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Welcome to 220 Pennick Drive, a charming 3-bedroom ranch-style home nestled in one of Kent Island's most desirable waterfront communities, Romancoke on the Bay. Conveniently located between the Chesapeake Bay and Eastern Bay, this low-maintenance lot allows you to fully enjoy a variety of outdoor pursuits. Just a short walk or bike ride away, you’ll find the Romancoke fishing pier, along with a boat ramp, beach access, picnic areas, and a community clubhouse. The Kent Island South trail culminates at Romancoke, offering countless scenic pathways for walking and biking. Golf lovers will be thrilled with the proximity to Blue Heron Golf Course. With three public beaches, parks, marinas and a sports complex all nearby there are endless possibilities to pursue a variety of different activities. There is a diverse selection of local shops and restaurants, many of the restaurants with waterfront views just a short drive away on Kent Island. Step inside this inviting 1,500 sq ft home from the welcoming front porch into a bright and airy living room that transitions effortlessly into an open-concept kitchen and dining area. The heart of the home is the all-season family room, showcasing a vaulted ceiling, recessed lighting, and a newly installed wood-burning stove—ideal for year-round relaxation while enjoying views of the serene backyard and mature woodlands. The main bathroom has been thoughtfully updated with an ADA-compliant walk-in shower. Additional updates include newly installed interior doors, a crawl space with a new sump pump and encapsulation, a new front storm door, and a french drainage system. This home beautifully merges original charm, including hardwood floors, with modern enhancements, making it ready for you to move in and enjoy immediately!

220 Pennick Dr, Stevensville

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Samson Properties.

$685,000

Don’t miss this opportunity to own one of the largest models in Mallard Run! This updated home offers not only style, but also functionality for every day living! With all of the big ticket items done in the last few years, all you need to do is move right in! Freshly painted. Newer dual-zone HVAC with air scrubber UV light in ductwork. Newer appliances, recessed lighting, wood floors on main level. Roof from 2019, so much more, this house is ready for YOU! Expansive kitchen with a large island, dual seating areas, granite counters, white cabinets, and SS appliances including gas double oven. Formal dining room + eat-in area. Sunroom off back. Extra wide family room. 4BR + main-level office/den (or 5th BR if needed), 2.5 BA, and 2-car garage, it sits on a private lot backing to woods. Upstairs, the primary suite offers a large walk-in closet with organization system & en-suite with dual sinks, soaking tub & separate tiled shower. 3 additional BRs (2 with large walk-in storage closets appx 15ft of room in each) + recently updated hall bath with gorgeous tiled shower/tub combo! Bright & open layout with high ceilings & crown molding throughout. Mudroom/laundry off garage adds convenience. Mallard Run includes boat/RV storage, access to Cross Island Trail, nearby parks/library, sidewalks & street lights, just minutes to schools, downtown Stevensville & Bay Bridge!

Don’t miss this opportunity to own one of the largest models in Mallard Run! This updated home offers not only style, but also functionality for every day living! With all of the big ticket items done in the last few years, all you need to do is move right in! Freshly painted. Newer dual-zone HVAC with air scrubber UV light in ductwork. Newer appliances, recessed lighting, wood floors on main level. Roof from 2019, so much more, this house is ready for YOU! Expansive kitchen with a large island, dual seating areas, granite counters, white cabinets, and SS appliances including gas double oven. Formal dining room + eat-in area. Sunroom off back. Extra wide family room. 4BR + main-level office/den (or 5th BR if needed), 2.5 BA, and 2-car garage, it sits on a private lot backing to woods. Upstairs, the primary suite offers a large walk-in closet with organization system & en-suite with dual sinks, soaking tub & separate tiled shower. 3 additional BRs (2 with large walk-in storage closets appx 15ft of room in each) + recently updated hall bath with gorgeous tiled shower/tub combo! Bright & open layout with high ceilings & crown molding throughout. Mudroom/laundry off garage adds convenience. Mallard Run includes boat/RV storage, access to Cross Island Trail, nearby parks/library, sidewalks & street lights, just minutes to schools, downtown Stevensville & Bay Bridge!

464 Web Foot Ln, Stevensville

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

Selling Office: Samson Properties.

$220,000

Take advantage of this irresistible opportunity to purchase 12 acres with 2 houses, a few outbuildings and a ton of potential. The property is located just off of Route 301, the Eastern Shore's main thoroughfare. The location is perfect for commuters looking to improve their quality of life or someone looking for a homestead close to Chestertown's waterfront historic district. The property is less than an hour from Annapolis, a half hour from Middletown, and within 2 hours of DC, Philadelphia and Baltimore. This property is being sold As-Is.

6 Beds ⋅ 3 Baths

Take advantage of this irresistible opportunity to purchase 12 acres with 2 houses, a few outbuildings and a ton of potential. The property is located just off of Route 301, the Eastern Shore's main thoroughfare. The location is perfect for commuters looking to improve their quality of life or someone looking for a homestead close to Chestertown's waterfront historic district. The property is less than an hour from Annapolis, a half hour from Middletown, and within 2 hours of DC, Philadelphia and Baltimore. This property is being sold As-Is.

1517 Dudley Corners Rd, Millington

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

Selling Office: Patterson-Schwartz-Middletown.

$434,900

PRICE REDUCTION!! Welcome home, to this inviting, lovely new construction home, just completed in water-oriented Kent Island Estates. 3 bedrooms and 2 full bathrooms wait for you to move in and enjoy the KI lifestyle. The spacious family room boasts a cathedral ceiling and is open to the kitchen with plenty of extra room to add a dining area or make the space to suit your own needs/wants. The kitchen has SS appliances, granite countertops, a stylish backsplash and crown molding on the crisp white cabinets. The kitchen island has plenty of room for seating for a quick meal or snack. The kitchen also includes 2 pantries for plenty of storage. The primary bedroom has an ensuite bathroom with a double vanity and a custom tiled walk-in shower. It also includes a walk-in closet. The other full bathroom features a tub/shower combo. This home has LVP flooring throughout, which will make cleaning a breeze. This home also has 9ft ceilings in its entirety, except the cathedral in the family room (referenced earlier). All the bedrooms have upgraded closest systems. Also, for your peace of mind it includes a fully encapsulated crawlspace, which has a sump pump. 104 Cecil Road is almost 1,500 sqft with a Lot size that will be super easy to maintain. Leaving you more time to go boating, kayaking, SUP, fishing, crabbing or take a short stroll or bike ride to the Romancoke Pier. Be on the water within minutes of arriving home. One of my favorite parts of this home is the proximity to the pier and beaches! The Blue Heron golf course, South Island Trail (a 7-mile paved trail), beaches, marinas and parks are all minutes away. Don't forget all the amazing restaurants, coffee shops, and other local small businesses that are what make KI special! Call today to schedule your private showing! MHBR: 7172

PRICE REDUCTION!! Welcome home, to this inviting, lovely new construction home, just completed in water-oriented Kent Island Estates. 3 bedrooms and 2 full bathrooms wait for you to move in and enjoy the KI lifestyle. The spacious family room boasts a cathedral ceiling and is open to the kitchen with plenty of extra room to add a dining area or make the space to suit your own needs/wants. The kitchen has SS appliances, granite countertops, a stylish backsplash and crown molding on the crisp white cabinets. The kitchen island has plenty of room for seating for a quick meal or snack. The kitchen also includes 2 pantries for plenty of storage. The primary bedroom has an ensuite bathroom with a double vanity and a custom tiled walk-in shower. It also includes a walk-in closet. The other full bathroom features a tub/shower combo. This home has LVP flooring throughout, which will make cleaning a breeze. This home also has 9ft ceilings in its entirety, except the cathedral in the family room (referenced earlier). All the bedrooms have upgraded closest systems. Also, for your peace of mind it includes a fully encapsulated crawlspace, which has a sump pump. 104 Cecil Road is almost 1,500 sqft with a Lot size that will be super easy to maintain. Leaving you more time to go boating, kayaking, SUP, fishing, crabbing or take a short stroll or bike ride to the Romancoke Pier. Be on the water within minutes of arriving home. One of my favorite parts of this home is the proximity to the pier and beaches! The Blue Heron golf course, South Island Trail (a 7-mile paved trail), beaches, marinas and parks are all minutes away. Don't forget all the amazing restaurants, coffee shops, and other local small businesses that are what make KI special! Call today to schedule your private showing! MHBR: 7172

104 Cecil Rd, Stevensville

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

Selling Office: Douglas Realty LLC.

$310,000

Great opportunity to own this ranch home in Kent Island Estates! Home is located 2 blocks from Eastern Bay. Community offers pier, beach & fire department. Home is in need of renovation and updating. Home features 3 Bed, 2 Baths, Sunroom located off of dining room. Home has potential in a great location.

Great opportunity to own this ranch home in Kent Island Estates! Home is located 2 blocks from Eastern Bay. Community offers pier, beach & fire department. Home is in need of renovation and updating. Home features 3 Bed, 2 Baths, Sunroom located off of dining room. Home has potential in a great location.

117 Howard Rd, Stevensville

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Rosendale Realty.

$90,000

Escape to your own private 12.26-acre retreat on Big Woods Drive in Church Hill. This wooded parcel has been thoughtfully improved for hunting and recreation, with approximately one acre strategically hinge cut to create ideal wildlife habitat and bedding areas. The result? An abundance of deer, turkey, and other native wildlife frequent the property. Whether you're looking for a private hunting tract, weekend recreational getaway, or long-term land investment, this property offers seclusion while still being conveniently located. Just about 3 miles from Route 301 North and approximately 30 minutes to the Bay Bridge, you can enjoy the quiet of the outdoors without sacrificing accessibility. If you’ve been searching for your own piece of land with privacy, mature woods, and plenty of wildlife — this is it.

Big Woods Rd, Church Hill

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: National Land Realty, LLC.

$514,990

Chester|| Available May 2026 This home offers 2 bedrooms, 2.5 baths, and a 1-car garage. Standout features include a dry bar, an electric fireplace, and a dedicated home office with lited French doors. The kitchen is thoughtfully designed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a tile backsplash, all accented by quartz countertops. The flooring includes durable laminate throughout most of the home with tile in both full baths. The owner’s bath showcases a walk-in shower with a seat, a handheld shower wand, dual sinks, and quartz countertops for a spa-like finish. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Chester|| Available May 2026 This home offers 2 bedrooms, 2.5 baths, and a 1-car garage. Standout features include a dry bar, an electric fireplace, and a dedicated home office with lited French doors. The kitchen is thoughtfully designed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a tile backsplash, all accented by quartz countertops. The flooring includes durable laminate throughout most of the home with tile in both full baths. The owner’s bath showcases a walk-in shower with a seat, a handheld shower wand, dual sinks, and quartz countertops for a spa-like finish. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

630 Warbler Way Unit 2222, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: RE/MAX Executive.

$706,900

Magothy || Available May 2026 This thoughtfully designed home features 3 bedrooms, 2.5 baths, and a 1-car garage. Inside, you’ll find an open layout complemented by a dry bar, electric fireplace, and an owner’s suite with a sitting room and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a stylish tile backsplash, all paired with sleek quartz countertops. Additional features include laminate flooring throughout most of the home, with tile in both full baths. The owner’s bath is designed with comfort in mind, offering a shower with a seat, a handheld shower wand, dual sinks, and quartz countertops. 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.

Magothy || Available May 2026 This thoughtfully designed home features 3 bedrooms, 2.5 baths, and a 1-car garage. Inside, you’ll find an open layout complemented by a dry bar, electric fireplace, and an owner’s suite with a sitting room and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lights, and a stylish tile backsplash, all paired with sleek quartz countertops. Additional features include laminate flooring throughout most of the home, with tile in both full baths. The owner’s bath is designed with comfort in mind, offering a shower with a seat, a handheld shower wand, dual sinks, and quartz countertops. 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.

630 Warbler Way Unit 2221, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

$800,000

Discover the perfect blend of tranquility and recreation in Marling Farms, where this stunning 1.01-acre lot awaits your vision. Imagine a lspacious yard that invites outdoor gatherings and serene moments under the stars, complemented by a personal gunite pool, perfect for summer relaxation. Just shy of 3000 square feet of liviing space gives everyone plenty of room to spread out complete with multiple living spaces, home office and first floor primary. This property boasts direct access to Crab Alley Bay, ideal for boating, kayaking, and fishing enthusiasts. Enjoy the community's exceptional amenities, including a beach, picnic area, baseball field, and basketball courts, fostering a vibrant neighborhood spirit. With an oversized side-entry garage and ample driveway space for guests, convenience is at your fingertips. The peaceful surroundings and proximity to local attractions make this location a true gem. Embrace the lifestyle you've always dreamed of in a community that offers both adventure and serenity. Don't miss this opportunity to create your own oasis in Marling Farms!

Discover the perfect blend of tranquility and recreation in Marling Farms, where this stunning 1.01-acre lot awaits your vision. Imagine a lspacious yard that invites outdoor gatherings and serene moments under the stars, complemented by a personal gunite pool, perfect for summer relaxation. Just shy of 3000 square feet of liviing space gives everyone plenty of room to spread out complete with multiple living spaces, home office and first floor primary. This property boasts direct access to Crab Alley Bay, ideal for boating, kayaking, and fishing enthusiasts. Enjoy the community's exceptional amenities, including a beach, picnic area, baseball field, and basketball courts, fostering a vibrant neighborhood spirit. With an oversized side-entry garage and ample driveway space for guests, convenience is at your fingertips. The peaceful surroundings and proximity to local attractions make this location a true gem. Embrace the lifestyle you've always dreamed of in a community that offers both adventure and serenity. Don't miss this opportunity to create your own oasis in Marling Farms!

1604 Midway Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: EXIT First Realty.

$1,300,000

Your Maryland Eastern Shore Country Retreat on 65± Acres Presenting a rare opportunity in the Centreville area of Queen Anne’s County, this distinctive 65± acre property combines exceptional privacy, remarkable versatility, and a thriving collection of fruit trees—including peaches, pears, persimmons, paw paws, figs, raspberries, blackberries, and blueberries. This country estate is a true outdoorsman’s paradise for deer, turkey, and waterfowl, featuring a move‑in ready main home, a fully independent guest house, and a scenic pond that anchors the property’s natural beauty. It’s an ideal blend of rural charm and modern comfort—perfect as a private retreat, multi‑generational compound, or working hobby farm. The main residence offers nearly 3,000± sq ft of inviting living space with 3 bedrooms, 2 full baths, and an open, comfortable layout designed for everyday living. A spacious kitchen, bright living areas, and multiple gathering spaces including a Great Room with cathedral ceiling and stone hearth fireplace—make it easy to entertain or unwind while taking in panoramic views of the land. Large windows and easy deck access bring the outside in—perfect for sunrise coffee, golden‑hour sunsets, and overlooking your fruit trees, open space, and private pond. The separate 3‑bedroom, 2‑bath guest house (approx. 1,400± sq ft) is fully self‑contained with its own well, septic, and electric. This second dwelling offers flexible possibilities, including in‑law or guest quarters, rental income, or a private workspace. (Buyers should confirm any accessory dwelling or rental approvals with Queen Anne’s County.) Outside, wide‑open areas, wooded edges, producing fruit trees, a private food plot, and the picture‑perfect pond create endless opportunities for recreation, wildlife watching, gardening, and outdoor living or adventure. Whether your vision includes hunting, fishing, horses, an expanded orchard or berry patch, or peaceful waterfront views, this property provides room to breathe and space to grow. Ideally located minutes from Centreville, local schools, and commuter routes to Annapolis and the Bay Bridge, this Spaniard Neck Road property delivers the best of both worlds—quiet Eastern Shore living with convenient access to everything you need. If you’ve been waiting for a truly one‑of‑a‑kind country estate with two homes, exceptional acreage, abundant wildlife, and established fruit trees, this Eastern Shore retreat is ready to welcome you home. ***Seller makes no representations or warranties beyond the contract of sale. All square footage, lot size, and year built are approximate—buyer to verify. Potential income, rental, agricultural, or subdivision uses are not guaranteed and must be confirmed with Queen Anne’s County or other authorities. Info deemed reliable but not guaranteed; buyer to verify all details.***

6 Beds ⋅ 4 Baths

Your Maryland Eastern Shore Country Retreat on 65± Acres Presenting a rare opportunity in the Centreville area of Queen Anne’s County, this distinctive 65± acre property combines exceptional privacy, remarkable versatility, and a thriving collection of fruit trees—including peaches, pears, persimmons, paw paws, figs, raspberries, blackberries, and blueberries. This country estate is a true outdoorsman’s paradise for deer, turkey, and waterfowl, featuring a move‑in ready main home, a fully independent guest house, and a scenic pond that anchors the property’s natural beauty. It’s an ideal blend of rural charm and modern comfort—perfect as a private retreat, multi‑generational compound, or working hobby farm. The main residence offers nearly 3,000± sq ft of inviting living space with 3 bedrooms, 2 full baths, and an open, comfortable layout designed for everyday living. A spacious kitchen, bright living areas, and multiple gathering spaces including a Great Room with cathedral ceiling and stone hearth fireplace—make it easy to entertain or unwind while taking in panoramic views of the land. Large windows and easy deck access bring the outside in—perfect for sunrise coffee, golden‑hour sunsets, and overlooking your fruit trees, open space, and private pond. The separate 3‑bedroom, 2‑bath guest house (approx. 1,400± sq ft) is fully self‑contained with its own well, septic, and electric. This second dwelling offers flexible possibilities, including in‑law or guest quarters, rental income, or a private workspace. (Buyers should confirm any accessory dwelling or rental approvals with Queen Anne’s County.) Outside, wide‑open areas, wooded edges, producing fruit trees, a private food plot, and the picture‑perfect pond create endless opportunities for recreation, wildlife watching, gardening, and outdoor living or adventure. Whether your vision includes hunting, fishing, horses, an expanded orchard or berry patch, or peaceful waterfront views, this property provides room to breathe and space to grow. Ideally located minutes from Centreville, local schools, and commuter routes to Annapolis and the Bay Bridge, this Spaniard Neck Road property delivers the best of both worlds—quiet Eastern Shore living with convenient access to everything you need. If you’ve been waiting for a truly one‑of‑a‑kind country estate with two homes, exceptional acreage, abundant wildlife, and established fruit trees, this Eastern Shore retreat is ready to welcome you home. ***Seller makes no representations or warranties beyond the contract of sale. All square footage, lot size, and year built are approximate—buyer to verify. Potential income, rental, agricultural, or subdivision uses are not guaranteed and must be confirmed with Queen Anne’s County or other authorities. Info deemed reliable but not guaranteed; buyer to verify all details.***

930 Spaniard Neck Rd, Centreville

Listing courtesy of Bayside Realty. Contact:

Selling Office: Patterson-Schwartz Real Estate.

$452,000

Welcome to this like-new townhome in the highly sought after community of Ellendale-perfectly located with easy access to everything and a direct route to Annapolis. This spacious end-unit is ideally positioned on a private corner lot, offering peaceful pond views and added privacy. Inside, you'll find a fresh modern feel with brand new flooring throughout and freshly painted interiors, making this home completely move-in ready. The open and airy layout provides plenty of space for both everyday living and entertaining. Upstairs, the primary suite offers a serene retreat, complete with seasonal water views during the winter months- added a touch of coastal charm. As an added bonus, the 30-year front foot assessment has been paid in full, providing significant long-term value and peace of mind. That's a $50/month savings for the next 17 years!!! ($10,200) This is low-maintenance living at its best in one of the area's most desirable neighborhoods. Welcome home!

Welcome to this like-new townhome in the highly sought after community of Ellendale-perfectly located with easy access to everything and a direct route to Annapolis. This spacious end-unit is ideally positioned on a private corner lot, offering peaceful pond views and added privacy. Inside, you'll find a fresh modern feel with brand new flooring throughout and freshly painted interiors, making this home completely move-in ready. The open and airy layout provides plenty of space for both everyday living and entertaining. Upstairs, the primary suite offers a serene retreat, complete with seasonal water views during the winter months- added a touch of coastal charm. As an added bonus, the 30-year front foot assessment has been paid in full, providing significant long-term value and peace of mind. That's a $50/month savings for the next 17 years!!! ($10,200) This is low-maintenance living at its best in one of the area's most desirable neighborhoods. Welcome home!

128 John Patrick Dr, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Realty.

$469,900

This is the one everyone waits for… and it almost never hits the market. Welcome to this beautifully updated Colonial in the highly sought-after North Brook community, featuring NO HOA and a private, fully fenced backyard that is hard to come by. Step outside and fall in love with your own outdoor retreat. A stunning paver patio, screened-in porch, and peaceful setting make this backyard perfect for entertaining, relaxing, and enjoying every season. Inside, the home checks every box: Fresh paint throughout, Open, functional floor plan, Spacious living areas filled with natural light, 4 large bedrooms offering comfort and flexibility. This home blends space, privacy, and lifestyle in one of the most desirable communities in Centreville. Opportunities like this in North Brook don’t last, especially with NO HOA.

This is the one everyone waits for… and it almost never hits the market. Welcome to this beautifully updated Colonial in the highly sought-after North Brook community, featuring NO HOA and a private, fully fenced backyard that is hard to come by. Step outside and fall in love with your own outdoor retreat. A stunning paver patio, screened-in porch, and peaceful setting make this backyard perfect for entertaining, relaxing, and enjoying every season. Inside, the home checks every box: Fresh paint throughout, Open, functional floor plan, Spacious living areas filled with natural light, 4 large bedrooms offering comfort and flexibility. This home blends space, privacy, and lifestyle in one of the most desirable communities in Centreville. Opportunities like this in North Brook don’t last, especially with NO HOA.

213 Edenderry Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$769,990

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

3 Beds ⋅ 3 Baths

Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

539 Warbler Way, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

$560,000

Just in time for you to enjoy this spring. This spacious 3-bedroom, 2.5-bath home with a 2-car attached garage, plus a 1 car detached garage, offers the perfect blend of comfort, convenience, and water-oriented lifestyle. Nestled on ⅓ of an acre with a large fenced yard, mature shade trees, this property also boasts water views of Eastern Bay. Inside, you’ll find generous living areas, updated appliances, and the cozy charm of a pellet stove for winter warmth. The home extends outdoors with a large screened porch, added patio, and welcoming front porch—providing plenty of space for entertaining or quiet relaxation. The fenced backyard is perfect for gardening, birdwatching, and outdoor play, This is also where you will find the bonus garage/workshop. This property is just a 3-minute walk to the well-known Romancoke Pier—ideal for fishing, strolling, or simply soaking in the stunning Chesapeake scenery. and minutes from Route 50 which keeps you connected to Annapolis, DC, and Baltimore while still feeling far removed from the hustle and bustle. Consider enjoying the calm, coastal-inspired lifestyle that makes Stevensville and Kent Island so special. Optional community association which allows access to 3 community beaches, playgrounds, fishing and other social fun!

3 Beds ⋅ 3 Baths

Just in time for you to enjoy this spring. This spacious 3-bedroom, 2.5-bath home with a 2-car attached garage, plus a 1 car detached garage, offers the perfect blend of comfort, convenience, and water-oriented lifestyle. Nestled on ⅓ of an acre with a large fenced yard, mature shade trees, this property also boasts water views of Eastern Bay. Inside, you’ll find generous living areas, updated appliances, and the cozy charm of a pellet stove for winter warmth. The home extends outdoors with a large screened porch, added patio, and welcoming front porch—providing plenty of space for entertaining or quiet relaxation. The fenced backyard is perfect for gardening, birdwatching, and outdoor play, This is also where you will find the bonus garage/workshop. This property is just a 3-minute walk to the well-known Romancoke Pier—ideal for fishing, strolling, or simply soaking in the stunning Chesapeake scenery. and minutes from Route 50 which keeps you connected to Annapolis, DC, and Baltimore while still feeling far removed from the hustle and bustle. Consider enjoying the calm, coastal-inspired lifestyle that makes Stevensville and Kent Island so special. Optional community association which allows access to 3 community beaches, playgrounds, fishing and other social fun!

211 Queen Anne Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$280,000

Charming farmhouse located in the quaint town of Church Hill. This home offers over 1,400 square feet of living space, featuring three bedrooms, one bathroom, a kitchen, a living room, and a designated dining area. The property also includes a welcoming front porch and sits on a spacious .80-acre lot. A highlight of this property is the expansive detached garage/workshop, equipped with a utility sink, wood stove for the cold winter months and a full second floor, offering endless possibilities for a studio, home office, or extensive storage. The home is conveniently situated between Centreville and Chestertown with easy access to Route 213 and Route 301. Just minutes away from water sports at Rolphs Wharf and other local boat launches, and only 25 minutes from Middletown, Delaware, for tax-free shopping.

3 Beds ⋅ 1 Baths

Charming farmhouse located in the quaint town of Church Hill. This home offers over 1,400 square feet of living space, featuring three bedrooms, one bathroom, a kitchen, a living room, and a designated dining area. The property also includes a welcoming front porch and sits on a spacious .80-acre lot. A highlight of this property is the expansive detached garage/workshop, equipped with a utility sink, wood stove for the cold winter months and a full second floor, offering endless possibilities for a studio, home office, or extensive storage. The home is conveniently situated between Centreville and Chestertown with easy access to Route 213 and Route 301. Just minutes away from water sports at Rolphs Wharf and other local boat launches, and only 25 minutes from Middletown, Delaware, for tax-free shopping.

111 Cemetery Ln, Church Hill

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Rosendale Realty.

$499,990

Magothy || Available April 2026 This 2 bed, 2.5 bath home with a 1-car garage is designed with both comfort and convenience in mind. A dedicated home office with lited French doors makes working from home easy, while the electric fireplace adds warmth and charm. The addition of a dry bar creates the perfect spot for entertaining. The kitchen is beautifully appointed with a gas cooktop, range hood, single oven, microwave, dishwasher, tile backsplash, and pendant lighting, all complemented by elegant quartz countertops. Throughout the main living spaces, you’ll find durable laminate flooring, with tile in both full baths. The owner’s bath features a walk-in shower with seat and handheld wand, double sinks, and quartz countertops for a spa-like experience. 📸 Photos are for illustrative purposes only. Features and finishes may vary. For a full list of included features, please contact our sales representatives.

Magothy || Available April 2026 This 2 bed, 2.5 bath home with a 1-car garage is designed with both comfort and convenience in mind. A dedicated home office with lited French doors makes working from home easy, while the electric fireplace adds warmth and charm. The addition of a dry bar creates the perfect spot for entertaining. The kitchen is beautifully appointed with a gas cooktop, range hood, single oven, microwave, dishwasher, tile backsplash, and pendant lighting, all complemented by elegant quartz countertops. Throughout the main living spaces, you’ll find durable laminate flooring, with tile in both full baths. The owner’s bath features a walk-in shower with seat and handheld wand, double sinks, and quartz countertops for a spa-like experience. 📸 Photos are for illustrative purposes only. Features and finishes may vary. For a full list of included features, please contact our sales representatives.

630 Warbler Way Unit 2212, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

$560,000

Welcome to North Brook Where Space, Comfort, and Lifestyle Come Together Nestled in the sought-after North Brook community on a cul-de-sac, this beautifully maintained 4-bedroom, 2 full and 2 half-bath colonial offers over 3,000 square feet of thoughtfully designed living space with no HOA. Perfectly blending comfort, functionality, and outdoor enjoyment, this home is ideal for both everyday living and entertaining. Step inside to find spacious living areas, a well-appointed kitchen with all appliances included, and generous room sizes throughout. Updated bathrooms. A stunning four-season room provides the perfect space to relax year-round, whether enjoying morning coffee, entertaining guests, or taking in views of the backyard oasis. Outside, your private retreat awaits. The inground pool, renovated within the last five years, is complemented by an underground sprinkler system that keeps the lawn lush and green all season long. A convenient half bath with direct outdoor access from the backyard makes pool days even more enjoyable, no need to track water through the house. Major updates provide peace of mind, including HVAC, water heater, and pool renovations completed within the last five years. Nature lovers will appreciate the walking trails woven throughout the North Brook neighborhood, offering a peaceful setting for morning strolls, bike rides, and outdoor recreation. Located just a short drive from the charm of Historic Centreville, the picturesque Centreville Wharf & Public Landing, and a variety of parks, dining, and shopping options, this home also offers easy access to the Bay Bridge — approximately 25 minutes away — making commuting or weekend getaways a breeze. This exceptional North Brook colonial combines space, updates, and lifestyle amenities in a highly desirable location — a rare opportunity you won't want to miss.

4 Beds ⋅ 4 Baths

Welcome to North Brook Where Space, Comfort, and Lifestyle Come Together Nestled in the sought-after North Brook community on a cul-de-sac, this beautifully maintained 4-bedroom, 2 full and 2 half-bath colonial offers over 3,000 square feet of thoughtfully designed living space with no HOA. Perfectly blending comfort, functionality, and outdoor enjoyment, this home is ideal for both everyday living and entertaining. Step inside to find spacious living areas, a well-appointed kitchen with all appliances included, and generous room sizes throughout. Updated bathrooms. A stunning four-season room provides the perfect space to relax year-round, whether enjoying morning coffee, entertaining guests, or taking in views of the backyard oasis. Outside, your private retreat awaits. The inground pool, renovated within the last five years, is complemented by an underground sprinkler system that keeps the lawn lush and green all season long. A convenient half bath with direct outdoor access from the backyard makes pool days even more enjoyable, no need to track water through the house. Major updates provide peace of mind, including HVAC, water heater, and pool renovations completed within the last five years. Nature lovers will appreciate the walking trails woven throughout the North Brook neighborhood, offering a peaceful setting for morning strolls, bike rides, and outdoor recreation. Located just a short drive from the charm of Historic Centreville, the picturesque Centreville Wharf & Public Landing, and a variety of parks, dining, and shopping options, this home also offers easy access to the Bay Bridge — approximately 25 minutes away — making commuting or weekend getaways a breeze. This exceptional North Brook colonial combines space, updates, and lifestyle amenities in a highly desirable location — a rare opportunity you won't want to miss.

216 Edenderry Ave, Centreville

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Keller Williams Select Realtors of Annapolis.

$667,500

Welcome to Overlook at Carmichael. This beautiful home shows true pride of ownership, from the well-kept exterior with mature plantings and blooming flowers, including raised strawberry garden beds, to the spacious interior with well-appointed rooms for everyone. Hardwood floors and tile span the first floor. Enjoy the view from the kitchen and living area, overlooking the fully fenced backyard and inground pool. The kitchen features granite countertops and updated appliances. There’s a separate dining room and a large family room with a wood-burning fireplace. Added touches like chair rail and crown molding are found throughout. Rest easy with a 10-year-old roof and a brand-new HVAC in 2025. The open, unfinished basement already has exterior walls framed, ready for your personal touch. The pool will be open soon.

Welcome to Overlook at Carmichael. This beautiful home shows true pride of ownership, from the well-kept exterior with mature plantings and blooming flowers, including raised strawberry garden beds, to the spacious interior with well-appointed rooms for everyone. Hardwood floors and tile span the first floor. Enjoy the view from the kitchen and living area, overlooking the fully fenced backyard and inground pool. The kitchen features granite countertops and updated appliances. There’s a separate dining room and a large family room with a wood-burning fireplace. Added touches like chair rail and crown molding are found throughout. Rest easy with a 10-year-old roof and a brand-new HVAC in 2025. The open, unfinished basement already has exterior walls framed, ready for your personal touch. The pool will be open soon.

219 Overlook Dr, Queenstown

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

Selling Office: Samson Properties.

$278,500

There is so much potential for this 3 bedroom, 1 bath ranch, in need of a little updating, with attached carport located in Chester Harbor. There is a full unfinished basement and a 3 car detached garage all situated on 2 parcels that include 5 lots. Chester harbor offers water access to Rosin Creek.

3 Beds ⋅ 1 Baths

There is so much potential for this 3 bedroom, 1 bath ranch, in need of a little updating, with attached carport located in Chester Harbor. There is a full unfinished basement and a 3 car detached garage all situated on 2 parcels that include 5 lots. Chester harbor offers water access to Rosin Creek.

107 Longfellow Dr, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: Lofgren-Sargent Real Estate.

$445,000

Offered for the first time in over 30 years, this lovingly maintained 2-bedroom, 2-bath residence is filled with warmth, history, and memories that have been cherished by the same family for decades. Perfectly positioned in sought-after Queen’s Landing, the home captures truly exceptional, direct views of the marina basin, marina fairway, and the Chester River—an ever-changing waterfront backdrop you’ll enjoy from both inside and out. Just steps away, the waterfront community pool adds to the effortless lifestyle this property offers. Inside, a beautiful, no-expense-spared renovation has transformed the home with a fresh, modern feel while maintaining its inviting character. The open-concept layout seamlessly connects the kitchen and living space, creating an ideal setting for both everyday living and entertaining, all anchored by those incredible water views and easy access to the balcony. Thoughtful details like custom wainscoting and brand new two-panel doors add architectural character and a polished finish throughout. Queen’s Landing is known for its unmatched amenities and vibrant waterfront lifestyle, including a recently renovated pool and clubhouse, tennis and pickleball courts, fitness and racquetball rooms, scenic walking paths, and a full-service marina with slips available for rent or purchase. Bring your boat, settle in, and start making your own memories—this is Chesapeake living at its best.

2 Beds ⋅ 2 Baths

Offered for the first time in over 30 years, this lovingly maintained 2-bedroom, 2-bath residence is filled with warmth, history, and memories that have been cherished by the same family for decades. Perfectly positioned in sought-after Queen’s Landing, the home captures truly exceptional, direct views of the marina basin, marina fairway, and the Chester River—an ever-changing waterfront backdrop you’ll enjoy from both inside and out. Just steps away, the waterfront community pool adds to the effortless lifestyle this property offers. Inside, a beautiful, no-expense-spared renovation has transformed the home with a fresh, modern feel while maintaining its inviting character. The open-concept layout seamlessly connects the kitchen and living space, creating an ideal setting for both everyday living and entertaining, all anchored by those incredible water views and easy access to the balcony. Thoughtful details like custom wainscoting and brand new two-panel doors add architectural character and a polished finish throughout. Queen’s Landing is known for its unmatched amenities and vibrant waterfront lifestyle, including a recently renovated pool and clubhouse, tennis and pickleball courts, fitness and racquetball rooms, scenic walking paths, and a full-service marina with slips available for rent or purchase. Bring your boat, settle in, and start making your own memories—this is Chesapeake living at its best.

23 Queen Victoria Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Engel & Volkers Annapolis.

$524,900

Magothy || Available April 2026 This thoughtfully designed 2 bed, 2.5 bath home with a 1-car garage combines functionality with style. A welcoming home office with lited French doors offers the perfect space to work or study, while the electric fireplace creates a cozy focal point. Entertain with ease thanks to a convenient dry bar just steps from the kitchen. The kitchen is appointed with a gas cooktop, range hood, single oven, microwave, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. Durable laminate flooring flows throughout the home, with tile in both full baths. The owner’s bath is designed for relaxation, featuring a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. 📸 Photos are for illustrative purposes only. Features and finishes may vary. For a full list of included features, please contact our sales representatives.

Magothy || Available April 2026 This thoughtfully designed 2 bed, 2.5 bath home with a 1-car garage combines functionality with style. A welcoming home office with lited French doors offers the perfect space to work or study, while the electric fireplace creates a cozy focal point. Entertain with ease thanks to a convenient dry bar just steps from the kitchen. The kitchen is appointed with a gas cooktop, range hood, single oven, microwave, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. Durable laminate flooring flows throughout the home, with tile in both full baths. The owner’s bath is designed for relaxation, featuring a walk-in shower with seat and handheld wand, double sinks, and quartz countertops. 📸 Photos are for illustrative purposes only. Features and finishes may vary. For a full list of included features, please contact our sales representatives.

630 Warbler Way Unit 2211, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Non Subscribing Office.

$585,000

This is the one everyone waits for… and almost never gets. Perfectly positioned on one of the most premium lots in North Brook, this home backs to the woods and sits on just under half an acre, offering the kind of privacy, space, and setting that is nearly impossible to find in this community. And it doesn’t stop at the lot… This home has been extensively upgraded inside and out. Step outside to your private backyard retreat featuring a conditioned sunroom, paver patio, fully fenced yard, built-in grill, shed, and an extended driveway, all designed for entertaining and everyday living. Plus, enjoy peace of mind with a new HVAC system. Inside, the upgrades continue with LVP flooring, a bright white kitchen with granite countertops, and a stunning family room with custom shiplap and fireplace that creates a warm, elevated feel. Upstairs offers 4 spacious bedrooms, including a primary suite with a soaking tub overlooking the woods, your own private escape. The hall bathroom has been beautifully updated with a double vanity and custom shiplap accents, blending style and function. The fully finished basement adds even more versatility with a large living area, 5th bedroom, and a gorgeous full bathroom with a stand-up shower, plus a bonus storage room. Homes like this, on lots like this, don’t come around often. Don’t settle for ordinary. This is North Brook at its best.

5 Beds ⋅ 4 Baths

This is the one everyone waits for… and almost never gets. Perfectly positioned on one of the most premium lots in North Brook, this home backs to the woods and sits on just under half an acre, offering the kind of privacy, space, and setting that is nearly impossible to find in this community. And it doesn’t stop at the lot… This home has been extensively upgraded inside and out. Step outside to your private backyard retreat featuring a conditioned sunroom, paver patio, fully fenced yard, built-in grill, shed, and an extended driveway, all designed for entertaining and everyday living. Plus, enjoy peace of mind with a new HVAC system. Inside, the upgrades continue with LVP flooring, a bright white kitchen with granite countertops, and a stunning family room with custom shiplap and fireplace that creates a warm, elevated feel. Upstairs offers 4 spacious bedrooms, including a primary suite with a soaking tub overlooking the woods, your own private escape. The hall bathroom has been beautifully updated with a double vanity and custom shiplap accents, blending style and function. The fully finished basement adds even more versatility with a large living area, 5th bedroom, and a gorgeous full bathroom with a stand-up shower, plus a bonus storage room. Homes like this, on lots like this, don’t come around often. Don’t settle for ordinary. This is North Brook at its best.

209 N Brook Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

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

$900,000

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

5 Beds ⋅ 3 Baths

BIG REDUCTION! Welcome to easy waterfront living on Kent Island. Western exposure to beautiful sunsets. Tucked away on a quiet street, this 5-bedroom, 3.5-bath home offers an open floor plan with new flooring throughout the main living area and upstairs, creating a bright and comfortable space that flows effortlessly for both everyday living and entertaining. Out back, enjoy the beautiful pier, perfect for boating, crabbing, fishing, kayaking, or paddleboarding along with a spacious deck and hot tub that make relaxing by the water second nature. Public sewer adds convenience, while the 2-car garage provides plenty of room for storage, hobbies, or water gear. All of this just minutes from Kent Island’s shops, restaurants, and local favorites, close to everything, yet peacefully removed. Waterfront living with space, updates, and location, all under $1M. Schedule your showing today!

2613 Cecil Dr, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: EXP Realty, LLC.

$667,500

THE SELLER WELCOMES SHOWINGS FOR A BACK-UP OFFER! Welcome to Bay Bridge Cove, a premier 55+ community on beautiful Kent Island. This sought-after Laurel model sits on a premier lot and offers the largest floor plan in the community, filled with natural light from a wall of exterior windows. Upgrades include an expanded layout with over 2,700 square feet, a bump-out sunroom and patio, premier plank flooring, upgraded kitchen and baths, plantation shutters and custom window treatments, an irrigation system, and upgraded lighting throughout. The expansive main level features open living with a large primary suite, an office/den, and convenient main-level laundry. The upper level provides a second living area, a private guest bedroom, and a full bath—ideal for visitors or extended stays. Bay Bridge Cove amenities include an outdoor pool, tennis, pickleball, and bocce ball courts, a crab shack, a vegetable garden, a dog park, and a community center with a clubhouse, exercise room, library, and game, meeting, and party rooms. Ideally located less than five minutes to the Bay Bridge and close to shopping, golf, restaurants, and parks, with easy access to Annapolis, BWI, Baltimore/DC, Eastern Shore beach towns, and nationally recognized medical facilities. A perfect place to call home!

3 Beds ⋅ 3 Baths

THE SELLER WELCOMES SHOWINGS FOR A BACK-UP OFFER! Welcome to Bay Bridge Cove, a premier 55+ community on beautiful Kent Island. This sought-after Laurel model sits on a premier lot and offers the largest floor plan in the community, filled with natural light from a wall of exterior windows. Upgrades include an expanded layout with over 2,700 square feet, a bump-out sunroom and patio, premier plank flooring, upgraded kitchen and baths, plantation shutters and custom window treatments, an irrigation system, and upgraded lighting throughout. The expansive main level features open living with a large primary suite, an office/den, and convenient main-level laundry. The upper level provides a second living area, a private guest bedroom, and a full bath—ideal for visitors or extended stays. Bay Bridge Cove amenities include an outdoor pool, tennis, pickleball, and bocce ball courts, a crab shack, a vegetable garden, a dog park, and a community center with a clubhouse, exercise room, library, and game, meeting, and party rooms. Ideally located less than five minutes to the Bay Bridge and close to shopping, golf, restaurants, and parks, with easy access to Annapolis, BWI, Baltimore/DC, Eastern Shore beach towns, and nationally recognized medical facilities. A perfect place to call home!

440 Moorings Cir, Stevensville

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

Selling Office: Coldwell Banker Realty.

$390,000

Welcome to 320 McKay, where comfort, functionality, and thoughtful updates come together in a desirable Eastern Shore setting. This well-maintained home offers a bright and inviting layout with spacious living areas designed for both everyday living and entertaining. The main living space flows seamlessly into the kitchen and dining area, creating an open and connected feel. The kitchen features ample cabinetry and workspace, making it both practical and welcoming for gathering with family and friends. Generously sized bedrooms provide flexibility for guests, a home office, or additional living space to suit your needs. Step outside to enjoy a private outdoor setting, perfect for relaxing, entertaining, or simply unwinding at the end of the day. Conveniently located near local shopping, dining, and major commuter routes, this home offers easy access to both the Eastern Shore and Western Shore while maintaining the charm of a quieter community. Whether you’re a first-time buyer, downsizing, or looking for a smart investment, 320 McKay presents a wonderful opportunity to own a home that is move-in ready and full of potential.

3 Beds ⋅ 1 Baths

Welcome to 320 McKay, where comfort, functionality, and thoughtful updates come together in a desirable Eastern Shore setting. This well-maintained home offers a bright and inviting layout with spacious living areas designed for both everyday living and entertaining. The main living space flows seamlessly into the kitchen and dining area, creating an open and connected feel. The kitchen features ample cabinetry and workspace, making it both practical and welcoming for gathering with family and friends. Generously sized bedrooms provide flexibility for guests, a home office, or additional living space to suit your needs. Step outside to enjoy a private outdoor setting, perfect for relaxing, entertaining, or simply unwinding at the end of the day. Conveniently located near local shopping, dining, and major commuter routes, this home offers easy access to both the Eastern Shore and Western Shore while maintaining the charm of a quieter community. Whether you’re a first-time buyer, downsizing, or looking for a smart investment, 320 McKay presents a wonderful opportunity to own a home that is move-in ready and full of potential.

320 Mckay Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$1,200,000

Finally, one of the highly sought-after “Big Six” Waterfront Townhomes is available—complete with an attached garage and deeded boat slip (M1-PB-11) in the protected North Marina. This exceptional property truly represents the best of Waterfront Living. Fully renovated just four years ago with top-of-the-line finishes and beautiful coastal design throughout. Features include ¾" luxury vinyl plank flooring, a bright designer kitchen with commercial-grade Thermador stainless steel appliances. At the center of the space is a stunning custom “River Table” island that serves as an unforgettable showpiece.. Floor-to-ceiling glass captures breathtaking Eastern Bay views and fills the home with natural light. Each level offers its own deck - perfect for entertaining or simply enjoying spectacular Water Views and sunsets just steps from your door. The first level offers a versatile bonus room ideal for a recreation room or additional primary suite, complete with a beautifully designed bath and modern fireplace. The open-concept kitchen, dining, and family room feature another fireplace (gas burning) and sweeping WATER VIEWS. The spacious primary suite offers incredible waterfront views ,vaulted ceiling, and nothing less than a magazine-worthy bath. Two additional guest rooms and a beautifully appointed hall bath complete the upper level. Even the garage is decorated "Retro Flair" including a kitchenette , extra storage, and still room for your car! This is the perfect get away or better yet, live here year around! It's the perfect one of a kind coastal retreat! Residents enjoy a beautiful clubhouse with party room, fitness center, and saltwater pool, along with tennis/pickleball courts and a basketball court. A scenic 1.5-mile waterfront path connects to the Cross Island Trail, a 38-mile award-winning trail linking beaches, parks, marinas, shops, restaurants, coffee spots, and ice cream shops. Just 7 minutes to Queenstown Harbor Golf and Prime Outlets, 20 minutes to Annapolis and Easton, and under an hour to Washington, DC and Baltimore. It’s not just a home—it’s a lifestyle. 🌅🏡

3 Beds ⋅ 4 Baths

Finally, one of the highly sought-after “Big Six” Waterfront Townhomes is available—complete with an attached garage and deeded boat slip (M1-PB-11) in the protected North Marina. This exceptional property truly represents the best of Waterfront Living. Fully renovated just four years ago with top-of-the-line finishes and beautiful coastal design throughout. Features include ¾" luxury vinyl plank flooring, a bright designer kitchen with commercial-grade Thermador stainless steel appliances. At the center of the space is a stunning custom “River Table” island that serves as an unforgettable showpiece.. Floor-to-ceiling glass captures breathtaking Eastern Bay views and fills the home with natural light. Each level offers its own deck - perfect for entertaining or simply enjoying spectacular Water Views and sunsets just steps from your door. The first level offers a versatile bonus room ideal for a recreation room or additional primary suite, complete with a beautifully designed bath and modern fireplace. The open-concept kitchen, dining, and family room feature another fireplace (gas burning) and sweeping WATER VIEWS. The spacious primary suite offers incredible waterfront views ,vaulted ceiling, and nothing less than a magazine-worthy bath. Two additional guest rooms and a beautifully appointed hall bath complete the upper level. Even the garage is decorated "Retro Flair" including a kitchenette , extra storage, and still room for your car! This is the perfect get away or better yet, live here year around! It's the perfect one of a kind coastal retreat! Residents enjoy a beautiful clubhouse with party room, fitness center, and saltwater pool, along with tennis/pickleball courts and a basketball court. A scenic 1.5-mile waterfront path connects to the Cross Island Trail, a 38-mile award-winning trail linking beaches, parks, marinas, shops, restaurants, coffee spots, and ice cream shops. Just 7 minutes to Queenstown Harbor Golf and Prime Outlets, 20 minutes to Annapolis and Easton, and under an hour to Washington, DC and Baltimore. It’s not just a home—it’s a lifestyle. 🌅🏡

1009 Oyster Cove Dr, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

Selling Office: Compass.

$670,000

Nestled in the serene Prospect Bay community, this charming ranch-style home offers a perfect blend of comfort and convenience. Roof is only 3-4 years old. HVAC 2024-2025 . Hardie Plank Siding and Soffits were installed only a couple of years ago, with Aztec PVC Trim and new gutters and gutter guards, make this pretty much a maintenance free home. With three bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining. The heart of the home features a well-appointed kitchen equipped (redone in 2021) with Viking appliances, including a double wall oven, gas cooktop, and a Bosch dishwasher, making meal preparation a delight. Step into the inviting living area, where a cozy fireplace beckons for quiet evenings or gatherings with loved ones in the Sunroom or relax in the separate Living Room. The thoughtful layout ensures that every corner of this home feels warm and welcoming. The attached garage provides ample space for vehicles and storage. Outside, the community amenities are truly exceptional. Dive into the refreshing outdoor pool, challenge friends on the tennis courts, or enjoy leisurely strolls around the beautifully maintained grounds. For golf enthusiasts, a golf course membership is available, offering endless opportunities for recreation. With a generous one-acre lot and access to navigable waters, this property is perfect for those who appreciate nature and outdoor activities. Experience the tranquility of living in a community that prioritizes leisure and lifestyle. This home is not just a place to live; it's a place to thrive.

Nestled in the serene Prospect Bay community, this charming ranch-style home offers a perfect blend of comfort and convenience. Roof is only 3-4 years old. HVAC 2024-2025 . Hardie Plank Siding and Soffits were installed only a couple of years ago, with Aztec PVC Trim and new gutters and gutter guards, make this pretty much a maintenance free home. With three bedrooms and two full bathrooms, this residence is designed for both relaxation and entertaining. The heart of the home features a well-appointed kitchen equipped (redone in 2021) with Viking appliances, including a double wall oven, gas cooktop, and a Bosch dishwasher, making meal preparation a delight. Step into the inviting living area, where a cozy fireplace beckons for quiet evenings or gatherings with loved ones in the Sunroom or relax in the separate Living Room. The thoughtful layout ensures that every corner of this home feels warm and welcoming. The attached garage provides ample space for vehicles and storage. Outside, the community amenities are truly exceptional. Dive into the refreshing outdoor pool, challenge friends on the tennis courts, or enjoy leisurely strolls around the beautifully maintained grounds. For golf enthusiasts, a golf course membership is available, offering endless opportunities for recreation. With a generous one-acre lot and access to navigable waters, this property is perfect for those who appreciate nature and outdoor activities. Experience the tranquility of living in a community that prioritizes leisure and lifestyle. This home is not just a place to live; it's a place to thrive.

344 Prospect Bay Dr W, Grasonville

Listing courtesy of Rosendale Realty. Contact:

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

$663,089

An incredible opportunity in the sold out community of Perry’s Retreat just hit the market! Situated on one of the largest premium lots in the back of the neighborhood (not on one of the main roads), this is also one of the largest models offered, giving you the space, layout, and upgrades everyone loves. This impressive home features 5 spacious bedrooms, 3 full baths, including a main-level in-law suite, plus a main level office, perfect for multigenerational living, guests, or working from home. Upstairs, you’ll also find a large bonus room offering flexible space for a media room, playroom, or additional lounge area. The expansive primary suite is a true retreat with a large walk-in shower and dual closets. And the gourmet kitchen… absolutely GORGEOUS! Beautiful finishes, thoughtful design, and plenty of space to gather make it the heart of the home and ideal for entertaining. Everything still feels almost brand new, there is truly nothing to do but move in and enjoy.

5 Beds ⋅ 3 Baths

An incredible opportunity in the sold out community of Perry’s Retreat just hit the market! Situated on one of the largest premium lots in the back of the neighborhood (not on one of the main roads), this is also one of the largest models offered, giving you the space, layout, and upgrades everyone loves. This impressive home features 5 spacious bedrooms, 3 full baths, including a main-level in-law suite, plus a main level office, perfect for multigenerational living, guests, or working from home. Upstairs, you’ll also find a large bonus room offering flexible space for a media room, playroom, or additional lounge area. The expansive primary suite is a true retreat with a large walk-in shower and dual closets. And the gourmet kitchen… absolutely GORGEOUS! Beautiful finishes, thoughtful design, and plenty of space to gather make it the heart of the home and ideal for entertaining. Everything still feels almost brand new, there is truly nothing to do but move in and enjoy.

109 Walters Way, Grasonville

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

Selling Office: Redfin Corp.

$799,990

The Simone at Lot 547 features a well-balanced open-concept floorplan with a projected settlement date of March 2026, offering both style and functionality for modern living. This home includes 4 bedrooms, 3 baths, and a 2-car garage, with flexible spaces designed to adapt to everyday needs. Notable highlights include a dedicated home office and a welcoming shiplap-accented fireplace that anchors the main living area. Luxury vinyl plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, Bedroom 2, the owner’s suite, and the HovHall, while tile finishes enhance all full baths and the laundry room. Plush carpet adds comfort to the loft, second floor, and Bedrooms 3 and 4. The kitchen is thoughtfully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all paired with quartz countertops that continue into the owner’s bath. The owner’s bath is designed for comfort with a shower featuring a built-in seat, handheld shower wand, and double sinks. 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.