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Chester, Maryland is the second town you will come to after crossing the Chesapeake Bay Bridge into Queen Anne’s County. This town is also a part of Kent Island and is a seven square mile area. The town of Chester has a wide variety of housing choices to meet any real estate need you may have. There are lovely waterfront condos, townhomes, single family homes and luxury waterfront estates. This area also has all of the conveniences to meet all of your shopping, dining, retail and entertainment needs. There are several public boat launches and marinas for the boating and water sport enthusiast.
Latest Listings In Chester
Looking for a home on the Eastern Shore That Has Water Views and Awesome Sunsets...Here it is. Enjoy evening sunsets over the Eastern Bay in this Gorgeous 1 level Water ...
- 3 Beds
- 2 Baths
- MDQA2001156 MLS
This one owner home on 3.54 acres offers living room, kitchen/dining combo, den/office, 21x23 family room (converted from garage), 3 bedrooms, 2 baths and separate utilit...
- 3 Beds
- 2 Baths
- MDQA2000071 MLS
This quick move in home will be available Spring 2022. This home is filled with upgrades including a gourmet kitchen with white cabinetry, quartz countertops, stainless a...
- 2 Beds
- 2 Baths
- MDQA2000063 MLS
This quick move in home will be available in Spring 2022. This luxurious home will sit on a premium homesite backing to trees and features many designer upgrades. The cen...
- 4 Beds
- 3 Baths
- MDQA2000061 MLS
Say hello to this beautifully updated rancher featuring 3 bedrooms and 2 full bathrooms. Just freshly painted, and new carpet installed. The eat-in kitchen features oak c...
- 3 Beds
- 2 Baths
- MDQA2001194 MLS
This beautiful 2 bedroom, 2 1/2 bath **LAKEFRONT Condo is situated in the popular and well maintained **Water Oriented Community of Queen's Landing overlooking Lake Amlet...
- 2 Beds
- 3 Baths
- MDQA2001142 MLS
- Queens Landing Bldg.
Welcome to 105 Chessie Court in sought after Clayborne Woods on Kent Island! Just like the name, this community has a tucked into the woods feeling with trees left in pl...
- 3 Beds
- 3 Baths
- MDQA2001168 MLS
Welcome to 33-J Queen Anne Way located in the amenity rich community of Queens Landing on beautiful Kent Island. This sought after model offers not only two master bedroo...
- 2 Beds
- 2 Baths
- MDQA2001138 MLS
PLEASE CLICK ON VIRTUAL TOUR TO VIEW INTERACTIVE FLOOR PLANS**Stunning Town Home w/Pond Views**Freshly Painted Neutral Gray w/Hardwood on Main Level**Upgraded Kitchen w/R...
- 3 Beds
- 3 Baths
- MDQA2001146 MLS
The stunning Chester home design is loaded with designer options and includes 2 bedrooms, 2.5 baths, a home office, fireplace and two entrances to the private balcony. T...
- 2 Beds
- 3 Baths
- MDQA2001154 MLS
Lovely WATER privileged home offers resort-style living in Queens Landing boasting two bedrooms, two full & 1/5 baths. The bright and airy desirable open concept floor pl...
- 2 Beds
- 3 Baths
- MDQA2000200 MLS
You can be in your lovely single-family home by Thanksgiving and or Christmas 2021! Two bedrooms, two baths and half, plus an office, two-car garage, masonry/stone fenc...
- 2 Beds
- 3 Baths
- MDQA2000962 MLS
Beautiful four/five bedroom home in Southwind community with Bay views from almost every room. The home offers stacked crown molding and high celings, new carpet and ma...
- 4 Beds
- 5 Baths
- MDQA2001034 MLS
Beautiful QUICK MOVE IN HOME! Available October 2021. *Photos are of a model home and not the actual property.* Please schedule a walk through to learn more. Welcome to ...
- 2 Beds
- 2 Baths
- MDQA2000996 MLS
Protected waterfront on Cox Creek. Blue Heron II to be built. Personalize this home to your taste. 3 story with waterfront decks, luxury finishes, and more. Join us to en...
- 4 Beds
- 3 Baths
- MDQA2000488 MLS
TO BE BUILT. Build your dream home in the water-oriented community of Kings Ransom! The Hallmark model boasts gourmet kitchen with Granite counters & stainless steel ap...
- 4 Beds
- 3 Baths
- MDQA2000590 MLS
Close to everything Kent Island has to offer. Community has a pool and clubhouse and close to the Cross Island Trail. Move in ready with new paint and carpet. Nice outd...
- 3 Beds
- 3 Baths
- MDQA2000438 MLS
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 restau...
- 5 Beds
- 4 Baths
- MDQA2000384 MLS
Come, bring your home dreams alive! Waterfront lot on Kent Island on Kirwan Creek. Eighty-Seven Feet of water frontage on almost an acre, .70 acre lot. Public sewer a...
- MDQA2000248 MLS
The stunning 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...
- 2 Beds
- 3 Baths
- MDQA2000252 MLS
This Chester home design is a quick move in home and features 2 bedrooms, 2.5 baths, a dry bar, home office with french doors and a personal balcony accessed from the mai...
- 2 Beds
- 3 Baths
- MDQA2000242 MLS
This Magothy home design is a quick move in home and features 2 bedrooms, 2.5 baths, a home office with french doors, a cozy fireplace in living room, and a personal balc...
- 2 Beds
- 3 Baths
- MDQA2000240 MLS
3 bedroom, 11/2 bath colonial. Potential for subdivision....sellers also own two properties behind and will sell them to make the total acreage 1.89 acres for $475,000.....
- 3 Beds
- 2 Baths
- MDQA2000094 MLS
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 pe...
- 3 Beds
- 3 Baths
- MDQA147880 MLS
Beautiful WATERFRONT home situated in sought-after Queen’s Landing nestled on Lake Amletto! Spacious main level with gleaming hardwood floors throughout. Separate formal ...
- 2 Beds
- 3 Baths
- MDQA148070 MLS
Reduced to $308000 with $7500 carpet or closing credit to buyer! $7500 carpet or credit allowance .Light and bright 3-level Townhome with garage that backs to communit...
- 2 Beds
- 3 Baths
- MDQA148054 MLS
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 a...
- 2 Beds
- 2 Baths
- MDQA147706 MLS
NEW IN 2021-- Roof, sky lights, and Siding!! Plus 2 new decks, balcony's off of primary bedroom and family room! The 4 level home has it all. Location, location, location...
- 3 Beds
- 4 Baths
- MDQA147558 MLS
PLEASE CLICK ON VIRTUAL TOUR FOR INTERACTIVE FLOOR PLAN W/MEASUREMENTS AND PHOTOS**NEW FLOORING THROUGH OUT HOME**Brand New Carpet on Bedroom Levels**Engineered Flooring ...
- 3 Beds
- 3 Baths
- MDQA145728 MLS
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 livi...
- 4 Beds
- 3 Baths
- MDQA146656 MLS