Chester MD Real Estate & Homes for Sale

Queen's Landing - This 2 Bedroom 1.5 baths currently is occupied by a tenant and has been a great investment property. The unit overlooks the pond and is across the parking lot from the community tennis courts. Great location and community pool is wonderful overlooking the Chester River.

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. Your main level features a formal 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, plans accommodate 4 nicely sized bedrooms.

IN-LAW SUITE/COMMERCIAL!!! 4,227 sq feet Residential/Commercial Mixed Use Town Center. Public Sewer. A must see!! The main house has 5 bedrooms and 2.5 full bathrooms and 1 bedroom 1 bath full kitchen separate. Front rental is separately metered, currently rented residentially, is zoned for commercial use (TC Zoning). Great opportunity for a business or for someone looking for an in-law suite. From granite and stainless steel appliances in kitchen to upgraded bathrooms this open floor plan provides multiple living areas. Master bedroom has its own private full bath with soaking tub and separate shower. The third level has its own bedroom and living room!! Two car side load garage and extremely private deck. Vinyl fully fenced side yard and large front porch!! Don't miss this opportunity to purchase a property where you can offset your mortgage with a tenant or have your small business.

Just in time for summer to enjoy your fresh catch off your private pier! You will love the convenience, location, and waterfront lifestyle of this beautiful Chester home. Located along Cox Creek, this light-filled custom-built home features hardwood floors, an open main level floorplan, updated kitchen, attached 1.5 car garage, main level laundry, gas fireplace, and five bedrooms on the second level. The primary bedroom is complete with cathedral ceilings, an extra-large walk-in closet and Cox Creek views! The primary bathroom includes double vanities, soaking tub and separate shower. The large fifth bedroom with storage closet could be used as additional family room/rec space or home office. Enjoy entertaining on the large waterside deck or take in the peaceful views of Cox Creek while relaxing in the hot tub. The private, well maintained L-shaped pier includes an 8,000lb boat lift, floating jet ski dock, and manual kayak lift. St. Michaels and Annapolis are just a short boat ride away. Harbor View is conveniently located to Route 50 and the Bay Bridge, nearby shopping, dining, entertainment, parks and trails, Annapolis (17 miles), BWI Airport (35 miles), and Baltimore (39 miles). Easton/Oxford and St. Michaels are just 30/40 minutes away! This home is the complete waterfront package with something for everyone!

Welcome home to this adorable single family home in Harborview Community of Kent Island! Beautiful low maintenance engineered wood floors throughout. Open floor plan with sliding glass doors leading to large Trex deck and a fully fenced yard. Talk about wow factor...this large yard is perfect for entertaining or letting your pups run! Many upgrades inside and out...new 30 year 3 tab architectual shingle roof, new AC unit (2016), upgraded updated kitchen with brand new built in microwave, new well pump, new siding (2018) 3rd bedroom has been opened up as a spacious dressing suite--ideal as it is or quick and easy conversion back to a 3rd bedroom! Open living room with ceiling mounted projector is perfect for cozy movie nights! New privacy fence being installed this week!! Harborview is just two miles east of the Chesapeake bay Bridge- an easy commute to Annapolis or DC. Located just minutes away from the Cross Island Trail and all the Island has to offer! One acre field with pavilion and playground -Community events including Easter egg hunt and community picnic make this sought after community ideal!

This home is under construction and move in ready in 2022! 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 balcony accessed from the main living room. The building has elevator access, keypad entry, 1 car garage and secure storage room per unit. Call today to find out the details and start living the life you want. 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 soon take advantage of the community's 24,000 sq. ft. clubhouse, 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. *Pictures are representative of a model home as the actual home is under construction

This home is under construction and move in ready in 2022! 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 balcony accessed from the main living room. The building has elevator access, keypad entry, 1 car garage and secure storage room per unit. Call today to find out the details and start living the life you want. 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 soon take advantage of the community's 24,000 sq. ft. clubhouse, 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. *Pictures are representative of a model home as the actual home is under construction

This home is under construction and move in ready in 2022! 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 soon take advantage of the community's 24,000 sq. ft. clubhouse, 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. *Pictures are representative of a model home as the actual home is under construction

This home is under construction and move in ready in 2022! 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 soon take advantage of the community's 24,000 sq. ft. clubhouse, 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. *Pictures are representative of a model home as the actual home is under construction

Under construction and move in ready in 2022! The stunning Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, dry bar cabinetry package, fireplace and two entrances to the private balcony. The building has elevator access, 1 car garage and secure storage room per unit. 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. *Pictures represent a model home as this current home is under construction.

Under construction and move in ready in 2022! The stunning Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, dry bar cabinetry package, fireplace and two entrances to the private balcony. The building has elevator access, 1 car garage and secure storage room per unit. 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. *Pictures represent a model home as this current home is under construction.

Welcome Home to the Eastern Shore!!!Completely updated Rancher style home, in the sought after neighborhood of Harbor View, on Kent Island. This 1,221,sqft 3 bedroom , 2 bathroom rancher will NOT last long. Updated kitchen with center island and granite countertops throughout. New hardwood floors, carpet, roof, deck ,fenced in back yard , and all appliances , less than 2 years old. MOVE IN READY!!!!! PRICED TO SELL!!! The neighborhood offers a local park, and over 5 miles of road for casual walking and biking for the whole family. Perfect home and perfect location right off RT 50 and less than 3 miles from the Bay Bridge. DON'T MISS OUT!!!!!!!

GORGEOUS TOWNHOME WITH WIDE OPEN CONCEPT *** RECENT REMODELING COMPLETED ***LIVING ROOM AREA OPENS TO ENCLOSED SUNROOM WITH 3-PANE OVERSIZED SLIDING GLASS DOORS FACING WOODED YARD *** CROWN MOLDING AND BEAUTIFUL SPANISH STYLE PORCELAIN TILE THROUGHOUT FIRST FLOOR*** NEW KITCHEN CORIAN COUNTER TOPS AND NEW SINK *** 2 MATER BEDROOMS ONE WITH RECENTLY REMODELED BATH *** SECOND FULL SIZE BATH *** NEW WINDOWS AND WINDOW FRAMES THROUGHOUT THE TOWNHOUSE ***THIS HOME HAS THE LOOK OF A PROFESSIONAL DESIGN AND DECORATOR**** COME AND SEE THIS AMAZING HOME IN A GREAT WATER FRONT COMMUNITY**** WALKING / BIKING DISTANCE TO KENT ISLAND CROSS ISLAND TRAIL *** CHECK OUT THE POOL AND CLUBHOUSE ON THE WATER !!! THE SQUARE FOOTAGE MAY BE INCORRECT , IN THE MLS , BASED ON THE SUNROOM BEING OPENED UP AND INSULATED AFTER THE ORIGINAL BUILD DATE, IT MAY BE APPROXIMATELY 128 SQ FEET LARGER THAN INDICATED IN THE MLS *** CALL LISTER TO SHOW BEFORE ITS GONE!!! RESIDENTS OF QUEENS LANDING CAN PURCHASE BOAT SLIPS BETWEEN 12,500.00 - 22,500.00

ONLINE AUCTION: Bidding begins 05/31 @ 10:00 AM. Bidding ends 06/02 @ 12:10 PM. List Price is Suggested Opening Bid. Lovely 2 Story Colonial House ready to be made beautiful again located in the Chester area. MINUTES to many marinas & the numerous destinations along Route 50. Easy Drive to all the attractions located in Kent Island & St. Michaels. Easy Access to Major Traffic Artery Route 50. Property is Vacant. Deposit: $25,000. For full Terms and Conditions contact the auctioneer's office.

Gorgeous, waterfront home located in the community of Bayside. Bayside is known for its breathtaking shoreline along the beautiful Chester River and incredible community amenities such as a private pool, tennis courts, gym, clubhouse, etc. This kitchen is sure to impress your guests, boasting granite countertops, shaker-style cabinets, stainless steel appliances, and an expansive kitchen island. Hardwood flooring dances throughout the main living space complete with a lovely fireplace for those cozy winter nights and 180-degree views of the marina. This enormous master suite is equivalent to five-star hotel living with its walk-in closet, elegant en suite bathroom, and private balcony overlooking the Chester River. Call today to schedule your very own private tour!

This Quick Delivery Barbuda home will be move in ready by late summer 2022! 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. *Photos are of similar home as this home is to be built.

*BACK ON THE MARKET* Buyer got cold feet. Four bedroom one bath rancher in Chester MD. All major work has been done within the last 5 years. NEW furnace, A/C, Roof, gutters, insulation, sump pump, kitchen, bathroom, washer/dryer, Garage Door, reverse osmosis water filtration system, and paint. This four bedroom / one full bath ranch home is perfectly situated on a premium, .44 acre level lot. 1492 square feet spread over one level. No stairs to contend with. Open floor plan, hardwood flooring throughout and an attached oversized garage with large work bench only adds to its appeal.

IMMEDIATE MOVE-IN HOME - No waiting on new construction to move into this popular community. Please schedule a walk-through to learn more. Two bedrooms, two baths and half, plus an office/rec room or bedroom usage if needed, two-car garage, masonry/stone fenced backyard with stainless steel built-in grill. This open floor plan formal dining room, kitchen with eat-in kitchen area and family room allow for fun entertaining with a large island and plenty of counter space. This space opens to a sitting area on the screened-in patio to the masonry/stone-fenced backyard... great for entertaining. Enjoy this gourmet kitchen with gas cooking, a tile backsplash and granite countertop, and a spa walk-in shower. It's located in the well sought-after active adult 55+ community and within walking distance to the popular Maryland Chesapeake Bay. You will be within 45 miles of Washington DC and Baltimore. The charming atmosphere of the Four Seasons at Kent Island is perfect for tranquil evening walks, a casual bike ride, local shopping, and Maryland's best seafood restaurants. This resort home is family and pet-friendly and full of fun amenities. You will soon be able to take advantage of the community's 24,000 sq. ft. clubhouse with, indoor and outdoor pools, billiards, a ballroom, and a state-of-the-art fitness center. 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 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. Schedule an appointment tour today!

The Seahawk is a stunning waterfront home designed to take advantage of the waterfront views. Take care of two dreams at once with building a new home and living on the waterfront. You also can build a pier with permit a 108 feet of waterfront. This home has a open floor plan on the main level and the floor plan, really cant get much better then this one for waterfront. Great location central to shopping, church, bay bridge and at the same time feel like you got away from it all! (See current builders plans for price out and up grades, Lot to be purchased separately see Bright for listing) Upgrades are available throughout the home including a gourmet kitchen, sunroom, a flexible room that could be a home office, first floor master, or in-law suite, and decks on every level. The plan starts at 2,755 sq. ft. with options to expand up to 4,425 sq. ft. up to 5 bedroom and 5 baths possible. The Seahawk allows you to choose from multiple second floor layouts to personalize the home for your family. An optional 3rd floor loft and deck provides even more space for entertaining or just enjoying a quiet sunset or nature on the river.

Renovated 3 bedroom, 2 bath rancher situated on large lot. Primary bedroom with attached bath. Open floor plan with upgrades throughout. Kitchen and dining features granite counters, stainless appliances and pellet stove. Large screened porch and covered front porch for outdoor living space. Bonus room / Rec room could be 4th bedroom or converted back to a two car garage. Too many features and upgrades to list! Must see to appreciate!

TO BE BUILT! It's not easy to find an affordable new WATERFRONT construction at this price. Take advantage while you can. Choose from 1 of 3 different floorplans and elevations to suit your taste and needs. She additional pictures the different floorplans and elevations. The home boasts a gourmet kitchen with granite tops and stainless steel appliances. You'll love the spacious master suite with full bath and generous closet space. This 0.7 acre waterfront lot backs up to Kirwans Creek. A new owner can build a pier or the home is located in close proximity to a community marina, beaches, playgrounds and boat launches! Kings Ransom is conveniently located to restaurants, shopping, and the Bay Bridge. The additional pictures may represent certain builder options and upgrades. Listed price is inclusive of lot price, house base price and estimated engineering, site work, permits and utility connections (lot finishing costs). The lot is also listed in the land section with MLS number MLS# MDQA2002722

Under construction and move in ready in 2022! The stunning Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, dry bar cabinetry package, fireplace and two entrances to the private balcony. The building has elevator access, 1 car garage and secure storage room per unit. 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. *Pictures represent a model home as this current home is under construction.

End Unit alert! Need space? Here it is ! *2200 sq ft ,One of the biggest units in Queens Landing overlooking the Lake. Recently painted and brand new carpet.Spacious kitchen with stainless steel appliances, gas fireplace and deck to enjoy the summer breeze. 3 spacious bedrooms upstairs and 1 additional bedroom in lower level. Plus 2 full and 2 half baths. Plus a 1 car garage. This home is ready for your finishing touches to make this house your home! Get in before summer to take advantage of the community amenities: Tennis, Pickleball, Private Marina, waterfront pool, clubhouse, recreation room, Fitness center, indoor racquetball, Kayak launch and a waterfront walking path. Queens Landing is a waterfront community that makes you feel like your on vacation on year around!

Great location & loads of potential for this over half acre lot only 1 block from Crab Alley Creek. Mature fruit & other trees on large lot with access from Church Street or Dominion Lane. House is most likely a teardown but lots of room to expand. Waiting on Health Dept to design replacement septic for a replacement house. By appointment only. Owner to have the majority of the debre on property removed before settlement. Sold As Is. All offers considered.

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 enjoy the Eastern Shore lifestyle just 10 minutes to the Bay Bridge.