Chester MD Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
3,634
Status:
NEW LISTING
MLS#:
MDQA2015732
Type:
Single Family-Detached
Subdivision:
Four Seasons At Kent Island
Lot size:
0.21 Acres
Year built:
2024
Courtesy: TTR Sotheby's International Realty 410-280-5600
View additional info

ADDITIONAL INFORMATION

Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay. From the moment you arrive, the covered front porch and charming curb appeal set the tone for what awaits inside. The grand two-story foyer opens to soaring ceilings, wide plank wood flooring, and light-filled spaces dressed in timeless plantation shutters. The main level is designed for easy living, with 10-foot ceilings that create a sense of openness and flow. At the heart of the home, the great room features cathedral ceilings, crown molding, and a gas fireplace, providing a warm gathering place for both intimate evenings and lively entertaining. The designer kitchen blends beauty and function with a large island, stainless steel appliances, a gas range, backlit cabinetry, and a beautifully lit backsplash that adds a touch of sophistication. The open-concept design extends into the breakfast area, making mornings and casual meals a delight. A screened-in porch and fenced patio create a seamless transition from indoor living to outdoor enjoyment, perfect for entertaining or simply savoring quiet moments surrounded by nature. The first-floor primary suite is a true retreat, complete with a spacious walk-in closet outfitted with built-ins and a spa-inspired bath designed with relaxation in mind. A second bedroom with its own private bathroom on the main level offers comfort and privacy for family or overnight guests, while a dedicated office provides the flexibility to work from home with ease. The convenience of a mudroom with built-ins and a first-floor laundry adds to the thoughtful design of this home. Upstairs, a large loft-style living area can serve as a media or game room, offering additional space for recreation, relaxation, or hobbies, while two generously sized bedrooms share a well-appointed bathroom. A large two-car garage with an extra storage and workshop area provides ample space for all your needs—including the perfect spot to store multiple kayaks. Every detail of this home has been carefully curated, from the crown molding to the custom finishes, creating a space that feels both refined and welcoming. Beyond the home itself, life at Four Seasons at Kent Island offers an unparalleled resort-style experience. Residents enjoy exclusive access to the Chester House Clubhouse, where a ballroom, bar and lounge, gathering spaces, and a demonstration kitchen set the stage for community and celebration. Fitness and wellness are at the forefront with indoor and outdoor pools, a state-of-the-art fitness center, yoga room, and walking paths. Outdoor amenities abound, from tennis, pickleball, and bocce courts to a kayak launch, fishing pier, and dog park. Evenings can be spent at the fire pit, tiki bar, or amphitheater, creating countless opportunities to connect with neighbors and enjoy the Chesapeake lifestyle. Perfectly situated on Kent Island, this home is more than just a place to live—it’s a way of life. Here, every day feels like a retreat, with the Chesapeake Bay as your backdrop and a vibrant community at your doorstep. Welcome to 132 Kestrel Lane, where luxury, comfort, and lifestyle meet.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
NEW LISTING
MLS#:
MDQA2016336
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2020
Courtesy: Real Broker, LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

HERE IT IS! This Rare Luxurious Severn Penthouse, available immediately, offers a lifestyle that seamlessly blends comfort and elegance. Built in 2020, this beautifully maintained residence showcases an open floor plan with windows throughout that invite natural light to dance across its spacious interiors, creating a warm, inviting atmosphere. Step into the heart of the home, where a stunning kitchen awaits. Featuring a generous island with water views of the Chester River and Macum Creek, this culinary haven is equipped with high-end gourmet appliances, ensuring that every meal is a delightful experience. The Living Areas are thoughtfully designed to promote relaxation and connection, with an open layout that flows seamlessly from room to room. Each of the 3 bedrooms offers a tranquil retreat, while the 2.5 bath rooms provide convenience and privacy for residents and guests alike. For those who appreciate the beauty of nature, this property offers direct access to the picturesque Macum Creek, a pond, and views of the Chester River. Have fun watching the wildlife from the unit’s lofty perch or by venturing less than 100 yards to two creekbank trailheads. The water-oriented backyard offers hiking trails and 2 different locations for your Kayaks with picnic tables. Enjoy peaceful moments by the water, whether it’s kayaking, simply soaking in the serene views by the picnic tables of duck and Tundra Swans, or watching the deer graze, and the Osprey and local eagles soar from the sanctuary of your balcony. Brace yourself for brilliant sunrises that flood the interior with crisp light until late morning, year-round, as well as the westerly incandescence of sunsets whose warm light stretches lazily across Macum Creek at dusk to illuminate the far wooded bank. Experience the understated elegance of Phase One living, where peace and privacy are preserved—no construction noise, dust, traffic, or disruption. Take in expansive natural views in place of nearby buildings, with effortless access to the clubhouse just beyond the roundabout. Additional highlights include an extra-large, attached garage with inside access, ensuring that your vehicles and belongings are secure and easily accessible. The large garage can accommodate wheelchair mobility or additional storage. The side-entry garage and an extra-large, secure, interior storage rm on the main level of the building offer practicality without compromising on style. This residence is not just a home; it's a lifestyle choice that emphasizes comfort, community, and connection. With its excellent condition and luxurious features, this property is a rare find in the sought-after senior community of Four Seasons at Kent Island. Embrace the opportunity to live in a space that reflects your values and aspirations, where every detail has been curated for your enjoyment and peace of mind. Experience the perfect blend of luxury and tranquility in this exceptional home. The building features a secure lobby entrance and an elegantly designed lobby where your guests can await your arrival. The 2nd floor has a common Club Room/Meeting Room, great for socializing with your neighbors. Residents and their guests have access to the community amenities, which include a spectacular 24,000 sf Club House with Billiards Room, Casual Lounge Area, Library, Fitness Center, Party and Meeting rooms, and fabulous Indoor Heated Pool & Spa. Outside awaits a resort-like Pool, tiki bar (byob), outdoor concert space, pier for Fishing, day docking, and taking in the magnificent Chester River views. There are 3 Kayak launch areas and community trails connecting to the paved Island Cross Island Trails. Pickle Ball enthusiasts, you are in luck as there are Tennis Courts and Pickle Ball Courts for all, as well as a tot lot and a large and small dog park. Don't wait, schedule a tour for this rare penthouse on a quiet cul-de-sac away from the hustle and bustle. Please view the 360 virtual tour.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,220
Status:
NEW LISTING
MLS#:
MDQA2016340
Type:
Single Family-Detached
Subdivision:
Marling Farms
Lot size:
0.6 Acres
Year built:
1976
Courtesy: Cummings & Co. Realtors 410-823-0033
View additional info

ADDITIONAL INFORMATION

Estate Sale – Peaceful Tranquility on the Eastern Shore There’s something special about living near the water—the smell of the bay, the calm in the air, and the sound of birds all around you. This brick rancher in the desirable Marling Farms community is right in the center of it all. With views of Crab Alley Creek and located within the Chester River watershed, the setting offers the peaceful lifestyle so many seek on the Eastern Shore. While the home needs a little TLC, it’s graciously waiting for its next homeowner to bring their vision to life. The property is being sold AS-IS, and no repairs will be made—BUT- it’s the perfect opportunity to add your own special touches. The home does feature a newer roof.... update to suit your taste-- Highlights include a welcoming front porch, attached two-car garage, and a driveway that accommodates additional parking. Inside, you'll find a spacious living room with a fireplace (ambiance for a snow-fall) and walls of windows that allow natural light to pour in while showcasing the surrounding beauty. .. and a view of the Crab Alley Bay is just across the road-- The home also offers an entrance foyer, an eat-in kitchen, and a four-season sunroom overlooking open green space—perfect for relaxing or gathering with family and friends. Situated on a little over a half-acre lot, the backyard offers a blank canvas to create your own outdoor oasis. The home includes one full and one half bathroom, two bedrooms, and a versatile breezeway bonus room currently set up as a club room with a pool table. This flexible space could easily be converted into additional living space or a bedroom— There is also a laundry closet and ample storage throughout. Marling Farms is a water-oriented community surrounded by natural beauty, offering three beach areas with playgrounds and covered picnic spaces. You don’t have to be a crabber or fisherman—but those hobbies certainly fit right in here! Enjoy nature walks, fishing, or relaxing at the community waterfront. Located just minutes from waterfront restaurants, shopping, and everyday conveniences on Kent Island-- Its the home you’ve always wanted in a water community—You just have to get here

Beds:
3
Baths:
5.00
Sq.Ft.:
2,818
Status:
NEW LISTING
MLS#:
MDQA2014836
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.68 Acres
Year built:
2011
Courtesy: Coldwell Banker Realty 410-224-2200
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ADDITIONAL INFORMATION

Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views of the water, FP with smart TV above that stays and a half bath* Third story includes the gourmet kitchen w/ss/appliances, expansive breakfast bar, a pantry and plenty of cabinetry that would be the envy of any chef, gleaming HWD floors, dining room w/sliding doors to balcony w/covered roof for your outside grilling while enjoying your scenic views. The kitchen and dining area actually overlook the family room area* There is also a spacious bedroom with full bath. The fourth floor has your private/office* Your Fifth floor has your elegant primary bedroom with full bath that includes a soaking tub and separate shower with glass doors, a laundry room connected to bedroom and enormous walk-in closet. You can walk out of this bedroom to your covered balcony where the water views are incredible. The rest of the balcony actually surrounds the bedroom. There is a second large bedroom with full bath on this floor* There is a full house generator and a pier to the water,

Beds:
2
Baths:
2.00
Sq.Ft.:
1,073
Status:
NEW LISTING
MLS#:
MDQA2016462
Type:
Condo
Subdivision:
Bayside
Year built:
1996
Courtesy: Kelly and Co Realty, LLC 443-491-9387
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ADDITIONAL INFORMATION

Beautifully maintained first-floor condominium featuring tranquil lake views and a bright, open floor plan designed for comfortable living and effortless entertaining. This inviting residence offers two generously sized bedrooms and two full bathrooms, providing both space and privacy. Sunlight fills the spacious living and dining areas, which open directly to a private patio overlooking the peaceful lake—an ideal setting for relaxing mornings or unwinding in the evening. Situated in the highly sought-after Bayside community, residents enjoy an exceptional array of amenities including scenic walking trails, a clubhouse with a party room, fitness center, swimming pool, and tennis courts. Conveniently located just minutes from shopping, dining, and major commuter routes, this home offers the perfect combination of comfort, convenience, and resort-style living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,069
Status:
NEW LISTING
MLS#:
MDQA2016226
Type:
Condo
Subdivision:
Bayside Marina
Year built:
1999
Courtesy: RE/MAX Executive 443-274-1900
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ADDITIONAL INFORMATION

Welcome to easy, coastal living in Bayside on Kent Island. This beautifully updated first-floor condo offers the perfect blend of comfort, convenience, and the lifestyle everyone loves about Kent Island. Step inside to a fresh, move-in-ready interior featuring brand-new hardwood floors in the entryway and kitchen, new appliances, and plush new carpet in both bedrooms. The entire condo has been freshly painted, creating a bright and inviting space throughout. The layout includes 2 spacious bedrooms and 2 full bathrooms, highlighted by a large primary suite with a generous walk-in closet and private bath. Living in Bayside means enjoying more than just a home, it’s a lifestyle. The community features scenic ponds, walking paths, a clubhouse, pool, fitness center, and tennis courts, all set within beautifully maintained grounds surrounding Castle Marina. Even better, you’re just steps from a walking trail that connects directly to the Kent Island Cross Island Trail, offering miles of scenic paths perfect for walking, biking, and enjoying the waterfront lifestyle. If you’ve been searching for low-maintenance living with resort-style amenities and access to one of Kent Island’s most loved trails, this condo is the perfect place to call home.

Beds:
1
Baths:
1.00
Sq.Ft.:
724
Status:
NEW LISTING
MLS#:
MDQA2016442
Type:
Condo
Subdivision:
Queens Landing
Year built:
1983
Courtesy: Long & Foster Real Estate, Inc. 410-643-2244
View additional info

ADDITIONAL INFORMATION

Queens Landing - One bedroom condo with living room overlooking kitchen, good for entertaining. Private patio off bedroom with secured storage. Laundry is stackable located in bedroom. You will enjoy the Queen's Landing community clubhouse, marina, tennis court and pool and well as the trails in the community. Call today for your private showing.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,913
Status:
Active
MLS#:
MDQA2016290
Type:
Single Family-Detached
Subdivision:
Four Seasons At Kent Island
Lot size:
0.13 Acres
Year built:
2023
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

Coming soon, professional photos coming today! **Lowest priced single-family home in Four Seasons — and better than new!** Why wait 7–8 months (and spend thousands more) when you can move in within 30 days? This beautifully upgraded Donegal model offers nearly 2,000 sq ft of luxurious one-level living with window treatments and an oversized garage already included. The open floor plan features 2 bedrooms, 2 baths, plus a flexible office/den. The gourmet kitchen is the centerpiece, complete with GE Profile appliances, gas cooktop, double ovens, quartz countertops, oversized island, custom tile backsplash, under-cabinet lighting, and designer pendants. A convenient coffee/dry bar adds extra functionality. The spacious great room flows seamlessly for easy entertaining. The owner’s suite includes a large walk-in closet, linen closet, and spa-style bath with double sinks and quartz counters. Enjoy unmatched privacy — no homes directly behind you. Four Seasons offers a brand-new 24,000 sq ft clubhouse overlooking the Chester River, featuring indoor and outdoor pools, fitness center, pickleball, tennis, bocce, dog park, walking trails to the Cross Island Trail, Tiki bar, pier with boat slips, and an active social calendar full of clubs, concerts, and events. Resort-style living just minutes from Annapolis, DC, Baltimore, and BWI — plus all the dining, shopping, and waterfront charm of Kent Island. Move-in ready. Priced to sell. Don’t wait.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
MDQA2016166
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Lot size:
0.06 Acres
Year built:
2025
Courtesy: Long & Foster Real Estate, Inc. 410-643-2244
View additional info

ADDITIONAL INFORMATION

--------------------------------------EXCEPTIONAL PANORAMIC VIEWS -------------------------------------Immediate Move In Ready. Nature, water and sunshine abound in this beautifully situated, stunning 3BR corner unit at Four Seasons. Flexible closing available. South, west and north exposures through 17 windows and two sets of sliding doors assure that this condo is drenched in sunshine, water and the natural seasons in the acres of protected area it overlooks. Stretching out directly in front of the apartment to the north is the critical area bordering the Chester River with its miles of beautiful parkway. With the longest side of the condo facing west, sunsets and corner breezes make outdoor living on the balcony quite beautiful. This condo is perfectly sited overlooking one pond with a lighted fountain running the length of the apartment, a second pond with a lighted fountain in the distance and is within feet of the walking path in the open space on the Chester River - a key feature at Four Seasons. With winter water views of the Chester River and situated farther from its neighboring buildings than most condos at Four Seasons, this unit has fresh breezes, space and views outside each window. The paved walkway through the protected space, located just below the apartment, leads to the clubhouse, pickleball, tennis courts and dog park, all within a 10-minute walk or bike ride through the private path by the water. 230 Switchgrass Way is in a group of five condo buildings, separate from others and directly on the Chester River. This part of Switchgrass has a small park, is the closest condo grouping to the peninsula with kayak launch and picnic area, and is very quiet with very little traffic. The grass park directly on the Chester River is scheduled for completion now that all the condos in this section are finished and the only construction left is the completion of the park. Unit 21 was built in 2025 and has been lived in for less than a year. Customizations include an upgraded high-end LVP floor not available through K Hovnanian, and upgrades to the kitchen and bath cabinetry, quartz countertops in the kitchen and bathrooms, kitchen pendant lighting and upgraded lighting throughout, plumbing fixtures, tiles, frameless and taller shower door, side-by-side refrigerator, and garage, storage room and interior shelving. Meticulously monitored by the owner during construction, the finishings and upgrades are excellent. Added upgrades include; kitchen and bath quartz countertops, stainless steel gourmet appliance package with level 3 cabinets, under cabinet lighting, owners spa bath package, low profile light package, and much more. The added bonus is the community's 24,000 sq. ft. clubhouse, indoor & outdoor pools, a state-of-the-art fitness center, beach, billiards room, meeting rooms, walking and biking trails, tennis courts, pickleball courts, basketball, pier on the Chester River and so much more. With a full-time lifestyle director on site at the clubhouse, there is no reason to leave home. Come start to live the Island Luxury Life Today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,466
Status:
Active
MLS#:
MDQA2016318
Type:
Single Family-Detached
Subdivision:
-0-
Lot size:
0.14 Acres
Year built:
2013
Courtesy: Berkshire Hathaway Homeservice Homesale Realty 410-583-0400
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ADDITIONAL INFORMATION

Welcome to 109 Price Lane, a beautifully maintained original-owner split foyer home built in 2013. This home offers comfort, space, and convenience in one of the Eastern Shore’s most popular locations—Kent Island. This 3-bedroom, 2.5-bath home features a bright, open layout with hardwood flooring in the entry, family room, kitchen, and hallway. The kitchen offers tall cabinetry, granite countertops, a classic stone backsplash, and an eat-in area with access to the maintenance-free second-level deck. The primary suite includes a full ensuite bath, while two additional bedrooms and a full hall bath complete the upper level. The finished lower level offers a second living space, laundry, half bath, and access to both the garage and backyard. Outside, enjoy white vinyl fully fenced yard, stamped concrete patio, and a stand out feature of a 12 x 16 climate-controlled shed/workshop with electric—perfect for hobbies, a home office/studio, gym or flex space. The extended driveway provides ample parking for multiple vehicles, boats, or guests. Enjoy no HOA and a prime location less than a mile to the grocery store and minutes from the vibrant Kent Narrows, known for waterfront dining, dock bars, and entertainment with easy access to the Chesapeake Bay Bridge. Additional features include a reverse osmosis system at the kitchen sink and refrigerator, a water treatment and softening system, and a new water heater—adding comfort and peace of mind. With fresh paint and brand-new carpeting already done for you, this home is truly move-in ready and waiting for its next chapter on Kent Island.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
MDQA2016254
Type:
Condo
Subdivision:
Queens Landing
Year built:
1998
Courtesy: Realty Navigator 410-643-3404
View additional info

ADDITIONAL INFORMATION

Tucked inside the sought-after Queens Landing community, this beautifully maintained townhome delivers the space, layout, and low-maintenance lifestyle everyone loves, plus a rare private setting with no traffic behind the home. Step inside to an open, airy main level featuring luxury vinyl plank flooring throughout the living area and an easy flow that is perfect for everyday living and entertaining. The kitchen features bright white shaker-style cabinetry, updated approximately three years ago, sleek quartz countertops, and a lineup of appliances that have been replaced in recent years, including the stove, dishwasher, and washer. A front-load washer and dryer on the main level add extra convenience, and a powder room completes the first floor. Upstairs, you will find three bedrooms with wall to wall carpet for that cozy feel. The primary suite offers a vaulted ceiling, a quiet retreat vibe, and an en-suite full bath with a walk in shower. The second full bath is located in the hallway with direct access for both additional bedrooms, making the upstairs layout functional and guest friendly. The screened porch is a wonderful bonus space, finished with tile flooring and offering approximately 160 square feet to enjoy morning coffee or evening downtime. It also provides future potential to convert to a four season room for added conditioned living space. A dedicated storage closet off the porch is perfect for bikes, beach gear, and seasonal items. The roof has been replaced in recent years with 30-year architectural shingles, and the seller is offering a one-year home warranty for added peace of mind. Queens Landing is known for its charming coastal vibe, resort-style feel, and convenient location close to Kent Island shopping and dining, plus quick access to Route 50 for commuters and weekend escapes. Community amenities include an in-ground, heated waterfront pool, fitness center, pickleball and tennis courts, and a walking path along the Chester River. Move-in ready, thoughtfully cared for, and set in a peaceful spot within a favorite community, this one checks the boxes.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2016122
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2024
Courtesy: Long & Foster Real Estate, Inc. 410-544-4000
View additional info

ADDITIONAL INFORMATION

Rare resale condo, turnkey! Your dream retreat awaits in this stunning luxury condo, where modern elegance meets breathtaking natural beauty. This exquisite residence features two spacious bedrooms, each with its own en-suite bath, and an additional half bath for guests. The thoughtfully designed office boasts custom built-in cabinets, providing both functionality and style.--Step into the heart of the home, where the stylish gray kitchen cabinets perfectly complement the stunning quartz countertops and stainless steel appliances. The expansive kitchen island invites culinary creativity and social gatherings, making it the perfect space for entertaining. --Relax in the cozy ambiance of the decorative fireplace, or step out onto the private balcony to soak in the serene water views and observe the vibrant wildlife in the surrounding marsh and river. With bright, airy spaces and a neutral decor palette, this condo is a canvas to suit every design.--As part of a vibrant community, you'll enjoy access to a gorgeous community center featuring every amenity imaginable. Dive into the zero entry pool, host gatherings in one of multiple outdoor entertaining areas, or conduct meetings in the indoor meeting rooms. The grand ballroom is perfect for celebrations, while the state-of-the-art fitness center caters to your wellness needs. For pet owners, a dog park and scenic walking trail await, along with a picturesque pier for leisurely strolls. --Experience the perfect blend of luxury living and natural serenity in this exceptional condo that truly has it all. Don’t miss your chance to claim this remarkable property as your own!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
MDQA2016364
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 November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a private retreat. The kitchen is both stylish and functional, 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 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.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2016360
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 Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private workspace. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with seat and handheld shower wand, double sinks, and quartz countertops for added convenience and style. 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
MDQA2016362
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 November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a private retreat. The kitchen is both stylish and functional, 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 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.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2016358
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 Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private workspace. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with seat and handheld shower wand, double sinks, and quartz countertops for added convenience and style. 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,128
Status:
Active
MLS#:
MDQA2016232
Type:
Single Family-Detached
Subdivision:
Marling Farms
Lot size:
0.37 Acres
Year built:
1973
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
View additional info

ADDITIONAL INFORMATION

Charming Renovated Ranch in Marling Farms This updated three-bedroom, two-and-a-half-bath home is located in water-privileged Marling Farms. Originally built in 1973 and thoughtfully renovated in 2017, the home blends classic architectural charm with modern updates, offering both comfort and timeless appeal. Inside, well-designed living spaces showcase distinctive details including wood-beam ceilings, custom trim work, and built-ins. The updated kitchen features modern finishes and a spacious island that opens to a light-filled dining area, ideal for everyday living and entertaining. The primary suite is a true highlight, featuring a vaulted wood ceiling, skylights, French doors, a cozy sitting area, a large walk-in closet, and private access to the rear deck. The renovated en-suite bath offers a spa-like retreat with double vanities, a soaking tub, and a large walk-in shower. Outdoor living is equally inviting, with a spacious screened porch and a new deck perfect for entertaining and enjoying summer crabs. The fully fenced backyard includes a dedicated garden area, mature trees, and a storage shed. Located within walking distance to the community park and water access, and ideally situated near shopping, restaurants, and parks. Just 10 minutes to the Bay Bridge, this home offers the perfect balance of relaxed living and everyday convenience.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
MDQA2016320
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.45 Acres
Year built:
2000
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

Beds:
2
Baths:
3.00
Sq.Ft.:
2,003
Status:
Active
MLS#:
MDQA2016230
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2022
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

Welcome to 1000 Herons Nest Way, where you can live the good life at an great price. This immaculate two bedroom condo, with two and a half baths and additional flex space, provides turn key convenience and resort style amenities. This home is a MUST SEE! This FORMER MODEL is like new and includes features that other condos won’t - including decorator upgrades, custom designed closets, plantation shutters, and a wireless sound system for multi-room audio streaming right from your phone or television. Step inside to discover an open floor plan that connects space to create an inviting atmosphere for gatherings and everyday living. The large living room opens to a large balcony with EXCEPTIONAL PRIVACY that you won’t find in many other locations. With no buildings or homes behind yours, you can watch the sunrise while sipping morning coffee and enjoying views of nature. The flex space has custom built ins that are great for displaying pictures and keepsakes. The flex space can adapt to your changing needs and could serve as an office, craft room, reading area, place to work out, or provide additional sleeping space. All rooms feature luxury vinyl plank flooring, custom light fixtures, and recessed lighting. The kitchen is equipped with upgraded appliances, a gas stove top, built in microwave, quartz counters, beautiful upgraded cabinetry with lighting, and an oversized kitchen island. The primary suite has a luxury owner's bath, two spacious closets upgraded by California Closets, and additional access to the balcony. The bright and airy 2nd bedroom has a unique designer accent wall, a full bath, and an additional walk-in closet. Windows in both bedrooms bring in lots of natural light and are upgraded with the clean look of plantation shutters. The separate laundry room is equipped with an oversized washer and dryer. Off the foyer is a half bath for family and guests. This home also has a garage and an additional storage room on the first floor. The condo has a desirable second floor location, near the elevator, and steps from the building’s furnished "Club Room" which provides quiet space to relax, read, or meet with friends. The HOA includes building maintenance, repairs, and access to all that Four Seasons has to offer - you can enjoy the activities worry free. The recent surge in utility pricing is less of a concern here, as the owner’s combined gas and electric bills over the past 12 months has averaged about $140. Water and sewer is included in the condo HOA. This may be a separate charge at other locations. There is something for everyone in this community. Fantastic amenities include an amazing clubhouse with an indoor pool and hot tub, fitness center, library, and game room. Outdoors you find a riverside infinity pool, gas 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. You can also enjoy daily activities such as yoga, exercise classes and clubs for biking, billiards, books, baking, cards, mahjong, and more. This unit is just a short walk to community kayak racks with launch access. The owner paid for the kayak rental space for 2026.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,899
Status:
Active
MLS#:
MDQA2016298
Type:
Townhouse
Subdivision:
Bayside
Year built:
1998
Courtesy: EXP Realty, LLC 301-924-8200
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ADDITIONAL INFORMATION

You don't want to miss the opportunity to enjoy Island Living in this maintenance free Pond View End Unit! Come enjoy Island Living in the Bayside Community. Offering Pond Views from every window in this sought after end unit home complete with beautiful landscaping. Relax on your spacious deck overlooking the pond complete with 2 fountains or invite family and friends to enjoy a cookout on your ground level patio. Enter the ground level from the street, this level includes a garage complete with storage shelves and door opener, ground-level family room or 4th bedroom with sliding door access to patio and rear open space, also a half bath and laundry area. Main level has an open concept living, featuring hardwood flooring throughout a spacious combination dining room/living room with fireplace, crown moldings and 9ft. ceilings. An eat in kitchen with upgraded cabinets, appliances and granite countertops. Plantation shutters adorn the windows. Living room has sliding doors opening to a large deck! Step out to a wonderful view of the pond and open green space, enjoy the moment. The upper level includes a spacious main suite with vaulted ceilings, walk-in closet and full bath with skylight. Two additional good-sized bedrooms with vaulted ceilings and another full bath complete this level. The exterior maintenance is taken care of by the Community Association along with the shrubbery, mulch and grass mowing. Complete maintenance free living. The Bayside Community offers so many amenities including an outdoor pool, tennis courts and a recently remodeled clubhouse complete with a workout room and a party room. Bayside is conveniently located near marinas, restaurants and the Cross Island Trail, perfect for walking, jogging or biking. This is the perfect place to enjoy life! Hurry!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,380
Status:
Active
MLS#:
MDQA2016200
Type:
Condo
Subdivision:
Queens Landing
Year built:
1986
Courtesy: Long & Foster Real Estate, Inc. 410-643-2244
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ADDITIONAL INFORMATION

Fabulous Adriatic Grande unit ( largest end unit and 1 of 4) in the desirable Queens Landing community. With 1,380 sq. ft. of meticulously maintained space, this home features an open floor plan that seamlessly connects the living, dining, and kitchen areas, perfect for entertaining. FIRST FLOOR BEDROOM suite features a private patio while second floor owner suite has an adjoining loft with a fireplace and a delightful water view deck for morning coffee! Enjoy upgraded countertops, a spacious kitchen island, beautiful hardwood flooring, vaulted ceilings, NEW HVAC AND WATER HEATER, and a serene pond front patio for evening relaxation. The community offers fantastic amenities, including a fitness center, outdoor pool facing the river, tennis court/pickle ball, and scenic walking paths, fostering an active lifestyle. Possible marina slips available for lease or sale. Located near top-rated schools and lush parks, this neighborhood is perfect for those seeking a vibrant community. This property is a true gem! Experience the perfect blend of comfort, community, and convenience!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,250
Status:
Active
MLS#:
MDQA2016194
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.43 Acres
Year built:
2007
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

This custom built home offers the perfect opportunity to live just minutes away from the Chesapeake Bay Bridge and Route 50, offering partial water views and a layout designed for both everyday living and effortless entertaining. The main level features 12 foot ceilings and oversized 6 foot windows that create bright, open living spaces. A vaulted morning room transitions seamlessly into a sunroom, providing flexible space for dining, relaxing, or working from home. The gourmet eat-in kitchen offers granite countertops, a substantial center island, pantry, and an open-concept design that opens into the family room and sunroom. The primary suite is generously sized, featuring a tray ceiling and a well-designed bath with custom tile shower and double vanity. The remaining four bedrooms share two jack-and-jill style bathrooms offering convenience for family and guests. Outdoor living is equally appealing, with an 800-square-foot wraparound deck ideal for entertaining. The property also offers space for a potential in-ground pool (buyer to verify with Planning & Zoning). Additional features include custom hardwood and tile flooring run throughout, tailored Roman blinds and wood shutters, new HVAC system, finished garage, and dedicated laundry room with new washer, dryer, and utility sink. A rare 1,820-square-foot crawl space with 4-foot ceilings, finished concrete floor, and indoor access provides plenty of additional storage. Built by local builder Lacrosse Homes with numerous upgrades, this well-maintained home offers immediate value in one of the most popular areas on the Eastern Shore - all with no HOA. Schedule your tour today.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDQA2016206
Type:
Single Family-Detached
Subdivision:
Dominion
Lot size:
0.99 Acres
Year built:
1896
Courtesy: Coldwell Banker Realty 410-224-2200
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ADDITIONAL INFORMATION

Start living the watermen dream in Dominion! This charming home offers a thoughtfully designed layout with an open, airy flow and spacious rooms throughout. Situated in the Dominion neighborhood on nearly one acre, you’ll enjoy both comfort and room to roam. The oversized living area is filled with natural sunlight streaming through the windows, creating a warm and inviting atmosphere. The first floor recently fresh coat of paint. Step outside to the private side deck — perfect for entertaining, hosting summer barbecues, or simply relaxing with friends and family. Featuring three bedrooms and 1.5 baths, this home includes a generously sized primary bedroom with vaulted ceilings and a walk-in closet. A storage shed provides extra space for tools and equipment, while the expansive yard offers endless possibilities for outdoor fun, gardening, or future enhancements. Bring your personal touches and make this home truly your own!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
MDQA2015826
Type:
Condo
Subdivision:
Queens Landing
Year built:
1984
Courtesy: RE/MAX Executive 443-274-1900
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ADDITIONAL INFORMATION

Beds:
5
Baths:
5.00
Sq.Ft.:
3,225
Status:
Active
MLS#:
MDQA2015840
Type:
Single Family-Detached
Subdivision:
Four Seasons At Kent Island
Lot size:
0.16 Acres
Year built:
2026
Courtesy: KOVO Realty 240-375-5074
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ADDITIONAL INFORMATION

The Tuscaloosa, located on Lot 588, is scheduled for an April 2026 settlement and offers generous space with 5 bedrooms, 4.5 baths, and a 3-car garage—ideal for growing households and effortless entertaining. Designed with both comfort and function in mind, this home includes a private home office, a screened patio for relaxed outdoor living, and a striking stone fireplace complemented by ceiling beams that add warmth and character to the main living area. The kitchen is beautifully appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with quartz countertops that extend into the owner’s bath. Hardwood flooring welcomes you through the foyer and flows into the kitchen, dining area, great room, and hallways, while tile flooring enhances all full baths and the laundry room. Plush carpeted spaces include the owner’s bedroom, extra suite, home office, loft, and bedrooms 3–5. The owner’s suite features a spa-inspired Plus shower with seat, handheld shower wand, frameless shower doors, and dual sinks, creating a relaxing retreat at the end of the day. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may show options, upgrades, or features not included in this home. 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.

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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

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Chester Real Estate

Chester is located in Maryland. Chester, Maryland has a population of 4,371. Chester is less family-centric than the surrounding county with 25.7% 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 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 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

    $587,500
    14.5%
    change since last quarter
  • # Active listings

    53
    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

City County
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