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$974,990
5 Beds ⋅ 5 Baths
Welcome to the Tuscaloosa, a beautifully designed home that blends an open-concept floorplan with warm Farmhouse-inspired style, creating the perfect balance of comfort and functionality. Projected for November 2026 settlement, this spacious home features 5 bedrooms, 4.5 bathrooms, and a 3-car garage, offering plenty of room for everyday living, entertaining, and hosting overnight guests. Designed with versatility in mind, the Tuscaloosa includes two primary suites, making it an ideal layout for multi-generational living or accommodating long-term guests. The inviting fireplace serves as a cozy focal point for the main living area, while the screened patio provides the perfect outdoor retreat for enjoying fresh air in comfort throughout the seasons. Thoughtful design and quality craftsmanship come together to create a home that is both stylish and functional. For a complete list of included features and finishes, 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.

323 Kingfisher Ln, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$189,900
Unlock the full potential of this versatile mixed-use property, ideal for investors or owner-occupants! The first floor features a spacious commercial unit—perfect for any business venture you envision. With a flexible layout and great visibility, the space is ready for your customization and currently vacant for immediate occupancy. Upstairs, a well-maintained 2nd-floor apartment offers consistent rental income or the option for a live/work setup. Whether you choose to live above your business or lease it out for extra cash flow, this property delivers both flexibility and financial upside. Don’t miss this opportunity to own a property that offers income, flexibility, and location all in one package!

1709 Providence Ave, Chester

Listing courtesy of KW Greater West Chester. Contact: (610) 436-6500
$230,000
3 Beds ⋅ 3 Baths
This 3-bedrooms, two and a half baths and a finished basement twin home has been completely renovated. It has new heater and new central air. The first floor features a large living room with new flooring, a beautifully remodeled kitchen with new cabinets, stainless steel appliances and a half bath. The second floor has 3 bedrooms and a full bath. Finished basement has a full bath.

346 Parker St, Chester

Listing courtesy of Coldwell Banker Hearthside Realtors. Contact: (215) 379-2002
$789,990
4 Beds ⋅ 3 Baths
Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces ideal for both everyday life and entertaining. The main living area features a cozy one-story fireplace, creating a warm and inviting focal point. A dedicated home office provides a private space for work or study, while the screened patio extends your living area outdoors—perfect for relaxing or hosting guests. The kitchen is designed for both style and function, 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 and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, kitchen, dining area, great room, bedroom 2, owner’s suite, HovHall, loft/second floor, and bedrooms 3 and 4. Tile flooring is featured in all full baths and the laundry room. The owner’s bath includes a walk-in shower with a seat and handheld shower wand, along with a double-sink vanity for added comfort and convenience. 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.

723 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$839,990
4 Beds ⋅ 3 Baths
Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces ideal for both everyday life and entertaining. The main living area features a cozy one-story fireplace, creating a warm and inviting focal point. A dedicated home office provides a private space for work or study, while the screened patio extends your living area outdoors—perfect for relaxing or hosting guests. The kitchen is designed for both style and function, 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 and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, kitchen, dining area, great room, bedroom 2, owner’s suite, HovHall, loft/second floor, and bedrooms 3 and 4. Tile flooring is featured in all full baths and the laundry room. The owner’s bath includes a walk-in shower with a seat and handheld shower wand, along with a double-sink vanity for added comfort and convenience. 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.

715 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$2,400,000
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: 4103042250
$929,990
3 Beds ⋅ 3 Baths
Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 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.

532 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$829,990
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 December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, 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 a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional 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.

102 Boatswain Way Unit #2933, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$749,990
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: 4102083500
$929,990
3 Beds ⋅ 3 Baths
Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 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.

540 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$180,000
3 Beds ⋅ 2 Baths
Welcome to 924 Madison Street in Chester, PA! This delightful home, built by Habitat for Humanity, boasts 3 cozy bedrooms and 1.5 bathrooms, perfect for comfortable living. With 1,050 square feet of space, it features a charming eat-in kitchen and a full basement, offering plenty of room for storage or expansion. Enjoy year-round comfort with central AC. Whether you're entertaining or just relaxing, this home provides a warm and inviting atmosphere. Don't miss out on this gem! A blank canvas needing some love andPerfect for an investment or starter home Sold As-Is. Inspections would be for informational purposes only.

924 Madison St, Chester

Listing courtesy of Compass. Contact: 3022029855
$675,000
Rarely available stabilized, turnkey drive-up self-storage facility Chester - just 2 minutes from I-95! It totals approximately 8,290 square feet of storage on a 0.43-acre lot (84' x 223') and offers 33 rentable storage units and 3 parking spots, originally built as roughly 50 individual bays. Many of the current units are leased in pairs/groups units that a new owner could separate to lift the unit count and income. The facility offers all drive-up access across a wide, paved center aisle. Most units are established single-story building units, complemented by 5 shipping container units fitted with roll-up storage doors. The unit mix ranges from compact 8'x10' units up to a large 51'x20' (1,020 SF) drive-in unit, giving the property broad appeal to household tenants, contractors, and small businesses. One combined unit has its own separate electric panel and can serve as an on-site office. The property is stabilized at approximately 97% occupancy and is run entirely remotely through cloud-based storage-management software, with all tenants paying online or by ACH and no on-site employees. Demand is driven primarily through online channels, and the operation is gated, fenced, and monitored by 24/7 video recording. The result is a low-overhead, automated business that a first-time storage investor can step into and operate in place. If preferred, the seller is willing to continue managing the site for the buyer. The value-add opportunity is straightforward and low-risk. Current in-place rents are roughly 18% below the facility's own standard rates, and the majority of units have not seen a rate increase in more than a year. A new owner can bring rents to market, grow the tenant-insurance program beyond its current 45% penetration, and apply standard late and admin fees to lift income with minimal capital. The predominantly drive-up construction keeps ongoing maintenance and capital costs low. The location is a core strength. The property sits in an infill Chester neighborhood immediately off I-95, minutes from Widener University, Harrah's Philadelphia Casino & Racetrack, Walmart, and the Penn Terminals port and industrial corridor, and roughly 25 minutes from Center City Philadelphia. This is a dense, established, supply-constrained submarket that supports steady storage demand. Priced at $675,000, the facility offers a going-in cap rate of approximately 8.7% on current income, with upside toward 12% as rents are brought to market - an attractive, income-producing entry point into self-storage ownership. Information contained herein is deemed reliable but is not guaranteed. Buyer to verify all figures. Financials are based on owner-provided data and select operating expenses; a buyer should conduct independent due diligence.

901 E 10th St, Chester

Listing courtesy of KW Commercial. Contact: 2156641091
$250,000
Unlock the potential of this prime commercial property, built in 1967 and constructed with durable materials like block, asphalt, and concrete. With a compact lot size of 0.11 acres, this property offers a manageable footprint for savvy investors looking to maximize returns. The strategic location ensures easy access and visibility, making it ideal for a variety of business ventures. Benefit from multiple parking options, including a private garage, parking lot, and driveway, enhancing convenience for clients and employees alike. The property's solid construction promises longevity and minimal maintenance costs, allowing for a focus on profitability. Imagine the possibilities: whether you're looking to lease to reliable tenants or establish your own business, this property is a canvas for your investment dreams. With the right vision, this space can generate consistent cash flow and appreciate in value over time. Don't miss out on this opportunity to secure a valuable asset in a thriving market!

328 Rose St, Chester

Listing courtesy of Alena Real Estate Company. Contact: 2674773684
$95,000
3 Beds ⋅ 1 Baths
Calling all investors, rehabbers, and savvy buyers! This spacious 3-bedroom, 1-bath brick rowhome presents an outstanding value-add opportunity in Chester. Offering approximately 1,331 square feet of living space, a full basement, and an attached garage, this property is ready for its next transformation. With solid bones and a functional layout, this home is an ideal candidate for a complete renovation. Whether you're looking to fix and flip, renovate and rent, or add to your investment portfolio, the possibilities are endless. Once renovated, this property has the potential to generate strong rental income or attractive resale value. Conveniently located near major highways, public transportation, shopping, schools, and the Philadelphia waterfront, this home offers easy access for commuters and tenants alike. Property is being sold strictly As-Is. Buyer is responsible for any municipal inspections, certifications, and repairs required for settlement. Cash or renovation financing preferred. Bring your vision and unlock the potential this investment opportunity has to offer!

919 Keystone Rd, Chester

Listing courtesy of United Real Estate. Contact: (484) 367-7727
$719,900
2 Beds ⋅ 2 Baths
Experience the ease of elegant one-level living in this exceptional home, located in one of Maryland's premier 55+ active adult communities on the Chesapeake Bay. Designed for both comfort and style, this beautifully appointed residence features a three-car tandem garage with an EV charger, a spacious screened porch, a cozy gas fireplace, upgraded trim and designer feature walls. Thoughtful enhancements include Hunter Douglas plantation shutters, custom California Closets in the owner's suite and second bedroom, modern ceiling fans throughout, reverse osmosis water filtration, and professionally treated energy-efficient windows that reduce UV rays and heat for year-round comfort. Beyond your front door, enjoy a true resort-style lifestyle just 45 miles from both Washington, D.C. and Baltimore. The impressive 24,000-square-foot clubhouse offers indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, and an active social calendar led by a full-time lifestyle director. From kayaking, yoga, and walking clubs to mahjong, pickleball, and countless social events, there is something for everyone. Located just steps from the waterfront and minutes from historic Annapolis, this vibrant Kent Island community combines small-town charm with exceptional convenience. Enjoy easy access to Route 50, along with nearby shopping, dining, and everything that makes Chesapeake Bay living so special.

121 Merlin Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$150,000
4 Beds ⋅ 1 Baths
Discover Your Dream Home on 103 Thurlow Street! *** Introducing, updated in recent years 1103 Thurlow Street in Chester, Pennsylvania. A spacious 4 BD/1.0 BA Row-Home tucked away from busy streets with backyard and modern upgrades. The home features beautiful wood floors throughout entire residence and offers an open concept first floor setting featuring spacious living/dining area, kitchen with tiled backsplash, and stainless-steel appliances. There is an exterior rear door at the end of the hallway leading to a private backyard. There is also one bedroom on main floor for convenience or office use. Upstairs you will find 3 good-sized bedrooms with plenty of closets. Full bathroom with the tub, vanity with mirror and toilet . Full basement would make a great addition for storage or a workspace. Easy access to local shopping and transportation as well as I-95 and Commodore Barry Bridge between PA & NJ. Enjoy the living with easy access to some of the region’s best outdoor areas including the Ridley Creek State Park. Just minutes away from state-of-the-art Subaru Park, an 18,500-seat Major League Soccer stadium, serving as a home to Philadelphia Union. Schedule your private showing today.

103 Thurlow St Unit #306, Chester

Listing courtesy of Elite Realty Group Unl. Inc.. Contact: 2153284800
$450,000
Welcome to 1023 W. 9th Street plus 1013 W 9th St (Ground)—an exceptional commercial property packed with opportunity and endless potential! Whether you're an investor, entrepreneur, or business owner ready to expand, this versatile space is ready to bring your vision to life. Inside, you'll find a spacious layout featuring a dedicated office on the main level, a second office upstairs, a large bathroom, and ample room to accommodate a variety of business operations. Outside, the fully gated lot provides valuable, secure outdoor space for equipment, vehicles, or additional storage. With its flexible layout, including additional lot space in the back (1013 W 9th St), the possibilities are endless. All building equipment and tools will be removed prior to closing. Don't miss your chance to own this incredible commercial property—Priced to sell fast. Schedule your private showing today before it's gone!

1023 W 9th St, Chester

Listing courtesy of NextHome Alliance. Contact: 6109533510
$25,000
Vacant ground

321 W 3rd St, Chester

Listing courtesy of Sam Pace & Associates. Contact: 6105659040
$350,000
Free standing , block building in need of some repair on busy 291.

Chester

Listing courtesy of Sam Pace & Associates. Contact: 6105659040
$165,000
3 Beds ⋅ 1 Baths
Step into a home that blends modern updates with incredible future potential. 2315 Madison Street welcomes you with a bright, open-concept first floor that feels airy and expansive. Natural light pours across the stylish laminate wood plank flooring, creating a warm atmosphere that flows effortlessly from the living area into the generously sized kitchen. Tucked away for maximum convenience, you’ll also find a dedicated first-floor laundry area that makes daily chores a breeze. Upstairs, the home offers three well-sized bedrooms and a centrally located bathroom, providing a comfortable and functional layout. While currently enjoyed as a spacious single-family residence, this property holds a unique secret: it was originally a duplex and retains its R-2 zoning. This flexibility offers a rare "best of both worlds" scenario for a savvy buyer looking to maintain the current setup or explore the possibilities of the dual-unit zoning down the road. The financial picture is just as bright as the interior. The property is currently generating a steady gross annual income of $17,880, with a tenant on a month-to-month lease as of 9/1/25 paying $1,490 per month. Whether you are looking for a solid performer to add to your portfolio or a versatile property with room to grow, this Madison Street gem is a strategic find in a high-demand area. **Property Summary:** * **Zoning:** Still zoned as a duplex (currently single-family layout) * **Income:** $1,490/mo ($17,880 gross/year) * **Lease:** Month-to-month since 9/1/25 * **Features:** Open concept, laminate wood plank flooring, 1st-floor laundry, 3 bedrooms

2315 Madison St, Chester

Listing courtesy of Compass Pennsylvania, LLC. Contact: 2673805813
$525,000
2 Beds ⋅ 3 Baths
Welcome to resort-style living at K. Hovnanian's Four Seasons at Kent Island — one of the Eastern Shore's premier 55+ waterfront communities on the Chesapeake Bay. This Magothy model condo offers approximately 2003 sq. ft. of thoughtfully designed single-level living, featuring 2 bedrooms — each with its own attached bathroom — plus a powder room for guests, a private home office with French doors, oversized walk-in closets in both bedrooms, a dry bar, and a private deck to unwind and take in the coastal air. A private climate-controlled storage room and a 1-car private garage complete the low-maintenance, lock-and-leave lifestyle this community is known for. Residents enjoy access to a beautifully appointed in-building community room, perfect for relaxing, entertaining, or working from somewhere other than your unit. Your HOA dues unlock access to the award-winning 24,000-sq.-ft. Chester House clubhouse — the true heart of the community — with indoor and outdoor swimming pools, a fully equipped fitness center, yoga studio, demonstration kitchen, library, billiards and game room, and a grand ballroom for private events. Outside, residents enjoy lighted tennis, pickleball, and bocce courts, a dog park, gas and wood-burning fire pits, a waterside tiki bar, and 4.3+ miles of walking and biking trails connecting to the Cross Island Trail. Water lovers will love the 450-foot community pier on the Chester River with boat slips, plus canoe and kayak launch and storage — all just steps from the clubhouse. Live entertainment and community life never stop, with a full-time lifestyle director curating year-round programming: walking club, water aerobics, Zumba, mahjong, kayaking outings, holiday parties, and concerts and movie nights at the community's outdoor waterfront amphitheater. This is more than a home — it's a resort lifestyle every single day. Minutes to Kent Island's shops, waterfront dining, and Queenstown Premium Outlets, with easy access to the Bay Bridge for trips to Annapolis, Baltimore, and Washington D.C. Don't wait to start living the Four Seasons lifestyle — schedule your private showing today.

230 Switchgrass Way Unit #12, Chester

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442
$274,900
3 Beds ⋅ 2 Baths
OPEN HOUSE THURSDAY AND FRIDAY FROM 6PM TO 7PM & SATURDAY 11AM-12PM. Welcome to 725 Irvington Pl, where classic stone charm meets modern updates. This beautifully renovated home is truly move-in ready and has been thoughtfully updated from top to bottom. Step inside to discover brand-new luxury vinyl plank flooring throughout the first floor, fresh paint throughout, and a completely remodeled kitchen featuring new cabinets, countertops, and fixtures. The updated bathrooms offer a clean, modern feel, while the second floor boasts all-new carpeting for added comfort. Major improvements completed in 2026 provide peace of mind, including all new windows, a brand-New HVAC system with Central Air, new hot water heater, updated plumbing and electrical and a new garage door. The main level offers a bright, inviting living room, dedicated dining area, and an efficient layout perfect for everyday living and entertaining. Upstairs you'll find spacious bedrooms and an updated full bathroom. The unfinished basement has been freshly painted, providing a clean, dry space ideal for storage, a workshop, home gym, or future finishing. Outside, enjoy the convenience of a garage and private rear parking. Ideally located, this home offers easy access to I-95, Route 476, and Philadelphia, making commuting a breeze. You'll also be just minutes from shopping, restaurants, grocery stores, parks, schools, and public transportation, providing both convenience and a great neighborhood setting. This is an excellent opportunity to own a beautifully updated, move-in ready home where all that's left to do is unpack and enjoy.

725 Irvington Pl, Chester

Listing courtesy of Real of Pennsylvania. Contact: 8554500442
$535,000
5 Beds ⋅ 3 Baths
Welcome to 205 Anchor Lane, a spacious and versatile home in the desirable Castle Marina community of Chester! Situated on a generous half-acre lot with no HOA, this oversized split foyer offers the flexibility, space, and location that today's buyers are looking for. With 5 bedrooms and 3 full bathrooms, this home provides room for everyone. The lower level offers excellent potential for multigenerational living, guest accommodations, or a future in-law suite. Fresh carpet, luxury vinyl plank flooring, and updated bathrooms create a move-in ready feel while still leaving opportunities to add your own personal touches and build equity. The functional floor plan offers multiple living spaces, a two-car garage, and abundant storage throughout. Outside, the expansive yard provides plenty of room for entertaining, gardening, pets, or simply enjoying the outdoors. Ideally located within walking distance to local dining, Castle Marina, and the Cross Island Trail, you'll love the convenience of enjoying the Kent Island lifestyle right from your doorstep. Public sewer service and well water add to the property's appeal. Whether you're searching for extra space, a home that can accommodate extended family, or simply a great value in a sought-after location, 205 Anchor Lane delivers endless possibilities.

205 Anchor Ln, Chester

Listing courtesy of Samson Properties. Contact: 7033788810
$629,900
3 Beds ⋅ 2 Baths
This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available.

315 Bentons Pleasure Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$135,000
3 Beds ⋅ 1 Baths
Welcome to 1125 Remington Street, a well-maintained 3-bedroom, 1-bath twin home offering an excellent opportunity for first-time buyers or investors. Priced at just $135,000, this move-in-ready home features fresh paint throughout, an updated kitchen with modern finishes, and a brand-new water heater, providing comfort and value from day one. The main level offers a bright living space, functional layout, and an updated kitchen perfect for everyday living. Upstairs, you'll find three comfortable bedrooms and a full bath. Conveniently located just minutes from Memorial Park, residents can enjoy walking trails, playgrounds, sports fields, and open green space. Commuters will appreciate easy access to Interstate 95, making travel throughout the region a breeze. The home is also approximately 15 minutes from Philadelphia International Airport and about 20 minutes from Philadelphia, offering convenient access to employment, dining, entertainment, and major transportation hubs. Whether you're looking to add to your investment portfolio or purchase an affordable place to call home, 1125 Remington Street is one you won't want to miss!

1125 Remington St, Chester

Listing courtesy of Century 21 Emerald. Contact: 3027981000
$130,000
3 Beds ⋅ 1 Baths
Investors, here is an income-producing rental that checks all the boxes. This 3-bedroom, 1-bath end-of-row home is currently occupied by a long-term tenant of over six years who pays all utilities and has expressed interest in staying, offering the opportunity to acquire a stabilized investment with immediate income. Whether you're adding to your existing portfolio or purchasing your first investment property, this is an excellent opportunity you shouldn't miss. Offered at $130,000 with seller concessions available for qualified buyers. Contact the listing agent for details.

1028 Mcdowell Ave, Chester

Listing courtesy of VRA Realty. Contact: 4848001777
$749,900
4 Beds ⋅ 3 Baths
Why wait for new construction when you can move right into this beautiful Simone model in the highly sought-after Four Seasons at Kent Island? This spacious home offers 4 bedrooms, 3 full baths, and the perfect blend of comfort, style, and low-maintenance living.The open floor plan makes everyday living and entertaining easy, with a bright kitchen featuring quartz countertops, stainless steel appliances, a large center island, and plenty of space to gather with family and friends. The cozy gas fireplace adds warmth and charm to the main living area, while the screened patio is the perfect spot to relax with your morning coffee or unwind at the end of the day.The large primary suite offers a peaceful retreat with a spacious walk-in closet, double vanities, and a walk-in shower. Additional bedrooms AND an office provide plenty of room for guests, hobbies, or just about anything you can think of and the convenient mud room adds extra functionality.Living in Four Seasons at Kent Island means enjoying an incredible lifestyle. Residents have access to a stunning 24,000-square-foot clubhouse featuring indoor and outdoor pools, a state-of-the-art fitness center, tennis and pickleball courts, and a full-time lifestyle director who keeps the social calendar full of activities including walking clubs, yoga, mahjong, kayaking, pickleball, and more.Kent Island living is all about making new friends, staying active, and enjoying the lifestyle you've worked hard to achieve. Come see why so many people are proud to call Four Seasons home. And if that wasn't enough of a reason to check this out.....the seller will pay the $4000 capital contribution fee with a full price offer!!

233 Peregrine Dr, Chester

Listing courtesy of Rosendale Realty. Contact: 4107580333
$147,500
2 Beds ⋅ 1 Baths
acked with potential, this 2-bedroom, 1-bath home is ready for your vision! Featuring beautiful hardwood floors and a timeless brick exterior, this property offers the perfect foundation for your next renovation or investment. With solid character and plenty of charm, the canvas is ready for you to bring your ideas to life. Whether you're looking to create your dream home or add value to your portfolio, this property is full of opportunity. Don't miss your chance to transform this hidden gem into something truly special schedule your showing today! Successful buyer to use Alpert Abstract for closing.

2611 Lindsay St, Chester

Listing courtesy of Legacy Real Estate, Inc.. Contact: 2158368000
$380,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully situated two-story townhome overlooking the tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient location 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. Designed for easy everyday living, the bright, open floor plan seamlessly connects the kitchen, dining area, and living room, where a cozy gas fireplace creates a warm and relaxing space. The adjoining spacious sunroom showcases tranquil pond views, providing the perfect backdrop for morning coffee, quiet evenings, or entertaining guests. The main level also features a desirable first-floor primary suite with a walk-in closet, private access to the sunroom, and an en-suite bath complete with a relaxing Jacuzzi tub and separate walk-in shower. A flexible bonus room with a laundry area and French door access offers endless possibilities as a home office, den, additional bedroom, craft room, or fitness space. Upstairs, two generously sized bedrooms and a full bath provide comfortable accommodations for family and visitors. As an added bonus, a brand-new roof is currently being installed by the HOA, offering peace of mind and added value for the new owner. Whether you're looking for a full-time residence, a weekend getaway, or a low-maintenance 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: 4107580333
$2,840,000
3 Beds ⋅ 2 Baths
Rare Find - 2 houses on one waterfront property! Each with unobstructed views of the water! Privacy without isolation. This will change your mind if you think you need 5 acres or more to have wide open spaces and not have neighbors breathing down your neck! Discover a captivating blend of traditional charm in the vintage cape cod - the main 3-bedroom, 2-bathroom residence, recently updated in spring 2026. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors and upgraded countertops that elevate the kitchen, a home perfect for gatherings. The cozy living room, complete with a brick fireplace and mantel, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom and a traditional floor plan that flows seamlessly throughout. The exterior is equally impressive, featuring a private beach and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. Additional highlights include a guest house(2BR, 1.5 BA, KT,screened porch) and a storage building providing versatility for equipment or hobbies. The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or garden. Former waterside pool could be revitalized, subject to county approval.

300 Woods Point Rd, Chester

Listing courtesy of Tidewater Properties. Contact: