Chester MD Homes For Sale

Chester MD Homes For Sale

View all the homes for sale in ChesterMD at a median listing home price for all budget. See pricing and listing details of Chester real estate for sale.

Chester MD Homes For Sale

3 Beds 3 Baths
**Island Living Awaits You - Immediate Move-In Available!**Seize the Summer - Your Dream Condo Awaits!** Escape to the idyllic island life this summer and make your move now – no need to wait until 2024! Discover this stunning and meticulously maintained condo nestled in the prestigious "Four Seasons at Kent Island," a vibrant 55+ community located in picturesque Chester, Maryland. **Luxurious Space** This exceptional corner unit offers three generously proportioned bedrooms and 2.5 bathrooms, providing the space you've always dreamed of. **Gourmet Kitchen** The heart of this home is its top-of-the-line kitchen, boasting upgraded cabinetry, exquisite granite countertops, and high-end GE Profile stainless steel appliances. Delight in the convenience of a propane-powered cooktop and revel in the elegance of Moen faucets and fixtures throughout. **Unwind on Your Private Balcony** Step out onto your expansive 16 x 12 private balcony accessible from both the living room and the owner's suite. Here, you'll be treated to breathtaking vistas of the tranquil nature preserve, Macum Creek, and seasonal glimpses of the majestic Chester River. **Owner's Suite Oasis** The luxurious owner's suite features a spacious sitting area, not one but two walk-in closets, and an en-suite bathroom. Meanwhile, the opposite "wing" offers two more well-appointed bedrooms, complete with jack-and-jill bathrooms and their own walk-in closets. **Modern Comforts** Additional highlights of this exquisite condo include a sizable laundry room, a convenient powder room, an electric fireplace, and Low-E windows fitted with custom Hunter-Douglas blinds, ensuring ample natural light filters through. Luxury Vinyl planks make for easy cleaning and allergen-friendly living. **Resort-Style Amenities** Beyond your doorstep, the award-winning waterfront clubhouse and its amenities beckon. Enjoy a 450' pier extending into the Chester River, a state-of-the-art fitness center, indoor and outdoor swimming pools, a canoe and kayak launch, scenic hiking and biking trails, and more! **Ideal Location** The central location is perfect for exploring nearby towns and cities, including Annapolis, Baltimore, Washington D.C., Easton, Delaware, and Ocean City. Savor delectable meals at multiple award-winning restaurants, indulge in prime shopping, and relish easy access to the renowned Chesapeake Bay. Your Island Lifestyle Awaits! Don't miss your chance to own a piece of this waterfront story. Arrange your personal viewing of 4000 Heron's Nest Way #34. Let's turn this property into the next chapter of your life.

4000 Herons Nest Way Unit #34, Chester

Listing courtesy of Realty Navigator. Contact: (410) 643-3404

5 Beds 3 Baths
This is the waterfront dream home you’ve been waiting for! Are you looking for expansive bay views from your forever home or second home on the Eastern Shore? This 5 BR, 2.5 BA property with 110 feet of rip rapped waterfront delivers with 2.9 manicured acres (one of the largest lots in the community!) in the serene upscale community of Southwind. You will enjoy this secluded setting with wide sweeping water views surrounded by Crab Alley and Eastern Bay. Just steps down the back yard is the six-foot wide pier with both boat and jet ski lifts and a gorgeous custom salt-water pool surrounded by a pristine paver patio and walkways. Enjoy boating, jet skiing, fishing, crabbing or just relax on the pier and enjoy your morning coffee as you soak in the sunrise! The backyard oasis includes screened porch, two-level Timber Tech decks and waterside fire pits set up for bay view entertaining and fun, fun, fun! This gem has been lovingly cared for every step of the way and is in pristine condition with a major remodel in 2015. This is a rare opportunity and the first time this property has been on the market. Marvel as you enter into gleaming blonde hardwoods throughout the first floor and upstairs hallway of this 3,718 finished square foot home. Seven rooms on the water side have wide open views of the bay! The foyer features an 18-foot ceiling and 9-foot ceilings throughout the first floor including living, dining, breakfast room, kitchen, bathroom, and office/bedroom. There is a wood burning masonry fireplace flanked by custom built-in bookshelves to enjoy in the chilly winter months. The 1.6-acre communal easement immediately adjacent to the left of the home insures you will have no neighbor to the left adding to the secluded setting. The community of Southwind also offers a boat launch, boat storage, waterside tennis or pickle ball courts, basketball court, waterfront club house for events and year round activity calendar, walking trail with a pair of nesting bald eagles and much more! Close to prime shopping and dining, yet privacy abounds in this upscale neighborhood. Want to go to restaurants by boat? This location is a short boat ride to the Narrows and St. Michaels! Kent Island’s expansive Cross Island Trail with miles of biking, running, and walking trails provides endless opportunities for locals to enjoy all the island has to offer! This is a MUST SEE!

2861 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

3 Beds 4 Baths
Welcome to Eastern Shore living at Bayside! This meticulously cared for three level water-view townhome overlooks Northeast Bay and the Chester River. Amazing open-concept floorplan allows for plenty of room to entertain indoors or outdoors. Main level boasts wood floors, rich paint, custom moldings, plantation shutters, gas fireplace, recessed lighting, and more. Bright and airy kitchen to include white cabinets, sleek appliances, granite counter-tops, paint, and lighting/fixtures. Enormous Primary Bedroom with private deck/balcony, large walk-in closet, and spa-like bathroom. Second bedroom suite with private bathroom and large closet. Third bedroom/loft has views of the Bay, vaulted ceiling, walk-in closet and private bathroom. Two tiered deck to take advantage of the magnificent views. Both HVAC systems replaced in 2017. Amazing community amenities that include, Clubhouse, tennis courts and outdoor pool! Walking distance to two local restaurants marina. Your boat can be just steps away! Close to area bike and walking trails. This is the place to enjoy all that Kent Island Living has to offer! Five miles away from waterfront restaurants such as: Libbey’s, The Narrows, Bridges and the Jetty, among others. Do not miss the opportunity to purchase a vacation style home located only 17-miles from Annapolis, 46-miles from Washington DC and 60-miles from Baltimore. Condo fees cover full time on-site management, reserve funds, master insurance policy, exterior building maintenance (roof, siding, crawl spaces), amenities, all landscaping, trash, snow removal, road/parking lot maintenance.

915 Auckland Way, Chester

Listing courtesy of Keller Williams Flagship of Maryland. Contact:

3 Beds 3 Baths
Welcome to 2015 Stevens Drive!! Tucked away right off Route 50, this beautiful 3-bedroom, 3-bathroom split foyer home in Chester, Maryland, is a wonderful opportunity to enjoy comfortable living in a peaceful and welcoming community. Arriving to the property, you are greeted by a well-maintained front yard with lush greenery and raised flower beds, the split foyer design gives the home a distinctive look, with a welcoming front entrance. As you enter the home, in true split foyer style, you are greeted by stairs leading to the main level, as well as the lower level. Upstairs on the main level, you will find yourself greeted by a beautiful spacious, living room featuring large windows and a sliding glass door that leads to the outside deck, that allows plenty of natural light to stream in. The open floor plan seamlessly connects the living area to the dining space and kitchen, making it an ideal space for entertaining family and friends. The kitchen is equipped with modern stainless steel appliances, ample cabinet space, and a convenient breakfast bar perfect for morning coffee. The dining room features another siding glass door that provides access to the deck that has perfect views over the back yard and is the perfect spot to BBQ and relax. The large owners suite boast tons of living space and large ensuite with walk in shower, making it the perfect peaceful retreat. A second bedroom and full bathroom finishes off the upstairs living area. Heading downstairs to the lower level, you will discover a versatile and cozy family room, ideal for movie nights or just relaxing. This level also features the third bedroom, perfect for a home office, guest room, or a growing family. A third full bathroom on this level adds to the convenience. A laundry room and storage room are also located on the lower level, as well as the mechanical closet. Stepping outside through the sliding glass door into the backyard, onto the raised patio, unwind in the hot tub after a long day or sit inside the screened-in area an excellent space for outdoor dining, barbecues, or simply enjoying the serene surroundings. The backyard offers ample space for gardening, play, and relaxation. Don't miss this perfect opportunity.

2015 Stevens Dr, Chester

Listing courtesy of Keller Williams Realty Centre. Contact: (410) 312-0000

3 Beds 2 Baths
This one-level Rambler, located in a waterfront community, sits on .739 acres and has a water view of Crab Alley Creek. This home has no HOA and offers 3/ bedrooms, 2/ full baths, a living room, a family room with a wood-burning fireplace, an eat-in kitchen, and an oversized attached garage. The primary bedroom offers luxury vinyl plank flooring and a closet organizer system. The primary bedroom has tile flooring with a tile surround shower and a deep jetted tub. The hall full bath has new vinyl flooring and houses the washer and dryer. The other 2/ bedrooms offer large space and nice-sized closets with carpet flooring. The living room has plank flooring with recessed lights and is a nice open space. The kitchen offers all-new stainless steel appliances, as well as new granite countertops with a breakfast bar. The family room offers a large open space to entertain with a wood-burning fireplace, recessed lights, a ceiling fan, and a side entrance. Saving the best for last, the garage! This garage edition was built in 2019 and is 32 x 40, with a 14' ceiling. The garage features (2) 10 x 10 separate doors,100 amp sub panel, is pre-wired for A/C and a car lift, 20amp receptacles throughout, and has (3) welding outlets. This is perfect for a mechanic, car enthusiast, or for storing your boat!! A private deep well, septic system was installed in 2018 with the new MD environment-compliant Norweco nitrogen-reducing system. A new roof and siding was completed in 2019. The central A/C is a 2.5-ton Goodman dual-fuel heat pump with a propane furnace and insulated ducting installed in 2011. Kent Island Heritage Society preserved farmland surrounds the neighborhood. This property is 1 mile from 2 public boat landings. By boat, you will be minutes to Kent Narrows, 30 minutes to St. Michaels, and only 45 minutes to Annapolis. This home will not disappoint, add it to the top of your list and come see for yourself!

205 Newtown Rd, Chester

Listing courtesy of RE/MAX 100. Contact:

3 Beds 3 Baths
***Sellers have found their home of choice! Bring us an Offer!*** Welcome to Queens Landing in charming Chester, MD! This wonderful 3-level townhome boasts elegant Spanish-style architecture and is one of the most spacious models within the community. **Key Features** **Brava Model with expansive 12x26 Loft: Enjoy the luxury of an expansive loft space, perfect for a home office, entertainment area, or additional living space. This unique feature adds versatility and ample room to tailor to your lifestyle. **Remodeled Kitchen: The heart of this home features a thoughtfully remodeled kitchen with a pantry, Corian countertops, and wainscot detailing. Functionality meets aesthetics for an ideal culinary experience. **Freshly Painted (2023): Step into a home that feels 'new' with a fresh coat of paint that enhances the ambiance and offers a blank canvas for your personal touch. **Plantation Shutters, High and Vaulted Ceilings: Adorning the windows, plantation shutters add a touch of sophistication while allowing you to control natural light. The vaulted ceiling in the Primary Bedroom creates an airy and open atmosphere. **Modern Upgrades: Benefit from recent upgrades including HVAC replacement in 2019, washer/dryer replacement in 2022, and a roof replacement in 2019. These essential updates ensure your comfort and peace of mind. **Flooring: Aesthetic meets functionality with stone, ceramic tile, laminate, and carpet flooring throughout the home. **Ample Storage: Discover convenience in the form of four built-in outdoor storage closets, as well as well-designed storage spaces within the condo. Organize with ease. **Views: Partial river views grace the main level's covered and tiled patio, as well as the inviting deck connected to the Primary Bedroom. Serenity and natural beauty are just outside your doorstep. **Large Loft area doubles as a 3rd Bedroom! **Convenience and Proximity to the Surrounding Areas: Approx. 3 miles and the Bay Bridge opens up seamless opportunities for travel, shopping and exploration. **Community Amenities: Experience waterfront-style living with access to a range of amenities including a clubhouse, pool, gym, tennis courts, marina, boat slips, and a picturesque jogging/walking path along the serene Chester River. Every day is an opportunity to indulge in a variety of recreational activities without leaving the comfort of your community. This condo in Queens Landing offers not just a home, but a lifestyle enriched by modern comforts, scenic beauty, and a thriving community. Don't miss your chance to be a part of this remarkable living experience.

12 Queen Anne Way Unit #D, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

3 Beds 2 Baths
Live in the resort-style community of Queen’s Landing! This WATER privileged end-unit home offers three bedrooms and two full baths on the main level, a loft, and multiple outdoor living opportunities to view the marina and watch spectacular sunsets. Enjoy numerous community amenities including a marina, swimming pool on the Chester River, tennis/pickle ball courts, clubhouse with social room, waterfront walking path, exercise room, and racquetball. The welcoming interior is introduced by beautiful glass panel doors with flanking windows illuminating the neutral color palette and hardwood floors. The spacious open concept living, dining, and kitchen provides unparalleled convenience combined with casual comfort and elegance from a soaring vaulted ceiling and skylights. Prepare your favorite recipes in the kitchen appointed with warm toned shaker cabinetry, recessed lighting, and solid surface counters with iridescent flecks evoking feelings of sand and sea. Retreat to the primary bedroom highlighting a walk-in closet, access to the full bath, and a sliding glass door to the patio. Two additional generously sized bedrooms and a full bath conclude the interior. The upper level loft is a cozy haven featuring a wood-burning fireplace, built-in bookcase, and balcony overlooking the marina. Enjoy being minutes from a multitude of shopping, dining, and entertainment options as well as the Cross Island Trail.

2 Queen Victoria Ct, Chester

Listing courtesy of Northrop Realty. Contact: (410) 465-1770

3 Beds 3 Baths
The Severn model is a spacious and airy 3 bedroom, 2.5 bath end-home unit boasting an expansive open floor plan with over 2600 square feet of luxurious living space. This home features a lavish gourmet kitchen and dining area, a huge great room with sliding door access to a large corner balcony. The centerpiece kitchen is equipped with GE Profile appliances and gas stove top, granite counters, an oversized kitchen island, and custom backsplash. The fantastic owner's suite has an adjoining sitting room with access to the balcony, an extravagant owner's spa bath and 2 walk-in closets. Two large secondary bedrooms are located in a separate wing of the home and each features a walk-in closet and share a Jack and Jill bath. Additional feature include a separate laundry room and powder room. There are ten closets and 18 windows in this unit. Plenty of storage space. Plenty of light. This home also has a personal garage with adjoining driveway/parking space and a generously sized storage room accessible just a few short steps from the elevator, in addition to a secure front entrance and a luxury community room in the building for resident use. This unit is just a short walk to resident kayak racks with launch access to Macum Creek. ***** FURNITURE INCLUDED, BUT MUST DISCUSS DETAILS WITH AGENT***** ***** KEEP IN MIND THIS SEVERN MODEL, WITH OVER 2600 SQUARE FEET OF LUXURY LIVING SPACE, IS THE LARGEST OF ALL THE CONDOMINIUM DESIGNS AT FOUR SEASONS KENT ISLAND AND IS AVAILABE TO YOU NOW. PRESENTLY, THERE IS A 9-10 MONTH WAIT FOR THE COMPLETION OF NEWLY CONSTRUCTED SEVERN MODELS, BUT THIS GORGEOUS END UNIT IS MOVE-IN READY AT A MUCH LOWER PRICE WITH PLENTIFUL HIGH-END DESIGNER FEATURES AND UPGRADES ALREADY INCLUDED***** Brand New 24,000 Square Foot Clubhouse with Stunning Chester River Views! Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, electric and wood burning fire pits, tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickleball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. In addition to the weekly and monthly activities, residents can enjoy crab feasts, oyster roasts, and holiday gatherings throughout the year. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis (17 miles), DC (45 miles), Baltimore (45 miles), and BWI (30 miles). Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by endless views of the Chesapeake.

3000 Herons Nest Way Unit #24, Chester

Listing courtesy of RE/MAX Executive. Contact: (443) 274-1900

3 Beds 2 Baths
For Sale and For Rent... Welcome to this stunning property that seamlessly combines modern upgrades and convenience in a desirable location. This thoughtfully renovated 3-bedroom, 2-full bath home provides a comfortable and stylish living experience. With numerous updates completed in 2018, including the HVAC system, kitchen, roof, and the addition of a new septic system in 2019, this home is move-in ready and sure to impress. Upon entering, you'll be greeted by a well-designed floor plan that caters to easy living. The spacious and inviting kitchen is truly a showstopper, boasting modern appliances, beautiful countertops, and ample cabinetry. Whether you're a culinary enthusiast or simply enjoy gathering with loved ones, this gorgeous kitchen is sure to be the heart of the home. Parking will never be an issue here, as the property offers plenty of space for multiple vehicles. Additionally, the expansive yard provides a delightful oasis for outdoor activities, gardening, or simply unwinding in nature. Situated just 2 miles off Route 50, this home offers a convenient commute to the vibrant cities of Annapolis, Easton, Baltimore, and Washington, D.C. Whether you're heading to work or looking for entertainment options, you'll appreciate the easy access to these bustling destinations. The living room is both cozy and modern, featuring an electric fireplace that adds warmth and charm to the space. The vinyl plank floors not only enhance the room's aesthetics but also provide durability and easy maintenance, making your everyday living a breeze. Don't miss the opportunity to call this remarkable property your own. Its appealing features, combined with the prime location, make it a true gem. Schedule a showing today and envision yourself living in this beautifully renovated home that offers the perfect blend of comfort, style, and convenience.

1435 Cox Neck Rd, Chester

Listing courtesy of Keller Williams Flagship of Maryland. Contact:

2 Beds 3 Baths
Quick Move In! Move in by June 2023 and enjoy all the outdoor amenities the community has to offer. This Chester Model is located on the 4th floor of the condo building which offers sweeping views of the community and its surroundings. Features include a gourmet kitchen, fireplace and upgraded flooring including LVP and Ceramic Tiles. For a full list or to scheduled a tour please contact our sales consultants. Welcome to 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 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 the community 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, the location 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.

200 Harrier Way Unit #942, Chester

Listing courtesy of KOVO Realty. Contact: (240) 375-5074

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