast Bar, Recessed Lighting, and Stainless Appliances to include Built-in Microwave, Refrigerator w/Ice, and Electric Stove. Sliding Glass doors on Main Level exits to 28 X 14 rear covered deck with composite decking for all your entertaining and get togethers. Master Bedroom boasts 9ft ceilings and has Custom Master Bathroom with Ceramic tiled , oversized stand up shower, Separate room with comode and ceramic tile floor, Huge Walk-in Closet. and Large picture window that overlooks Kirwans Creek. Large 2nd Bedroom with Double Windows that overlook the water, Ceiling fan, and walk-in closet. Hallway Bathroom with Ceramic tile floor. Double Vanity w/Marble top, and Stand up tub/Shower surround. Laundry Closet on 2nd Floor with Washer and Electric Dryer. Attached 2 car Garage Oversized Garage with auto Door Openers & Remotes. Crawl space entry is located in the garage with plenty of headroom and dry storage space. Water treatment system is owned and conveys with the home. 10 X 15 Shed with secure storage in rear yard. Fire Pit and Picnic Table area. Freshly painted and ready for you to Move Right In! *****Contact Showing Time with 1 Hours notice to schedule your showing.*****

Listed by Jeffrey J Smith of RE/MAX Executive

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

127 Hopkins Rd Chester MD 21619

Chester, MD127 Hopkins Rd

Price$524,900

Est. Mortgage: $/month

MLS Number MDQA146656

  • Single Family
  • Address 127 Hopkins Rd
  • Bathroom 3
  • Bedrooms 4
  • Year Built 2021

One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Main level features a formal living and dining room as well as a spacious family room and table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extensions. Choose a two or three-car garage for this plan. Upstairs, two bedroom level plans accommodate 4 nicely sized bedrooms .

Listed by George M Bailey of Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

141 Switchgrass Way #43 Chester MD 21619

MLS Number MDQA2000256

  • Condo
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 1900
  • Year Built 2022

The stunning 4th floor Chester home design is loaded with designer options and includes 2 bedrooms, 2.5 baths, a home office, dry bar cabinetry package, fireplace and two entrances to the private balcony. The building has elevator access, keypad 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: 2.78% last updated on Jul 22, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 July 24, 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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