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110 Boatswain Way Unit 3032, Chester
$659,990
2 Beds ⋅ 3 Baths
The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space perfect for working from home or quiet retreat. The kitchen is equipped with a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops for a polished finish. Luxury vinyl plank flooring flows throughout the home, with tile flooring in the two full baths for added durability. The owner’s bath features a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a spa-inspired retreat. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3032, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Real Broker, LLC -.

110 Boatswain Way Unit 3031, Chester
$830,000
3 Beds ⋅ 3 Baths
The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat, complete with a private sitting room and large walk-in closets. The spa-inspired owner’s bath features a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. The kitchen is equipped with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all anchored by quartz countertops. Laminate flooring flows throughout the home, with tile in both full bathrooms for a polished finish. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3031, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1331 Parker St, Chester
$120,000
3 Beds ⋅ 1 Baths
Welcome to 1331 Parker St, an end-of-row home offering an exciting opportunity for a buyer ready to add their personal touch. With its desirable end-of-row position and generous potential, this property is an excellent option for a first-time homebuyer looking to build equity, a savvy investor, or a buyer searching for a renovation project with upside. While the home will require some TLC and updating, it offers a solid foundation for creating something truly special. Bring your vision, creativity, and finishing touches to transform this property into a comfortable home that reflects your style. The possibilities are here for those willing to roll up their sleeves. Whether you're looking to enter the market, create a long-term rental, or take on a project with the potential to add value, 1331 Parker St deserves a closer look. Property is being sold AS-IS.

1331 Parker St, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: United Real Estate.

536 Warbler Way, Chester
$699,990
2 Beds ⋅ 3 Baths
Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. 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.

536 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Douglas Realty LLC.

110 Boatswain Way Unit 3042, Chester
$699,990
2 Beds ⋅ 3 Baths
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private workspace. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with seat and handheld shower wand, double sinks, and quartz countertops for added convenience and style. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3042, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Patterson-Schwartz-Middletown.

12 Queen Anne Way Unit J, Chester
$379,900
1 Beds ⋅ 2 Baths
Enjoy waterfront living in the sought-after Queens Landing community! This Mediterranean style 1-bedroom, 1.5-bath end unit condo offers a unique layout with beautiful water views and multiple outdoor spaces designed to make the most of the setting. The first-level primary bedroom and full bath allow for convenient main-level living. The upper-level loft adds valuable flex space with a wood-burning fireplace, skylights, and an abundance of natural light making it the perfect space for a home office, sitting area, guest space, or cozy retreat. Step outside and choose your view, from the garden-style front patio to the waterside patio out back or the upper-level balcony overlooking the water. With inviting indoor spaces, plenty of natural light, and multiple places to relax outdoors, this condo offers an easy, low maintenance, Eastern Shore lifestyle in a beautiful waterfront community.

12 Queen Anne Way Unit J, Chester

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: RE/MAX Leading Edge.

34 Queen Anne Way, Chester
$490,000
2 Beds ⋅ 3 Baths
WATERFRONT Condo! Open House dates scheduled. Beautifully renovated 2BR/2.5BA waterfront condominium located in the sought-after Queen’s Landing resort-style community on the scenic Chester River, just off the Chesapeake Bay. This move-in-ready home showcases a stunning top-to-bottom remodel, including new luxury vinyl plank flooring, new carpet, fresh paint throughout (ceilings, walls, trim, and doors), new white cabinetry, beautiful quartz countertops with beveled white backsplash, updated bathroom vanities, flooring and modern lighting fixtures. The light-filled open floor plan is designed to highlight the panoramic Chester River views. The spacious family room off the kitchen features an oversized sliding glass door leading to a private balcony with beautiful eastern water views—perfect for morning coffee or relaxing evenings overlooking the river. Upstairs, the primary bedroom suite offers elevated water views and a private full bath. A second large bedroom and additional full bath complete the upper level, with washer and dryer conveniently located between the bedrooms. Residents of Queen’s Landing enjoy exceptional waterfront amenities including a private marina, swimming pool overlooking the Chester River, clubhouse, fitness center, tennis and pickleball courts, and scenic waterfront walking paths. Ideally located just minutes from shopping, dining, entertainment, the Cross Island Trail, and the Chesapeake Bay Bridge, this home is perfect as a full-time residence or weekend waterfront retreat on Maryland’s Eastern Shore. Schedule your private tour today!

34 Queen Anne Way, Chester

Listing courtesy of Taylor Properties. Contact:

Selling Office: Coldwell Banker Realty.

47-F Queen Anne Way, Chester
$555,000
2 Beds ⋅ 3 Baths
Set directly along the Chester River in desirable Queen’s Landing, this waterfront home puts the water at the center of everyday living, with incredible views from the main level, sunroom, patio, and both upstairs bedrooms. The shoreline feels remarkably close, creating a peaceful backdrop that can be enjoyed from nearly every principal living space. Renovations and upgrades throughout complement the setting, including wide-plank luxury vinyl plank flooring and an open-concept floor plan designed to keep the water in view. The remodeled kitchen, completed in 2022, features soft-close white cabinetry, quartz countertops, stainless steel appliances, a pantry, and a stainless steel sink and faucet positioned to overlook the entire main level and the Chester River beyond. Open to the living and dining combination, the kitchen creates an easy flow for everyday living and entertaining. A fireplace, added in 2025, brings a cozy focal point to the spacious gathering area while the water remains part of the view. Further along, a finished sunroom, unique to this home, extends the living space toward the water, with oversized sliding glass doors opening directly to the patio. Added in 2023, the patio provides an inviting place to sit outdoors and take in the ever-changing river scenery. Upstairs, both bedrooms enjoy water views, with the waterfront primary bedroom offering windows that act as artwork overlooking the serene Chester River. The remodeled primary bath features a convenient barn door, new shower with floor-to-ceiling tile, frameless glass door, and luxury vinyl plank flooring. The generous second bedroom also has an en-suite bath with luxury vinyl plank flooring. Additional improvements include a new front door, whole-house paint and electrical upgrades, second-floor carpet, a 2025 HVAC system, and first-floor luxury vinyl plank flooring added in 2026. The Queen’s Landing community offers a true waterfront lifestyle with a heated waterfront pool, clubhouse, fitness center, indoor racquetball court, tennis and pickleball courts, walking paths, kayak storage and launch areas, and a resident-only 62-slip marina. A kayak launch is conveniently located at the end of the street, while a deeded 25-foot boat slip is also available for purchase, adding even more opportunity to enjoy life on the Chester River. With water views woven throughout the home and direct access to the community’s waterfront amenities, this is a special opportunity to embrace the Chesapeake lifestyle from the comfort of home.

47-F Queen Anne Way, Chester

Listing courtesy of Northrop Realty. Contact:

Selling Office: Compass.

114 Merganser Ct, Chester
$280,000
2 Beds ⋅ 2 Baths
"Why rent when you can own?" or are you looking for a weekend home? This condo is has so many options at an affordable price. Experience the ease of resort-style, maintenance-free living in this beautifully updated upper-level condominium featuring open views, abundant natural light, and the privacy of having no neighbors above. Also, owning the upper level gives you the security if you are a lock and leave weekender. 2nd floor condos feature vaulted ceilings that are unavailable on the main level. Soaring vaulted ceilings, open floor, beautiful hardwood floors, gourmet Kitchen offers all brand new appliances including refrigerator, dishwasher, stove with glass top, microwave and garbage disposal. The beautiful living area features a gas fireplace for those chilly days coming soon and the dining area is perfect for entertaining and flows from the kitchen, dining to the balcony. This condo also includes a new efficient hot water heater and stackable full size washer and dryer. Owner has meticulously maintained this home. The spacious primary suite offers a peaceful retreat with a generous bedroom, walk-in closet and a private ensuite bath. A second bedroom provides exceptional flexibility as a guest room, home office, or space for family and grandchildren. Another full bath is located near the second bedroom. Beyond the home, enjoy an exceptional lifestyle with access to community amenities including a clubhouse, swimming pool, pickleball courts, and fitness center. A marina is within walking distance, making it easy to enjoy boating and waterfront activities. Bayside is a friendly pet community with many paths for dog walking. The cross trail is just steps from your condo. The condominium association handles exterior maintenance and community upkeep, allowing you more time to enjoy the things you love. Ideally situated near fine dining, shopping, and cultural attractions, this location also offers outstanding accessibility—within easy reach of three international airports—making travel convenient whether for business, family visits, or leisure. This is the perfect opportunity to enjoy a low-maintenance lifestyle without sacrificing comfort, convenience, or amenities. "Elevated living, exceptional amenities, and a carefree lifestyle—all in one remarkable home."

114 Merganser Ct, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1127 Keystone Rd, Chester
$100,000
3 Beds ⋅ 2 Baths
Welcome to 1127 Keystone rd in Chester! This well-maintained two-story rowhome, build in 1938, offers a traditional layout with 3 bedrooms and 1 full bathroom on upper level. The main level features a comfortable living room, an additional sitting room/den room, a separate dinning room and the kitchen with a convenient rear entry door proving access to the backyard and detached garage. Full unfinished basement provides laundry, half bath and has storage utility space. This property also features with mature landscaping and garden space, offering potential for outdoor enjoyment and gardening Conveniently located near I-95 and major roadways. Property is being sold in as is condition

1127 Keystone Rd, Chester

Listing courtesy of Realty Mark Associates. Contact:

Selling Office: Compass Pennsylvania, LLC.

123 Flycatcher Way, Chester
$950,000
3 Beds ⋅ 3 Baths
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 owner’s 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 owner’s 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.

123 Flycatcher Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Real Broker, LLC.

525 Welsh St, Chester
$210,000
Investment Opportunity Deal: 4-Unit Apartment and storefront in Chester Overview: This 4-unit apartment and storefront building in Chester presents an exceptional investment opportunity with strong income potential. Fully rented and generating monthly cashflow. This property is perfect for savvy investors looking to enhance their portfolio. <br> Key Features: Consistent Cash Flow: With all units currently occupied, you can start collecting income right away, ensuring immediate cash flow from day one. <br> Prime Location: Situated in a desirable area, this property benefits from high demand for rental units, making it an attractive option for tenants and investors alike. <br> Diverse Rental Income: The mix of unit types caters to a broad range of tenants, maximizing occupancy rates and rental potential. <br> Strong Market Performance: Chester's real estate market shows promising trends, making this property a smart long-term investment. Don't miss out on this lucrative opportunity to own a fully rented, income-generating property in a thriving market. Call now to make an appointment today.

525 Welsh St, Chester

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Keller Williams Real Estate Tri-County.

701 E 23rd St, Chester
$265,000
3 Beds ⋅ 2 Baths
Don't miss out on this stunning, fully rehabbed single-family home in a quiet neighborhood, just steps from Widener University and Talen Energy Stadium! This move-in-ready 3-bedroom, 2-bath gem dazzles with refinished hardwood floors, plush new carpeting, and a brand-new kitchen featuring sleek granite countertops, new stainless steel appliances, and ample cabinetry for all your culinary needs. The finished basement offers a spacious family room perfect for movie nights or gatherings, while the redone rear covered porch invites relaxation in a private, fenced backyard. With newly installed natural gas, a high-efficiency heating/cooling system, a new driveway, and a detached shed for extra storage, this home blends modern upgrades with timeless charm. Conveniently located minutes from Philadelphia, major highways, and local shopping, this beautifully updated property is ready for you to call home. Some photos in this listing include AI‑generated virtual staging or visual enhancements. The home is currently empty; images are for visualization purposes only.

701 E 23rd St, Chester

Listing courtesy of Iron Valley Real Estate of Berks. Contact:

Selling Office: Real of Pennsylvania.

1144 Concord Ave, Chester
$161,900
3 Beds ⋅ 2 Baths
Welcome to this well-maintained 3-bedroom, 1.5-bath twin home offering comfort, convenience, and a location that's hard to beat! The rarely offered first-floor powder room adds everyday functionality, while the updated full bathroom and brand-new flooring throughout the bedrooms provide a fresh, modern feel. Situated as the last home on a dead-end street, this property offers added privacy with minimal traffic. The fenced rear yard provides plenty of space for entertaining, pets, or outdoor enjoyment, and the detached garage offers additional parking, storage, or workshop potential. A new basement door provides easy access to the backyard. Backing directly to the neighboring school and conveniently located just minutes from major highways, shopping, dining, and everyday amenities, this home combines a peaceful setting with exceptional accessibility. Whether you're a first-time buyer, downsizing, or looking for a great investment opportunity, this is a home you won't want to miss!

1144 Concord Ave, Chester

Listing courtesy of Homestarr Realty. Contact:

Selling Office: RE/MAX Main Line - West Chester.

54 Queen Caroline Ct, Chester
$319,000
2 Beds ⋅ 3 Baths
DON"T MISS OUT on this super deal!! Owners have lowered the price by $10,000 and are willing to look at offers! Nothing to do but move in! Be in this spring to enjoy all that summer offers on the shore!! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout the living areas and new vinyl flooring in the kitchen. A propane fireplace highlights the great room turning chilly nights into cozy nights! On warm days, enjoy relaxing in the enclosed patio/porch or just being outside. Being an end-unit it offers lots of privacy. Any and all assessments have been paid by the owner, so you are ready to go and enjoy all the amenities that Queens Landing is known for...beautiful waterside pool, the club house with a party room, racquet ball court, exercise room, tennis courts, jogging trail, and more! Close to the cross-island trail, the Matapeake Dog Park, restaurants, schools, library...it is a wonderful place to live! Whether you are looking for a place to use as a vacation or weekend home, or as a year-round residence, this will suit both needs. It's situated in a great location...minutes to the Bay Bridge for any commuters to the western shore, and many airports, and an easy drive to the MD and DE beaches! Note: 4 pictures have been Virtually Enhanced!

54 Queen Caroline Ct, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Benson & Mangold, LLC.

108 Price Rd, Chester
$170,000
3 Beds ⋅ 2 Baths
You wouldn't think it but the property offers 3 bedroom and 2 full baths. Patio right off kitchen for the summer cookouts! Easy yard maintenance here, not much grass to manage, leaves plenty of time for those cookouts. Close to Route 8 for easy east/west access. Property sold as is, no repairs will be made by seller. HUD CASE 244-032645, reach out for more information on this unique buying opportunity. Property is owned by the US Dept. of HUD. All HUD Homes are sold “AS-IS”. This property is HUD Case # 244-032645. Information and Disclosures available at hudhomestore website. property Insurability code is: IE. Bids may only be submitted by HUD Registered Agents/Agencies. Buyers are responsible for Dewints/Rewints coordination/expenses. LBP (Lead-Based Paint) may be present. Seller makes no representations or warranties as to property condition.

108 Price Rd, Chester

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact:

Selling Office: Engel & Volkers Annapolis.

224 E 21st St, Chester
$270,000
5 Beds ⋅ 2 Baths
Nestled in the charming Edgemont Park neighborhood, this exquisite Colonial twin home, built in 1928, seamlessly blends timeless elegance with modern comforts. With 1,514 square feet of thoughtfully designed living space, this residence offers an inviting atmosphere that feels like home from the moment you step inside. As you enter, you are greeted by an open floor plan that effortlessly connects the living and dining areas, creating a warm and welcoming environment perfect for both intimate gatherings and lively entertaining. The cozy fireplace serves as a stunning focal point, inviting you to unwind and enjoy the ambiance of crackling flames on cool evenings. Natural light pours in through well-placed windows, enhancing the inviting atmosphere throughout the main level. This home boasts five spacious bedrooms, providing ample space for relaxation and personalization. The entry-level bedroom offers convenience and flexibility, while the remaining bedrooms are thoughtfully designed to ensure comfort and privacy. Indulge in the luxurious bathrooms, featuring a walk-in shower and a soaking tub, perfect for unwinding after a long day. The combination of modern fixtures and classic design elements creates a spa-like retreat right at home. The fully finished basement adds valuable living space, ideal for a home office, playroom, or media center, catering to your lifestyle needs. Outside, the property is complemented by a low-maintenance lot, allowing you to spend more time enjoying the comforts of home and less time on upkeep. Parking is convenient with options available on the street and in the alley. This residence is not just a home; it's a lifestyle. Experience the charm of Edgemont Park, where tree-lined streets and a sense of community await. With its blend of historic character and modern amenities, this property is a rare find that promises comfort, style, and a place to create lasting memories. Embrace the opportunity to make this exquisite home your own.

224 E 21st St, Chester

Listing courtesy of Keller Williams Real Estate-Blue Bell. Contact:

Selling Office: Keller Williams Real Estate-Blue Bell.

203 Riverside Dr, Chester
$880,000
5 Beds ⋅ 4 Baths
Construction Complete, QUICK MOVE IN! Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary suite. Designed for both luxury living and entertaining, the open floor plan features 7-inch wide plank flooring, a gas fireplace, entry-level guest suite, and high-end finishes throughout. The gourmet kitchen is the heart of the home, complete with shaker-style cabinetry, quartz countertops, an oversized island, premium ZLINE stainless steel appliances, upgraded custom lighting, and expansive water views. Upstairs, the spacious primary suite offers a peaceful waterfront retreat with a spa-inspired bath featuring a 6-foot tiled walk-in shower with dual shower heads, a built-in bench, double vanities, and generous closet space. Bedroom-level laundry and beautifully finished bathrooms with tile flooring add everyday convenience. Outdoor living is just as impressive, with an expansive rear deck and covered patio overlooking the creek—perfect for enjoying sunrises over the water or relaxing while watching local wildlife. Adding to the sense of privacy, approximately 181 acres of rural land zoned "Countryside District" stretch across the shoreline on the opposite side, preserving the natural views with protected land. For those who enjoy life on the water, this location is hard to beat. Launch a kayak, paddleboard, or small boat from your backyard and reach the Chester River in approximately one mile, with the Chesapeake Bay just 5 to 6 water miles beyond. Enjoy quick access to bay boating while returning home to the calm waters, privacy, and natural beauty of a protected creek. Combining quality craftsmanship, upscale finishes, and an exceptional waterfront setting, this newly completed home offers a rare opportunity to enjoy the best of Maryland's Eastern Shore lifestyle!

203 Riverside Dr, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: RE/MAX Executive.

1609 Crab Alley Dr, Chester
$345,000
3 Beds ⋅ 2 Baths
Welcome to 1609 Crab Alley Drive, a charming three-bedroom, one-and-a-half-bath rancher offering comfortable one-level living and lovely water views. Inside, hardwood flooring adds warmth and character, while the oversized picture window fills the front living room with natural light. The spacious backyard is made for summertime enjoyment, featuring an above-ground pool with plenty of additional room for entertaining, gardening, pets, or play. A large detached two-car garage provides exceptional space for vehicles, storage, hobbies, or a workshop. With its classic curb appeal, generous outdoor space, and convenient Chester location, this inviting home is ready for its next chapter.

1609 Crab Alley Dr, Chester

Listing courtesy of Paul Wesley Real Estate. Contact:

Selling Office: Non Subscribing Office.

2882 Cox Neck Rd, Chester
$2,300,000
4 Beds ⋅ 4 Baths
Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step outside to your private oasis, where a concrete pool invites relaxation amidst lush landscaping on a generous 1.2-acre lot that includes a covered built in Lynx grill and bar seating. Enjoy direct access to Cox Creek, complete with a private dock for fishing, kayaking, or simply soaking in the serene water views. With a double sided fireplace and three tankless water heater, this home combines elegance with modern convenience, making it a true sanctuary. The main living room features sky high ceilings and a wet bar making hosting a snap and flows into the added sunroom that features heated tile flooring. And the three season room off the back is the perfect gathering space with a wall of sliders to maximize the view. Meticulously maintained and thoroughy enjoyed by the original owners. The expansive rear yard and rip-rap shoreline enhance the outdoor experience, while the community amenities, including a beach, tennis/basketball courts, and fishing pier and boat launch, offer an exclusive lifestyle on Maryland's Eastern Shore.

2882 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Gunther-McClary Real Estate.

1000 Herons Nest Way Unit 23, Chester
$480,000
2 Beds ⋅ 3 Baths
Welcome to 1000 Herons Nest Way #23, an exceptional former model home located in the first phase of condominiums within the highly desirable Four Seasons at Kent Island. This beautiful 2-bedroom, 2.5-bath residence combines designer finishes, thoughtful upgrades, and a peaceful natural setting to create the perfect low-maintenance retreat. From the moment you enter, you'll appreciate the bright, open floor plan, gorgeous luxury vinyl plank flooring, and the seamless flow between the kitchen, dining, and living spaces—ideal for entertaining while still offering comfortable, defined living areas. The gourmet kitchen opens effortlessly into the main living space, while the dedicated home office features custom built-in cabinetry, display shelving, and accent lighting, creating an inviting workspace or library. Throughout the home you'll find quality upgrades including plantation shutters in both bedrooms, custom closet organization systems, ceiling fans, and a built-in wireless audio system with a Samsung Frame TV, blending everyday comfort with modern convenience. The spacious primary suite offers a relaxing escape, while the thoughtfully designed split-bedroom layout provides privacy for overnight guests. One of this home's most captivating features is the private balcony overlooking protected wooded surroundings, where you'll enjoy peaceful mornings with coffee while watching deer, birds, and the abundant wildlife that make Kent Island so special. Just outside your door, enjoy convenient access to the Cross Island Trail, nearby Macum Creek, and community kayak storage—perfect for embracing the Eastern Shore lifestyle. Residents of Four Seasons at Kent Island enjoy a truly carefree lifestyle with exterior maintenance, landscaping, and common areas maintained by the HOA, making it easy to lock the door and travel without worry. Resort-style amenities include a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball and tennis courts, walking trails, and an active calendar of clubs and social events. Beautifully upgraded, impeccably maintained, and ideally situated, this former model home offers a rare opportunity to enjoy resort-style living surrounded by the natural beauty of Kent Island.

1000 Herons Nest Way Unit 23, Chester

Listing courtesy of Samson Properties. Contact:

Selling Office: Redfin Corp.

1118 Johnson St, Chester
$90,000
3 Beds ⋅ 2 Baths
Welcome to 1118 Johnson Street, a spacious brick rowhome offering 3 bedrooms and 1.5 bathrooms in the heart of Chester. near Widener University! This property features over 1,000 square feet of living space, providing ample room for comfortable everyday living. The main level offers a functional layout with generous living and dining areas, while the full basement provides additional storage potential and a new half bath installed in 2022. Conveniently located near schools, parks, shopping, public transportation, and major commuter routes, this home presents an excellent opportunity for homeowners and investors alike. Whether you're looking to add to your investment portfolio or create your own personalized residence, this property offers tremendous potential and value. Roof (2017), newer kitchen (2017), newer windows (2017) and so much more. Fulll rehab from 2017 forward. Schedule your showing today and explore the possibilities this home has to offer.

1118 Johnson St, Chester

Listing courtesy of CG Realty, LLC. Contact:

Selling Office: United Real Estate.

6010 Bridgepointe Dr, Chester
$365,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully situated two-story townhome overlooking a tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient access to Route 50, and just minutes from waterfront dining, Kent Narrows, the Cross Island Trail, public boat ramps, parks, shopping, medical facilities, and more. Experience the perfect blend of comfort, convenience, and the relaxed Eastern Shore lifestyle. Inside, the bright and open floor plan seamlessly connects the kitchen, dining area, and living room, featuring a cozy gas fireplace that creates a warm and inviting gathering space. The spacious adjoining sunroom showcases tranquil pond views—the perfect spot for morning coffee, quiet evenings, or entertaining guests.The main level features a desirable first-floor primary suite with: Walk-in closet, Private access to the sunroom, En-suite bath, Relaxing Jacuzzi tub, Separate walk-in shower. A flexible bonus room with laundry area - offers endless possibilities as a home office, additional bedroom or fitness space. Upstairs, you'll find two generously sized bedrooms and a full bath. Peace of Mind: Brand NEW Roof & Skylights! Whether you're searching for a full-time residence, weekend getaway, or low-maintenance Eastern Shore retreat, this exceptional pond-front home offers the very best of Kent Island living! Don’t miss this rare opportunity—it’s more than a home, it’s a lifestyle!

6010 Bridgepointe Dr, Chester

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

1827 W 4th St, Chester
$199,900
3 Beds ⋅ 2 Baths
Welcome to this charming, move-in ready home offering a comfortable layout perfect for everyday living. Step inside to a spacious living area that flows seamlessly into a functional kitchen, creating a warm and inviting atmosphere. Upstairs features generously sized bedrooms along with a full bathroom, providing both space and comfort. The home also includes a private outdoor area, perfect for relaxing or entertaining. Conveniently located within walking distance to Subaru Park, home of the Philadelphia Union. Enjoy being less than 10 minutes from Harrah’s Casino, just a 15-minute drive to Philadelphia, and only 12 minutes to Delaware—making commuting and entertainment easily accessible.

1827 W 4th St, Chester

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: New Republic Realty.

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