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Chester MD Real Estate & Homes for Sale

44 Properties Found

The median home value in Chester, MD is $684,950. This is higher than the county median home value of $395,500. The national median home value is $308,980. The average price of homes sold in Chester, MD is $684,950. Approximately 71% of Chester homes are owned, compared to 19% rented, while 10% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester Real Estate.


1–25 of 44 properties displayed
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Beds:
4
Baths:
3 Full
Sq.Ft.:
2,791
Status:
NEW LISTING
MLS#:
MDQA2015878
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2026
Courtesy: KOVO Realty
View additional info

The Simone at Lot 547 features a well-balanced open-concept floorplan with a projected settlement date of March 2026, offering both style and functionality for modern living. This home includes 4 bedrooms, 3 baths, and a 2-car garage, with flexible spaces designed to adapt to everyday needs. Notable highlights include a dedicated home office and a welcoming shiplap-accented fireplace that anchors the main living area. Luxury vinyl plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, Bedroom 2, the owners suite, and the HovHall, while tile finishes enhance all full baths and the laundry room. Plush carpet adds comfort to the loft, second floor, and Bedrooms 3 and 4. The kitchen is thoughtfully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all paired with quartz countertops that continue into the owners bath. The owners bath is designed for comfort with a shower featuring a built-in seat, handheld shower wand, and double sinks. 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:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
MDQA2015876
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2026
Courtesy: KOVO Realty
View additional info

The Chester at Lot 2443 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it a great opportunity for buyers planning ahead. This home includes 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Highlighted features include a dedicated home office with lighted French doors, a stylish dry bar for entertaining, a cozy electric fireplace, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and a polished finish. The kitchen is well equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owners bath serves as a relaxing retreat with a shower featuring a built-in seat, 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:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
MDQA2015874
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2026
Courtesy: KOVO Realty
View additional info

The Chester at Lot 2433 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it an excellent opportunity for buyers planning ahead. This home features 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Standout features include a dedicated home office with lighted French doors, a dry bar ideal for entertaining, an electric fireplace for added ambiance, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and easy maintenance. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owners bath features a shower with seat, handheld shower wand, double sinks, and quartz countertops, creating a comfortable and refined 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:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,225
Status:
NEW LISTING
MLS#:
MDQA2015840
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2026
Courtesy: KOVO Realty
View additional info

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 owners 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 owners bedroom, extra suite, home office, loft, and bedrooms 3-5. The owners 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.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,602
Status:
NEW LISTING
MLS#:
MDQA2015838
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2026
Courtesy: KOVO Realty
View additional info

The Severn, located on Lot 2424, is scheduled for a August 2026 settlement and offers a well-designed layout with 3 bedrooms, 2.5 baths, and a 1-car garage-perfect for low-maintenance living without sacrificing style. This home features a welcoming electric fireplace, a convenient dry bar for entertaining, and a dedicated storage room to keep everything organized. The kitchen is thoughtfully equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all paired with sleek quartz countertops. Throughout the home, LVP flooring provides durability and a cohesive look, with tile flooring in both full baths. The primary bath offers a relaxing retreat with a walk-in shower featuring a seat and handheld shower wand, dual 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:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
MDQA2015800
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2021
Courtesy: RE/MAX Leading Edge
View additional info

**OPEN HOUSE Sunday, 1/11/26 from 11 - 1PM ** New Listing! Four Seasons @ Kent Island - 55+ Community - Turnkey & 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:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,003
Status:
NEW LISTING
MLS#:
MDQA2015806
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2026
Courtesy: KOVO Realty
View additional info

The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owners bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,003
Status:
NEW LISTING
MLS#:
MDQA2015804
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2026
Courtesy: KOVO Realty
View additional info

The Magothy at Lot 2411 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owners bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,680
Status:
NEW LISTING
MLS#:
MDQA2015752
Type:
Condo
Subdivision:
QUEENS LANDING
Year built:
1984
Courtesy: RE/MAX Executive
View additional info

Escape to the water - without the waterfront price. This Chester River-front townhome in Queens Landing is the perfect second home or low-maintenance retreat, all for under $500K. Enjoy sunrise water views from your private patio and balcony, and lock-and-leave peace of mind when you head back home. Inside, the layout is easy and functional with luxury vinyl plank flooring, a gas fireplace, and a bright kitchen featuring white shaker cabinets, granite counters, stainless steel appliances, and an induction cooktop. Upstairs offers vaulted ceilings, skylights, a riverfront primary suite with private balcony and en-suite bath, plus a versatile loft for guests or a home office. Fresh paint, a newer roof, ample storage, and all special assessments already paid make this truly turnkey. Resort-style amenities include a waterfront clubhouse, pool, fitness center, pickleball and tennis courts, marina views, and direct access to the Cross Island Trail. Walk to dining, minutes to Route 50, and easy access to Annapolis, D.C., and Baltimore. Waterfront lifestyle. Lock-and-leave living.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,602
Status:
NEW LISTING
MLS#:
MDQA2015776
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2022
Courtesy: Long & Foster Real Estate, Inc.
View additional info

New year, new price!! This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. No need to wait for a new condo to be built - you can move in now to 170 Harrier Way #34. This third floor Severn model (3 BR / 2 ½ Bath / 2,602 sqft) offers beautiful views of the Chester River and nearby tidal pool. Inside, sunshine fills the unit with light throughout the day and the numerous windows are treated with Hunter Douglas luxury blinds when you have had enough sun. The home offers an open concept layout. The kitchen includes the upgraded package which includes stainless steel GE Profile appliances (including refrigerator, gas stove, oven, microwave, refrigerator, and dishwasher), a gourmet island with quartz countertop, pendant lighting, staggered cabinets, backsplash, and dry bar. The great room offers water views and added tranquility with an Allusion 60� fireplace. The master bedroom is spacious and includes two sizable walk-in closets and includes a sitting room with water views along with patio access. Both guest rooms are spacious and offer ample closet space. On the first floor, the unit includes a private 1-car garage along with a climate-controlled storage room. The gem of the community is its 24,000 sq. ft. clubhouse that includes indoor & outdoor pools, a state-of-the-art fitness center, a yoga studio, locker rooms, a game room, a library, three large social gathering areas with TVs and kitchens. Outside of the clubhouse is a resort-style pool with direct views of the Chester River, a beach area with fire pits, a patio with gas fire pits, a bar area, a performance stage, miles of walking and biking trails, tennis courts, pickleball courts, basketball, bocce ball, childrens playground, dog park, kayak/paddleboard launch area with storage racks, boat pier for visitors, and much more. There are numerous clubs, fitness sessions, and events to join and start interacting with your neighbors right away. A sampling includes cooking club, book club, yoga, pilates, cross-fit, strength training, golf, pickleball, line dancing, aqua fitness, cards, billiards, and many more. With a full-time lifestyle director on site at the clubhouse, there is no reason to leave home. However, if you do, Four Seasons offers convenient access to Route 50, Annapolis, DC, Baltimore, BWI airport, and the Eastern Shore and beaches. Kent Island itself offers amazing waterfront dining options, shopping, the nearby Queenstown outlets, world class boating, the Blue Heron county golf course, and miles of cross-island biking trail surrounded by views of the Chester River and Chesapeake Bay. What are you waiting for? Start living the luxury island life today!

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,225
Status:
Active
MLS#:
MDQA2015794
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2025
Courtesy: KOVO Realty
View additional info

The Tuscaloosa home offers a thoughtfully designed layout with elevated finishes throughout, with a projected settlement of April 2026. Featuring 2 bedrooms, 2.5 baths, and a 3-car garage, this home blends everyday functionality with timeless style. Standout features include a dedicated home office, a screened patio perfect for outdoor relaxation, and a shiplap-accented fireplace paired with ceiling beams that add warmth and architectural character to the great room. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with Quartz countertops that continue into the owners bath for a cohesive, upscale look. Luxury Vinyl Plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, HovHall, owners suite, and extra suite, while tile enhances all full baths. Carpeted secondary spaces provide comfort in additional bedrooms and the loft. The owners bath features a shower with seat, handheld shower wand, and double sinks, creating a relaxing retreat. For a full list of included features, 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 Full
Sq.Ft.:
2,789
Status:
Active
MLS#:
MDQA2015792
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2025
Courtesy: KOVO Realty
View additional info

The Kerr on Lot 529 offers a well-balanced layout with thoughtfully selected finishes, scheduled for a March 2026 settlement. Featuring 3 bedrooms, 3 baths, and a 3-car garage, this home provides flexibility, functionality, and refined comfort throughout. Notable highlights include a dedicated home office, a screened patio for relaxed outdoor living, and a shiplap-accented fireplace that anchors the great room with warmth and character. These features make the home equally suited for everyday living and entertaining. The kitchen is fully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and tile backsplash, all complemented by Quartz countertops that continue into the owners bath for a cohesive, upscale look. Hardwood flooring extends through the foyer, extended foyer, kitchen, dining area, great room, and HovHall, with tile in all full baths and the laundry room. Plush carpet in the owners bedroom, extra suite, Bedroom 2, and loft adds comfort in private spaces. The owners bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat. For a full list of included features, 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:
2
Baths:
2 Full
Sq.Ft.:
1,280
Status:
Active
MLS#:
MDQA2015236
Type:
Townhouse
Subdivision:
QUEENS LANDING
Year built:
1998
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Nothing to do but move in! 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 for cozy chilly 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 to 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 great place to live! Note: Conforming or conventional loans not accepted. Freddie Mac and Fannie Mae are temporarily not financing loans in the community.

Beds:
1
Baths:
1 Full
Sq.Ft.:
724
Status:
Active
MLS#:
MDQA2015650
Type:
Townhouse
Subdivision:
QUEENS LANDING
Year built:
1983
Courtesy: Long & Foster Real Estate, Inc.
View additional info

EXCELLENT PRICE IMPROVEMENT ON THIS CHESTER RIVER WATERFRONT !!! Spectacular sunrise views on display over the river from this cozy 1 bedroom, 1 bath, 724 square foot, condo. Enter into an open, bright space that adjoins a well-laid out compact kitchen. The bedroom is on the waterside of the condo but either space, entry area or bedroom area, can be used as you wish. The owner chose to have the living area on the waterside. Sliding glass doors lead to a patio where you can relax with the beautiful Chester River as your view! The condo is in the popular community of Queens Landing, known for its many amenities. You are sure to enjoy living here whether as a full-time resident or just to have as a week-end or summer getaway! Minutes from the Bay Bridge, you can be here without ever getting on route 50! Amenities are as follows: tennis courts, waterside pool, jogging path with easy access to the cross-island running/bike trail, racquet ball court, fitness center and more!! There is also a party room that you can use when you need more room to entertain guests! This condo unit has a very low condo fee of $214.65 per month! Not many of these units were built and definitely not many with the view of this one! Come see it...you will be glad you did! Note: Conventional or conforming loans are not accepted. Freddie Mac and Fannie Mae are temporarily not approving financing loans in the community. Also for rent on a short or long-term basis: MDQA2015652. $1800 per month for year lease.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,100
Status:
Active
MLS#:
MDQA2015692
Type:
Condo
Subdivision:
BAYSIDE
Year built:
2000
Courtesy: Real Broker, LLC - McLean
View additional info

Exceptional value for this renovated 3-bedroom, 3.5-bath end-unit townhome in the premier Bayside waterfront community. Comparable properties in this Chester River community have recently sold for much more, making this an outstanding opportunity for buyers seeking turnkey condition with over $50,000 in premium upgrades. Welcome to Bayside living at its finest. This meticulously maintained home sits in one of Chester's most desirable waterfront communities, offering nearby water access for morning walks along the Chester River, resort-style outdoor pool for summer enjoyment, and professionally maintained grounds. Minutes from Route 50/301 for easy commuting, yet peacefully situated in a serene riverside setting close to shopping, dining, and recreational activities. The owners have transformed this residence with quality upgrades throughout. Real hardwood flooring spans the entire main and upper levels with no carpet anywhere in the home. The entry welcomes you with elegant slate tile while abundant natural light floods every room, creating bright and inviting spaces perfect for both daily living and entertaining. The completely renovated chef-inspired kitchen features top-tier stainless steel appliances including Thermador induction cooktop, GE Monogram wall oven, and Bosch dishwasher. Granite countertops, updated cabinetry, and recessed lighting complete this stunning space. The open-concept design connects seamlessly to the spacious living area, making entertaining effortless and family gatherings comfortable. Your main level living room centers around a cozy gas fireplace surrounded by built-in bookshelves, creating the perfect gathering spot year-round. Step outside to your private deck with retractable awning where you can enjoy winter water views of the Chester River. This outdoor space provides an ideal extension of your living area for morning coffee, evening relaxation, or weekend entertaining. The upper level primary suite serves as your personal retreat with a spacious walk-in closet and luxurious ensuite bathroom featuring a jetted soaking tub and separate shower. Your own private outdoor deck off the primary suite provides a serene escape for morning coffee or quiet evening moments. The second bedroom on this level includes its own attached full bathroom, offering privacy and comfort for family or guests. The versatile top-floor loft space features abundant natural light, two generous walk-in closets, and another full bathroom. Use this flexible area as a guest suite, home office, creative studio, or third bedroom based on your lifestyle needs. The possibilities are endless with this unique third-level retreat. Modern systems ensure comfort and efficiency throughout. The recently updated HVAC system provides year-round climate control while reducing energy costs. High-efficiency washer and dryer convey with the home for added value. The attached one-car garage offers protected parking and additional storage space, while the end-unit positioning provides enhanced privacy with no neighbors on one side. This home is completely turnkey and move-in ready. The combination of hardwood floors, premium Thermador and GE Monogram appliances, modern HVAC system, and updated finishes throughout means you can move in immediately and start enjoying your new lifestyle without any projects or renovations required. Low-maintenance living at its best. Your monthly Condo fee includes lawn maintenance, snow removal, community pool access, and recreation facilities, allowing you to spend your time enjoying the waterfront lifestyle rather than maintaining property. This is the perfect balance of Chester River community living with modern convenience and resort-style amenities. The value proposition is compelling. This home's aggressive positioning combined with over $50,000 in premium upgrades creates an exceptional opportunity for discerning buyers. The motivated seller situation, extensive recent improvements, prime end-unit location

Beds:
6
Baths:
4 Full/1 Half
Sq.Ft.:
4,165
Status:
Active
MLS#:
MDQA2015674
Type:
Single Family, Single Family-Detached
Subdivision:
GIBSONS GRANT
Lot size:
0.17 Acres
Year built:
2010
Courtesy: Coldwell Banker Realty
View additional info

Start the New Year as a resident of Gibsons Grant!â?¨Discover over 4,100 sq. ft. of high-end, custom elegance in this exceptional Eastern Shore home-perfectly located in one of Chesters most sought-after waterfront communities. With 6 bedrooms, 4.5 baths, and designer touches at every turn, this residence offers the space, craftsmanship, and lifestyle todays buyers crave. Step inside the welcoming foyer and take in the three-story staircase, striking wrought-iron railings, and extensive architectural details including wainscoting, custom trim, and three-piece crown molding throughout. Rich hand-scraped wide-plank hardwoods lead you through thoughtfully designed spaces, including a sitting room, private office, and formal dining room. The bright and beautiful gourmet kitchen features gleaming quartz, stainless steel appliances, double ovens, under-cabinet lighting, and custom designer touches at every turn. Storage and function abound, with walk-in spaces and built-ins ready for you! With six bedrooms and 4.5 baths, this home offers flexibility for multi-generational living, guests, work-from-home setups, or hobby spaces. The finished bonus room above the oversized three-car garage includes a full bath-ideal for an au pair suite, guest retreat, or studio. The third-floor loft, also complete with a full bath, adds yet another layer of functional, finished living space. Additional features include plantation shutters, a dedicated mudroom, & second-floor laundry, Outside, enjoy extensive hardscaping that creates a turnkey, low-maintenance lifestyle-perfect for relaxing after a day on the water or at work. All of this is just a short walk to Gibsons Grants impressive amenities: pool, clubhouse, fitness center, pier, playground, bocce ball, and direct access to the Cross-Island Trail. The Bay Bridge only 5 minutes away, making work commutes, weekend escapes, or even a trip to the grocery store a piece of cake. A great opportunity in a highly sought-after neighborhood-dont miss your chance to make Gibsons Grant your new home!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,830
Status:
Active
MLS#:
MDQA2015660
Type:
Single Family, Single Family-Detached
Subdivision:
MARLING FARMS
Lot size:
0.54 Acres
Year built:
1973
Courtesy: Cottage Street Realty LLC
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Discover a true waterfront treasure on .54 acres with 110 feet of waterfront. This beautifully renovated 3-bedroom, 2.5 bath home offers an open-concept layout design to capture breathing taking water views that stretch endless across the horizon. Each evening brings magnificent, direct sunset views-- the kind that make you stop, breathe, and take it all in. New pier in 2020! Step inside to luxury plank flooring that flows throughout the home, complementing a bright, modern kitchen outfitted with brilliant white quartz countertops, all new stainless steel appliances, abundant white cabinetry, and generous workspace ideal for cooking and entertaining. The refined design continues into each bathroom, where matching quartz countertops and coordinated cabinetry create a polished, cohesive aesthetic. With its expansive lot, serene waterfront setting, and elegant interior updates, this is a rare opportunity to own a home that blends comfort, beauty, and unforgettable views.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,993
Status:
Active
MLS#:
MDQA2015632
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2022
Courtesy: KOVO Realty
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The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout-now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a screened patio ideal for indoor-outdoor living. Elevated design moments-such as feature walls, ceiling beams, and barn doors-bring custom flair to each space. As a true bonus, all model home furniture is included, offering a completely move-in-ready experience. The chef-inspired kitchen showcases a Café range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, stylish pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owners bath for a cohesive, upscale look. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 for added warmth. The owners bath features a shower with seat, handheld shower wand, and double sinks, creating a comfortable and functional retreat. For a full list of included features, please contact our sales representatives. 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:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,225
Status:
Active
MLS#:
MDQA2015638
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2022
Courtesy: KOVO Realty
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The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor-outdoor living. Custom design elements-such as barn doors, ceiling beams, and a striking feature wall-bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready lifestyle. The chef-inspired kitchen showcases a Profile range, single oven, microwave, range hood, dishwasher, French door refrigerator, elegant pendant lighting, and a stylish tile backsplash. Quartz countertops elevate both the kitchen and the owners bath for a clean, cohesive look. Hardwood flooring spans the main level for timeless appeal, with tile in all full baths and carpet in Bedroom 2, the loft, and Bedrooms 4 and 5 for added comfort. The owners bath features a luxurious shower with a built-in seat, handheld shower wand, and double sinks-creating a serene, spa-like retreat. For a full list of included features, please contact our sales representatives. 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 Full/1 Half
Sq.Ft.:
2,930
Status:
Active
MLS#:
MDQA2015636
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2022
Courtesy: KOVO Realty
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The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes-available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details-such as barn doors, crown molding, and a custom feature wall-add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The beautifully appointed kitchen features a range, single oven, microwave, range hood, dishwasher, French door refrigerator, stylish pendant lighting, and a coordinating tile backsplash. Quartz countertops elevate both the kitchen and the owners bath for a fresh, integrated design. LVP flooring extends across the main level for durability and style, with tile in all full baths and carpet in Bedrooms 2 and 3 for added comfort. The owners bath offers a spa-inspired shower with a built-in seat, handheld shower wand, and double sinks-creating a relaxing and functional daily retreat. For a full list of included features, please contact our sales representatives. 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 Full
Sq.Ft.:
2,789
Status:
Active
MLS#:
MDQA2015634
Type:
Single Family, Single Family-Detached
Subdivision:
FOUR SEASONS AT KENT ISLAND
Lot size:
0.16 Acres
Year built:
2022
Courtesy: KOVO Realty
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The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout-available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range, single oven, microwave, range hood, dishwasher, side-by-side refrigerator, elegant pendant lighting, and a designer tile backsplash. Quartz countertops elevate both the kitchen and the owners bath for a clean, cohesive finish. Hardwood flooring extends across the main level, with tile in all full baths and carpet in Bedroom 2 and the loft for added comfort. The owners bath features a shower with seat, handheld shower wand, and double sinks, creating a spa-inspired retreat designed for everyday ease. For a full list of included features, please contact our sales representatives. 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:
2 Full
Sq.Ft.:
1,728
Status:
Active
MLS#:
MDQA2015554
Type:
Single Family, Single Family-Detached
Subdivision:
HARBOR VIEW
Lot size:
0.35 Acres
Year built:
1991
Courtesy: Coldwell Banker Realty
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Discover this beautifully updated 3-bedroom, 2 full and 1 half bathroom home located on a scenic 0.35-acre corner lot in the highly desirable Harbor View community, just two miles east of the Chesapeake Bay Bridge. Inside, enjoy a bright, modern kitchen with new countertops and backsplash, hardwood floors on the main and upstairs evels, and cathedral ceiling with skylights. Relax in the spacious lower-level family room plus a versatile bonus room/office/bedroom. Recent upgrades include a new roof (2019) with 50-year shingles, new windows, and a new vinyl pool liner with warranty. Step outside to your fully fenced back yard and private in-ground pool and deck, perfect for summer entertaining and relaxing. The community offers a one-acre community field with a pavilion and playground for events and gatherings. The location offers unbeatable convenience-just 20 minutes to Annapolis, 45 minutes to Baltimore, and 50-60 minutes to Washington, D.C. Enjoy the best of Kent Island living with easy access to Kent Narrows for waterfront dining, the Cross Island Trail (6.5 miles long) for walking and biking, and Queenstown Premium Outlets just five minutes away. This move-in-ready home offers the perfect blend of comfort, location, and lifestyle-dont miss your chance to make it yours!

Beds:
4
Baths:
4 Full/2 Half
Sq.Ft.:
3,460
Status:
Active
MLS#:
MDQA2015546
Type:
Single Family, Single Family-Detached
Subdivision:
SOUTHWIND
Lot size:
1 Acres
Year built:
1989
Courtesy: TTR Sotheby's International Realty
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Set within Southwind, one of Kent Islands most sought-after waterfront communities, this exceptional residence offers an elegant blend of craftsmanship and comfort with 10 foot ceilings and beautiful crown molding. Perfectly sited on an acre overlooking Crab Alley Bay and Eastern Bay, the homes peaceful setting is enhanced by sweeping water views, mature landscaping, and a private waterside pool that invites year-round enjoyment. Inside, timeless design meets modern refinement. The first-floor primary suite provides a serene retreat, joined by two additional guest suites on the main level-each with its own ensuite bath for privacy and comfort. Upstairs, a fourth bedroom and full bath accompany a spacious living area, ideal for extended family or guests. The heart of the home is a stunning, renovated kitchen featuring rich finishes, premium appliances, and an open layout perfect for gathering. Gleaming hardwood floors flow throughout, leading to a mahogany-lined library that exudes warmth and sophistication-a true sanctuary for work or quiet reflection. Outdoor living takes center stage with a screened porch that captures cooling Bay breezes and views of the pool and shimmering water beyond. Whether entertaining or simply savoring the stillness of the shoreline, every space in this home celebrates the beauty of the Chesapeake Bay lifestyle.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,066
Status:
Active
MLS#:
MDQA2015532
Type:
Single Family, Single Family-Detached
Subdivision:
CLAYBORNE WOODS
Lot size:
0.17 Acres
Year built:
2000
Courtesy: Chaney Homes, LLC
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Step inside and see this meticulously cared for home! This home features a first floor primary bedroom with an ensuite full bath. Just 5 minutes from the Chesapeake Bay Bridge and all the beaches, parks, boat ramps, and waterfront venues you love to visit...all within a few minutes drive. This single detached home has been thoughtfully improved throughout, with luxury vinyl plank floors, kitchen with updated appliances & counter tops as well as a breakfast nook. The kitchen opens to a large family room with a cozy gas fireplace. The dining area overlooks the rear patio, where the owners have thoughtfully added a retractable awning. The rear yard offers plenty of privacy, backing to views of trees and nature. The upper level features 2 more bedrooms and another full bath. An attached garage with added parking pad provides storage for your vehicle plus additional storage as well. Updates within the last 5 years include: Roof, Appliances, Counter tops, Flooring, Hot Water Heater, and Furnace. Don't miss seeing this one!

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,073
Status:
Active
MLS#:
MDQA2015528
Type:
Condo
Subdivision:
BAYSIDE
Year built:
1996
Courtesy: Maryland Residential Management Co
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PRICE IMPROVEMENT!! Motivated Seller! Beautifully maintained first-floor condominium offering serene lake views and an open, inviting floor plan. This residence features two spacious bedrooms and two full bathrooms. The light-filled living and dining areas provide direct access to a private patio overlooking the lake, perfect for enjoying peaceful mornings. Located in a highly desirable community of Bayside, offering exceptional amenities including scenic walking trails, a clubhouse with a party room, fitness center, swimming pool, and tennis courts. Conveniently situated near shopping, dining, and major commuter routes, this home offers the perfect blend of comfort, convenience, and resort-style living.

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