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An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

507 W 7th St, Chester

Listing courtesy of Keller Williams Realty. Contact:

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

$73,522

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

1128 Thomas St, Chester

Listing courtesy of Keller Williams Realty. Contact:

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

$73,541

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

411 Highland Ave, Chester

Listing courtesy of Keller Williams Realty. Contact:

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

$73,522

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

203 W 21st St, Chester

Listing courtesy of Keller Williams Realty. Contact:

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

$73,541

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

2213 Madison St, Chester

Listing courtesy of Keller Williams Realty. Contact:

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

$73,522

An opportunity for investors seeking their next potential income-producing property in Chester. This property offers the chance to renovate and position it for future rental use, allowing the next owner to shape it to meet their investment goals. Surrounded by an area with established rental presence and continued neighborhood improvements, the setting supports those looking to expand a portfolio and explore long-term income possibilities. Property is being sold strictly as-is.

511 Penn St, Chester

Listing courtesy of Keller Williams Realty. Contact:

Tenant occupied brick twin. 3 bed 1 bath with detached garaged that is separately rented with separate electric service.

$174,000

Tenant occupied brick twin. 3 bed 1 bath with detached garaged that is separately rented with separate electric service.

2534 Lindsay St, Chester

Listing courtesy of Compass Pennsylvania, LLC. Contact:

Selling Office: Maverick Realty, LLC.

$75,000

Diamond in the rough on a great looking block on the West side of Chester City. After viewing the pictures, does this property fit your investment criteria? If so we are here to help.

Diamond in the rough on a great looking block on the West side of Chester City. After viewing the pictures, does this property fit your investment criteria? If so we are here to help.

1025 W 5th St, Chester

Listing courtesy of Chapel Realty Sales. Contact:

Selling Office: Realty Mark Associates - KOP.

$149,900

Welcome to 1412 W. 9th Street, a beautifully updated brick row home offering charm, comfort, and modern upgrades throughout. Enjoy peaceful mornings on the inviting covered front porch, perfectly positioned on an elevated lot with a pleasant neighborhood view. Inside, a bright and spacious living room flows into a formal dining room, creating an ideal space for both everyday living and entertaining. The modern kitchen features sleek quartz countertops, stylish white cabinetry, and stainless steel appliances. Upstairs you'll find three comfortable bedrooms with brand-new carpeting and an updated full bathroom. A rear door off the kitchen leads to a private fenced backyard. From the welcoming front porch to the private backyard patio, this home offers the perfect blend of comfort, character, and modern updates—and LOW TAXES, SELLER OFFER ONE YEAR HOME WARRANTY- all at an exceptional value.

Welcome to 1412 W. 9th Street, a beautifully updated brick row home offering charm, comfort, and modern upgrades throughout. Enjoy peaceful mornings on the inviting covered front porch, perfectly positioned on an elevated lot with a pleasant neighborhood view. Inside, a bright and spacious living room flows into a formal dining room, creating an ideal space for both everyday living and entertaining. The modern kitchen features sleek quartz countertops, stylish white cabinetry, and stainless steel appliances. Upstairs you'll find three comfortable bedrooms with brand-new carpeting and an updated full bathroom. A rear door off the kitchen leads to a private fenced backyard. From the welcoming front porch to the private backyard patio, this home offers the perfect blend of comfort, character, and modern updates—and LOW TAXES, SELLER OFFER ONE YEAR HOME WARRANTY- all at an exceptional value.

1412 W 9th St, Chester

Listing courtesy of Century 21 All Elite Inc-Brookhaven. Contact:

Selling Office: Common Ground Realtors.

$355,000

Looking for more space than you might expect on Kent Island? This spacious end-unit home offers over 1,800 square feet with a flexible layout designed to give you plenty of room to make it your own. At the heart of the home, the oversized kitchen provides an abundance of cabinetry and countertop space, making it ideal for everyday living, entertaining, or anyone who simply appreciates having room to spread out. The open layout flows into a generously sized living area, while a conditioned sunroom surrounded by windows adds even more usable living space and leads to a large rear deck overlooking peaceful pond and fountain views. Two spacious bedrooms and two full bathrooms provide comfortable accommodations, while the converted garage creates valuable bonus space ready to adapt to your needs as a home office, den, hobby room, guest space or additional living area, with the option to return it to a traditional garage if desired. The end-unit location brings additional natural light and a more open feel, while multiple living spaces throughout the home offer flexibility that's increasingly hard to find. Conveniently located in Chester and close to everything Kent Island has to offer, this home combines generous square footage, a versatile floor plan and a peaceful outdoor setting with plenty of opportunity to make the space your own. Additional peace of mind with one year Home Warranty offer!!

2 Beds ⋅ 2 Baths

Looking for more space than you might expect on Kent Island? This spacious end-unit home offers over 1,800 square feet with a flexible layout designed to give you plenty of room to make it your own. At the heart of the home, the oversized kitchen provides an abundance of cabinetry and countertop space, making it ideal for everyday living, entertaining, or anyone who simply appreciates having room to spread out. The open layout flows into a generously sized living area, while a conditioned sunroom surrounded by windows adds even more usable living space and leads to a large rear deck overlooking peaceful pond and fountain views. Two spacious bedrooms and two full bathrooms provide comfortable accommodations, while the converted garage creates valuable bonus space ready to adapt to your needs as a home office, den, hobby room, guest space or additional living area, with the option to return it to a traditional garage if desired. The end-unit location brings additional natural light and a more open feel, while multiple living spaces throughout the home offer flexibility that's increasingly hard to find. Conveniently located in Chester and close to everything Kent Island has to offer, this home combines generous square footage, a versatile floor plan and a peaceful outdoor setting with plenty of opportunity to make the space your own. Additional peace of mind with one year Home Warranty offer!!

2008 Bridgepointe Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Coldwell Banker Realty.

$589,990

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

2 Beds ⋅ 3 Baths

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

176 Flagstaff Way Unit 2412, Chester

Listing courtesy of KOVO Realty. Contact:

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

$599,990

2 Beds ⋅ 3 Baths

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

176 Flagstaff Way Unit 2411, Chester

Listing courtesy of KOVO Realty. Contact:

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.

$135,000

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.

920 Butler St, Chester

Listing courtesy of Keller Williams Main Line. Contact:

Selling Office: United Real Estate.

$775,000

2 Beds ⋅ 2 Baths

169 Harrier Way, Chester

Listing courtesy of CENTURY 21 New Millennium. Contact:

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

$350,000

Adorable is the perfect word to describe this beautifully maintained townhome! Freshly painted and featuring a new roof and skylights (2025), this inviting home offers over 1,600 square feet of comfortable living space with three bedrooms, two full baths, and one-half bath. The main level showcases vaulted ceilings with skylights that fill the home with natural light, creating a bright and airy atmosphere. The open-air plan seamlessly connects the spacious living room and dining area, with room to comfortably accommodate four to six guests, making it ideal for both everyday living and entertaining. Step outside to the private porch overlooking a picturesque pond, where you can relax and enjoy the peaceful sound of the fountain. The main-level primary suite offers a walk-in closet, walk-in shower, and private access to the porch—your own tranquil retreat. The bright, open kitchen features abundant windows and space for a cozy breakfast table, creating the perfect spot to enjoy your morning coffee while taking in the views. Additional highlights include a one-car garage, convenient storage space off the porch, and low HOA fees compared to most communities. Ideally located just minutes from shopping, restaurants, churches, the Bay Bridge, and everyday conveniences, this charming townhome offers the perfect combination of comfort, style, and convenience. Don't miss the opportunity to make this wonderful home your own!

Adorable is the perfect word to describe this beautifully maintained townhome! Freshly painted and featuring a new roof and skylights (2025), this inviting home offers over 1,600 square feet of comfortable living space with three bedrooms, two full baths, and one-half bath. The main level showcases vaulted ceilings with skylights that fill the home with natural light, creating a bright and airy atmosphere. The open-air plan seamlessly connects the spacious living room and dining area, with room to comfortably accommodate four to six guests, making it ideal for both everyday living and entertaining. Step outside to the private porch overlooking a picturesque pond, where you can relax and enjoy the peaceful sound of the fountain. The main-level primary suite offers a walk-in closet, walk-in shower, and private access to the porch—your own tranquil retreat. The bright, open kitchen features abundant windows and space for a cozy breakfast table, creating the perfect spot to enjoy your morning coffee while taking in the views. Additional highlights include a one-car garage, convenient storage space off the porch, and low HOA fees compared to most communities. Ideally located just minutes from shopping, restaurants, churches, the Bay Bridge, and everyday conveniences, this charming townhome offers the perfect combination of comfort, style, and convenience. Don't miss the opportunity to make this wonderful home your own!

7013 Bridgepointe Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$230,000

Price improvement and ready to move in! Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a waterfront condominium community on Kent Island located minutes from Rt. 50 and a short walk to local dining and the Cross Island Trail. The community offers a club house, marina, pool, fitness center, pickleball, tennis, and racquetball courts, and social activities throughout the year. Schedule your tour today!

1 Beds ⋅ 1 Baths

Price improvement and ready to move in! Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a waterfront condominium community on Kent Island located minutes from Rt. 50 and a short walk to local dining and the Cross Island Trail. The community offers a club house, marina, pool, fitness center, pickleball, tennis, and racquetball courts, and social activities throughout the year. Schedule your tour today!

3 Queen Victoria Ct, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Fully Renovated and Move-In Ready! Ideal investor-owned property with potential as a great cash flow rental. Welcome to 2117 W. 4th Street, a beautifully renovated gem in the heart of a friendly neighborhood. This 3-bedroom, 1-1/2 bath home combines classic charm with modern upgrades—perfect for homeowners looking for style, space, and convenience. There are 3 spacious bedrooms located on the upper floor, all freshly painted with new flooring and updated lighting with ceiling fans. There is a renovated half-bathroom on the first floor and a renovated full bathroom with a large walk-in shower done with custom tile. There is a stunning brand new Modern Kitchen with white cabinetry, quartz countertops, tile backsplash, stainless steel appliances, and contemporary finishes. There is a closet in the kitchen that has a convenient laundry hook-up. There is updated flooring and lighting throughout. The main staircase has beautiful wood treads and sleek custom modern railings. The grass backyard with fencing has access to the street and plenty of room for entertaining, gardening, or relaxing outdoors. The full basement offers ample storage space or potential for a home gym, rec room, or workshop. All appliances are included in the sale. This home has a Prime Location: Just minutes from major transportation routes, schools, and local amenities—all while enjoying the tranquility of a quiet, residential block. Don't miss your opportunity to own this move-in ready home. Schedule your tour today and make 2117 W. 4th Street your new address! Seller has never lived in property. Property being sold in AS-IS condition. Buyer responsible for U&O.

$150,000

Fully Renovated and Move-In Ready! Ideal investor-owned property with potential as a great cash flow rental. Welcome to 2117 W. 4th Street, a beautifully renovated gem in the heart of a friendly neighborhood. This 3-bedroom, 1-1/2 bath home combines classic charm with modern upgrades—perfect for homeowners looking for style, space, and convenience. There are 3 spacious bedrooms located on the upper floor, all freshly painted with new flooring and updated lighting with ceiling fans. There is a renovated half-bathroom on the first floor and a renovated full bathroom with a large walk-in shower done with custom tile. There is a stunning brand new Modern Kitchen with white cabinetry, quartz countertops, tile backsplash, stainless steel appliances, and contemporary finishes. There is a closet in the kitchen that has a convenient laundry hook-up. There is updated flooring and lighting throughout. The main staircase has beautiful wood treads and sleek custom modern railings. The grass backyard with fencing has access to the street and plenty of room for entertaining, gardening, or relaxing outdoors. The full basement offers ample storage space or potential for a home gym, rec room, or workshop. All appliances are included in the sale. This home has a Prime Location: Just minutes from major transportation routes, schools, and local amenities—all while enjoying the tranquility of a quiet, residential block. Don't miss your opportunity to own this move-in ready home. Schedule your tour today and make 2117 W. 4th Street your new address! Seller has never lived in property. Property being sold in AS-IS condition. Buyer responsible for U&O.

2117 W 4th St, Chester

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Century 21 Preferred.

$639,900

Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile backsplash, staggered cabinets, and stainless steel modern appliances. The great room has a seasonal view of the Chester River and a traditional electric fire place with shiplap accents fostering a feeling of warmth and tranquility. The primary bedroom/bathroom is spacious with two sizeable walk-in closets. The primary bedroom also includes attached sitting room with water-view and access to the balcony overlooking a pond that attracts wildlife. All bedrooms of this Severn Model offer custom closets designed and constructed by "Chesapeake Closets". The unit comes with a first floor assigned one car garage and an assigned climate-controlled storage closet. Come join the easy life! Call for your private showing!

Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile backsplash, staggered cabinets, and stainless steel modern appliances. The great room has a seasonal view of the Chester River and a traditional electric fire place with shiplap accents fostering a feeling of warmth and tranquility. The primary bedroom/bathroom is spacious with two sizeable walk-in closets. The primary bedroom also includes attached sitting room with water-view and access to the balcony overlooking a pond that attracts wildlife. All bedrooms of this Severn Model offer custom closets designed and constructed by "Chesapeake Closets". The unit comes with a first floor assigned one car garage and an assigned climate-controlled storage closet. Come join the easy life! Call for your private showing!

200 Harrier Way Unit 21, Chester

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

Selling Office: RE/MAX Leading Edge.

$1,200,000

Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 baths, and a spacious 3-car garage, making it ideal for those seeking both functional living and elegant design. The open-concept layout is enhanced by a cozy fireplace and decorative ceiling beams that add warmth and architectural charm to the main living area. Step outside to the screened patio, where you can relax and take in peaceful waterfront views, creating the perfect setting for morning coffee or evening gatherings. The kitchen is equipped with a full suite of appliances, and a washer and dryer are also included, allowing you to move in with ease and enjoy modern convenience from day one. The primary bath features a spacious walk-in shower, offering a comfortable and spa-inspired retreat to unwind at the end of the day. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may 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.

2 Beds ⋅ 3 Baths

Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 baths, and a spacious 3-car garage, making it ideal for those seeking both functional living and elegant design. The open-concept layout is enhanced by a cozy fireplace and decorative ceiling beams that add warmth and architectural charm to the main living area. Step outside to the screened patio, where you can relax and take in peaceful waterfront views, creating the perfect setting for morning coffee or evening gatherings. The kitchen is equipped with a full suite of appliances, and a washer and dryer are also included, allowing you to move in with ease and enjoy modern convenience from day one. The primary bath features a spacious walk-in shower, offering a comfortable and spa-inspired retreat to unwind at the end of the day. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may 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.

216 Kingfisher Ln, Chester

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

Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

$2,350,000

4 Beds ⋅ 5 Baths

Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

2832 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$430,000

*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

4 Beds ⋅ 2 Baths

*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

1906 Harbor Dr, Chester

Listing courtesy of Five Star Real Estate. Contact:

Selling Office: Douglas Realty LLC.

$170,000

Stop Scrolling—This Is the One! Welcome home to this beautifully updated 3-bedroom, 1.5-bath home loaded with modern upgrades! Enjoy brand new energy-efficient mini splits, brand-new windows, new flooring, a stunning kitchen with new appliances, also have a peace of mind knowing there is a brand-new water heater! Stylish, comfortable, and truly move-in ready, this home offers the perfect blend of modern updates and everyday charm. Don't miss your chance to make it yours—schedule your showing today!

Stop Scrolling—This Is the One! Welcome home to this beautifully updated 3-bedroom, 1.5-bath home loaded with modern upgrades! Enjoy brand new energy-efficient mini splits, brand-new windows, new flooring, a stunning kitchen with new appliances, also have a peace of mind knowing there is a brand-new water heater! Stylish, comfortable, and truly move-in ready, this home offers the perfect blend of modern updates and everyday charm. Don't miss your chance to make it yours—schedule your showing today!

1415 Ridley Ave, Chester

Listing courtesy of Realty ONE Group Unlimited. Contact:

Selling Office: Keller Williams Realty Group.

$230,000

Welcome home to 910 E. 20th Street. A beautiful large covered front porch greets you with a front yard waiting for your future garden. This 3 bedroom, 1 bathroom fully renovated home with a new roof is move-in ready. All flooring in the home is new. The spacious brand new modern kitchen has all new appliances with granite countertops, and a tile backsplash. A convenient mudroom is located just off the kitchen and brings you out to the beautiful large backyard. Modern lighting has been placed throughout the home. The walls are all freshly painted in a warm neutral color to allow you to easily personalize the space to your unique style. There are 3 nice sized bedrooms and a brand new custom tile full bathroom on the second floor. The basement has bilco doors leading out to the back yard as well as a new washer and dryer with a laundry tub. The hot water heater is new. All appliances are included in the sale. The backyard is very large and has access to the rear alley making additional parking easy if needed. This block of E. 20th St is quiet, spacious, and lined with beautiful homes. There is also plenty of street parking right in front of your new home. Book your tour of 910 E. 20th Street today!

Welcome home to 910 E. 20th Street. A beautiful large covered front porch greets you with a front yard waiting for your future garden. This 3 bedroom, 1 bathroom fully renovated home with a new roof is move-in ready. All flooring in the home is new. The spacious brand new modern kitchen has all new appliances with granite countertops, and a tile backsplash. A convenient mudroom is located just off the kitchen and brings you out to the beautiful large backyard. Modern lighting has been placed throughout the home. The walls are all freshly painted in a warm neutral color to allow you to easily personalize the space to your unique style. There are 3 nice sized bedrooms and a brand new custom tile full bathroom on the second floor. The basement has bilco doors leading out to the back yard as well as a new washer and dryer with a laundry tub. The hot water heater is new. All appliances are included in the sale. The backyard is very large and has access to the rear alley making additional parking easy if needed. This block of E. 20th St is quiet, spacious, and lined with beautiful homes. There is also plenty of street parking right in front of your new home. Book your tour of 910 E. 20th Street today!

910 E 20th St, Chester

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: DiPentino Real Estate.

$140,000

Welcome to 2506 W 6th St, where nature is right outside your door. Enjoy a porch perfect for listening to birdsong, a backyard with a deck for family gatherings, and space for a potential pool. Step inside to a spacious living room and dining room, leading to an eat-in kitchen. A back room opens to the yard and can serve many purposes. There’s a powder room on the first floor, and the clean, unfinished basement offers extra potential. Upstairs, you’ll find a hall bathroom and three bedrooms. This home has been cherished by the sellers and their family for years, and now it’s ready for another family to create lasting memories. The property is being sold “as is.”

Welcome to 2506 W 6th St, where nature is right outside your door. Enjoy a porch perfect for listening to birdsong, a backyard with a deck for family gatherings, and space for a potential pool. Step inside to a spacious living room and dining room, leading to an eat-in kitchen. A back room opens to the yard and can serve many purposes. There’s a powder room on the first floor, and the clean, unfinished basement offers extra potential. Upstairs, you’ll find a hall bathroom and three bedrooms. This home has been cherished by the sellers and their family for years, and now it’s ready for another family to create lasting memories. The property is being sold “as is.”

2506 W 6th St, Chester

Listing courtesy of United Real Estate. Contact:

Selling Office: United Real Estate.

$412,000

Save up to $269/month with a Lender Paid 1 Point Buy Down with an accepted offer by 6/30/26 - ask Lender for Details! Come Check Out the Views of Crab Alley! Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location.

Save up to $269/month with a Lender Paid 1 Point Buy Down with an accepted offer by 6/30/26 - ask Lender for Details! Come Check Out the Views of Crab Alley! Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location.

200 Newtown Rd, Chester

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Waterman Realty.

$787,500

If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.

If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.

135 Nauset Ln, Chester

Listing courtesy of Real Broker, LLC - Annapolis. Contact:

Selling Office: Real Broker, LLC.

$363,000

Live like you're on vacation every day in the highly desirable Queen's Landing community on Kent Island! Nestled along the Chester River, this charming lake-front townhome offers the perfect blend of comfort, style, and resort-style living. You'll love the gorgeous remodeled kitchen featuring granite countertops, a large center island, breakfast bar, custom built-ins, and a pass-through to the living room—perfect for cooking, entertaining, and everyday living! The spacious living room features a cozy fireplace and opens to a beautiful enclosed pond-front porch where you can relax with your morning coffee while taking in the peaceful water views. The primary suite offers incredible lake views and a private bath, plus you'll find two additional bedrooms and the convenience of second-floor laundry. Enjoy the incredible community amenities: Community pool, Pickleball & tennis courts, Fitness center, Clubhouse, Adjacent to Castle Harbor Marina Queen's Landing on Kent Island is the perfect getaway—whether you're looking for a second home or a primary residence. Enjoy resort-style living with beautiful surroundings and all the charm of the Eastern Shore.