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$1,100,000
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: 4102083500
$1,200,000
3 Beds ⋅ 4 Baths
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 owner’s 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 owner’s 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.

117 Flycatcher Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$1,200,000
5 Beds ⋅ 5 Baths
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 owner’s 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 owner’s 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.

111 Flycatcher Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$135,000
3 Beds ⋅ 2 Baths
Great investment opportunity in Chester. 920 Butler Street offers rental potential or a fantastic chance for a first-time buyer looking to build equity. This property features a functional layout, 3 spacious bedrooms, and a large dining room. Conveniently located near Widener University and public transit.

916 Butler St, Chester

Listing courtesy of Keller Williams Main Line. Contact: 6105200100
$868,000
4 Beds ⋅ 3 Baths
A must see home! Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat in breakfast area. Formal Dining room, main level fourth bedroom or office with half bath and exterior entrance, perfect for occasional client or guest. Large 17x13 1st level Living Rm with hardwoods & display center. Inside entrance to the four car garage with additional built-in storage & shelving! Upper level primary bedroom suite featuring 2 walk in closets, gorgeous primary bath with double vanity, huge walk in shower, quartz counters and trim, jetted soaking tub and wainscoting & chair rail finishes. Bedroom #2 w/walk in closet & double entry full bath. Bedroom #3 w/walk in closet, ceiling fan and upper deck access. Upper level laundry area with washer, dryer, shelving and deep sink. Exterior features include 1 Acre lot, beautiful pool with adjoining deck, screen porch, patio w/hot tub and garden shed. Front porch with covered sitting area. Oversized driveway w/side parking area perfect for boat or RV storage. Exterior audio & video system currently in use but not included in the sale. Your super opportunity for a wonderful home!

113 Bentons Pleasure Rd, Chester

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$555,000
4 Beds ⋅ 3 Baths
Eastern Shore living begins here! Welcome to 532 Cross Creek Court in the desirable Claybourne Woods community of Chester. This beautifully maintained 4-bedroom, 2.5-bath home offers plenty of space to gather, relax, and create lasting memories. Whether you're hosting gatherings, enjoying quiet evenings at home, or entertaining friends, this home provides the perfect setting. Located on Kent Island, you'll enjoy the best of both worlds peaceful neighborhood living with convenient access to waterfront dining, marinas, shopping, recreation, and major commuter routes. Just minutes from the Bay Bridge, this home is ideal for those seeking the charm of the Eastern Shore without sacrificing convenience.

532 Cross Creek Ct, Chester

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

$998,000
3 Beds ⋅ 3 Baths
Welcome to this stunning 4th floor penthouse Severn condominium with serene bay views! This end unit looks out over the walking trails to the water and trees. The fabulous community center /pool / pier is a short 1 mile walk from your backyard.! This unit also has the largest garage space in the the building, plenty of room for one car and storage, a refrigerator etc. There is also an additional inside storage room. This 2600 Sq Ft home is flooded with natural light and has numerous quality upgrades including custom shiplap in most of the rooms, custom ceiling fans and dining room light fixture, custom built his and hers walk in closets. The primary bath has upgraded tile, shelving for more storage, mulitple shower heads and back and front lit vanity mirrors. The gourmet kitchen is designed to impress, featuring elegant quartz countertops,premium appliances and a Wolfe induction cooktop. The island has been upgraded with shiplap as well. Thoughtful upgrades continue throughout the entire home with custom blinds with remote control, a gas fireplace,9 FT ceilings with tray ceilings in the living room and primary suite. A wet bar has also been added to the dining area.The large primary bedroom comes complete with a sitting area/office with exceptional waterviews. It also offers custom designed his -and -her closets that provide both style and storage. This unique residence offers a peaceful setting where you can relax and enjoy the ever-changing waterfront vistas. Whether you are enjoying your morning coffee or entertaining guests, this home offers the perfect blend of sophistication, comfort, and low maintenance waterfront living.

111 Marshgrass Way Unit #41, Chester

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

$989,800
5 Beds ⋅ 4 Baths
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: 3019459010
$129,900
3 Beds ⋅ 2 Baths
This well-maintained two-story semi-detached (twin) residence, originally constructed in 1940, features a durable brick exterior with siding accents along the rear elevation. The property offers both fenced front and rear yards, providing private outdoor space, along with a detached one-car garage for convenient off-street parking. The main level includes a spacious living room, formal dining room, functional kitchen, and an enclosed rear porch that provides direct access to the backyard, creating additional usable living or storage space. The second floor consists of three comfortably sized bedrooms and one full bathroom. A full unfinished basement offers ample storage and potential for future improvements. The property is located in the City of Chester, Delaware County, Pennsylvania, with convenient access to Interstate 95, Route 291, and the Commodore Barry Bridge, making travel throughout the greater Philadelphia region and into New Jersey easily accessible. The surrounding area offers proximity to public transportation, schools, neighborhood shopping, healthcare facilities, parks, and waterfront recreational amenities, contributing to the property's overall convenience and market appeal.

3007 W 10th St, Chester

Listing courtesy of Elfant Wissahickon-Mt Airy. Contact: 2152473600
$374,900
3 Beds ⋅ 2 Baths
OPEN HOUSE this Saturday 7/25 - 9am to 11am! ALL NEW Carpet & flooring, fresh custom paint, granite countertops and newer appliances! Welcome to one of the most desirable homes in the Bridgepointe community! This beautifully maintained END UNIT home offers added privacy, abundant natural light and a thoughtfully designed floor plan that perfectly blends comfort and convenience. Featuring one of the community's most sought after amenities... an ATTACHED GARAGE with interior access! This exceptional home also offers a first floor Primary bedroom & full bath, first floor laundry, making it ideal for guests, multigenerational living, a home office, or anyone seeking the convenience of main level living. Step inside to discover bright, inviting living spaces enhanced by the additional windows that only an end unit can provide. The open concept layout creates an effortless flow for both everyday living and entertaining. The well-appointed kitchen opens to the main living areas while the spacious bedrooms provide flexibility for family, guests, or work-from-home needs. Enjoy the best of low maintenance living in the highly desirable Bridgepointe community, with easy access to shopping, dining, parks, schools, marinas, and the Chesapeake Bay. Commuters will appreciate the close proximity to the Bay Bridge, Route 50, Annapolis and Maryland's Eastern Shore. Whether you are searching for a full-time residence or a weekend retreat, this exceptional home offers the perfect combination of location, lifestyle, and value. Qualified buyers may receive a 5.875% INTEREST RATE for the first year at no cost through our preferred lender.

2004 Bridgepointe Dr, Chester

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$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
$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
$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
$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
$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
$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
$499,999
TURNKEY PROPERTY! Buy today, potentially open tomorrow. A unique commercial property offering over 4,192 square feet of endless possibilities. Previously operating as a bakery for over 20years, this versatile space is ready for its next owner—purchase today and potentially open for business tomorrow! The first floor features expansive commercial space with existing restaurant infrastructure, including areas formerly used as a bakery. with a shared customer entrance. Whether you’re looking to continue a food-service operation, launch a retail concept, create office space, or redevelop for another use, the possibilities are endless. The property also includes a convenient rear garage/loading area, perfect for vehicle storage, inventory, deliveries, or equipment access. A bathroom is located on the commercial level for added convenience. Upstairs, you’ll find a spacious 5-bedroom, 1-bath residential unit with its own separate entrance, creating an excellent opportunity for owner occupancy, employee housing, or additional rental income. With its flexible layout, mixed-use potential, and prime location, this property is ideal for entrepreneurs, investors, and business owners alike. Don’t miss your chance to own this rare turnkey property with income-producing potential. Schedule your tour today!

2700 - 2702 W 3rd St, Chester

Listing courtesy of EXP Realty, LLC. Contact: 8885434829
$595,000
2 Beds ⋅ 3 Baths
Beautiful fourth-floor condo offering nearly 2,000 square feet of living space, featuring two bedrooms, a home office, two full baths, and a half bath. Enjoy morning sun from the oversized porch, a spacious living room, and an open-concept layout designed for comfort and entertainment. Highlights include luxury flooring, a fireplace, and a beautifully appointed kitchen with an oversized center island and quartz countertops stainless steel appliances and much more. This unit also includes a one-car garage and private storage space. The community offers unparalleled amenities and gorgeous water views, creating the perfect Chesapeake Bay lifestyle. Enjoy walking trails, outdoor tennis courts, indoor and outdoor pools, and a 23,000-square-foot clubhouse with outdoor spaces, a ballroom, test kitchen, outdoor bar, and community pier, views of the Chester River.

1000 Herons Nest Way Unit #43, Chester

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$840,000
4 Beds ⋅ 4 Baths
Situated on one of the largest lots in sought-after Gibson’s Grant, this 4-bedroom, 3.5-bath home offers space, flexibility, and room to grow. High ceilings and an open layout create an airy feel, with an oversized kitchen flowing seamlessly into the family room and a separate main-level office for work or quiet retreat. The main level also features a formal dining room and living room. Upstairs, the spacious primary suite features a sitting area, two walk-in closets, and en-suite bath, alongside three additional bedrooms and two full bathrooms. The unfinished walkout basement includes a rough-in for a future bath. Outside, enjoy a fenced backyard complete with a patio and built-in fire pit—perfect for gathering year-round. Community amenities include swimming pool, clubhouse, fitness center, walking trails, community pier, picnic area, and kayak launch. Centrally located on Kent Island. Only 5 minutes to the Bay Bridge.

232 Evelyne St, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$375,000
3 Beds ⋅ 1 Baths
Welcome to 2708 Lehman Street, 3BD/1BA row home offered as part of a rare three-property package with 2706 and 2710 Lehman . This turnkey, income-producing portfolio offers immediate rental cash flow, strong long-term growth, and the convenience of side-by-side management—ideal for both first-time and seasoned investors. Properties are being sold in "as-is" condition with Buyer responsible for U&O.

2708 Lehman St, Chester

Listing courtesy of Archer Whitaker Realty. Contact: 6102377180
$172,000
3 Beds ⋅ 1 Baths
Well-maintained brick rowhome offering a functional layout and strong overall value. This 3-bedroom, 1-bath home features laminate flooring throughout the main living areas, creating a clean and cohesive feel with low-maintenance appeal. The main level offers an open living and dining space with good natural light and flexibility for everyday living. The kitchen is positioned toward the rear with access to the backyard, providing additional potential for outdoor use. Upstairs, you’ll find three comfortably sized bedrooms and a full bath. The basement adds valuable storage space and can serve a variety of uses depending on the buyer’s needs. Conveniently located near major routes, local amenities, and public transportation. A solid option for both owner-occupants and investors seeking a straightforward, functional property. :: Casa tipo rowhome de ladrillo bien mantenida que ofrece una distribución funcional y excelente valor en general. Esta propiedad de 3 habitaciones y 1 baño cuenta con pisos laminados en las áreas principales, brindando una apariencia limpia, uniforme y de bajo mantenimiento. El nivel principal ofrece un espacio abierto de sala y comedor con buena iluminación natural y flexibilidad para el día a día. La cocina está ubicada hacia la parte trasera con acceso al patio, ofreciendo potencial adicional para uso exterior. En el segundo nivel encontrará tres habitaciones de buen tamaño y un baño completo. El sótano añade espacio valioso de almacenamiento y puede adaptarse a diferentes usos según las necesidades del comprador. Convenientemente ubicada cerca de vías principales, comercios y transporte público. Una excelente opción tanto para propietarios ocupantes como para inversionistas que buscan una propiedad funcional y fácil de mantener.

622 Green St, Chester

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300
$125,000
3 Beds ⋅ 1 Baths
Welcome to 1141 Thomas Street, a 3-bedroom, 1-bath rowhome in Chester. This partially renovated property offers a great opportunity for an investor or a buyer looking to customize and complete a home to their own vision. One bedroom and the full bathroom have already been updated, featuring tile flooring and a tiled shower. The remaining space provides a solid starting point for further improvements and added value. Conveniently located near local parks, shopping, Widener University, and with easy access to I-95, this property offers both potential and accessibility. Don’t miss the opportunity to make 1141 Thomas Street your next project.

1141 Thomas St, Chester

Listing courtesy of RE/MAX Main Line-West Chester. Contact: 6106922228
$380,000
Welcome to 2124 W 3rd St, Chester, PA 19013-2504, a solid three-unit investment opportunity located in the heart of Chester. This property features three units, with two currently occupied, providing immediate rental income. The spacious 3-bedroom unit is vacant, offering a prime opportunity for an owner-occupant or investor to set market rent and maximize cash flow from day one. Situated on a residential block with convenient access to I-95, Route 13, public transportation, and local amenities, the location supports strong rental demand and easy commuting to Philadelphia and surrounding areas. Whether you're looking to house hack, expand your portfolio, or add value through leasing the vacant unit, this property presents flexibility and upside potential in a growing market.

2124 W 3rd St, Chester

Listing courtesy of Realty One Group Restore - BlueBell. Contact: 2158285330
$380,000
7 Beds ⋅ 3 Baths
Welcome to 2124 W 3rd St, Chester, PA 19013-2504, a solid three-unit investment opportunity located in the heart of Chester. This property features three units, with two currently occupied, providing immediate rental income. The spacious 3-bedroom unit is vacant, offering a prime opportunity for an owner-occupant or investor to set market rent and maximize cash flow from day one. Situated on a residential block with convenient access to I-95, Route 13, public transportation, and local amenities, the location supports strong rental demand and easy commuting to Philadelphia and surrounding areas. Whether you're looking to house hack, expand your portfolio, or add value through leasing the vacant unit, this property presents flexibility and upside potential in a growing market.

2124 W 3rd St, Chester

Listing courtesy of Realty One Group Restore - BlueBell. Contact: 2158285330
$1,049,500
5 Beds ⋅ 5 Baths
Price Reduced $50K – Check out the Virtual Tour! Exceptional Value in Four Seasons at Kent Island Why wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher Lane delivers the upgrades, location, and efficiency buyers are chasing—without the timeline or added expense. Positioned just across from the Chester River, enjoy peekaboo water views from the covered front porch and even a sightline to the clubhouse. Inside, the home is bright, open, and thoughtfully designed with 5 bedrooms and 4.5 baths, offering flexibility for guests, work-from-home space, or multigenerational living. It shows like new—but lives better—because everything has already been elevated beyond builder grade. Over $70,000 in post-builder upgrades, including: • Owned solar system (10kW+) providing substantial energy savings • Custom closet systems throughout the home • Custom window treatments already installed • Premium Café Series appliances • Tankless water heater • Upgraded lighting and fixtures • Additional high-end finishes and improvements throughout The spacious floor plan offers room for everyone, while the oversized garage provides ample storage for vehicles, golf carts, and all the gear that comes with Eastern Shore living. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle. With immediate availability, extensive upgrades already completed, and one of the community's most desirable locations, this home represents an opportunity that's becoming increasingly difficult to find. Add in the recent $50,000 price reduction, and this is one of the best values currently available in Four Seasons at Kent Island. Don't miss your chance to enjoy nearly new construction, energy-efficient living, and the Chesapeake Bay lifestyle you've been waiting for.

215 Kingfisher Ln, Chester

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$139,999
3 Beds ⋅ 1 Baths
Welcome Home! This home features a functional layout with comfortable living and dining areas, three nicely sized bedrooms, and a full bath. The clean, dry unfinished basement which is currently be used as additional living space, provides additional usable space. Ideal for storage, a home office, gym, or recreation. A converted garage adds extra square footage with potential for customization. Enjoy a front yard and a deep rear yard beyond the alley, perfect for outdoor use or future projects. Located just minutes from Subaru Park, home of the Philadelphia Union, with easy access to Philadelphia, Delaware, major highways, shopping, dining, and public transportation. Schedule your showing today.

229 W 22nd St, Chester

Listing courtesy of Compass Pennsylvania, LLC. Contact: 2674358015
$49,900
3 Beds ⋅ 1 Baths
Blank Slate property, kitchen and baths have been stripped out awaiting a full renovation. This property had a brand new shingle roof in the last few years and appears watertight, and new vinyl privacy fence. Solid structure requiring a complete renovation. Sold strictly as-is, strictly cash financing. No utilities, bring a flashlight when viewing.

1119 Brown St, Chester

Listing courtesy of Realty One Group Restore. Contact: 3024636548