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Chester MD Real Estate & Homes for Sale

51 Properties Found

The median home value in Chester, MD is $677,450. 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 $677,450. 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.


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Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,830
Status:
NEW LISTING
MLS#:
MDQA2015660
Type:
Single Family, Single Family-Detached
Subdivision:
MARLING FARMS
Lot size:
0.54 Acres
Year built:
1973
Courtesy: Cottage Street Realty LLC
View additional info

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.

Open House:

Sunday, 12/7 10:00-12:00PM

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,980
Status:
NEW LISTING
MLS#:
MDQA2015672
Type:
Single Family, Single Family-Detached
Subdivision:
MARLING FARMS
Lot size:
0.37 Acres
Year built:
1954
Courtesy: The KW Collective
View additional info

Welcome to 1701 Bayside Dr, a beautifully updated rancher offering direct, unobstructed waterviews of Crab Alley Bay. The main home features 3 bedrooms and 1 full bath, highlighted by LVP flooring throughout, a gorgeous updated kitchen with granite countertops, and spacious living and family rooms-each with water views. The primary bedroom is generously sized with two closets. Two generously sized bedrooms, a full bathroom, and a full laundry room complete the main house. Connected by a breezeway, the property also includes a 1-bedroom, 1-bath guest suite with a full kitchen, perfect for extended family or guests. Situated on a corner lot directly across from public water access, youll enjoy forever-protected views from your deck and patio plus access to the pier, ramp, playground, grills, and gazebo. Major updates in 2022 include the roof, ductless heating/AC, propane baseboard heating, and windows. One car garage with plenty of parking in the driveway! Enjoy the best of Eastern Shore living in this beautifully maintained waterfront gem!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,747
Status:
NEW LISTING
MLS#:
MDQA2015644
Type:
Condo
Subdivision:
BAYSIDE MARINA
Year built:
1995
Courtesy: RE/MAX Executive
View additional info

Welcome to Bayside on Kent Island! This meticulously maintained 3-level townhome offers beautiful pond views and numerous updates throughout. Main level features an open floorplan with hardwood bamboo floors and upgraded lighting, Bright kitchen with white shaker cabinets, granite counters (2019), and updated fixtures. Upper level includes an oversized Primary Suite with a spa-like bath (2018), large walk-in closet with California Closets (2024 - $12K), and ceiling fan. Second bedroom features a large closet and is adjacent to the updated hall bath. Entry-level 3rd bedroom/office offers custom built-ins (2024) and direct access to the patio with serene pond views. Enjoy outdoor living on the Trex deck (approx. 4 years old) overlooking the water. Community amenities include a pool, clubhouse, tennis courts, and walking paths. Walk to local restaurants and the marina, with boat slips available. Close to the Cross Island Trail, parks, and beaches. Move-in ready and perfectly positioned to enjoy all that Kent Island living has to offer!

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,993
Status:
NEW LISTING
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
View additional info

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:
NEW LISTING
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
View additional info

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:
NEW LISTING
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
View additional info

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:
NEW LISTING
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
View additional info

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.

Open House:

Saturday, 12/6 11:00-1:00PM

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,400
Status:
Active
MLS#:
MDQA2015626
Type:
Single Family, Single Family-Detached
Subdivision:
GIBSONS GRANT
Lot size:
0.17 Acres
Year built:
2011
Courtesy: Coldwell Banker Realty, 4102638686
View additional info

Discover exceptional living on an oversized fenced lot in the sought-after community of Gibsons Grant on Kent Island. This beautifully maintained home offers a rare combination of space, versatility, and thoughtful upgrades-inside and out. A welcoming front porch overlooks a peaceful community green space, setting the tone for the charm found throughout. Step inside to hardwood floors spanning the main level, where a cozy living room with a propane fireplace flows seamlessly into the open kitchen and dining area. The kitchen features stainless steel appliances, a pantry, and convenient access to the laundry room and main-level half bath. Just off the dining area, enjoy the three season room with EZ Breeze windows overlooking one of the neighborhoods largest side yards-perfect for relaxing or entertaining. A standout feature of this property is the Finished Room Over Garage (FROG), complete with a walk-in closet, kitchenette, and full bathroom-ideal for guests, bonus living space, or a private office. Upstairs, the spacious primary suite offers comfort and convenience with an en-suite bath featuring a heat lamp, built-in wall jewelry storage, and a large glass-enclosed shower. An additional bedroom shares the hall bathroom with a jetted tub, and the upstairs loft-currently used as an office but easily convertible into a third bedroom-completes the upper level. Additional highlights include beautiful landscaping with irrigation, crown molding throughout, an oversized two-car garage, a full-home conditioned crawlspace with approximately 4-ft ceilings for ample storage, and a parking pad that accommodates 3+ cars. Gibson's Grant is one of the most desirable waterfront communities on the Eastern Shore, offering resort-style amenities including water access, an outdoor pool, clubhouse, fitness center, waterfront pavilion, kayak launch, pier, and direct access to the Cross Island Trail. Situated just off Route 50 yet tucked behind a peaceful nature preserve, Gibson's Grant is minutes away from local dining, shopping, and recreational activities. Experience the best of modern coastal living in a serene, private setting. Schedule your showing today and make this stunning home yours!

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
View additional info

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, (410) 280-5600
View additional info

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:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,073
Status:
Active
MLS#:
MDQA2015558
Type:
Condo
Subdivision:
BAYSIDE
Year built:
1996
Courtesy: Maryland Residential Management Co
View additional info

Beautifully maintained first-floor condominium offering an open, inviting floor plan. This residence features two spacious bedrooms and one and a half bathrooms. The light-filled living and dining areas provide direct access to a patio, with storage closet. All kitchen appliances, stainless steel, only 1 year old, and counter tops updated. Both bathrooms remodeled in 2021. Washer & dryer brand new. 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.

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
View additional info

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:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,036
Status:
Active
MLS#:
MDQA2014798
Type:
Single Family, Single Family-Detached
Subdivision:
CHESTER
Lot size:
0.21 Acres
Courtesy: Long & Foster Real Estate, Inc.
View additional info

To-be-built 5BR, 3.5BA waterfront home by Laine Street Homes - now under construction and perfectly positioned to capture breathtaking sunrises over the waterfront of Crab Alley Creek. Thoughtfully designed for modern coastal living, this home will offer panoramic water views from the main level and the primary suite, filling the interior with natural light and scenic beauty. The bright layout will feature 7� plank flooring, a gas fireplace, and a first-floor guest suite. The gourmet kitchen will include shaker-style cabinetry, quartz countertops, an oversized island, and premium ZLINE stainless appliances - ideal for entertaining while overlooking the water. Upstairs, the luxurious primary suite will provide sweeping water vistas and a spa-inspired bath with a 6 tiled shower, double shower heads, and a built-in bench. Additional planned features include tile flooring in all bathrooms, bedroom-level laundry and an integrated 2-car garage. Outdoor living spaces will include an expansive back deck overlooking the water and a covered patio - perfect for peaceful mornings and sunrises over the shoreline. BONUS: Approx. 181 acres of conservation land lies on the other side of the shoreline! On a quiet waterfront lot surrounded by natural beauty, this home combines the craftsmanship of Laine Street Homes with the serenity of coastal living. Photos shown are of a completed home of the same floor plan.

Open House:

Saturday, 12/6 12:00-2:00PM

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,520
Status:
Active
MLS#:
MDQA2015440
Type:
Single Family, Single Family-Detached
Subdivision:
GIBSONS GRANT
Lot size:
0.13 Acres
Year built:
2012
Courtesy: Coldwell Banker Realty
View additional info

Beautiful Home in Gibsons Grant with Elevator, Open Floor Plan & Two-Car Garage Welcome to this beautifully appointed home in the sought-after waterfront community of Gibsons Grant on Kent Island. This residence offers a perfect blend of comfort, style, and convenience - featuring a spacious open floor plan and an attached two-car garage. No need to worry about stairs - a full elevator effortlessly transports you to the grand second-floor primary suite, complete with a cozy sitting area and private porch. Throughout the home, youll find thoughtful upgrades, including a gourmet kitchen with granite countertops, hardwood floors, custom trim, and elegant finishes that make this property truly special. Enjoy the charm of the screened side porch, a beautifully landscaped English-style yard with brick patio, gardens, and fencing that provides both beauty and privacy. With three bedrooms and a den that can easily serve as a fourth bedroom or home office, this home offers versatile living space for any lifestyle. Youll also enjoy peekaboo water views and the exceptional amenities that make Gibsons Grant so desirable. Established in 2007, this 280-home community is nestled between the Chester River and Macum Creek, offering a community pool, clubhouse, fitness center, bocce court, pier, kayak launch, and playground and much more. Conveniently located near shopping, Starbucks, restaurants, the Kent Island Cross Island Trail, and just minutes from the Bay Bridge, this home offers the best of Kent Island living.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,250
Status:
Active
MLS#:
MDQA2015496
Type:
Single Family, Single Family-Detached
Subdivision:
HARBOR VIEW
Lot size:
0.28 Acres
Year built:
2025
Courtesy: Coldwell Banker Waterman Realty
View additional info

New home being built! Act now and pick all your colors! Finished models can be seen! Call agent for details.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,404
Status:
Active
MLS#:
MDQA2015450
Type:
Single Family, Single Family-Detached
Subdivision:
KIRWANS LANDING
Lot size:
1.4 Acres
Year built:
1988
Courtesy: Coldwell Banker Realty
View additional info

BIG PRICE IMPROVEMENT. Private Waterfront Living in Kirwans Landing!â?¨Nestled on 1.4 acres in the water-privileged community of Kirwans Landing, this property offers the perfect blend of privacy, comfort, and resort-style outdoor living. Step outside to your own outdoor oasis, complete with a saltwater pool, spacious deck, and beautifully hardscaped patio surrounded by mature landscaping. A private 90-foot pier, tucked off to the side of the property, provides the ideal spot for boating, fishing, paddle boarding, or simply soaking in the peaceful water views. You will also enjoy access to the community marina, just a short ride away. Inside, the home features hardwood floors throughout and a bright, updated kitchen with custom white cabinetry, granite countertops, and stainless steel appliances. The living rooms gas fireplace and the sun-filled sunroom overlooking the serene backyard create inviting spaces to relax and entertain. The dining room off the kitchen and an additional living room offer even more space. The spacious primary suite offers a quiet retreat with a seating area or office space and dual walk-in closets. Upstairs, youll find three additional bedrooms and a full bath. Additional upgrades include a new water heater, recently upgraded HVAC system with mini-split in the sunroom, new pool equipment, updated garage doors, owned Culligan water system, central vacuum, storage shed, two car garage perfect for storage, and more. Experience the best of Eastern Shore living - private, peaceful, and perfectly located in one of Kent Islands most desirable waterfront communities.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,076
Status:
Active
MLS#:
MDQA2015460
Type:
Townhouse
Subdivision:
BAYSIDE
Year built:
2001
Courtesy: TTR Sotheby's International Realty
View additional info

This beautifully maintained 3-bedroom, 3.5-bath marina-front townhouse with a 1-car garage offers the perfect blend of comfort, convenience, and Chesapeake lifestyle. Ideally located in the heart of Kent Island, youll enjoy stunning marina and Chester River views from multiple levels. The main floor features new luxury vinyl plank flooring, an open-concept kitchen, dining, and family room, and a gas fireplace. French doors open to a private deck where you can relax and watch the boats go by. Upstairs, the primary suite includes a walk-in closet, a spa-like bath with a jetted tub and separate shower, and a private balcony overlooking the water. A second bedroom on this level offers its own en-suite bath and new carpet throughout. The third-floor loft bedroom is a serene retreat with a closet, full en-suite bath, and sweeping marina views. The Bayside community offers resort-style amenities including a clubhouse, fitness center, pool, and tennis courts. Plus, Castle Marina is just steps away-keep your boat right out your back door and enjoy easy access to the Chester River and beyond. Experience low-maintenance, waterfront living at its best on Kent Island!

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2015438
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2025
Courtesy: KOVO Realty
View additional info

The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for entertaining or casual gatherings. The kitchen is beautifully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and tile backsplash, all complemented by quartz countertops for a polished look. Laminate flooring runs throughout the main living areas, with tile in both full baths for easy maintenance. The owners bath features a walk-in shower with seat and handheld shower wand, double sinks, and elegant quartz countertops, 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.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2015436
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2025
Courtesy: KOVO Realty
View additional info

The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for entertaining or casual gatherings. The kitchen is beautifully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and tile backsplash, all complemented by quartz countertops for a polished look. Laminate flooring runs throughout the main living areas, with tile in both full baths for easy maintenance. The owners bath features a walk-in shower with seat and handheld shower wand, double sinks, and elegant quartz countertops, 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.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,003
Status:
Active
MLS#:
MDQA2015222
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2021
Courtesy: Coldwell Banker Realty
View additional info

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 owners 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: indoor heated pool, outdoor infinity pool, firepits, pickleball and tennis courts, dog park, and beautiful walking and biking trails. Live every day like youre on vacation-this stunning condo offers the lifestyle youve been waiting for and is a must see to experience all of the upgrades!

Beds:
2
Baths:
1 Full
Sq.Ft.:
832
Status:
Active
MLS#:
MDQA2015064
Type:
Single Family, Single Family-Detached
Subdivision:
HARBOR VIEW
Lot size:
0.28 Acres
Year built:
1952
Courtesy: RE/MAX Executive
View additional info

Discover this charming 2-bedroom, 1-bath home in Harbor View featuring beautiful wood floors, a brand-new roof, updated windows, and a spacious rear deck overlooking a large fenced backyard-perfect for relaxing or entertaining while enjoying the Island lifestyle. Ideally located near restaurants, shopping, and easy access to Route 50 for commuting. Come See!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,482
Status:
Active
MLS#:
MDQA2015150
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.18 Acres
Year built:
2012
Courtesy: Jorge A. Zea
View additional info

Be the first to see this beautiful two-story house that has been tastefully renovated & upgraded. You will love open concept of living and dining area with a modern & charming electric fireplace; lots of natural lights, vaulted ceiling, beautifully refinished and stained wood floor, maintenance free deck with a lounge area and a firepit, private backyard with a spacious and comfortable lounge area. The kitchen is furnished with stainless steel appliances, 42â? wood cabinets, and a new stainless-steel sink with accessories. Quality filtered water. The house was built in 2012. Recent (2022-2023) renovations and upgrades include: added 6â?? bump wall with a built in electric 60â? Touchstone fireplace (dual mode - flame and heat) and a high-quality Denon sound system; fully remodeled bathrooms; installed water filtration system (Charger Iron Breaker III) that supplies the whole house; refinished and stained oak wood floor, NEW - wood stairs treads, asphalt driveway, pavestone patio, LED light fixtures, ceiling fans with LED lights and remote/wall control, door hardware, light switches, vent grilles, stainless sink in the kitchen, Samsung EE laundry machine, window covering (curtains and blinds), paint - garage & all doors, wall paper and painted accent walls in bedrooms; built half wall (1st floor), added shelves in bedroom closets; LVP floor in the utility room; sum pump; outdoor entrance lights; landscaping (planted evergreen trees and sod). The air duct system was repaired and cleaned in December 2022. The house features 4 bedrooms and 2 ½ bathrooms. The primary bedroom is on the second level and features an ensuite bath. The second and third bedrooms are on the second level and share a hall full bath. There are main living area, dining, and kitchen on the second level. On the first level, there is fourth bedroom/living area with an ensuite half bath, and the utility room with oversized washer and dryer (Samsung). The attached 2 car garage. Shed in the backyard. House is very clean and well maintained. Pet and smoking free. Great central location. No HOA fees. Move in ready.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,900
Status:
Active
MLS#:
MDQA2015138
Type:
Condo
Subdivision:
FOUR SEASONS AT KENT ISLAND
Year built:
2025
Courtesy: KOVO Realty
View additional info

This beautifully designed Chester Model Home offers sophisticated comfort and modern convenience, ready for immediate move-in with a flexible month-to-month leaseback opportunity. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home blends style and function seamlessly. Thoughtful touches include a fully furnished interior, a dry bar perfect for entertaining, and an electric fireplace that adds warmth and ambiance. A dedicated home office with elegant lited French doors provides the ideal space for work or creativity. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all accented by quartz countertops that continue into the full baths. Enjoy laminate flooring throughout for easy maintenance, complemented by tile in the full baths. The owners bath offers a walk-in shower with a seat and handheld shower wand, plus double sinks and quartz counters for a spa-like retreat. For a full list of included features, please contact our sales representatives.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
2,010
Status:
Active
MLS#:
MDQA2015084
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

This stunning Taylor home offers an inviting open floor plan designed for both comfort and functionality. Featuring 2 bedrooms, 2.5 baths, and a spacious 3-car garage, this home perfectly blends everyday ease with elevated style. Highlights include a dedicated home office, a cozy screened patio for outdoor relaxation, and a dramatic 2-story stone fireplace that serves as the heart of the great room. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a stylish tile backsplash. Elegant quartz countertops extend through the kitchen and owners bath. Luxury vinyl plank flooring enhances the main level, with tile in all full baths and the laundry room, and plush carpet in the extra suite and upstairs loft. The owners bath features a spacious shower with a seat and handheld shower wand, plus double sinks for convenience. 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.

Open House:

Friday, 12/5 11:00-4:00PM

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,789
Status:
Active
MLS#:
MDQA2015082
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

This stunning Kerr home offers an inviting open floor plan designed for both comfort and functionality. Featuring 3 bedrooms, 3 baths, and a spacious 3-car garage, this home perfectly blends everyday ease with elevated style. Highlights include a dedicated home office, a cozy screened patio for outdoor relaxation, and a dramatic 2-story stone fireplace that serves as the heart of the great room. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a stylish tile backsplash. Elegant quartz countertops extend through the kitchen and owners bath. Luxury vinyl plank flooring enhances the main level, with tile in all full baths and the laundry room, and plush carpet in the extra suite and upstairs loft. The owners bath features a spacious shower with a seat and handheld shower wand, plus double sinks for convenience. 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.

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