Chester MD Real Estate & Homes for Sale

65 Properties Found

Sort Results:
1–25 of 65 properties displayed
Refine Property Search
Page 1 | 2 | 3 of 3    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
1,804
Status:
NEW LISTING
MLS#:
MDQA2017062
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.27 Acres
Year built:
1992
Courtesy: EXP Realty, LLC 888-860-7369
View additional info

ADDITIONAL INFORMATION

Don’t miss this charming Cape Cod-style home in the highly desirable Harbor View neighborhood of Chester. Thoughtfully designed and move-in ready, this home offers the perfect blend of comfort, style, and functionality. The main level features luxury vinyl plank flooring and a bright, open-concept layout ideal for everyday living and entertaining. The spacious kitchen boasts granite countertops, a center island, and ample cabinetry, flowing seamlessly into the dining area and inviting family room with a cozy fireplace. A main level bedroom and full bath provide flexible living options, while an additional versatile space can serve as a home office, gym, or potential fourth bedroom. Upstairs, you’ll find two generously sized bedrooms, including one with direct access to the hall full bath. Situated on a large, fenced rear yard, the outdoor space is perfect for relaxing or entertaining, complete with a spacious deck and a storage shed for added convenience. Located across from a large vacant lot, the home enjoys an added sense of privacy. Centrally located and truly turnkey, this home offers easy living in a sought-after community. Don’t miss your opportunity to make it yours!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,536
Status:
NEW LISTING
MLS#:
MDQA2016908
Type:
Single Family-Detached
Subdivision:
Waterman's Cove
Lot size:
0.24 Acres
Year built:
2020
Courtesy: Coldwell Banker Realty 410-263-8686
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home in the Waterman’s Cove community in Chester. Nestled on a quiet street along scenic Cox Creek, this charming property offers the perfect blend of comfort, style, and convenience. An inviting front porch welcomes you home, while water views greet you upon arrival and can also be enjoyed from the spacious rear composite deck, built by Lundberg Builders, perfect for relaxing or entertaining. The home sits adjacent to community open space, offering added privacy with no direct neighbor next door. Inside, you’ll find hardwood flooring and an open-concept layout designed for modern living. The living room flows seamlessly into the dining area and kitchen, which features granite countertops, stainless steel appliances, and a beautiful tile backsplash. Sliding doors off the dining area lead to the composite deck and a lush, partially fenced yard, creating an ideal space for indoor-outdoor living. The kitchen also provides convenient interior access to the attached one-car garage. Upstairs, the primary suite offers a well-appointed bath, two additional bedrooms, a second full bath, and a laundry room for added convenience. Located just one mile from Route 50 on Cox Neck Road, this home offers quick access to shopping, dining, commuter routes to Washington DC and Baltimore, and the Chesapeake Bay Bridge. The intimate Waterman’s Cove community consists of just nine homes, with HOA services that include lawn care and trash removal - making for easy, low-maintenance living. Enjoy the peaceful lifestyle of Maryland’s Eastern Shore, with water views and privacy in a highly convenient location.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,791
Status:
NEW LISTING
MLS#:
MDQA2017038
Type:
Single Family-Detached
Subdivision:
Four Seasons At Kent Island
Lot size:
0.16 Acres
Year built:
2026
Courtesy: KOVO Realty 240-375-5074
View additional info

ADDITIONAL INFORMATION

Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces ideal for both everyday life and entertaining. The main living area features a cozy one-story fireplace, creating a warm and inviting focal point. A dedicated home office provides a private space for work or study, while the screened patio extends your living area outdoors—perfect for relaxing or hosting guests. The kitchen is designed for both style and function, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, kitchen, dining area, great room, bedroom 2, owner’s suite, HovHall, loft/second floor, and bedrooms 3 and 4. Tile flooring is featured in all full baths and the laundry room. The owner’s bath includes a walk-in shower with a seat and handheld shower wand, along with a double-sink vanity for added comfort and convenience. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,000
Status:
NEW LISTING
MLS#:
MDQA2017018
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.24 Acres
Year built:
2026
Courtesy: Coldwell Banker Waterman Realty 410-643-5005
View additional info

ADDITIONAL INFORMATION

Just completed brand new home! Energy efficient! The comfort of knowing that everything is new! One year warranty included! The fully finished daylight basement offers additional space for recreation or relaxation, enhancing the home's versatility. Composite deck, paved driveway, LVP flooring throughout, stainless steel appliances, and may other upgrades are found at this home. All you have to do is move in! There are no projects that need to be done except for putting your personal touch on making this new construction house, your home! Nestled in a vibrant neighborhood, residents enjoy easy access to local park/playground. Walk around the neighborhood and catch plenty of creek views as the community is situated on Cox Creek. This property features an attached garage and a gracious amount of off-street parking for convenience. Embrace the warmth and comfort of this exceptional home, where community spirit and modern living harmoniously blend.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,296
Status:
NEW LISTING
MLS#:
MDQA2016754
Type:
Single Family-Detached
Subdivision:
Chester
Lot size:
0.28 Acres
Year built:
2017
Courtesy: Samson Properties 703-378-8810
View additional info

ADDITIONAL INFORMATION

Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
NEW LISTING
MLS#:
MDQA2017002
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.41 Acres
Year built:
1977
Courtesy: Century 21 Downtown 410-547-1116
View additional info

ADDITIONAL INFORMATION

Property is a combination of an Estate Sale (being sold As-Is) and a pre-approved short sale. 3Bd/2ba rancher on approximately .4 acres. Well and septic. Livrm, dinrm, famrm w/electric fireplace and kitchen. Off of the kitchen there is an enclosed room, concrete patio, and an additional screened-in patio. Backyard is partially fenced and has an in-ground pool (drained and in as-is condition) Convenient to Rte 50, Bay Bridge, and Annapolis. PR requests property be on the market for 7 days before reviewing any offer(s). PR and Asset Manager prefer using Gemini Title.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
MDQA2016768
Type:
Condo
Subdivision:
Queens Landing
Year built:
1983
Courtesy: Douglas Realty, LLC 410-255-3690
View additional info

ADDITIONAL INFORMATION

Shore living doesn’t get much better than this! Wake up in this waterfront community perfectly tucked along the Chester River in the vibrant community of Queens Landing. Enjoy the easy, breezy coastal lifestyle with open living spaces, a sunlit kitchen, and a spacious primary suite with a private balcony and cozy fireplace.  Private balcony offers the perfect spot for your morning coffee or evening cocktails—all with peaceful pond views you’ll never get tired of and two patios for your own private peaceful time outdoors. This two bedroom two bath end unit has been fully updated with a beautiful kitchen.  Located just minutes from Route 50, this home is a commuter’s dream while still feeling like a vacation every day. Plus, you’ll have access to incredible amenities like a waterfront pool, marina, clubhouse, fitness center, walking trails, and tennis and pickleball courts—all part of the Queens Landing lifestyle. Easy walkable access to the Cross Island Trail that offers beautiful scenic views. Start living the Shore life you’ve always dreamed of—endless opportunities for boating, fishing, kayaking and crabbing. It's a perfect blend of small town charm, outdoor living, waterfront restaurants, marinas and easy access to Route 50 for a quick trip to Annapolis or DC or the beach! 100% Financing Options For Qualified Buyers!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
MDQA2016714
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2024
Courtesy: Samson Properties 240-630-8689
View additional info

ADDITIONAL INFORMATION

A rare blend of coastal proximity and refined living unfolds approximately 500 feet from a tranquil creek that leads to the Chesapeake Bay, offering a lifestyle deeply connected to the water without the demands of direct waterfront ownership. Set within Four Seasons at Kent Island, a 55+ community known for its resort-style amenities, this 2024-built residence is where ease and elegance meet everyday comfort. Sunlight fills the open-concept layout, highlighting soaring ceilings and luxury vinyl plank flooring that create a warm, elevated interior. The gourmet kitchen flows into the dining and living areas, creating a natural gathering space for both quiet evenings and entertaining. Just beyond, a private balcony offers peaceful green views with subtle glimpses of water. The primary suite offers a spacious retreat with walk-in closets and a beautifully finished en-suite bath. Two additional bedrooms provide flexibility for guests, creative space, or a home office. Residents enjoy access to indoor and outdoor pools, a fitness center, clubhouse spaces, and a full suite of recreational amenities including pickleball, tennis, scenic trails, kayak launch, and a fishing pier, complementing the home’s close proximity to the creek and Chesapeake Bay. Just minutes away, Kent Island’s vibrant waterfront scene awaits. Enjoy fresh seafood and sunset views at The Narrows Restaurant or Fisherman's Inn, both local staples known for their coastal charm. For casual dining and live music, Big Owl Tiki Bar offers a lively waterfront atmosphere. Outdoor enthusiasts will appreciate easy access to Terrapin Nature Park, where trails, shoreline, and Chesapeake Bay views create the perfect setting for walking, biking, or simply enjoying the outdoors. The nearby Cross Island Trail connects you to miles of scenic pathways. For everyday convenience, shopping and essentials are just a short drive away at Kent Island Marketplace, along with additional dining and services throughout the Kent Narrows area. With easy access to Route 50, commuting toward Annapolis or the Eastern Shore is seamless, making this location as practical as it is scenic.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,899
Status:
Active
MLS#:
MDQA2016002
Type:
Condo
Subdivision:
Bayside Marina
Year built:
1999
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

COMING SOON!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,069
Status:
Active
MLS#:
MDQA2016968
Type:
Condo
Subdivision:
Bayside Marina
Year built:
1999
Courtesy: Benson & Mangold, LLC 443-988-0483
View additional info

ADDITIONAL INFORMATION

Nestled in the charming Bayside Marina community, this 2nd floor condo offers a perfect blend of comfort and modern living. Built in 1999, this contemporary gem features an open floor plan that seamlessly connects the living with vaulted ceilings, dining, and kitchen areas, creating an inviting space for relaxation and entertaining. The kitchen boasts ENERGY STAR appliances, including a refrigerator and electric range, ensuring efficiency without sacrificing style. Enjoy cozy evenings by the gas fireplace, or unwind in the spacious primary suite with a walk-in closet and a luxurious bathroom featuring a tub shower. Step outside to discover beautifully maintained common grounds, complete with sidewalks and street lights that enhance the neighborhood's charm. The community amenities are a true highlight, offering a clubhouse, outdoor pool, exercise room, and pickleball courts for active lifestyles. Just a short stroll away, the serene Chester River awaits, perfect for leisurely walks or enjoying the calming sounds of water fountains. With convenient access to public services and a welcoming atmosphere, this home is not just a place to live, but a place to thrive. Experience the warmth and comfort of Bayside Marina-your new sanctuary awaits!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,972
Status:
Active
MLS#:
MDQA2016844
Type:
Single Family-Detached
Subdivision:
Marling Farms
Lot size:
1.01 Acres
Year built:
2000
Courtesy: Wilson Realty & Staging LLC 410-304-2250
View additional info

ADDITIONAL INFORMATION

Discover the perfect blend of tranquility and recreation in Marling Farms, where this stunning 1.01-acre lot awaits your vision. Imagine a lspacious yard that invites outdoor gatherings and serene moments under the stars, complemented by a personal gunite pool, perfect for summer relaxation. Just shy of 3000 square feet of liviing space gives everyone plenty of room to spread out complete with multiple living spaces, home office and first floor primary. This property boasts direct access to Crab Alley Bay, ideal for boating, kayaking, and fishing enthusiasts. Enjoy the community's exceptional amenities, including a beach, picnic area, baseball field, and basketball courts, fostering a vibrant neighborhood spirit. With an oversized side-entry garage and ample driveway space for guests, convenience is at your fingertips. The peaceful surroundings and proximity to local attractions make this location a true gem. Embrace the lifestyle you've always dreamed of in a community that offers both adventure and serenity. Don't miss this opportunity to create your own oasis in Marling Farms!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,425
Status:
Active
MLS#:
MDQA2016898
Type:
Condo
Subdivision:
Queens Landing
Year built:
1999
Courtesy: Jorge A. Zea 855-550-0528
View additional info

ADDITIONAL INFORMATION

Experience "Paradise" in Queen’s Landing. This rare, end-unit waterfront gem offers an unparalleled living experience overlooking the serene Lake Amleto. Boasting a 2019 full-gut renovation by a custom contractor, this 1,425 sq. ft. residence (including a 145 sq. ft. sunroom) blends sophisticated design with resort-style tranquility. The interior showcases master-level craftsmanship: solid hickory wood floors, custom solid wood doors, custom maple cabinetry with ingenious storage solutions (toe-kick and spice & utensil drawers), and Calacatta Gold marble adorning both the kitchen and the gas fireplace surround. The open floor plan is optimized with structural improvements, including a pantry with a pocket door, a custom staircase with integrated storage, and a hidden Murphy door. Extensive recessed lighting on main floor with 3 dimmable picture wall accent lighting. Luxury finishes abound, from Emtek brass hardware and crown molding in every room to Monogram premium appliances and custom window treatments with a hidden railing system. Both upper-level bedrooms feature ensuites and are private retreats; one features a Travertine shower and floor with antique bronze hardware, while the other offers elegant Italian tile. Relax year-round in the sunroom, constructed with heavy-duty UV-protected glass, to watch herons and waterfowl against a backdrop of lake fountains. A remote-controlled full patio width awning installed to control the amount of sunlight coming into the home. Modern peace of mind is provided by an under- warranty Carrier HVAC system (with humidifier/air cleaner), Homeguard water softener, and updated roof, windows, and stucco. The Queen's Landing lifestyle includes a renovated clubhouse, heated outdoor pool, fitness center, pickleball and tennis, racquetball, community marina, kayak launch and racks. Unique Opportunity: The owner is also offering a 70-foot deep-water boat slip for separate purchase—a rare find for the avid mariner. Features List: • Renovation: Total gut-renovation (2019) including structural optimizations. • Kitchen: Custom Maple cabinetry, Calacatta Gold Marble counter tops and backsplash, Monogram/Blomberg appliances. • Mechanicals: Carrier HVAC w/ humidifier, Homeguard softener, LG HE Washer/Dryer. • Extra insulation in the attic with insulated access cover. Sound proofing insulation between the first and second floor was added during the remodel. • WellSys water dispenser: tied to home plumbing and includes cold and hot water. This is an optional rental unit and is contained within the kitchen cabinet. • Exterior: New Roof (2021), New Stucco (2017), New Windows/Front Door (2017). • Parking/Storage: Storage room off sunroom; ample community parking. • Boating: 70’ deep-water slip available.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,003
Status:
Active
MLS#:
MDQA2016856
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2023
Courtesy: Real Broker, LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

Experience refined coastal living at 132 Wheelhouse Way #11, where the highly desirable Magothy floor plan offers sweeping water views and an unparalleled setting just steps from the clubhouse and Eastern Shore-inspired amenities. Perfectly positioned in one of the community’s most sought-after buildings, this residence has been meticulously maintained and reflects true pride of ownership throughout. The open-concept design creates a seamless flow between the living and dining areas, ideal for both elegant entertaining and quiet evenings framed by beautiful water vistas. The electric fireplace adds a welcoming touch for cooler evenings. The gourmet kitchen is thoughtfully appointed with upgraded stainless steel appliances, GE Cafe double-wall ovens, energy-efficient features, quartz countertops, and an expansive pantry, blending style with everyday functionality. Luxury vinyl plank flooring extends throughout the home, enhancing its warm, sophisticated ambiance. The serene primary suite is a true retreat, featuring a riverfront view that fills the room with natural light and captures tranquil vistas of the river and pond. Complete with a walk-in closet, and upgraded en-suite bath with walk-in shower, and direct patio access for enjoying magnificent sunrises, this space offers comfort and relaxation in equal measure. A well-appointed second bedroom suite with its own full bath, walk-in closet, and gorgeous water views provides ideal comfort for guests. The office, which has French doors, offers another guest solution. Additional conveniences include a top-loading washer and front-loading dryer, interior garage access, elevator service to the second-floor social room, a private storage room with built-in shelving, and an adjacent cart room for effortless shopping retrieval. Beyond the home, the community delivers an exceptional resort-style lifestyle with bike trails, indoor and outdoor pools, a clubhouse, billiards room, pickleball courts, dog parks, a library, picnic areas, and water access for canoeing, kayaking, and fishing and a pier for day docking or a water taxi to the narrows. With an attached garage, driveway, and ample off-street parking, everyday living is as practical as it is elegant. The association provides maintenance of common areas, snow removal, and trash service, allowing you to enjoy a low-maintenance lifestyle focused on comfort, convenience, and beauty. To complete the outdoor setting, the Backyard Billy’s Adirondack conversation table and four chairs are offered with the home

Beds:
4
Baths:
5.00
Sq.Ft.:
5,510
Status:
Active
MLS#:
MDQA2016792
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
6.7 Acres
Year built:
1997
Courtesy: Coldwell Banker Realty 410-224-2200
View additional info

ADDITIONAL INFORMATION

Nestled on nearly seven private acres along the protected waters of Crab Alley Bay, this extraordinary waterfront estate offers breathtaking views, serene surroundings, and exceptional living across three spacious levels. Designed for both comfort and elegance, the home features a dramatic wall of windows overlooking the pool and waterfront, filling the interior with natural light. The lush property includes two ponds and wetlands that attract abundant wildlife, creating a peaceful, ever-changing natural setting. Inside, the home is beautifully appointed with a new gourmet kitchen featuring granite countertops and a walk-in pantry, along with cherry and maple floors, a new roof, an updated primary bath, and an additional renovated full bath. Generously scaled living and sitting rooms on every level provide abundant space for entertaining or quiet retreat. The residence includes four oversized bedrooms, four full baths, a workout room, extensive storage, and a four-car garage. Each level is enhanced by its own gas fireplace, adding warmth and ambiance throughout the home. Beautifully maintained gardens and mature trees frame stunning sunrises and make the waterfront setting feel remarkable every day. Great location on Kent Island close to shopping and commute.

Beds:
2
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA2016724
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2024
Courtesy: Coldwell Banker Realty 410-263-8686
View additional info

ADDITIONAL INFORMATION

Rare penthouse unit with year-round water views perfectly positioned to capture stunning sunrises every morning. This home has been owned and meticulously maintained by the original owner who spared no expense and opted for every builder upgrade that was offered, over $60,000.00 in options. The open concept design seamlessly connects the living room, dining area, and kitchen areas, all enhanced by expansive windows letting in an abundant amount of natural light. Experience resort style living in the highly sought after Four Seasons at Kent Island, a premier 55+ waterfront community. Residents enjoy access to world class amenities, including indoor and outdoor pools, walking trails, a Chester River pier. Ideally located just minutes from waterfront dining, shopping, and the Chesapeake Bay Bridge, this home offers the perfect blend of relaxation, convenience and low maintenance living at its finest. Additional interior photos coming soon!

Beds:
5
Baths:
5.00
Sq.Ft.:
3,914
Status:
Active
MLS#:
MDQA2016702
Type:
Single Family-Detached
Subdivision:
Four Seasons At Kent Island
Lot size:
0.15 Acres
Year built:
2025
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

Why wait to build? This less-than-one-year-old Tusculusa model on sought-after Kingfisher Lane checks every box. Located just across from the Chester River, you’ll catch peekaboo water views from the covered front porch—and you can even see the clubhouse from the house. Inside, the layout is open, bright, and easy to live in, with **5 bedrooms and 4.5 baths** and plenty of space for guests, hobbies, or just spreading out. Everything feels like new, but better—because all the extras are already done. Over $70K into upgrades post builder, including: * Owned solar (big long-term savings) * tankless hot water heater * Custom closet systems * Designer window treatments throughout Features upgraded GE Café Series appliances and an oversized garage designed to accommodate three vehicles. No waiting, no extra out-of-pocket after closing—it’s all here. Four Seasons at Kent Island is one of the area’s most desirable 55+ communities, known for its low-maintenance lifestyle and strong sense of community. Residents enjoy: * A beautiful clubhouse with fitness center and gathering spaces * Outdoor pool and patio plus a heated indoor pool * Pickleball, tennis, and walking trails * Easy access to boating, marinas, and waterfront dining Plus, you’re just minutes to the Bay Bridge, making it an easy commute while still getting that Eastern Shore lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,804
Status:
Active
MLS#:
MDQA2016728
Type:
Condo
Subdivision:
Bridgepointe
Year built:
1990
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

AVAILABLE TO TOUR!! And OPEN HOUSE Saturday April 25th from 10AM-12PM!! Welcome to this gorgeous end unit townhouse offering low-maintenance living in a highly convenient Kent Island location. Thoughtfully designed with both comfort and flexibility in mind, this home features 2 spacious bedrooms and 2 full bathrooms, along with a versatile converted garage space that can easily function as a 3rd bedroom, home office, den or be returned to a traditional garage. The long, well-appointed kitchen flows seamlessly into an open concept living area, creating a bright and connected space perfect for both everyday living and entertaining. Just beyond, a bonus sunroom adds additional living space filled with natural light, making it the perfect spot to relax year-round. Step outside to the large rear deck, where you’ll enjoy added privacy and peaceful views of the pond and fountain — an ideal setting to unwind at the end of the day or host guests. With its end unit positioning, flexible layout, and serene outdoor setting, this home offers the perfect blend of convenience, comfort, and easy living.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2016820
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2020
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

BACK on the MARKET. GREAT OPPORTUNITY at THIS PRICE. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. Easy walk to Kayak launch and creek. With nearly 2000 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet kitchen is equipped with upgrades from the stunning kitchen island with quartz counter tops, beautiful upgraded cabinetry to the GE Profile appliances. This kitchen is designed for everyday living as well as hosting the occasional dinner party. The primary bedroom, is a separate self-contained suite complete with two closets and a luxury owners' bath that includes double sinks, and quartz countertops. The bright and airy 2nd bedroom is also a separate suite with a full bath and an oversized walk-in closet. In addition to the two bedrooms, there is a home office with stylish French Doors and a powder room for guests. The separate laundry room is equipped with a GE washer and dryer. This home also has a garage with adjoining driveway/parking space and large personal storage room which is a few short steps from the elevator. This home is just a short walk to resident kayak racks with launch access to the Chester River. KEEP IN MIND THIS CHESTER MODEL, WITH PLENTY OF FEATURES AND UPGRADES INCLUDED, IS MOVE-IN READY AND PRICED TO SELL***** Award-winning 24,000 Square Foot Clubhouse with Stunning Chester River Views! Fantastic amenities include 4.3 miles of walking trails throughout the community, outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas 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, lighted pickle ball courts, 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, a variety of exercise classes 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, DC, Baltimore, and BWI. Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by views of the Chester River.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,940
Status:
Active
MLS#:
MDQA2016726
Type:
Single Family-Detached
Subdivision:
Gibsons Grant
Lot size:
0.22 Acres
Year built:
2015
Courtesy: Wilson Realty & Staging LLC 410-304-2250
View additional info

ADDITIONAL INFORMATION

This stunning, truly one of a kind coastal-style home in Gibsons Grant offers a perfect blend of comfort and community. With a total of 4 spacious bedrooms and 3.5 baths (1 bed and bath is over garage), the open floor plan invites natural light, showcasing a modern kitchen with an island and a dining area and cozy living room. The main level primary suite features a luxurious bath and walk-in closet, ensuring it is truly a retreat. The upper level on the main house features two bedrooms, 1 full bath and a large family room and game room that leads to a covered balcony. Set on a generous corner lot of 0.22 acres, enjoy outdoor living on the balcony, covered porch, or patio, perfect for gatherings or quiet evenings. Three season room joins to FROG extending living area making FROG accessible without going outside. The community amenities include a refreshing outdoor pool, fitness center, pier, kayak rack and launch, playground and scenic jog/walk paths that connect to the Cross Island Trail, fostering an active lifestyle. Located near the Chester River, residents can appreciate the beauty of nature while being just minutes from local parks and top-rated schools. Experience the warmth of community living in a home that truly feels like a sanctuary. Take comfort knowing property had a thorough Pre Home Sale Inspection and is completely turnkey!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,104
Status:
Active
MLS#:
MDQA2016422
Type:
Condo
Subdivision:
Queens Landing
Year built:
1983
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

Offered for the first time in over 30 years, this lovingly maintained 2-bedroom, 2-bath residence is filled with warmth, history, and memories that have been cherished by the same family for decades. Perfectly positioned in sought-after Queen’s Landing, the home captures truly exceptional, direct views of the marina basin, marina fairway, and the Chester River—an ever-changing waterfront backdrop you’ll enjoy from both inside and out. Just steps away, the waterfront community pool adds to the effortless lifestyle this property offers. Inside, a beautiful, no-expense-spared renovation has transformed the home with a fresh, modern feel while maintaining its inviting character. The open-concept layout seamlessly connects the kitchen and living space, creating an ideal setting for both everyday living and entertaining, all anchored by those incredible water views and easy access to the balcony. Thoughtful details like custom wainscoting and brand new two-panel doors add architectural character and a polished finish throughout. Queen’s Landing is known for its unmatched amenities and vibrant waterfront lifestyle, including a recently renovated pool and clubhouse, tennis and pickleball courts, fitness and racquetball rooms, scenic walking paths, and a full-service marina with slips available for rent or purchase. Bring your boat, settle in, and start making your own memories—this is Chesapeake living at its best.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,636
Status:
Active
MLS#:
MDQA2016706
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.34 Acres
Year built:
1960
Courtesy: Keller Williams Legacy 443-660-9229
View additional info

ADDITIONAL INFORMATION

Adorable rancher on Kent Island in the community of Harbor View! Featuring 4 beds, 2 baths, and private driveway. Enjoy the large fenced yard with deck, shed, and firepit. The living room has a cozy fireplace with wood stove insert. The primary bedroom has a private bath with tile and stand up shower. Updates include both bathrooms, updated windows, roof 2020. Close to Route 50 for easy access to the beaches or the Bay Bridge, trails, medical, restaurants, and shopping.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2016710
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2020
Courtesy: RE/MAX United Real Estate 301-702-4200
View additional info

ADDITIONAL INFORMATION

Rarely on the market Penthouse level Chester model available immediately! Balcony views from the top floor leftside provide view of the Chester River, Macum Creek and the Community Kayak's. Located within the serene and vibrant community of Four Seasons at Kent Island, this exquisite 2-bedroom, 2.5 bath Built in 2020, this elegant unit combines modern design with high-end finishes, creating a warm and inviting atmosphere that feels like home. As you step inside, you are greeted by an open-concept layout that seamlessly blends comfort and sophistication. The spacious living area features an electric fireplace, perfect for cozy evenings, while large double-pane windows bathe the space in natural light, enhancing the inviting ambiance. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, including a built-in microwave, wall oven, and cooktop, ensuring culinary excellence at every meal. The exterior of the property is equally impressive, showcasing beautifully landscaped grounds with water fountains that add a touch of tranquility. Enjoy leisurely strolls along the sidewalks or take advantage of the community's extensive amenities, including an indoor and outdoor pool, tennis courts, and a well-equipped fitness center. For those who appreciate the outdoors, Chester River and Macum Creek provide private access for kayaking, fishing, and peaceful moments by the water. This residence also boasts a private balcony, perfect for sipping morning coffee or unwinding with a book while enjoying the gentle sounds of nature. The community's commitment to maintenance ensures that you can focus on enjoying life, with services including lawn care, snow removal, and trash collection all taken care of. Additional features include an attached garage with inside access, providing convenience and security, as well as a dedicated laundry area with washer and dryer included. This building features secture 24 hours access to the lobby and the elevator, private access to your garage and Club / Meeting Room on the 2nd floor for private building meetings/events. The community is designed for an active lifestyle, with amenities a 24,000 Clubhouse, with Billard Room, Casual Lounge, Game room, Libary, Fitness Center, Entertaining/Demonstration Kitchens and Indoor Pool. Outside includes a resort like pool Tiki Bar, Outdoor rooms, Pier for Fishing, Tennis & Pickle Ball Courts, multiple Kayak launch area and day docking for access to the Chester River. Experience the perfect blend of luxury and comfort in this exceptional property, where every detail has been thoughtfully curated to enhance your living experience. Embrace a lifestyle of leisure and elegance in this remarkable senior community, where you can create lasting memories in a place you'll be proud to call home.

Beds:
1
Baths:
1.00
Sq.Ft.:
724
Status:
Active
MLS#:
MDQA2016474
Type:
Condo
Subdivision:
Queens Landing
Year built:
1983
Courtesy: Cross Street Realtors LLC 410-778-3779
View additional info

ADDITIONAL INFORMATION

Rare Opportunity in Queen’s Landing with Stunning Chester River Views Welcome to one of the few oversized one-bedroom condos in the highly desirable Queen’s Landing community. Immaculately maintained and thoughtfully designed, this larger-than-average unit offers gorgeous views of the Chester River and the added benefit of expanded living space rarely found in one-bedroom layouts. The larger floor plan provides an oversized patio perfect for relaxing or entertaining, along with additional storage both inside the unit and outside. Inside, the spacious layout allows for comfortable seating in the living room, a more functional kitchen with extra usable space, and a walk-in closet off the primary bedroom, making everyday living feel effortless and organized. Properties of this size in Queen’s Landing rarely come available, making this an exceptional opportunity whether you're searching for a weekend getaway, investment property, or low-maintenance year-round residence. For ease of mind, all appliances and HVAC system are less than 5 years old. Residents enjoy access to a variety of resort-style amenities including: • The Queen’s Landing Clubhouse • Outdoor pool and pickleball courts • Marina and kayak launch area • Scenic jogging and walking trails • Restaurants and waterfront dining within walking distance Located on Kent Island, this property offers the perfect blend of relaxation and convenience. Enjoy easy access to shopping, entertainment, and outdoor recreation, all just minutes from the Bay Bridge for a convenient commute to Annapolis, Baltimore, or Washington, D.C. Don’t miss this rare opportunity to own one of Queen’s Landing’s larger one-bedroom units with breathtaking water views and an easy, coastal lifestyle.

Beds:
5
Baths:
4.00
Sq.Ft.:
1,073
Status:
Active
MLS#:
MDQA2016642
Type:
Condo
Subdivision:
Bayside
Year built:
1996
Courtesy: Samson Properties 703-378-8810
View additional info

ADDITIONAL INFORMATION

Welcome to easy, waterfront-inspired living in the heart of Chester! This beautifully maintained first-floor condo at 501 Teal Ct offers the perfect blend of comfort, style, and convenience—plus peaceful views of the community pond right from your backyard. Step inside to find gorgeous hardwood floors flowing throughout the main living space, anchored by a cozy propane fireplace—perfect for those crisp Shore evenings. The updated kitchen is a true standout, featuring stunning granite countertops, a designer backsplash, and stainless steel appliances, making it as functional as it is eye-catching. Enjoy your morning coffee or unwind at the end of the day with tranquil pond views—no stairs, no hassle, just easy living. Located in the sought-after Bayside community, residents enjoy access to a clubhouse, fitness center, and pool, plus direct proximity to the Cross Island Trail for walking, biking, and soaking in that Kent Island lifestyle. All of this just minutes to local dining, shopping, and the Chesapeake Bay Bridge—making commuting or a quick getaway a breeze. If you’ve been waiting for low-maintenance living with high-impact style… this is it.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
MDQA2016676
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2026
Courtesy: KOVO Realty 240-375-5074
View additional info

ADDITIONAL INFORMATION

Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Refine Property Search
Page 1 | 2 | 3 of 3    Prev | Next
1–25 of 65 properties displayed
Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - 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 Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. 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. 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. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Chester 21619 Real Estate

Chester is located in Maryland. Chester, Maryland 21619has a population of 4,371. Chester 21619 is less family-centric than the surrounding county with 23.42% of the households containing married families with children. The county average for households married with children is 31.88%.

The median household income in Chester, Maryland 21619 is $84,835. The median household income for the surrounding county is $99,597 compared to the national median of $69,021. The median age of people living in Chester 21619 is 43.9 years.

Chester Weather

The average high temperature in July is 87 degrees, with an average low temperature in January of 28.3 degrees. The average rainfall is approximately 46.2 inches per year, with 12.7 inches of snow per year.

Chester Map

Chester Real Estate Market Conditions

  • Median sales price

    $567,500
    14.5%
    change since last quarter
  • # Active listings

    68
    30-day change

Chester Schools and Demographics

Education near Chester, MD

City County
High School Graduates 92.01 92.87
College Degree - 2 year 9.35 7.89
College Degree - 4 year 31.36 36.96
Graduate Degree 8.55 10.55
Expenditures per Student 15,198 15,198
Students per Teacher 14.4 14.4

Elementary Schools near Chester, MD

Grades Students P/T Ratio ZIP
Bayside Elementary School 03 - 05 402 16.1 21666
Cape St. Claire Elementary KG - 05 646 15.9 21409
Grasonville Elementary School PK - 05 494 15.9 21638
Kent Island Elementary School PK - 02 469 16.2 21666
Matapeake Elementary School PK - 05 493 15.4 21666
Rock Hall Elementary School PK - 05 187 14.3 21661
Windsor Farm Elementary School KG - 05 608 17 21409

Middle Schools near Chester, MD

Grades Students P/T Ratio ZIP
Matapeake Middle School 06 - 08 416 15.4 21666
Stevensville Middle School 06 - 08 474 13.5 21666

High Schools near Chester, MD

Grades Students P/T Ratio ZIP
Broadneck High School 09 - 12 2,104 18.4 21409
Kent Island High School 09 - 12 1,194 15.5 21666

Demographics near Chester, MD 21619

Zip Code City
Neighborhood Type Small town
Population 4,371 49,702
Population Density 835 134
Median Age 43.9 44.7
People per Household 2.4 2.6
Median Household Income 84,835 99,597
Average Income per Capita 53,406 49,178

Real estate near Chester