Movewithsamantha.com Search Results

Welcome to this bright and inviting 2-bedroom, 2-bathroom lower-level end unit condo, ideally located in a desirable water-oriented community on Kent Island! The open living and dining area flows seamlessly into a galley-style kitchen with a breakfast bar, now updated with new granite countertops and a new stainless steel stove. The Primary suite is your private retreat, complete with a walk-in closet and a brand-new custom spa-like shower in the en-suite bath. A second bedroom and full bath provide plenty of space for family, guests, or a home office. Updates within the past few years include laminate flooring in the living areas, hallway, and baths, fresh carpet in both bedrooms and the primary closet, a modern interior paint palette, plus a newer HVAC, refrigerator, and microwave for added comfort and peace of mind. Bayside residents enjoy resort-style amenities such as a pool, tennis courts, fitness center, and clubhouse with a large party room. The unaffiliated Queens Landing Marina—just steps away—keeps your boat close, while the scenic Kent Island Trail offers miles of walking, jogging, and biking. All of this adds to the relaxed, vacation-like lifestyle of Maryland’s beautiful Eastern Shore!

2 Beds ⋅ 2 Baths

Welcome to this bright and inviting 2-bedroom, 2-bathroom lower-level end unit condo, ideally located in a desirable water-oriented community on Kent Island! The open living and dining area flows seamlessly into a galley-style kitchen with a breakfast bar, now updated with new granite countertops and a new stainless steel stove. The Primary suite is your private retreat, complete with a walk-in closet and a brand-new custom spa-like shower in the en-suite bath. A second bedroom and full bath provide plenty of space for family, guests, or a home office. Updates within the past few years include laminate flooring in the living areas, hallway, and baths, fresh carpet in both bedrooms and the primary closet, a modern interior paint palette, plus a newer HVAC, refrigerator, and microwave for added comfort and peace of mind. Bayside residents enjoy resort-style amenities such as a pool, tennis courts, fitness center, and clubhouse with a large party room. The unaffiliated Queens Landing Marina—just steps away—keeps your boat close, while the scenic Kent Island Trail offers miles of walking, jogging, and biking. All of this adds to the relaxed, vacation-like lifestyle of Maryland’s beautiful Eastern Shore!

201 Golden Eye Ct, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Unrepresented Buyer Office.

$461,000

Welcome to 112 Charity Lane, a beautifully updated and tastefully designed home in the heart of Historic Queenstown. Built in 2006, this charming 2-bedroom, 2.5-bath residence offers 1,660 square feet of thoughtfully designed living space filled with character and warmth. Ideally located just blocks from the Queenstown Creek, right off the Chester River and minutes from Route 50, this home provides the perfect balance of small-town charm and commuter convenience. Inside, you’ll find stylish updates throughout, creating a comfortable and inviting atmosphere. Step outside to an entertainer’s dream—a stunning backyard featuring extensive landscaping and hardscaping, ideal for hosting gatherings or enjoying quiet evenings outdoors. The detached garage is a climate-controlled garage/game room that has been transformed into a versatile hangout space complete with a built-in bar. Whether you’re seeking a full-time residence or a weekend Eastern Shore retreat, this property delivers charm, location, and lifestyle in one exceptional package. New hvac, appliances, fireplace, and roof in 2021

2 Beds ⋅ 3 Baths

Welcome to 112 Charity Lane, a beautifully updated and tastefully designed home in the heart of Historic Queenstown. Built in 2006, this charming 2-bedroom, 2.5-bath residence offers 1,660 square feet of thoughtfully designed living space filled with character and warmth. Ideally located just blocks from the Queenstown Creek, right off the Chester River and minutes from Route 50, this home provides the perfect balance of small-town charm and commuter convenience. Inside, you’ll find stylish updates throughout, creating a comfortable and inviting atmosphere. Step outside to an entertainer’s dream—a stunning backyard featuring extensive landscaping and hardscaping, ideal for hosting gatherings or enjoying quiet evenings outdoors. The detached garage is a climate-controlled garage/game room that has been transformed into a versatile hangout space complete with a built-in bar. Whether you’re seeking a full-time residence or a weekend Eastern Shore retreat, this property delivers charm, location, and lifestyle in one exceptional package. New hvac, appliances, fireplace, and roof in 2021

112 Charity Ln, Queenstown

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

Selling Office: TTR Sotheby's International Realty.

$489,000

KENT ISLAND - Nestled in charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and modern living. With 1,800 sq. ft. of thoughtfully designed space, this residence features 3 spacious bedrooms and 2 full bathrooms, ideal for relaxation and privacy. The heart of the home is a welcoming combination kitchen and dining area, perfect for gatherings, while the traditional floor plan enhances the flow of natural light throughout. Current owners have made major renovations to this home including adding 300 sq ft of living space to the front of the home, added the front porch, installed 40 yr architectural shingled roof in 2005, added the heated garage in 2005, installed new windows in 2021, added a whole house Generac generator which covers the garage and 2 sheds, added the mudroom and laundry room with seperate entrance, purchased a Hellenbrand water softener, new Bosch heat pump in 2025, kitchen and bath floors have been recently upgraded to LPV, kitchen was expanded to include an island and beverage bar, and new appliances in 2020 ensures that this home is in very good condition. Enjoy the convenience of one level living with separate laundry/mud room, and loads of storage throughout. Step outside to a beautifully landscaped 0.67-acre lot, where a spacious deck invites you to unwind and enjoy the serene surroundings. The community offers easy access to local parks, schools, and public services, making it a wonderful place to call home. With off-street parking and additional structures like an oversized garage and 2 sheds, a whole house generator that covers the garage and shed as well, enhanced exterior lighting, this property combines functionality with charm. You can walk to the Romancoke Pier and enjoy the Cross Island Trail. Experience the warmth of Kent Island Estates, where community spirit thrives and every day feels like a retreat.

3 Beds ⋅ 2 Baths

KENT ISLAND - Nestled in charming Kent Island Estates, this delightful ranch-style home offers a perfect blend of comfort and modern living. With 1,800 sq. ft. of thoughtfully designed space, this residence features 3 spacious bedrooms and 2 full bathrooms, ideal for relaxation and privacy. The heart of the home is a welcoming combination kitchen and dining area, perfect for gatherings, while the traditional floor plan enhances the flow of natural light throughout. Current owners have made major renovations to this home including adding 300 sq ft of living space to the front of the home, added the front porch, installed 40 yr architectural shingled roof in 2005, added the heated garage in 2005, installed new windows in 2021, added a whole house Generac generator which covers the garage and 2 sheds, added the mudroom and laundry room with seperate entrance, purchased a Hellenbrand water softener, new Bosch heat pump in 2025, kitchen and bath floors have been recently upgraded to LPV, kitchen was expanded to include an island and beverage bar, and new appliances in 2020 ensures that this home is in very good condition. Enjoy the convenience of one level living with separate laundry/mud room, and loads of storage throughout. Step outside to a beautifully landscaped 0.67-acre lot, where a spacious deck invites you to unwind and enjoy the serene surroundings. The community offers easy access to local parks, schools, and public services, making it a wonderful place to call home. With off-street parking and additional structures like an oversized garage and 2 sheds, a whole house generator that covers the garage and shed as well, enhanced exterior lighting, this property combines functionality with charm. You can walk to the Romancoke Pier and enjoy the Cross Island Trail. Experience the warmth of Kent Island Estates, where community spirit thrives and every day feels like a retreat.

109 Carroll Rd Sw, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Corner House Realty.

$540,000

Warm, comfy and ready to go! Might be the best way to describe the feel of this lovely 3 bedroom, 2-1/2 bath home in the terrific and convenient Claybourne Woods community. The "new" includes a brand new roof, kitchen cabinets, granite kitchen counters, kitchen sink and faucet, wood floors downstairs and main level carpeting. The rest of the home is move-in ready and was just professionally cleaned. The main bedroom suite is on the first floor and opens into the great room with its soaring ceilings and large windows. Just off the great room is a large multipurpose room that would make a nice home theater, home office or home gym! The new kitchen connects to the dining area and opens onto an enormous screen porch and deck- perfect for outdoor entertaining!! The remaining two bedrooms and full bath are at the top of a dramatic stairway. One of the best lots in the community. Come check out this beauty before it gets snapped up! Quick access to all shopping , restaurants and schools.

3 Beds ⋅ 3 Baths

Warm, comfy and ready to go! Might be the best way to describe the feel of this lovely 3 bedroom, 2-1/2 bath home in the terrific and convenient Claybourne Woods community. The "new" includes a brand new roof, kitchen cabinets, granite kitchen counters, kitchen sink and faucet, wood floors downstairs and main level carpeting. The rest of the home is move-in ready and was just professionally cleaned. The main bedroom suite is on the first floor and opens into the great room with its soaring ceilings and large windows. Just off the great room is a large multipurpose room that would make a nice home theater, home office or home gym! The new kitchen connects to the dining area and opens onto an enormous screen porch and deck- perfect for outdoor entertaining!! The remaining two bedrooms and full bath are at the top of a dramatic stairway. One of the best lots in the community. Come check out this beauty before it gets snapped up! Quick access to all shopping , restaurants and schools.

114 Addison Ct, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Coldwell Banker Waterman Realty.

$25,000

Allocation for sewer and water available. This seller does not have an allocation. Call town office to confirm cost; Buyer Agent to confirm all zoning uses.

216 N Liberty St, Centreville

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

Selling Office: Unrepresented Buyer Office.

$725,000

Governor Grason Manor Waterview Home - Beautiful colonial with open two-story foyer, featuring approximately 3200 square feet of living space. The 4th bedroom with a private back stairway would be perfect for separate living for a nanny or teenager retreat. This spacious colonial is located in the prestigious community of Governor Grason Manor, with waterviews of the Wye River. Nice fenced in backyard with a spacious sunroom to enjoy the fall evening and entertain. Call today for your private showing.

4 Beds ⋅ 3 Baths

Governor Grason Manor Waterview Home - Beautiful colonial with open two-story foyer, featuring approximately 3200 square feet of living space. The 4th bedroom with a private back stairway would be perfect for separate living for a nanny or teenager retreat. This spacious colonial is located in the prestigious community of Governor Grason Manor, with waterviews of the Wye River. Nice fenced in backyard with a spacious sunroom to enjoy the fall evening and entertain. Call today for your private showing.

144 River Run, Queenstown

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

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

$1,200,000

Waterfront Living at Its Finest! This beautifully renovated home offers stunning water views from most rooms, creating a serene retreat filled with natural light. The gourmet kitchen with breakfast area flows seamlessly into the dining room and spacious living areas, perfect for both entertaining and everyday living. Inside, you’ll find four bedrooms, two full baths, and two half baths, along with hardwood floors throughout most of the house, vaulted ceilings, and two fireplaces adding warmth and charm. A versatile sunroom/playroom with heat and air opens directly to the outdoor space, extending your living options year-round. Enjoy the outdoors from your private pier on Shipping Creek, complete with a boat lift, or watch the abundant wildlife from the comfort of your oversized living space with large windows providing much light to look at rivers and trees and much more. Kayak, fish, or simply relax by the water’s edge. The property also includes a two-car garage, expansive windows that showcase the view, and thoughtfully designed spaces that balance elegance with comfort.

4 Beds ⋅ 4 Baths

Waterfront Living at Its Finest! This beautifully renovated home offers stunning water views from most rooms, creating a serene retreat filled with natural light. The gourmet kitchen with breakfast area flows seamlessly into the dining room and spacious living areas, perfect for both entertaining and everyday living. Inside, you’ll find four bedrooms, two full baths, and two half baths, along with hardwood floors throughout most of the house, vaulted ceilings, and two fireplaces adding warmth and charm. A versatile sunroom/playroom with heat and air opens directly to the outdoor space, extending your living options year-round. Enjoy the outdoors from your private pier on Shipping Creek, complete with a boat lift, or watch the abundant wildlife from the comfort of your oversized living space with large windows providing much light to look at rivers and trees and much more. Kayak, fish, or simply relax by the water’s edge. The property also includes a two-car garage, expansive windows that showcase the view, and thoughtfully designed spaces that balance elegance with comfort.

100 Eareckson Ln, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

$853,000

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

4 Beds ⋅ 3 Baths

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

162 Kirwans Landing Ln, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

$317,000

Great rancher in Chester Harbor on the Queen Anne's County side of Chestertown. Fresh paint and carpet throughout. Both bathrooms are completely remodeled. The kitchen could use updating, but the space is great and the appliances are in excellent condition. Plenty of room to add a kitchen island and still have space for a table. Nice 2 car detached "pole barn" style garage. Fenced back yard. This property has a lot to offer!

3 Beds ⋅ 2 Baths

Great rancher in Chester Harbor on the Queen Anne's County side of Chestertown. Fresh paint and carpet throughout. Both bathrooms are completely remodeled. The kitchen could use updating, but the space is great and the appliances are in excellent condition. Plenty of room to add a kitchen island and still have space for a table. Nice 2 car detached "pole barn" style garage. Fenced back yard. This property has a lot to offer!

213 Central Dr, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$750,000

Listed and Sold Simultaneously

4 Beds ⋅ 3 Baths

Listed and Sold Simultaneously

113 Kirwans Landing Ln, Chester

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Revol Real Estate, LLC.

$530,000

Greetings from 603 Little Kidwell Avenue! The perfect blend of space and location in the highly desireable neighborhood, Providence Farm. This massive 4-bedroom, 2.5 bathroom home has all of the space you need for your family and entertaining. From the moment you arrive, you will appreciate the inviting curb appeal and the convenience of the attached 2-car garage. Inside, a bright and spacious layout awaits, featuring an open living and dining area that flows seamlessly into the well-appointed kitchen. The kitchen boasts abundant cabinetry, a large center island ideal for meal prep or casual dining, and generous countertop space to support all your culinary needs. This incredible home also boast a very large walkout basement that is perfect for independent access to the space. The seller has made it very easy for you to move right in by installing a new microwave, dishwasher and new wall-to-wall carpet. They even updated the lighting fixtures and decided to give the entire house a fresh coat of paint! All of this was done with YOU in mind. And for your peace of mind, they have also included a complimentary home warranty. The school district for this community is Queen Anne's County. What's great about this is all three schools, the high school, middle school, and elementary school are all within minutes of your new home! And as of 2023, there is beautiful new YMCA within walking distance from your home! Schedule your tour today - this home is priced right and ready for immediate occupancy!

4 Beds ⋅ 3 Baths

Greetings from 603 Little Kidwell Avenue! The perfect blend of space and location in the highly desireable neighborhood, Providence Farm. This massive 4-bedroom, 2.5 bathroom home has all of the space you need for your family and entertaining. From the moment you arrive, you will appreciate the inviting curb appeal and the convenience of the attached 2-car garage. Inside, a bright and spacious layout awaits, featuring an open living and dining area that flows seamlessly into the well-appointed kitchen. The kitchen boasts abundant cabinetry, a large center island ideal for meal prep or casual dining, and generous countertop space to support all your culinary needs. This incredible home also boast a very large walkout basement that is perfect for independent access to the space. The seller has made it very easy for you to move right in by installing a new microwave, dishwasher and new wall-to-wall carpet. They even updated the lighting fixtures and decided to give the entire house a fresh coat of paint! All of this was done with YOU in mind. And for your peace of mind, they have also included a complimentary home warranty. The school district for this community is Queen Anne's County. What's great about this is all three schools, the high school, middle school, and elementary school are all within minutes of your new home! And as of 2023, there is beautiful new YMCA within walking distance from your home! Schedule your tour today - this home is priced right and ready for immediate occupancy!

603 Little Kidwell Ave, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: Coldwell Banker Realty.

$2,420,000

Unobstructed, breathtaking views of the Chesapeake Bay! This stunning and newly remodeled waterfront home sits on a double lot along one of the most picturesque and peaceful streets—just minutes from the Bay Bridge yet worlds away from it all. A new rip rap shoreline and 350 feet of water frontage create a private, protected setting enhanced by mature landscaping and a spacious, level yard with a fire pit, large shed, and plenty of room for a future pool. Enjoy easy access to the water from your private pier with an 8,000 lb boat lift and multiple slips, perfect for boating and exploring the Bay. Inside, walls of floor-to-ceiling windows frame endless views across the water to the shores of Annapolis, flooding the home with natural light. The covered waterfront porch with slate stone flooring provides an inviting space to unwind and take in the panoramic sunsets and twinkling lights of the Annapolis skyline. The gourmet kitchen, featuring a large center island, top-of-the-line appliances, and seating for a crowd, makes entertaining effortless. The main level offers three bedrooms and three full bathrooms and a half bath, including one of two primary suites. Upstairs, a private retreat awaits with a fireplace, balcony, walk-in closets, gym with Juliet balcony, and a spa-like primary bath boasting exquisite finishes and panoramic Bay views. With a two-car garage, abundant parking, and an unmatched waterfront setting, this home perfectly blends elegance, comfort, and the Chesapeake Bay lifestyle. Whether you’re seeking a weekend escape or a full-time residence, this property truly has it all. Welcome home!

4 Beds ⋅ 5 Baths

Unobstructed, breathtaking views of the Chesapeake Bay! This stunning and newly remodeled waterfront home sits on a double lot along one of the most picturesque and peaceful streets—just minutes from the Bay Bridge yet worlds away from it all. A new rip rap shoreline and 350 feet of water frontage create a private, protected setting enhanced by mature landscaping and a spacious, level yard with a fire pit, large shed, and plenty of room for a future pool. Enjoy easy access to the water from your private pier with an 8,000 lb boat lift and multiple slips, perfect for boating and exploring the Bay. Inside, walls of floor-to-ceiling windows frame endless views across the water to the shores of Annapolis, flooding the home with natural light. The covered waterfront porch with slate stone flooring provides an inviting space to unwind and take in the panoramic sunsets and twinkling lights of the Annapolis skyline. The gourmet kitchen, featuring a large center island, top-of-the-line appliances, and seating for a crowd, makes entertaining effortless. The main level offers three bedrooms and three full bathrooms and a half bath, including one of two primary suites. Upstairs, a private retreat awaits with a fireplace, balcony, walk-in closets, gym with Juliet balcony, and a spa-like primary bath boasting exquisite finishes and panoramic Bay views. With a two-car garage, abundant parking, and an unmatched waterfront setting, this home perfectly blends elegance, comfort, and the Chesapeake Bay lifestyle. Whether you’re seeking a weekend escape or a full-time residence, this property truly has it all. Welcome home!

205 Lighthouse View Dr, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Real Broker, LLC - Dunkirk.

$505,000

Welcome to your dream home! This beautifully crafted new construction offers 2,023 finished square feet of modern living, nestled in the sought-after community of Romancoke on the Bay. From the moment you step inside, you'll notice the extensive custom trim work, including elegantly cased-in windows that add character and charm throughout the home. ✨ Property Highlights: 🛏 3 Bedrooms | 🛁 3 Full Bathrooms 🚗 Spacious 2-Car Garage 🍽 Gourmet Kitchen featuring stainless steel appliances & granite countertops 🌞 Expansive bonus room with its own full bath and large sliding glass doors—flooding the space with natural light and providing endless possibilities (guest suite, home office, game room & more!) Whether you're relaxing at home or enjoying the nearby waterfront, this home offers a perfect blend of comfort, style, and functionality. 📍 Location Perks: Located in the peaceful Romancoke on the Bay community, enjoy access to waterfront amenities, serene nature trails, and just a short drive to the Bay Bridge for easy commuting. Don’t miss your chance to own a brand new home in this prime location—schedule your private tour today!

3 Beds ⋅ 3 Baths

Welcome to your dream home! This beautifully crafted new construction offers 2,023 finished square feet of modern living, nestled in the sought-after community of Romancoke on the Bay. From the moment you step inside, you'll notice the extensive custom trim work, including elegantly cased-in windows that add character and charm throughout the home. ✨ Property Highlights: 🛏 3 Bedrooms | 🛁 3 Full Bathrooms 🚗 Spacious 2-Car Garage 🍽 Gourmet Kitchen featuring stainless steel appliances & granite countertops 🌞 Expansive bonus room with its own full bath and large sliding glass doors—flooding the space with natural light and providing endless possibilities (guest suite, home office, game room & more!) Whether you're relaxing at home or enjoying the nearby waterfront, this home offers a perfect blend of comfort, style, and functionality. 📍 Location Perks: Located in the peaceful Romancoke on the Bay community, enjoy access to waterfront amenities, serene nature trails, and just a short drive to the Bay Bridge for easy commuting. Don’t miss your chance to own a brand new home in this prime location—schedule your private tour today!

224 Long Point Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

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

$240,200

BACK ON THE MARKET! Mold remediation was just completed! Seller is very motivated, Charming, well-kept rancher offering 3 bedrooms, 1 bath with a private 0.46 acre lot. Hardwood floors throughout gives the home character. Recently updated with fresh paint. Roof is 5 years old. New windows installed 2 years ago as well as a new shower. Paved driveway offers plenty of parking. New landscaping done as well as all electric being updated. Large shed in the yard. Located in the Kent Island Estates community and served by Matapeake schools. Minutes from bike trails, beaches as well as close to the Bay Bridge making it an easy commute. With no HOA headaches this property offers a lot of potential with space to grow. This home is being sold AS IS.

3 Beds ⋅ 1 Baths

BACK ON THE MARKET! Mold remediation was just completed! Seller is very motivated, Charming, well-kept rancher offering 3 bedrooms, 1 bath with a private 0.46 acre lot. Hardwood floors throughout gives the home character. Recently updated with fresh paint. Roof is 5 years old. New windows installed 2 years ago as well as a new shower. Paved driveway offers plenty of parking. New landscaping done as well as all electric being updated. Large shed in the yard. Located in the Kent Island Estates community and served by Matapeake schools. Minutes from bike trails, beaches as well as close to the Bay Bridge making it an easy commute. With no HOA headaches this property offers a lot of potential with space to grow. This home is being sold AS IS.

300 Talbot Rd, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Witz Realty, LLC.

$704,900

Discover effortless elegance in this beautifully designed Severn condo, offering 3 bedrooms and 2.5 baths. With an open floorplan and high-end finishes throughout, this home perfectly balances comfort and style. Design highlights include a dry bar, electric fireplace, and a spacious owner’s suite with sitting room and large walk-in closets—a true retreat. The chef-inspired kitchen features quartz countertops, tile backsplash, pendant lighting, and a full suite of stainless steel appliances including a single oven, microwave, gas cooktop, range hood, and dishwasher. Enjoy laminate flooring throughout the main living spaces, with tile in both full baths. The luxurious primary bath offers a frameless glass shower with seat, handheld wand, double sinks, and premium quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual finishes or selections.

3 Beds ⋅ 3 Baths

Discover effortless elegance in this beautifully designed Severn condo, offering 3 bedrooms and 2.5 baths. With an open floorplan and high-end finishes throughout, this home perfectly balances comfort and style. Design highlights include a dry bar, electric fireplace, and a spacious owner’s suite with sitting room and large walk-in closets—a true retreat. The chef-inspired kitchen features quartz countertops, tile backsplash, pendant lighting, and a full suite of stainless steel appliances including a single oven, microwave, gas cooktop, range hood, and dishwasher. Enjoy laminate flooring throughout the main living spaces, with tile in both full baths. The luxurious primary bath offers a frameless glass shower with seat, handheld wand, double sinks, and premium quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual finishes or selections.

121 Wheelhouse Way Unit 2121, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented Buyer Office.

$190,000

Discover a rare opportunity to create your future home on this beautiful parcel of land, set in a peaceful and scenic setting. With ample space and flexibility, the property offers endless possibilities for a custom build, from a cozy retreat to a thoughtfully designed estate. Enjoy the tranquility of country living while remaining conveniently close to local shops, dining, and nearby routes for easy access. This is more than just land — it’s an opportunity to shape a lifestyle connected to nature and comfort. McCrone engineer engaged; initial field work has begun, including coordination with county departments. Two (2) acres have been removed from the Woodland Program and AG transfer tax has been paid which is instant savings. Perc Approved and was recently re-evaluated by the QA Environmental Health Department. Confirm with QA Environmental Health.

Hoffecker Road, Chestertown

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

Selling Office: EXIT Preferred Realty.

$432,500

If you’ve been looking for a home you can truly make your own, this is the opportunity. This property offers a large, open floor plan with all the square footage and layout you’ve been wanting. It simply needs the right buyer to bring it back to life. Inside, you’ll find a dedicated office, a formal dining room, and an expansive kitchen and family room that make everyday living and entertaining effortless. Upstairs, all 4 bedrooms are generously sized, including a massive primary suite complete with a large bathroom and a huge walk-in closet. The full basement offers even more potential — whether you envision a rec room, gym, theater, or additional living space, it’s ready for your ideas and finishing touches. This home is ready for your vision and with its size, layout, and location, the value is here, and the chance to customize it exactly the way you want is a rare find. Bring your creativity, roll up your sleeves, and transform this house into the home you’ve always imagined. Add your touches and make it yours!

4 Beds ⋅ 3 Baths

If you’ve been looking for a home you can truly make your own, this is the opportunity. This property offers a large, open floor plan with all the square footage and layout you’ve been wanting. It simply needs the right buyer to bring it back to life. Inside, you’ll find a dedicated office, a formal dining room, and an expansive kitchen and family room that make everyday living and entertaining effortless. Upstairs, all 4 bedrooms are generously sized, including a massive primary suite complete with a large bathroom and a huge walk-in closet. The full basement offers even more potential — whether you envision a rec room, gym, theater, or additional living space, it’s ready for your ideas and finishing touches. This home is ready for your vision and with its size, layout, and location, the value is here, and the chance to customize it exactly the way you want is a rare find. Bring your creativity, roll up your sleeves, and transform this house into the home you’ve always imagined. Add your touches and make it yours!

143 Long Creek Way, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

$764,900

Experience low-maintenance luxury in this Chester condo, offering 2 bedrooms, 2.5 baths, and a versatile home office with lighted French doors—perfect for work-from-home days or quiet retreats. Enjoy thoughtful upgrades throughout, including a dry bar, electric fireplace, and stylish finishes that elevate every corner. The gourmet kitchen boasts quartz countertops, a tile backsplash, pendant lighting, and a complete suite of stainless steel appliances: single oven, microwave, gas cooktop, range hood, and dishwasher. Laminate flooring flows seamlessly through the main living spaces, while both full baths feature elegant tile flooring. The luxurious owner’s bath offers a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual finishes or selections.

2 Beds ⋅ 3 Baths

Experience low-maintenance luxury in this Chester condo, offering 2 bedrooms, 2.5 baths, and a versatile home office with lighted French doors—perfect for work-from-home days or quiet retreats. Enjoy thoughtful upgrades throughout, including a dry bar, electric fireplace, and stylish finishes that elevate every corner. The gourmet kitchen boasts quartz countertops, a tile backsplash, pendant lighting, and a complete suite of stainless steel appliances: single oven, microwave, gas cooktop, range hood, and dishwasher. Laminate flooring flows seamlessly through the main living spaces, while both full baths feature elegant tile flooring. The luxurious owner’s bath offers a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual finishes or selections.

121 Wheelhouse Way Unit 2142, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Douglas Realty LLC.

405 Pathfinder Cir Unit COLUMBIA, Grasonville

$619,000

Welcome to this 2025 built home in Perry's Retreat. One of the larger models in the neighborhood, the Columbia model, offers a spacious open floor plan on the main level. The gourmet kitchen will that flows in to the family room will make entertaining seamless. Eat in the dining area or at the four person expansive kitchen island. Quartz counter tops and stainless steel appliances exemplify the kitchen along with extensive storage. The family room offers space and tons of natural light. Enjoy the rear yard that backs to woods offering peace, quiet, and privacy. The covered front porch offers even more space to relax and is an added bonus. The upper level offers four bedrooms including a primary suite with an en-suite bathroom and huge walk-in closet. Utilize the upper level laundry room as an added convenience. To top it all off, park in the oversized two car garage. Enjoy the newest neighborhood the area has to offer.

4 Beds ⋅ 3 Baths

Welcome to this 2025 built home in Perry's Retreat. One of the larger models in the neighborhood, the Columbia model, offers a spacious open floor plan on the main level. The gourmet kitchen will that flows in to the family room will make entertaining seamless. Eat in the dining area or at the four person expansive kitchen island. Quartz counter tops and stainless steel appliances exemplify the kitchen along with extensive storage. The family room offers space and tons of natural light. Enjoy the rear yard that backs to woods offering peace, quiet, and privacy. The covered front porch offers even more space to relax and is an added bonus. The upper level offers four bedrooms including a primary suite with an en-suite bathroom and huge walk-in closet. Utilize the upper level laundry room as an added convenience. To top it all off, park in the oversized two car garage. Enjoy the newest neighborhood the area has to offer.

405 Pathfinder Cir Unit COLUMBIA, Grasonville

Listing courtesy of Samson Properties. Contact:

Selling Office: Meredith Fine Properties.

$1,825,000

Set within Southwind, one of Kent Island’s most sought-after waterfront communities, this exceptional residence offers an elegant blend of craftsmanship and comfort with 10 foot ceilings and beautiful crown molding. Perfectly sited on an acre overlooking Crab Alley Bay and Eastern Bay, the home’s peaceful setting is enhanced by sweeping water views, mature landscaping, and a private waterside pool that invites year-round enjoyment. Inside, timeless design meets modern refinement. The first-floor primary suite provides a serene retreat, joined by two additional guest suites on the main level—each with its own ensuite bath for privacy and comfort. Upstairs, a fourth bedroom and full bath accompany a spacious living area, ideal for extended family or guests. The heart of the home is a stunning, renovated kitchen featuring rich finishes, premium appliances, and an open layout perfect for gathering. Gleaming hardwood floors flow throughout, leading to a mahogany-lined library that exudes warmth and sophistication—a true sanctuary for work or quiet reflection. Outdoor living takes center stage with a screened porch that captures cooling Bay breezes and views of the pool and shimmering water beyond. Whether entertaining or simply savoring the stillness of the shoreline, every space in this home celebrates the beauty of the Chesapeake Bay lifestyle.

4 Beds ⋅ 6 Baths

Set within Southwind, one of Kent Island’s most sought-after waterfront communities, this exceptional residence offers an elegant blend of craftsmanship and comfort with 10 foot ceilings and beautiful crown molding. Perfectly sited on an acre overlooking Crab Alley Bay and Eastern Bay, the home’s peaceful setting is enhanced by sweeping water views, mature landscaping, and a private waterside pool that invites year-round enjoyment. Inside, timeless design meets modern refinement. The first-floor primary suite provides a serene retreat, joined by two additional guest suites on the main level—each with its own ensuite bath for privacy and comfort. Upstairs, a fourth bedroom and full bath accompany a spacious living area, ideal for extended family or guests. The heart of the home is a stunning, renovated kitchen featuring rich finishes, premium appliances, and an open layout perfect for gathering. Gleaming hardwood floors flow throughout, leading to a mahogany-lined library that exudes warmth and sophistication—a true sanctuary for work or quiet reflection. Outdoor living takes center stage with a screened porch that captures cooling Bay breezes and views of the pool and shimmering water beyond. Whether entertaining or simply savoring the stillness of the shoreline, every space in this home celebrates the beauty of the Chesapeake Bay lifestyle.

2907 Cox Neck Rd E, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: RE/MAX Advantage Realty.

$390,000

Come visit this beautifully maintained rancher tucked away in the sought-after Kent Island Estates community. This charming home sits on nearly half an acre of flat functional land. With plenty of room to relax and entertain, the property offers space for a garden, pool, patios, you name it! Just a few blocks away, enjoy easy access to community beaches, scenic parks, playgrounds, the South Island Trail, and the Romancoke Fishing Pier, putting the very best of the Kent Island lifestyle right at your fingertips. Car/Boating enthusiasts will appreciate the convenience of two driveways, and a newly built custom garage perfect for storing all your toys. Spend the day out on the bay after launching from nearby Matapeake Landing, then return home to grill your fresh catch and unwind in the backyard. As the sun sets, sit back, stargaze, and take in the calm—this is what Island Life is all about. Don’t miss this rare opportunity to own a slice of paradise. Schedule your private showing today!

3 Beds ⋅ 2 Baths

Come visit this beautifully maintained rancher tucked away in the sought-after Kent Island Estates community. This charming home sits on nearly half an acre of flat functional land. With plenty of room to relax and entertain, the property offers space for a garden, pool, patios, you name it! Just a few blocks away, enjoy easy access to community beaches, scenic parks, playgrounds, the South Island Trail, and the Romancoke Fishing Pier, putting the very best of the Kent Island lifestyle right at your fingertips. Car/Boating enthusiasts will appreciate the convenience of two driveways, and a newly built custom garage perfect for storing all your toys. Spend the day out on the bay after launching from nearby Matapeake Landing, then return home to grill your fresh catch and unwind in the backyard. As the sun sets, sit back, stargaze, and take in the calm—this is what Island Life is all about. Don’t miss this rare opportunity to own a slice of paradise. Schedule your private showing today!

116 Talbot Rd, Stevensville

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

Selling Office: Unrepresented Buyer Office.

$520,000

FINAL TOWNHOME! Immediate Delivery 4.99 30yr fixed financing See 2nd photo for details!!!Limited Time Incentives! We're covering the extras so you can focus on the lifestyle. These MOVE-IN READY homes are packed with perks! Discover the desirable Ellendale Community of Kent Island & the attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a well-established community that offers access to affordable, luxury townhomes from one of the area's top home builders, Lacrosse Homes. Claim Your Move In Ready home today. Luxury upgrades already included. For a limited time, we're making your dream home even more affordable with our Ellendale Advantage package: Up to 5k in paid closing costs, BELOW MARKET 30 YEAR FIXED INTERESTS RATE AT BUILDERS EXPENSEdesigner finishes & upgrades included, and immediate delivery. Don't miss your chance to own at this waterfront-adjacent community with resort-style amenities.

4 Beds ⋅ 4 Baths

FINAL TOWNHOME! Immediate Delivery 4.99 30yr fixed financing See 2nd photo for details!!!Limited Time Incentives! We're covering the extras so you can focus on the lifestyle. These MOVE-IN READY homes are packed with perks! Discover the desirable Ellendale Community of Kent Island & the attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a well-established community that offers access to affordable, luxury townhomes from one of the area's top home builders, Lacrosse Homes. Claim Your Move In Ready home today. Luxury upgrades already included. For a limited time, we're making your dream home even more affordable with our Ellendale Advantage package: Up to 5k in paid closing costs, BELOW MARKET 30 YEAR FIXED INTERESTS RATE AT BUILDERS EXPENSEdesigner finishes & upgrades included, and immediate delivery. Don't miss your chance to own at this waterfront-adjacent community with resort-style amenities.

241 Jessica Lynn Ave, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Coldwell Banker Realty.

$1,650,000

This lovely waterfront home is tucked away on a quiet cul-de-sac in desirable Prospect Bay. Thoughtfully designed and built by the original owners, this home offers approximately 2796' of well-planned living space providing 4 bedrooms and 2.5 baths. The open-concept floor plan is enhanced by distinctive architectural details and abundant natural light. A bright kitchen opens to the family room with fireplace—perfect for everyday living and entertaining. The spacious living room features a vaulted ceiling with skylights and opens to a loft area above. The main-level primary bedroom offers water views, a large walk-in closet, and a full bath with soaking tub and walk-in shower. Upstairs, you’ll find three additional bedrooms plus a dedicated office space. Enjoy outdoor living on the wrap-around deck, accessible from the living room, kitchen, and primary bedroom. Additional features include an oversized two-car garage and private pier on a tranquil waterfront setting. Roof is 2 years old and carpet is new. Home is being sold As-Is. Buyer to verify water depth. Prospect Bay amenities include Golf, Pool, Boat Ramp, Tennis Ct, Club House with restaurant/bar/grill plus more.

4 Beds ⋅ 3 Baths

This lovely waterfront home is tucked away on a quiet cul-de-sac in desirable Prospect Bay. Thoughtfully designed and built by the original owners, this home offers approximately 2796' of well-planned living space providing 4 bedrooms and 2.5 baths. The open-concept floor plan is enhanced by distinctive architectural details and abundant natural light. A bright kitchen opens to the family room with fireplace—perfect for everyday living and entertaining. The spacious living room features a vaulted ceiling with skylights and opens to a loft area above. The main-level primary bedroom offers water views, a large walk-in closet, and a full bath with soaking tub and walk-in shower. Upstairs, you’ll find three additional bedrooms plus a dedicated office space. Enjoy outdoor living on the wrap-around deck, accessible from the living room, kitchen, and primary bedroom. Additional features include an oversized two-car garage and private pier on a tranquil waterfront setting. Roof is 2 years old and carpet is new. Home is being sold As-Is. Buyer to verify water depth. Prospect Bay amenities include Golf, Pool, Boat Ramp, Tennis Ct, Club House with restaurant/bar/grill plus more.

222 Piney Point Lndg, Grasonville

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

Selling Office: TTR Sotheby's International Realty.

$725,000

This immaculate, 5-bedroom, 3-bath Colonial is ideally positioned on the coveted Bennett Point peninsula, set on a private 2+ acre partially wooded homesite. Thoughtfully upgraded inside and out, the home now offers smart home functionality, fresh interior paint, and a truly move-in ready experience. Outdoor living shines with a heated saltwater pool, elegant paver patio, and built-in gas fire pit—enhanced by privacy fencing, professional landscaping, and curated lighting. A shed provides stylish storage for pool and lawn essentials. Inside, the chef’s kitchen flows seamlessly into the dining area with slider access to the screened porch—ideal for elevated entertaining. Wood-look tile floors anchor the main level, which also includes a first-floor bedroom with full bath, a sun-filled family room, and updated lighting throughout. Upstairs, the spacious primary suite offers a walk-in closet and en-suite bathroom, complemented by three additional generously sized bedrooms and a full hall bathroom. An oversized driveway provides ample parking. Enjoy nearby water access at Bryantown Landing on the Wye River. Only minutes to Prospect Bay Country Club and Queenstown Harbor Golf Club. Easy commuting access to Easton, Kent Island, and Annapolis. A refined blend of privacy, modern comfort, and Eastern Shore lifestyle—this exceptional home is ready for its next chapter.

5 Beds ⋅ 3 Baths

This immaculate, 5-bedroom, 3-bath Colonial is ideally positioned on the coveted Bennett Point peninsula, set on a private 2+ acre partially wooded homesite. Thoughtfully upgraded inside and out, the home now offers smart home functionality, fresh interior paint, and a truly move-in ready experience. Outdoor living shines with a heated saltwater pool, elegant paver patio, and built-in gas fire pit—enhanced by privacy fencing, professional landscaping, and curated lighting. A shed provides stylish storage for pool and lawn essentials. Inside, the chef’s kitchen flows seamlessly into the dining area with slider access to the screened porch—ideal for elevated entertaining. Wood-look tile floors anchor the main level, which also includes a first-floor bedroom with full bath, a sun-filled family room, and updated lighting throughout. Upstairs, the spacious primary suite offers a walk-in closet and en-suite bathroom, complemented by three additional generously sized bedrooms and a full hall bathroom. An oversized driveway provides ample parking. Enjoy nearby water access at Bryantown Landing on the Wye River. Only minutes to Prospect Bay Country Club and Queenstown Harbor Golf Club. Easy commuting access to Easton, Kent Island, and Annapolis. A refined blend of privacy, modern comfort, and Eastern Shore lifestyle—this exceptional home is ready for its next chapter.

1410 Bennett Point Rd, Queenstown

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$1,350,000

Welcome to this beautifully updated waterfront-view home in Prospect Bay, the premier golf course community on the Eastern Shore! This home tastefully blends coastal charm with modern design and exceptional outdoor living. From the moment you arrive via the paved driveway to the two-car garage, you are greeted by serene water views from the front entrance and porches off the living room and sunroom. Inside, an open entryway with ample storage leads to a formal living room with masonry fireplace that flows seamlessly into a completely remodeled dining room featuring tasteful textured wallpaper, bead and board wall trim. On the opposite side of the entry, a spacious family room boasts a new electric fireplace with shiplap accent wall and quartz hearth. A stylish powder room with statement wallpaper and a new quartz countertop, along with hardwood floors throughout both levels, add to the home’s polished feel. The home offers easy interior access from the two-car garage, with a staircase tucked away down the same hallway that leads to a large room over the garage with dedicated heat pump. Perfect for use as a home office, extra bedroom, additional storage, or craft room. The upgraded kitchen shines with new countertops and backsplash, a remodeled island for added storage, and enhanced carpentry details, flowing into a bright sunroom with pool and water views ideal for an office or hobby space. Just beyond the kitchen, doors open to your private backyard oasis, complete with a deck featuring upgraded Trex materials, extensive hardscaping surrounding a large inground pool, a hot tub installed in 2022, and fresh landscaping framed by mature trees for ultimate privacy. A charming coastal-style guest house with high efficiency mini split units, sits steps from the pool, offering a kitchenette, living area, full bathroom, and bedroom for visitors or extended stays. Upstairs, the primary suite impresses with water views, a masonry fireplace, an expanded walk-in closet outfitted with a custom Elfa system, and a remodeled spa-like bathroom featuring a tiled shower with marble seat, soaking tub, dual vanities, and updated fixtures. Three additional bedrooms share a well-appointed guest bathroom. Recent major upgrades include a new roof and gutters (2024), attic plywood flooring for extra storage, encapsulated crawlspace (2023), three high-efficiency heat pumps (2023), freshly painted and caulked exterior, repaved and resealed driveway, updated garage including flooring, storage cabinets, work bench and door operators. The property also offers a whole-house generator, updated trim work throughout, and so much more, making this home truly move-in ready. Located within the exclusive Prospect Bay Community, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, driving range, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this water view property offers an unmatched lifestyle in one of Maryland's most prestigious communities.

5 Beds ⋅ 4 Baths

Welcome to this beautifully updated waterfront-view home in Prospect Bay, the premier golf course community on the Eastern Shore! This home tastefully blends coastal charm with modern design and exceptional outdoor living. From the moment you arrive via the paved driveway to the two-car garage, you are greeted by serene water views from the front entrance and porches off the living room and sunroom. Inside, an open entryway with ample storage leads to a formal living room with masonry fireplace that flows seamlessly into a completely remodeled dining room featuring tasteful textured wallpaper, bead and board wall trim. On the opposite side of the entry, a spacious family room boasts a new electric fireplace with shiplap accent wall and quartz hearth. A stylish powder room with statement wallpaper and a new quartz countertop, along with hardwood floors throughout both levels, add to the home’s polished feel. The home offers easy interior access from the two-car garage, with a staircase tucked away down the same hallway that leads to a large room over the garage with dedicated heat pump. Perfect for use as a home office, extra bedroom, additional storage, or craft room. The upgraded kitchen shines with new countertops and backsplash, a remodeled island for added storage, and enhanced carpentry details, flowing into a bright sunroom with pool and water views ideal for an office or hobby space. Just beyond the kitchen, doors open to your private backyard oasis, complete with a deck featuring upgraded Trex materials, extensive hardscaping surrounding a large inground pool, a hot tub installed in 2022, and fresh landscaping framed by mature trees for ultimate privacy. A charming coastal-style guest house with high efficiency mini split units, sits steps from the pool, offering a kitchenette, living area, full bathroom, and bedroom for visitors or extended stays. Upstairs, the primary suite impresses with water views, a masonry fireplace, an expanded walk-in closet outfitted with a custom Elfa system, and a remodeled spa-like bathroom featuring a tiled shower with marble seat, soaking tub, dual vanities, and updated fixtures. Three additional bedrooms share a well-appointed guest bathroom. Recent major upgrades include a new roof and gutters (2024), attic plywood flooring for extra storage, encapsulated crawlspace (2023), three high-efficiency heat pumps (2023), freshly painted and caulked exterior, repaved and resealed driveway, updated garage including flooring, storage cabinets, work bench and door operators. The property also offers a whole-house generator, updated trim work throughout, and so much more, making this home truly move-in ready. Located within the exclusive Prospect Bay Community, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, driving range, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this water view property offers an unmatched lifestyle in one of Maryland's most prestigious communities.

228 Prospect Bay Dr W, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

$665,000

This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. No need to wait for a new condo to be built – you can move in now to 170 Harrier Way #34. This third floor Severn model (3 BR / 2 ½ Bath / 2,602 sqft) offers beautiful views of the Chester River and nearby tidal pool. Inside, sunshine fills the unit with light throughout the day and the numerous windows are treated with Hunter Douglas luxury blinds when you have had enough sun. The home offers an open concept layout. The kitchen includes the upgraded package which includes stainless steel GE Profile appliances (including refrigerator, gas stove, oven, microwave, refrigerator, and dishwasher), a gourmet island with quartz countertop, pendant lighting, staggered cabinets, backsplash, and dry bar. The great room offers water views and added tranquility with an Allusion 60” fireplace. The master bedroom is spacious and includes two sizable walk-in closets and includes a sitting room with water views along with patio access. Both guest rooms are spacious and offer ample closet space. On the first floor, the unit includes a private 1-car garage along with a climate-controlled storage room. The gem of the community is its 24,000 sq. ft. clubhouse that includes indoor & outdoor pools, a state-of-the-art fitness center, a yoga studio, locker rooms, a game room, a library, three large social gathering areas with TVs and kitchens. Outside of the clubhouse is a resort-style pool with direct views of the Chester River, a beach area with fire pits, a patio with gas fire pits, a bar area, a performance stage, miles of walking and biking trails, tennis courts, pickleball courts, basketball, bocce ball, children��s playground, dog park, kayak/paddleboard launch area with storage racks, boat pier for visitors, and much more. There are numerous clubs, fitness sessions, and events to join and start interacting with your neighbors right away. A sampling includes cooking club, book club, yoga, pilates, cross-fit, strength training, golf, pickleball, line dancing, aqua fitness, cards, billiards, and many more. With a full-time lifestyle director on site at the clubhouse, there is no reason to leave home. However, if you do, Four Seasons offers convenient access to Route 50, Annapolis, DC, Baltimore, BWI airport, and the Eastern Shore and beaches. Kent Island itself offers amazing waterfront dining options, shopping, the nearby Queenstown outlets, world class boating, the Blue Heron county golf course, and miles of cross-island biking trail surrounded by views of the Chester River and Chesapeake Bay. What are you waiting for? Start living the luxury island life today!

3 Beds

This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. This is one of only two 3-bedroom condos on the market in Four Seasons with the immediate availability. No need to wait for a new condo to be built – you can move in now to 170 Harrier Way #34. This third floor Severn model (3 BR / 2 ½ Bath / 2,602 sqft) offers beautiful views of the Chester River and nearby tidal pool. Inside, sunshine fills the unit with light throughout the day and the numerous windows are treated with Hunter Douglas luxury blinds when you have had enough sun. The home offers an open concept layout. The kitchen includes the upgraded package which includes stainless steel GE Profile appliances (including refrigerator, gas stove, oven, microwave, refrigerator, and dishwasher), a gourmet island with quartz countertop, pendant lighting, staggered cabinets, backsplash, and dry bar. The great room offers water views and added tranquility with an Allusion 60” fireplace. The master bedroom is spacious and includes two sizable walk-in closets and includes a sitting room with water views along with patio access. Both guest rooms are spacious and offer ample closet space. On the first floor, the unit includes a private 1-car garage along with a climate-controlled storage room. The gem of the community is its 24,000 sq. ft. clubhouse that includes indoor & outdoor pools, a state-of-the-art fitness center, a yoga studio, locker rooms, a game room, a library, three large social gathering areas with TVs and kitchens. Outside of the clubhouse is a resort-style pool with direct views of the Chester River, a beach area with fire pits, a patio with gas fire pits, a bar area, a performance stage, miles of walking and biking trails, tennis courts, pickleball courts, basketball, bocce ball, children��s playground, dog park, kayak/paddleboard launch area with storage racks, boat pier for visitors, and much more. There are numerous clubs, fitness sessions, and events to join and start interacting with your neighbors right away. A sampling includes cooking club, book club, yoga, pilates, cross-fit, strength training, golf, pickleball, line dancing, aqua fitness, cards, billiards, and many more. With a full-time lifestyle director on site at the clubhouse, there is no reason to leave home. However, if you do, Four Seasons offers convenient access to Route 50, Annapolis, DC, Baltimore, BWI airport, and the Eastern Shore and beaches. Kent Island itself offers amazing waterfront dining options, shopping, the nearby Queenstown outlets, world class boating, the Blue Heron county golf course, and miles of cross-island biking trail surrounded by views of the Chester River and Chesapeake Bay. What are you waiting for? Start living the luxury island life today!

170 Harrier Way Unit 34, Chester

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

Selling Office: Benson & Mangold, LLC.

$362,000

This one level home has been well maintained and is located in an established waterfront community, in close proximity to local amenities. The home features a desirable floor plan with an additional family room located off the kitchen area. The rear of the home is highlighted by an expansive paver patio and backs up to woods. The home offers ample parking in the enlarged paved driveway and is only steps away from the Kent Island South Trail, running from Matapeake State Park to Romancoke Pier, offering off-road biking and walking with scenic views of the Chesapeake Bay and Eastern Bay, approximately 6 miles in length. Additional local amenities include the Blue Heron Golf Course, multiple restaurants and marinas. 2018 Roof and gutters, 2016 HVAC.

3 Beds ⋅ 1 Baths

This one level home has been well maintained and is located in an established waterfront community, in close proximity to local amenities. The home features a desirable floor plan with an additional family room located off the kitchen area. The rear of the home is highlighted by an expansive paver patio and backs up to woods. The home offers ample parking in the enlarged paved driveway and is only steps away from the Kent Island South Trail, running from Matapeake State Park to Romancoke Pier, offering off-road biking and walking with scenic views of the Chesapeake Bay and Eastern Bay, approximately 6 miles in length. Additional local amenities include the Blue Heron Golf Course, multiple restaurants and marinas. 2018 Roof and gutters, 2016 HVAC.

119 Kentmorr Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chaney Homes, LLC.

$575,000

Discover the charm and space you’ve been looking for at 325 Larch Place in Cloverfields! This updated and expanded 4-bedroom, 2.5-bath home offers a warm, inviting feel with multiple living spaces that can be customized to fit your lifestyle, whether you need a cozy family room, a formal dining area, a playroom, or all of the above. The large kitchen features stainless steel appliances, generous cabinet storage, an island providing additional work space, and plenty of room for a table. The kitchen opens up to a spacious addition. One side of the addition leads to a primary suite with its own dedicated water heater for added comfort, while the other side flows out to a wonderful screened-in porch. Step outside and enjoy a large fenced-in double lot which is rare in this neighborhood! The backyard is built for relaxation and fun with a stone patio, hot tub, and inground pool, creating the perfect outdoor oasis. Additional highlights include a pellet stove, 2-zone HVAC, and ceiling fans with lights in every room. All of this comes with access to the amenities of Cloverfields which include a community pool, playground, clubhouse, beach, marina, and boat ramp. This home delivers comfort, space, and a community lifestyle that’s hard to beat! The seller has moved, all the furniture and items you see in the pictures have been removed.

4 Beds ⋅ 3 Baths

Discover the charm and space you’ve been looking for at 325 Larch Place in Cloverfields! This updated and expanded 4-bedroom, 2.5-bath home offers a warm, inviting feel with multiple living spaces that can be customized to fit your lifestyle, whether you need a cozy family room, a formal dining area, a playroom, or all of the above. The large kitchen features stainless steel appliances, generous cabinet storage, an island providing additional work space, and plenty of room for a table. The kitchen opens up to a spacious addition. One side of the addition leads to a primary suite with its own dedicated water heater for added comfort, while the other side flows out to a wonderful screened-in porch. Step outside and enjoy a large fenced-in double lot which is rare in this neighborhood! The backyard is built for relaxation and fun with a stone patio, hot tub, and inground pool, creating the perfect outdoor oasis. Additional highlights include a pellet stove, 2-zone HVAC, and ceiling fans with lights in every room. All of this comes with access to the amenities of Cloverfields which include a community pool, playground, clubhouse, beach, marina, and boat ramp. This home delivers comfort, space, and a community lifestyle that’s hard to beat! The seller has moved, all the furniture and items you see in the pictures have been removed.

325 Larch Pl, Stevensville

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

Selling Office: Douglas Realty LLC.

$699,900

Charming 3-Story Colonial Home in the Sought-After Tower Gardens Community Located in the desirable Tower Gardens neighborhood, this spacious Colonial home offers three levels of living space and a host of modern upgrades. The full, finished basement features a bathroom, media room, and large family room, all leading to a private backyard oasis complete with an inground pool, fenced yard, and a newly renovated gazebo with an architectural roof— Having an inground pool and a gazebo really adds to the charm of a backyard. It is a great spot for relaxation and entertaining guests. The main floor boasts a welcoming living room with a cozy fireplace, a formal dining room, and an open-concept kitchen with stunning quartz countertops. Upstairs, you'll find five bedrooms and two full bathrooms, offering ample space for a growing family. Recent upgrades include a newer roof, windows, sliders, HVAC system, hot water heater, and siding, complemented by 6-inch gutters and soffit for added durability. The home is ideally located just across the street from the water and within a community that provides a beach, boat ramp, and playground, making it the ideal spot for summer fun and outdoor activities. Don’t miss the opportunity to make this charming home yours!

5 Beds ⋅ 4 Baths

Charming 3-Story Colonial Home in the Sought-After Tower Gardens Community Located in the desirable Tower Gardens neighborhood, this spacious Colonial home offers three levels of living space and a host of modern upgrades. The full, finished basement features a bathroom, media room, and large family room, all leading to a private backyard oasis complete with an inground pool, fenced yard, and a newly renovated gazebo with an architectural roof— Having an inground pool and a gazebo really adds to the charm of a backyard. It is a great spot for relaxation and entertaining guests. The main floor boasts a welcoming living room with a cozy fireplace, a formal dining room, and an open-concept kitchen with stunning quartz countertops. Upstairs, you'll find five bedrooms and two full bathrooms, offering ample space for a growing family. Recent upgrades include a newer roof, windows, sliders, HVAC system, hot water heater, and siding, complemented by 6-inch gutters and soffit for added durability. The home is ideally located just across the street from the water and within a community that provides a beach, boat ramp, and playground, making it the ideal spot for summer fun and outdoor activities. Don’t miss the opportunity to make this charming home yours!

312 S Lake Dr, Stevensville

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

Selling Office: Keller Williams Select Realtors of Annapolis.

$895,000

Sunday's Open House is Canceled Due to Weather! Please schedule a private showing. Welcome to 115 Cedar Rd in Chester, a spacious and truly turnkey Kent Island retreat offering over 4,000 square feet of living space, 5+ bedrooms, 4 full baths, a private in-ground pool, and room for everyone — and everything. This home delivers flexibility and function at every turn. The main level features new luxury vinyl plank flooring, with ceramic tile in the kitchen, full bath, and sunroom. The sunroom is a showstopper with vaulted ceilings, skylights, and a slider that opens directly to the pool deck — perfect for entertaining or everyday enjoyment. Your new pool equipped with a diving board will be the destination spot for summer gatherings. The kitchen is generously sized, offering abundant cabinetry and counter space, newer Frigidaire stainless steel appliances, and a butler’s bar with sink and wine fridge conveniently located between the kitchen and dining area. Upstairs, you’ll find well-sized bedrooms each with walk in closets plus a bonus space ideal for a game room, movie room, home gym, office, or additional bedroom — your lifestyle, your choice. You can put a check next to 2nd floor laundry, because this home has it! Car lovers, hobbyists, or anyone needing storage will appreciate the attached 3-car garage PLUS a detached oversized 2-car garage with electric and a walk-up attic ready for future finishing or continued storage. Set on nearly an acre, the outdoor space offers privacy, room to roam, and a backyard designed for summer fun around the pool — all with no HOA restrictions. Conveniently located near shopping, dining, marinas, and easy access to Route 50 for commuting — this home checks the boxes for space, condition, and lifestyle. Kent Island Elementary & Matapeake Middle School Districts Homes with this level of space, versatility, and amenities rarely come available — schedule your private showing today.

5 Beds ⋅ 4 Baths

Sunday's Open House is Canceled Due to Weather! Please schedule a private showing. Welcome to 115 Cedar Rd in Chester, a spacious and truly turnkey Kent Island retreat offering over 4,000 square feet of living space, 5+ bedrooms, 4 full baths, a private in-ground pool, and room for everyone — and everything. This home delivers flexibility and function at every turn. The main level features new luxury vinyl plank flooring, with ceramic tile in the kitchen, full bath, and sunroom. The sunroom is a showstopper with vaulted ceilings, skylights, and a slider that opens directly to the pool deck — perfect for entertaining or everyday enjoyment. Your new pool equipped with a diving board will be the destination spot for summer gatherings. The kitchen is generously sized, offering abundant cabinetry and counter space, newer Frigidaire stainless steel appliances, and a butler’s bar with sink and wine fridge conveniently located between the kitchen and dining area. Upstairs, you’ll find well-sized bedrooms each with walk in closets plus a bonus space ideal for a game room, movie room, home gym, office, or additional bedroom — your lifestyle, your choice. You can put a check next to 2nd floor laundry, because this home has it! Car lovers, hobbyists, or anyone needing storage will appreciate the attached 3-car garage PLUS a detached oversized 2-car garage with electric and a walk-up attic ready for future finishing or continued storage. Set on nearly an acre, the outdoor space offers privacy, room to roam, and a backyard designed for summer fun around the pool — all with no HOA restrictions. Conveniently located near shopping, dining, marinas, and easy access to Route 50 for commuting — this home checks the boxes for space, condition, and lifestyle. Kent Island Elementary & Matapeake Middle School Districts Homes with this level of space, versatility, and amenities rarely come available — schedule your private showing today.

115 Cedar Rd, Chester

Listing courtesy of Samson Properties. Contact:

Selling Office: TTR Sotheby's International Realty.

How much is your home worth?

How much is your home worth?