Chester MD Real Estate & Homes for Sale

63 Properties Found

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Beds:
2
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2016096
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2026
Courtesy: KOVO Realty 240-375-5074
View additional info

ADDITIONAL INFORMATION

The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space perfect for working from home or quiet retreat. The kitchen is equipped with a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops for a polished finish. Luxury vinyl plank flooring flows throughout the home, with tile flooring in the two full baths for added durability. The owner’s bath features a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a spa-inspired retreat. 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:
1
Baths:
1.00
Sq.Ft.:
724
Status:
Active
MLS#:
MDQA2016014
Type:
Condo
Subdivision:
Queens Landing
Year built:
1983
Courtesy: Coldwell Banker Realty 410-263-8686
View additional info

ADDITIONAL INFORMATION

Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a waterfront condominium community on Kent Island located minutes from Rt. 50 and a short walk to local dining and the Cross Island Trail. The community offers a club house, marina, pool, fitness center, pickleball, tennis, and racquetball courts, and social activities throughout the year. Schedule your tour today!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,602
Status:
Active
MLS#:
MDQA2016080
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2026
Courtesy: KOVO Realty 240-375-5074
View additional info

ADDITIONAL INFORMATION

The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat, complete with a private sitting room and large walk-in closets. The spa-inspired owner’s bath features a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. The kitchen is equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all anchored by quartz countertops. Laminate flooring flows throughout the home, with tile in both full bathrooms for a polished finish. 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#:
MDQA2015800
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2021
Courtesy: RE/MAX Leading Edge 410-224-3200
View additional info

ADDITIONAL INFORMATION

Four Seasons @ Kent Island - 55+ Community - Price Improvement + Seller to Credit $4000 towards Capital Contribution Fee * Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane gas cooktop with range hood, wall oven + microwave combo and a huge Island that accommodates plenty of bar seating. Spacious Bedroom suites each with private full baths and generous closet spaces. The Primary bath has His 'n Her's double sinks with Moen fixtures, comfort height vanities, large vanity mirrors, medicine cabinets and a walk-in tiled shower with seat. The Primary bedroom features 2 closets; one walk-in-closet and one generous wall closet, a ceiling fan and a single French door to access the balcony. The 2nd Bedroom is large enough to hold a traditional sized bedroom set and features a tub/shower combo in the bath. The open Great Room is large, bright and has serene pond views and winter water views of Macum Creek with oversized sliders to a covered balcony. You will love the convenient laundry room located off the foyer area that accommodates the included full-sized GE washer and dryer. Elevator down to the Lobby level to your private garage and a just a few steps down the corridor is your private, keyed storage closet. This condo building features a secure lobby entrance and is impeccably decorated and maintained. Additionally, the 2nd floor has a common Club Room/Meeting Room great for socializing with your neighbors or as additional entertainment space. It features Public Water, Public Sewer, individually metered propane gas heat and cooking. All residents have access to the community amenities which include a huge 20,000 sf Club House with Billiards Room, Casual Lounge Area, Fitness Center, Party and Meeting rooms, and fabulous Indoor Heated Pool & Spa. Outside awaits a resort-like Pool, Cabana House, Private Beach Area, Outdoor Concert Space, Pier for Fishing and taking in the magnificent Chester River views & Kayak launch and Walking Trails. Pickle Ball enthusiasts you are in luck as there are Tennis Courts and Pickle Ball Courts for all, and grand kids can be entertained at a small Playground Area. Come tour today and see why this is THE place to be in Kent Island for 55+ living!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,750
Status:
Active
MLS#:
MDQA2015604
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.28 Acres
Year built:
1988
Courtesy: Five Star Real Estate 240-222-3200
View additional info

ADDITIONAL INFORMATION

*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
MDQA2015236
Type:
Condo
Subdivision:
Queens Landing
Year built:
1998
Courtesy: Long & Foster Real Estate, Inc. 410-643-2244
View additional info

ADDITIONAL INFORMATION

DON"T MISS OUT on this super deal!! Owners have lowered the price by $10,000 and are willing to look at offers! Nothing to do but move in! Be in this spring to enjoy all that summer offers on the shore!! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout the living areas and new vinyl flooring in the kitchen. A propane fireplace highlights the great room turning chilly nights into cozy nights! On warm days, enjoy relaxing in the enclosed patio/porch or just being outside. Being an end-unit it offers lots of privacy. Any and all assessments have been paid by the owner, so you are ready to go and enjoy all the amenities that Queens Landing is known for...beautiful waterside pool, the club house with a party room, racquet ball court, exercise room, tennis courts, jogging trail, and more! Close to the cross-island trail, the Matapeake Dog Park, restaurants, schools, library...it is a wonderful place to live! Whether you are looking for a place to use as a vacation or weekend home, or as a year-round residence, this will suit both needs. It's situated in a great location...minutes to the Bay Bridge for any commuters to the western shore, and many airports, and an easy drive to the MD and DE beaches! Note: 4 pictures have been Virtually Enhanced!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,795
Status:
Active
MLS#:
MDQA2015026
Type:
Single Family-Detached
Subdivision:
Four Seasons At Kent Island
Lot size:
0.18 Acres
Year built:
2020
Courtesy: Real Broker, LLC - Annapolis 855-450-0442
View additional info

ADDITIONAL INFORMATION

If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,728
Status:
Active
MLS#:
MDQA2015554
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.35 Acres
Year built:
1991
Courtesy: Coldwell Banker Realty 410-224-2200
View additional info

ADDITIONAL INFORMATION

This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35-acre corner lot, this 3-bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location. Inside, you’ll love the bright, updated kitchen featuring new countertops and backsplash, complemented by hardwood floors on the main and upper levels. A dramatic cathedral ceiling with skylights fills the home with natural light, creating an open and welcoming atmosphere. The spacious lower-level family room offers a cozy retreat, while a flexible bonus room is perfect for a home office, guest room, or additional sleeping space. Recent improvements add peace of mind and long-term value, including a new roof (2019) with 50-year shingles, newer windows, a new stove and hot water heater, and a new vinyl pool liner with a lifetime warranty. This home has been thoughtfully cared for and is truly move-in ready. Step outside to a fully fenced backyard oasis featuring a private in-ground pool and deck—ready for summer entertaining or relaxing at home. Residents also enjoy access to the Harbor View community’s one-acre field with pavilion and playground, perfect for gatherings and outdoor fun. Conveniently located just 20 minutes to Annapolis, 45 minutes to Baltimore, and under an hour to Washington, D.C., this home also offers easy access to Kent Narrows waterfront dining, the 6.5-mile Cross Island Trail, and Queenstown Premium Outlets just minutes away. With updated features, transferable warranties, and a refreshed price, this home represents an outstanding opportunity to enjoy the best of Kent Island living. Schedule your showing today—this one is not to be missed.

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA2014542
Type:
Single Family-Detached
Subdivision:
Harbor View
Lot size:
0.55 Acres
Courtesy: Keller Williams Flagship 410-729-7700
View additional info

ADDITIONAL INFORMATION

*****Immediate Delivery*****WATERFRONT DEEP WATER ****Schedule showoing today! New Home, New Pier, New Pool!!!!!The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland lifestyle in this home built for entertaining and an enhanced lifestyle! There is room for everyone in this home, starting with a main level 2-car garage, rec room area, full bath & exercise/office -- this is your fun zone or whatever zone! The second level is light-filled and open with island kitchen featuring upgraded finishes, dining area, powder bath and great room with deck. You can ADD another deck on the rear of the home off the dining area if you're looking for more outdoor space. The third level features a laundry, three bedrooms including the spacious primary bedroom with updated bath and another stunning deck. The Blue Heron is a beautiful home and will serve a multitude of lifestyles. Explore your options today!

Beds:
2
Baths:
3.00
Sq.Ft.:
2,003
Status:
Active
MLS#:
MDQA2015222
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2021
Courtesy: Coldwell Banker Realty 410-263-8686
View additional info

ADDITIONAL INFORMATION

A price improvement has been made, making this unit the best value in the entire community. Offer deadline July 09 at 4pm. Offers will be reviewed on a first come first serve basis. Seller reserves the right to accept an offer prior to the deadline. This home shows like a model with approximately $55,000.00 in upgrades. No need to wait for new construction this unit is ready for immediate occupancy. Love Where You Live! Experience resort-style living that blends comfort, luxury, and convenience—just steps from the waterfront. Enjoy peaceful mornings without the disruption of construction nearby. This highly sought-after first-floor condo is move-in ready and has been meticulously maintained, featuring numerous upgrades throughout. Step inside to an open, light-filled layout enhanced by crown molding, recessed lighting, and direct views of the lush greenspace with seasonal water glimpses. The gourmet kitchen and dining area are ideal for entertaining, offering a spacious island with seating, quartz countertops/bar, sleek wifi enabled appliances, and seamless flow into the living room. Unwind by the cozy fireplace or open the double sliding glass doors to your private patio—perfect for watching the sunrise, morning coffee, reading, or simply enjoying the peaceful natural setting. The owner’s suite offers both a walk-in and secondary closet, private patio access, and a luxurious en-suite bath with dual sinks and a spa-inspired frameless glass shower. The guest suite is bright and spacious, complete with its own en-suite bath, custom tilework, and large vanity. A bonus room with upgraded frosted glass doors provides the perfect space for a home office, workout area, or reading nook. Additional highlights include: LVP flooring throughout the entire home, interior access to a private one-car garage, and a secure storage unit. From your patio, take a stroll along the walking trail where you can take in the sights and sounds of nature to discover tranquil views and your kayak launch. The community also has direct access to the Kent Island Cross Island Trail. Many extra amenities to enjoy including an indoor heated pool, outdoor infinity pool, firepits, pickleball and tennis courts, dog park, and beautiful walking and biking trails. Live every day like you’re on vacation—this stunning condo offers the lifestyle you’ve been waiting for and is a must see to experience all of the upgrades! Water and sewer fees are already included in the owners monthly COA.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,600
Status:
Active
MLS#:
MDQA2014528
Type:
Condo
Subdivision:
Four Seasons At Kent Island
Year built:
2023
Courtesy: Long & Foster Real Estate, Inc. 410-546-3211
View additional info

ADDITIONAL INFORMATION

Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile backsplash, staggered cabinets, and stainless steel modern appliances. The great room has a seasonal view of the Chester River and a traditional electric fire place with shiplap accents fostering a feeling of warmth and tranquility. The primary bedroom/bathroom is spacious with two sizeable walk-in closets. The primary bedroom also includes attached sitting room with water-view and access to the balcony overlooking a pond that attracts wildlife. All bedrooms of this Severn Model offer custom closets designed and constructed by "Chesapeake Closets". The unit comes with a first floor assigned one car garage and an assigned climate-controlled storage closet. Come join the easy life! Call for your private showing!

Beds:
2
Baths:
1.00
Sq.Ft.:
764
Status:
Active
MLS#:
MDQA2014252
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.17 Acres
Year built:
1926
Courtesy: The Parker Group 302-217-6692
View additional info

ADDITIONAL INFORMATION

This property, situated on a 0.17-acre lot, offers a blank canvas for your vision. Located in Queen Anne's County, the existing structure presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details. Please note that access to 1405 Little Creek Rd is via 104 Little Creek Ct, followed by a left turn. Do not use or enter any neighboring driveways or properties as they are privately owned and clearly marked with “No Trespassing” signs. For safety reasons, please respect these boundaries.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
MDQA2011168
Type:
Single Family-Detached
Subdivision:
Marling Farms
Lot size:
0.35 Acres
Year built:
1971
Courtesy: RE/MAX Executive 443-274-1900
View additional info

ADDITIONAL INFORMATION

PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish shiplap walls. There's Nothing Like NEW! Step onto the new flooring that leads you to three roomy bedrooms and two beautifully renovated full baths. Every detail has been attended to, with all-new windows, siding, plumbing, fixtures, electrical panel, light switches, septic work, water heater, doors, drywall, and a new HVAC system. With a recent roof and a dehumidified crawl space featuring a vapor barrier, this home is move-in ready—no worries, just settle in! The community enhances your lifestyle with access to four beaches, three boat ramps, a playground, ball fields, a basketball court, a picnic pavilion, a fishing pier, and plenty of opportunities for gatherings. This is the perfect place to create lasting memories!

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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

© 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

    $471,500
    14.5%
    change since last quarter
  • # Active listings

    65
    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