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$265,000
2 Beds ⋅ 1 Baths
This two-bedroom, one-and-a-half-bath townhome in Centreville offers a convenient in-town location, close to shopping and restaurants. Well-maintained and freshly painted, this unit is ready for you to move in and enjoy!

118 Ridgeview Ct, Centreville

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

129 Anna Carol Dr, Stevensville
$700,000
4 Beds ⋅ 3 Baths

129 Anna Carol Dr, Stevensville

Listing courtesy of Northrop Realty. Contact:

325 Rings End Rd, Millington
$589,000
5 Beds ⋅ 3 Baths
Discover an exceptional investment opportunity with this stunning Colonial-style residence operating as a guest favorite on Airbnb. Perfectly positioned just 16 feet from the serene Chester River. Step inside to find an inviting open floor plan that seamlessly connects the family room to the kitchen, creating a warm and welcoming atmosphere. The home is adorned with built-ins and window treatments that enhance its charm, while the cozy carpet and wood floors add a touch of elegance throughout. The property features two fireplaces, providing a cozy ambiance during cooler months, and an attic for additional storage or potential expansion. The upper-floor laundry adds convenience, making this home not only beautiful but functional as well. Outside, the allure continues with a personal in-ground pool, perfect for relaxation and recreation. The expansive 1.43-acre lot offers ample space for outdoor activities, while the breathtaking water views create a tranquil backdrop for your daily life. With water access just steps away, you can enjoy kayaking, fishing, or simply soaking in the natural beauty of the Chester River. From an investment perspective, this property stands out with its excellent condition and desirable features. The combination of spacious living areas, modern amenities, and proximity to water activities makes it highly attractive for potential renters or future buyers. The growing demand for waterfront properties ensures that your investment will appreciate over time, providing both immediate enjoyment and long-term financial benefits. This residence is not just a home; it's a lifestyle choice that offers the perfect blend of comfort, luxury, and investment potential. Don't miss your chance to own a piece of paradise that promises both personal enjoyment and financial growth. Seize this opportunity today!

325 Rings End Rd, Millington

Listing courtesy of Hostetter Realty. Contact:

510 Talbot Rd, Stevensville
$599,900
3 Beds ⋅ 3 Baths
Nestled in the serene enclave of Kent Island Estates, this exquisite new construction home, soon to be completed in 2026, embodies the perfect blend of luxury and comfort. With a stunning Craftsman architectural style, this detached residence offers a warm and inviting atmosphere, ideal for those seeking an exclusive lifestyle. Step inside to discover a thoughtfully designed open floor plan that seamlessly connects the living, dining, and kitchen areas. The large gourmet kitchen is a chef's dream, featuring upgraded quartz countertops, a spacious island, and stainless-steel appliances, including a sleek oven/range with hood and French door refrigerator with water and ice dispenser. There is abundant cabinet and counter space here, this kitchen is sure to meet your every need. Upstairs this home boasts three generously sized bedrooms, including a primary suite complete with a luxurious bathroom featuring a large double vanity and tiled stall shower ensuring a spa-like experience at home. The primary suite features a huge walk in closet complete with wire shelving. The Primary suite looks out over Eastern Bay and Shipping Creek, a vista that is sure to instill relaxation and peace. Each bedroom is designed with comfort in mind, offering ample closet spaces that provide both functionality and style. Bedroom floors are carpeted for comfort, and ceiling fans ensure temperature control. The upper-level hall bath is also equipped with a large double vanity for convenience and a generous tub shower combination. The main interior is adorned with luxury vinyl plank flooring and wainscoted walls, enhancing the home's aesthetic while ensuring durability. The upper floor laundry adds convenience to your daily routine, making chores a breeze. Outside, the property is graced with a level water oriented front yard and a level lot that backs to trees, providing a tranquil backdrop for outdoor gatherings. Enjoy the fresh air on the expansive deck, perfect for entertaining or simply unwinding after a long day. The paved driveway leads to an attached garage, offering both convenience and security. Located just one block from the picturesque Shipping Creek, this home offers a unique opportunity to embrace a water-oriented lifestyle. The views of the bay and creek create a serene environment, perfect for nature lovers and those seeking a peaceful retreat. Kent Island Estates is a suburban haven, providing easy access to local amenities while maintaining a sense of privacy and tranquility. This property is not just a home; it's a lifestyle choice that promises comfort, elegance, and a connection to nature. Experience the luxury of new construction and the joy of creating lasting memories in this exceptional residence.

510 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

101 Chestnut Rd, Stevensville
$455,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained and thoughtfully designed home, ideally situated on a desirable corner lot with a fully fenced backyard. Offering an excellent combination of comfort, functionality, and style, this property is an ideal opportunity for a first-time buyer, growing family, or anyone looking for a move-in-ready home. Step inside and you’ll immediately appreciate the inviting traditional floor plan, enhanced by beautiful new wood flooring, recessed lighting, upgraded countertops, and an abundance of natural light. The spacious family room flows seamlessly from the kitchen, creating a comfortable and welcoming space for everyday living and entertaining. The well-appointed kitchen offers an abundance of workspace and storage, featuring a center island, pantry, eat-in area, table space, upgraded countertops, built-in microwave, built-in range, self-cleaning oven, dishwasher, and exhaust fan. Whether you’re preparing a quick breakfast or hosting family and friends, this kitchen provides the convenience and functionality today’s homeowners desire. The home offers two full bathrooms, including one with a convenient walk-in shower. Generously sized bedrooms provide comfortable living spaces, while walk-in closets offer excellent storage. Ceiling fans and window treatments throughout the home add comfort and convenience. The main-level laundry area makes everyday living simple and efficient, with a washer and electric dryer included. Additional features include storm doors, double-hung windows, an electric alarm system, an owned water-conditioning system, a water-treatment system, and a water heater. The crawl space has also received important improvements. All cavities and walls have been fully insulated and sealed, and a dedicated dehumidifier system has been installed to help maintain a cleaner, drier, and more controlled environment beneath the home. Outside, the spacious corner-lot setting and fully fenced backyard provide plenty of room for outdoor enjoyment, entertaining, gardening, play, or simply relaxing. The backyard offers the privacy, flexibility, and functionality many buyers are looking for, making it an ideal space for families and outdoor activities. With its comfortable living spaces, practical upgrades, excellent storage, and inviting outdoor setting, this home offers an exceptional opportunity to establish roots and enjoy years of comfortable living. Whether you’re purchasing your first home, looking for additional space for your family, or simply searching for a well-maintained property in a desirable setting, this home is one you won’t want to miss.

101 Chestnut Rd, Stevensville

Listing courtesy of EXP Realty, LLC. Contact:

1616 Postal Rd, Chester
$635,000
Let your home business dreams become a reality! Zoned mixed use residential/commercial! This charming traditional home, offers a perfect blend of comfort and functionality. With 2,818 square feet of thoughtfully designed living space, this residence features five spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover a cozy family room with wood burning fireplace that seamlessly connects to the kitchen, creating an inviting space for gatherings and everyday living. The kitchen boasts a gorgeous quartz island, perfect for casual meals or entertaining guests as well as a tastefully designed formal dining room. As you move upstairs, you'll find four spacious bedrooms and 2 full bathrooms including a primary suite. Enjoy the luxury of a soaking tub in the primary bathroom, providing a serene escape after a long day. The 3rd floor features an oversized bedroom or recreation room. The possibilities are endless, create a home gym, theatre or gaming room or office space. Outside, the property features a side-entry garage with additional storage space, ensuring convenience and organization. The 0.27-acre lot provides a lovely fenced in outdoor area for gardening or simply enjoying the fresh air. This home is not just a place to live; it's a place to create lasting memories. Experience the perfect blend of style, comfort, and functionality in this delightful residence. Multi-use zoning allows your home business dreams to come true. Zoned residential and commercial.

1616 Postal Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

205 Dominion Ln, Chester
$300,000
3 Beds ⋅ 2 Baths
COMING SOON on Kent Island! Opportunity awaits at 205 Dominion Ln in Chester. Currently used as a rental, this detached home offers the chance to bring your vision and make it your own. The property could use some TLC, but for the right buyer, that’s exactly where the potential begins. Whether you’re looking for a home you can update over time and turn into your own Eastern Shore retreat, or you’re an investor searching for your next project or rental opportunity, this property offers plenty of possibilities. Located on sought-after Kent Island with convenient access to everything the area has to offer. Bring your ideas and imagine what this home could become. More details and photos coming soon!

205 Dominion Ln, Chester

Listing courtesy of EXP Realty, LLC. Contact:

1509 Calvert Rd, Chester
$1,350,000
4 Beds ⋅ 3 Baths
Coming Soon! Amazing sunrises and broad water views of Prospect Bay can be enjoyed throughout much of this spacious 4-bedroom, 3-bath waterfront home. Situated just steps from the water, this distinctive one-level residence offers Mediterranean-inspired character with an open floor plan designed to take full advantage of its spectacular setting. The spacious, updated kitchen features a large center island with seating, abundant counter space, generous cabinetry, and soft-close cabinets and drawers. Additional features include tray ceilings, a welcoming family room, home office/den, and separate mudroom entrance. The waterfront primary suite offers beautiful views, a generous walk-in closet, and an updated private bath with walk-in shower. A lovely waterside Florida room with heating and air conditioning provides year-round enjoyment and features a truly unique custom bar crafted from a local boat transom. Outside, enjoy sweeping water views from the deck leading to your private pier, complete with a boat lift, jet ski lift, water and electric service, and a convenient fish-cleaning station. Ideally situated for enjoying boating, fishing, crabbing, nearby restaurants, and all that the Eastern Shore waterfront lifestyle has to offer.

1509 Calvert Rd, Chester

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

1007 Oyster Cove Dr, Grasonville
$1,199,000
3 Beds ⋅ 4 Baths
SPECTACULAR WATERFRONT VIEWS OF A LIFETIME! Luxury and the Coveted "BIG SIX" Rare to Come on the Market * Full Water Access * Deeded 40' Deep Water Boat Slip * Attached Garage * 3 Waterside Decks * Experience the epitome of Luxury Living in this exquisite waterfront townhouse nestled in the prestigious Oyster Cove community. This stunning 3-bedroom, 3.5-bath plus a spacious bonus room with it's own private walk out deck gives you that flexible space for a bedroom suite, a home office, or a game room! An open floor plan on the main level is adorned with rich hickory wood floors, recessed lighting, the ambiance of a wood burning fireplace, and a gourmet kitchen featuring upgraded countertops and new stainless steel appliances. Panoramic Bay Views from your open family room, dining room and waterside deck!! Indulge in the primary suite with Breathtaking Bay Views, a walk-in closet, and a spa-like bathroom complete with a whirlpool tub and walk-in shower. Step outside to your private oasis, where a walk out deck off your bonus room invites you to unwind while overlooking the serene Eastern Bay. Enjoy exclusive access to community amenities, including a saltwater pool, tennis/ pickleball courts, a dog park and a 1 1/2 mile trail that connects to the 38+ mile Cross Island Trail! With a gated entrance and meticulously maintained grounds, this home offers a feeling of both tranquility and security. Located just steps from many local restaurants, coffee shops, tiki bars, and dessert spots! You are just minutes to premier golf courses and designer outlet shopping! Move right in and start enjoying an elevated Waterfront Lifestyle!

1007 Oyster Cove Dr, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

8-E Piney Narrows Rd, Chester
$40,000
Looking to own your boat slip instead of paying a hefty lease that could increase year after year? Slip 8-E at Piney Narrows Yacht Haven offers an ownership opportunity in a convenient, community-oriented marina condominium. Measuring 50' x 18' with power, the slip is set beyond a large turnaround area that makes maneuvering easier for larger vessels, including sailboats and sportfish. Located in the heart of Kent Narrows, Piney Narrows Yacht Haven offers a community pool, picnic area with BBQ grill, Yachtsman’s Club lounge, fuel dock with gas and diesel, and complimentary pump-out with fuel purchase. Water, electricity, and Wi-Fi are included. Marina amenities also include winter bubbling at all dock facilities, climate-controlled heads and showers, two laundromats, parking for slip holders and guests, and an on-site canvas shop for new work and repairs. Enjoy convenient access to Kent Narrows restaurants, nearby trails, and popular cruising destinations. Whether you’re seeking a weekend getaway or a home port for the boating season, Slip 8-E offers a comfortable place to enjoy all that Kent Island and the Chesapeake Bay have to offer.

8-E Piney Narrows Rd, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

34 Queen Anne Way Unit A, Chester
$570,000
2 Beds ⋅ 2 Baths
The view is the main event. Homes throughout Queens Landing sit at varying distances from the waterfront, and it is hard to get closer than this. Positioned directly along the Chester River, this end unit delivers huge, panoramic water views that immediately set it apart. The windows are perfectly positioned to take full advantage of the setting, giving you a front-row seat to passing boats, changing skies, and some of the most beautiful views on Kent Island. Inside, the home offers a bright, open floor plan with **dual primary suites**, including one conveniently located on the main level—no steps needed for everyday living. The layout ideal for guests, multigenerational living, or simply having a private retreat on each floor. The main level features luxury vinyl plank flooring, an updated kitchen with stainless steel appliances and granite countertops, and a separate bar area with a wine refrigerator. Shiplap accents bring in just the right amount of coastal character while keeping the space comfortable and inviting. Upstairs, the expanded loft has been thoughtfully enclosed, adding approximately 120 square feet of additional living space. There is plenty of room for a family room or media space along with a separate office, reading nook, or flex area. And even from the upper level, those incredible Chester River views remain front and center. Queens Landing offers a true waterfront lifestyle with a clubhouse, heated outdoor pool overlooking the marina and Chester River, fitness center, tennis and pickleball courts, and easy access to the Cross Island Trail. Restaurants, marinas, shopping, and everyday conveniences are nearby, with Route 50 providing easy access to Annapolis, Baltimore, Washington, D.C., and the beaches.

34 Queen Anne Way Unit A, Chester

Listing courtesy of RE/MAX Executive. Contact:

225 Hickory Ridge Dr, Queenstown
$1,195,000
4 Beds ⋅ 3 Baths
A Private Wye River Sanctuary! Some properties offer a home. Others offer a lifestyle. This exceptional Wye River retreat offers both.Set along one of the Eastern Shore’s most beautiful waterways, this beautifully updated ranch home is an invitation to slow down, entertain effortlessly, and enjoy waterfront living at its finest. From morning coffee on the screened porch to sunset swims in the Gunite pool, every day here feels like a getaway.The light-filled, open interior provides an inviting backdrop for relaxed gatherings and everyday living, while a versatile additional living area offers the flexibility for an in-law suite, private home office, game room, or guest retreat. The serene primary bedroom enjoys direct access to the screened porch, creating a private connection to the tranquil waterfront setting.The extensive improvements provide peace of mind while enhancing the home's appeal, including an architectural roof, vinyl siding, gutters, sophisticated hybrid heat pump/propane HVAC system, select updated flooring, and an updated BAT septic system.Outside is where this property truly shines. The Gunite pool features strategically placed bench seating, creating the perfect vantage point for unforgettable Wye River sunsets. The screened porch captures the river breezes and provides an ideal setting for morning coffee, afternoon cocktails, or long evenings with friends and family.For the boating enthusiast, the private dock features two electric boat lifts—8,000 and 12,000 pounds—and 2+ feet of mean low water, providing excellent access for boating and watersports. Spend the day on the river, catch crabs from the dock, or simply let the water set the pace.This is more than a waterfront home—it is a place to create traditions, host unforgettable gatherings, escape the ordinary, and experience the Wye River in a deeply personal way.Private waterfront. Private dock. Gunite pool. Sunset views. Exceptional outdoor living. A rare opportunity to make the Wye River your everyday retreat.

225 Hickory Ridge Dr, Queenstown

Listing courtesy of Pearson Smith Realty, LLC. Contact:

251 Prospect Bay Dr W, Grasonville
$1,650,000
4 Beds ⋅ 4 Baths
Enjoy broad water views and spectacular sunsets from this beautifully situated 1.02-acre waterfront property, with water views enjoyed throughout much of the home. Designed for comfortable one-level living, this spacious residence offers 4 bedrooms, 3.5 baths providing 3,137 square feet of living space. The bright kitchen features a skylight, center island with seating, and an open layout connecting seamlessly to the family room with fireplace. The waterfront primary suite takes full advantage of the views and includes a large walk-in closet, private bath with soaking tub, walk-in shower and dual vanities, plus primary has direct access to a semi-private deck. An additional guest bedroom features its own ensuite bath. Oversized 2 Car Garage. Outdoor living is a highlight, with a swimming pool, deck with awning, patio, generous backyard, riprapped shoreline, and a new pier completed in 2026, Roof New in 2021. This property offers an ideal setting for relaxing, entertaining, and enjoying life on the water. The community offers resort-style amenities, including an 18-hole championship golf course, clubhouse with restaurant/bar/grill, swimming pool, tennis and pickleball courts plus. With expansive water views, beautiful sunsets, one-level living, a private pool and pier, this exceptional property offers the Eastern Shore waterfront lifestyle at its best.

251 Prospect Bay Dr W, Grasonville

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

347 Claiborne Dr, Centreville
$549,900
3 Beds ⋅ 3 Baths
Welcome to 347 Claiborne Fields Drive, situated on an impressive 1.26 acre lot in the sought-after Claiborne Fields community of Centreville! With over 2,000 square feet of living space, this 3 bedroom, 2.5 bath home has been well maintained and cared for by the original owner for many years. Fresh paint and new carpet throughout give the home a clean, refreshed feel, making it ready for its next chapter. An attached two car garage provides added convenience and plenty of space for parking and storage. Enjoy plenty of room to spread out both inside and out, with a spacious lot backing to woods for added privacy and a peaceful setting. Located in an established community with convenient access to Centreville and Route 301, this home offers a wonderful combination of space, privacy, and location. Come see all that 347 Claiborne Fields Drive has to offer!

347 Claiborne Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

117 Harrier Way, Chester
$790,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully upgraded Killarney model in Four Seasons at Kent Island, where one of the best features is **true one-level living with no steps**. Everything you need is conveniently located on one floor, including three true bedrooms, a dedicated laundry room, and an additional bump-out perfect for a home office or den. Unlike many Killarney models configured as two bedrooms with a loft, this home offers a true 3-bedroom layout without the need for stairs. The open-concept interior features an Ultra Gourmet Kitchen with quartz countertops, upgraded cabinetry and appliances, double wall ovens, a French-door refrigerator, and a large center island. The spacious primary suite includes an Ultra Luxury Spa Bath with walk-in shower and dual vanities. Tray ceilings, a fireplace, and custom window treatments add to the home's appeal. The oversized garage offers extra space for a golf cart or additional storage. The $55,000 premium homesite is another standout, backing to the fairway with neighboring homes positioned a respectful distance away for added privacy and a wonderful sense of openness. An extensive hardscaped patio creates a beautiful outdoor living space for relaxing, dining, and entertaining. Four Seasons at Kent Island offers resort-style 55+ living with a 24,000-square-foot waterfront clubhouse on the Chester River, indoor and outdoor pools, fitness center, pickleball and tennis, walking trails, dog park, fishing pier, transient boat slips, waterfront Tiki Bar, and an active calendar of social events. **True one-level living with no steps, three bedrooms, a premium fairway setting, and exceptional outdoor space make this Killarney a rare find in Four Seasons.**

117 Harrier Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

117 Wright Rd, Chester
$412,000
3 Beds ⋅ 2 Baths
Nestled up to vast farm land, this exquisite ranch-style home offers a perfect blend of comfort and sophistication.This residence boasts a well-maintained exterior with charming vinyl siding, inviting you into a space that feels both warm and welcoming. Step inside to discover an open floor plan that seamlessly integrates the kitchen and living areas, creating an ideal setting for both relaxation and entertaining. The luxury vinyl plank flooring flows gracefully throughout, providing a stylish yet durable foundation for your daily life. Natural light pours in, accentuating the spaciousness and warmth of the home. The heart of this residence is undoubtedly the modern kitchen, equipped with SS Appliances that cater to your culinary aspirations. Featuring an electric oven/range, a sleek microwave, and a dishwasher, this kitchen is designed for both functionality and elegance. The refrigerator offers ample storage for all your gourmet ingredients, making meal preparation a delight. With 3 bedrooms and 2 full bathrooms, this home provides plenty of space for comfort and privacy. Updated Ceiling Fans and Lights throughout the home ensure a refreshing atmosphere year-round. Brand New Roof and Water Heater Installed 2024. Step outside to enjoy the inviting patio, new fence, perfect for morning coffee or evening gatherings under the stars. The expansive 0.26-acre lot offers plenty of room for outdoor activities, gardening, or simply enjoying the tranquility of your surroundings. Parking is a breeze with an attached garage and additional driveway space for guests. The gravel driveway adds a rustic charm while ensuring easy access. This property is not just a house; it's a lifestyle. Experience the joy of living in a well-appointed home that combines modern conveniences with a cozy atmosphere. Whether you're hosting friends or enjoying a quiet evening, this residence is designed to meet your every need. Embrace the opportunity to make this beautiful home your own and enjoy the exclusive lifestyle it offers. Sale of this Home is Contingent upon Sellers finding their home of choice.

117 Wright Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact:

162 Kirwans Landing Ln, Chester
$1,199,900
5 Beds ⋅ 3 Baths
COMING SOON. It's rare to find a designer home on a 1.4 acre lot with an in-ground saltwater pool and direct waterfront access on Kent Island at this price tag. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own 90 foot pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset watching. Imagine walking outside, breathe in the fresh air with morning coffee in hand, walk across your beautiful flat yard, pick a fresh apple along the way, and step onto your own dock to enjoy the classic Chesapeake Bay lifestyle you've been craving. Moving inside the 3,000 square foot home, the original intent of the owner was to create coastal inspired retreat for anyone who walked through the front doors. Each space has been re-imagined with professional interior designer style throughout with coastal wallpaper, nautical colors, custom curtains, trim work, updated light fixtures and more. The main level heart of the home you'll find an updated kitchen (currently under construction for new light countertops, ceramic tile backsplash, and fresh hardware) with a sweet breakfast table nook. Off the kitchen is a dedicated dining room space with gorgeous wallpaper and updated lighting overlooking the backyard. Step down to the airy main living room centered by electric fireplace and opening to a stunning all window sunroom overlooking your backyard paradise.  The main level front room has been converted to functional main level bedroom and the bathroom was updated to a full main level bathroom. Upstairs, the oversized primary suite is designed as a true private retreat, complete with a dedicated lounge area and dreamy spa inspired bathroom. The stunning bath features a freestanding soaking tub, double vanity, large-format tile, and a beautiful tiled shower with dual shower heads. Three additional bedrooms including a custom-designed bunk room with a beautifully renovated hall full bathroom, while a dedicated laundry space off the upstairs hallway adds everyday convenience. The garage was converted into a recreational space (2026) similar to what could be offered by a "finished basement" with versatility to be additional living room, game room, playroom, gym, or easily converted back to the 2 car garage for covered parking. Notable system updates: insulated and added vapor barrier to crawlspace (2026), installed HVAC in garage (2026), main house HVAC (2020), added mini split in sunroom (2022), hot water heater (2022), full primary bathroom renovation (2026), kitchen updated (2026), main level bathroom (2026), hallway renovation bathroom (2026), refinished/stained hardwood floors (2026), newer pool equipment, painted brick on exterior with special masonry paint (2026), and much more (see full list). Nestled within in close-knit community of Kirwans Landing on Kent Island, you are surrounded by homes on large, manicured lots with a strong sense of pride to the overall appearance of the neighborhood. You are walking distance to the community marina with access to private boat slip in deep water. The neighborhood is an easy 5 min drive to Bay Bridge. This is a WOW property that you must see in person to appreciate how special it would be to call this your home. Living on Kent Island offers a waterfront, relaxed lifestyle with a little more space than other waterfront areas in Maryland.

162 Kirwans Landing Ln, Chester

Listing courtesy of Next Step Realty. Contact:

168 Redstart Dr, Chester
$769,900
2 Beds ⋅ 3 Baths
NEW LISTING in the Premiere 55+ Community of Four Seasons @ Kent Island * Offering This Lovely Taylor Model w 2/3 Bedrooms + 2.5 Baths and 3rd Car Tandem Garage * Gorgeous Light Colored Laminated Wood Flooring * Impressive Island w Bar Overhang/Counter Seating + Added Optional Bank of Cabinets w Bonus Counter Space * Pantry * Gas Cooking * Tile Backsplash * Under Cabinet Lighting. This Turn-Key Taylor Model Offers a Comfortable 2014 sf of Living Space with Large Volume Ceilings and Flowing Ever Popular Kitchen-to-Dining-to-Family Room Floor Plan at the Center of the Home. The Bedrooms are Flanked with the 2nd Bedroom with En Suite Full Bath + Walk-In Closet at the Front of the Home and a Rear Facing Primary Bedroom with Tray Ceiling, Triple Windows + Walk-In Closet and En Suite Full Bath with Substantial His 'n Her Vanities and Easy Walk-In Shower. Off the Foyer there is a Versatile Flex Room Accented with Sliding Barn Doors Which Serves Nicely as a Den/Office/Additional Sleeping Area for the Grandkids and Serviced by the Foyer Powder Room Across the Hall. Around the Corner is a Built-In Coat Drop Station and Separate Laundry Room with New Full-Sized Front-Loading Washer and Dryer. The Garage is Spectacular Offering Coveted Additional Parking for a 3rd Car/Golf Cart OR Use it as Additional Storage/Workshop Area. This Home is Propane Gas Heat, Central A/C, Rinnai Tankless Gas Water Heater and Public Water, Public Sewer. At a Mere 1 Year Old, This Home Feels Brand New and Has Been Lightly Lived In and Lovingly Maintained. It Offers an Immediate Move-In Scenario for the Lucky Buyer. Don't Wait for the Builder and Be in by the Holidays! AGENTS: We Are Agent Friendly and We Split Transfer Taxes and Recordation Fees with the Buyer and Offer a Re-Issue Rate on the Title Insurance + Survey to Pass On. The Community of Four Seasons Offers Unparalleled Amenities to Include a 24,000 sf Club House Situated on the Chester River and is Home to a Community Space Where Vibrant Activities are Available to its Vibrant Neighbors and Provides Resort Style Gym, Yoga, Billard's Room, Library, Ballroom and Indoor Pool w Hot Tub + Infinity Outdoor Pool, Cabana, Lounge Areas, Amphitheatre, Fishing Pier, Dog Park, Pickle Ball, Tennis, Bocce Ball + Tot Lot. Homeowners Get Included Grass Cutting, Fertilization + Pesticide Spraying and Lawn Irrigation as a Part of the $315 Monthly HOA Fee Allowing You to Spend More Time Enjoying and Less Time Maintaining! Located 20 Minutes to Historic Downtown Annapolis and to the Regional Anne Arundel Medical Center with an Outpatient Pavilion in Kent Island. It is 30 minutes to Baltimore/Washington International Airport and there are numerous local airport shuttle services offering door to door service making travel easy and stress free for you and your visiting guests. Kent Island Offers a Variety of Wonderful Restaurants Featuring Local Seafood Cuisine + Numerous Marinas and a Freedom Boat Club Location. Four Seasons @ Kent Island is a Wonderful Year-Round or 2nd Home Location for Those Envisioning a Nautically Inspired Lifestyle Combined with a Beautiful, Maintenance Free Home. 168 Redstart Dr is Waiting For You! Call Helpful Lister for More Info.

168 Redstart Dr, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

225 Autumn Ln, Centreville
$515,000
4 Beds ⋅ 3 Baths
Welcome to this lovely 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac in the private community of Heritage, right in the heart of Centreville! Inside, you’ll find beautiful hardwood floors throughout much of the main living area, along with carpeting that is only 1 year old. The spacious kitchen offers plenty of room to gather, featuring a large island and gas cooking, while the adjoining living room provides a cozy gas fireplace for relaxing on chilly evenings. A separate family room offers additional living space, as well as a separate dining room for larger gatherings. The convenient upper-level laundry is located right outside the bedrooms, all of which are very spacious. The primary bedroom features an updated shower. Recent improvements include a new water heater approximately 1 year old, a new backyard fence, and an HVAC compressor believed to be approximately 5 years old. Step outside to enjoy the large covered front porch, or relax in the enclosed rear porch with skylights, overlooking a private backyard that backs to protected trees. Seasonal winter views of the stream beyond the backyard add to the peaceful setting and natural backdrop. Ideally located close to Centreville’s schools, dining, shopping, parks and the Wharf, with easy access to major commuting routes, this home offers comfortable living in a convenient Centreville location. *More Photos COMING SOON!*

225 Autumn Ln, Centreville

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

701 White Marsh Rd, Centreville
$415,000
3 Beds ⋅ 3 Baths
Welcome to the historic Old Brick School House, a truly unique property nestled on 2.1 acres in the peaceful countryside of Centreville. At the heart of the property is the original brick schoolhouse, which was thoughtfully expanded to create the spacious, functional home you see today. The result is a wonderful blend of local history and comfortable everyday living. The original schoolhouse now lives on as a special part of this 3 bedroom, 2.5 bath home offering over 1,900 square feet of one level living, along with a two car garage providing plenty of space for parking, storage, and more. Several major improvements have already been completed, including a NEW furnace just a few months ago, a new septic system in 2020, a new roof in 2023, and mini-split air conditioning, providing added peace of mind for the next owner. Outside, enjoy just over two acres with plenty of room to enjoy the quiet beauty of Maryland’s Eastern Shore. Convenient access to Route 301 makes getting around easy, while Kent Narrows is approximately 20 minutes away for dining, boating, shopping, and recreation. More than just a home, this property offers the opportunity to become part of a special piece of Queen Anne’s County history while enjoying the space and functionality of a home that has grown well beyond its original schoolhouse beginnings. Schedule your private tour and come see what makes 701 White Marsh Road so unique!

701 White Marsh Rd, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Johnstown Lane, Centreville
$89,900
Hard to find building lot on the edge of town. This beautiful lot is zoned R-2 with a multitude of potential uses including residential, churches, schools, elderly housing, nursing homes, cemeteries, government office building, day care centers & many more. Public water/sewer allocation through the town of Centreville. Build now or invest for later. Walk to the waterfront park/boat ramp & docks, restaurants, shopping, schools, doctors or check out historic Centreville. Co-owner realtor.

Johnstown Lane, Centreville

Listing courtesy of Taylor Properties. Contact:

400 Perlee Rd, Centreville
$789,000
5 Beds ⋅ 5 Baths
Centreville - Close to everything but yet privacy at its finest! This contemporary home has been completely remodeled and is what you have been looking for. The open floor plan and the large rooms featured in this 5-bedroom 4.5 bath home. Great for entertaining inside and outside with inground swimming pool. This home also has a full basement that you could finish off as well. No HOA and ready to move in.

400 Perlee Rd, Centreville

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

1413 Love Point Rd, Stevensville
$849,000
4 Beds ⋅ 2 Baths
Love Point Area - Pristine home located on 1.43 acres with no HOA. This home offers you the opportunity to have space inside and outside. The property features an inground pool and screen porch for perfect outdoor entertaining. Privacy and still convenient to shopping and for commuting. The pride of ownership shows throughout this home and offers upgrades and open living space for entertaining. This property is in move in condition and ready for you to call home!

1413 Love Point Rd, Stevensville

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

12 Greenwood Shls, Grasonville
$549,000
3 Beds ⋅ 2 Baths
Enjoy easy one-level living in the highly desirable Prospect Bay community at 12 Greenwood Shoals. Set on just over an acre, this inviting three-bedroom, two-bath home offers the convenience of having all of your main living spaces on one level, paired with a peaceful setting in one of Grasonville’s most sought after golf and waterfront communities. Inside, a functional floor plan creates comfortable spaces for everyday living and entertaining with an open concept living room and kitchen that opens up to a large deck overlooking the backyard. The primary suite has a large closet and the two additional bedrooms offer plenty of space for guests or a home office. An oversized two-car garage offers exceptional additional space with room for storage, a golf cart, kayaks, canoes, or other outdoor gear - perfectly suited for the Prospect Bay lifestyle. A newer gutter system adds another thoughtful update to the home. Outside, the spacious fenced backyard is surrounded by mature trees, providing wonderful shade and creating a private, peaceful setting for relaxing, entertaining, pets, or play. Updated landscaping enhances the home’s curb appeal, while shallow water access from the property provides an ideal spot to launch a kayak or canoe and explore the surrounding waterways. Living in Prospect Bay means enjoying a lifestyle centered around recreation and community, with amenities including an 18-hole golf course, swimming pool, tennis and pickleball courts, clubhouse with restaurant and bar, marina, boat ramp, social activities, and more. Owner/Agent.

12 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

206 Melvin Ave, Grasonville
$464,900
3 Beds ⋅ 3 Baths
Welcome home to this beautifully maintained and fully updated 3-bedroom home, just 8 years young! Featuring like-new systems and roof, this home offers modern comfort and peace of mind. A 4-foot bump-out provides additional living space, while the upgraded kitchen boasts stainless steel appliances and sliding glass doors leading to a spacious 12x20 composite deck—perfect for entertaining. Enjoy outdoor living with an above-ground pool, fully fenced backyard with white vinyl privacy fencing, and a crushed stone patio that leads to a cozy fire pit area. The long gravel driveway and oversized two-car garage offer ample parking and storage. Inside, you’ll find a spacious primary bedroom with a private full bath, plus an additional family room on the lower level with a convenient half bath—ideal for extra living space, guests, or a home office. Perfectly maintained from the front door throughout, this hidden gem is conveniently located near Route 50, making it an excellent choice for commuters. No HOA!

206 Melvin Ave, Grasonville

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

407 Five Farms Dr, Stevensville
$699,000
4 Beds ⋅ 3 Baths
KENT ISLAND LIVING, UPGRADED. Welcome to Queen Anne Colony, where coastal lifestyle meets a home that has already had the big-ticket work DONE. Offering over 2,100 sq ft, a private pool, beautifully renovated interior, and access to a community marina, this is the kind of home that lets you move in and immediately start enjoying everything Kent Island has to offer. Inside, the showstopper is the fully renovated kitchen featuring gorgeous quartz countertops, abundant cabinetry, and a layout made for entertaining. Hardwood floors bring warmth and character throughout, while updated bathrooms and TWO fireplaces create a home that feels both elevated and inviting. And the upgrades go far beyond what you can see. A new roof (2023), siding (2026), garage door (2025), water heater and water softener (2024), HVAC (2018), brand-new washer and dryer (2026), pool liner (2021), and an encapsulated crawlspace mean many of the expensive projects buyers worry about have already been handled. Outside, your own private backyard retreat is waiting. Spend summer days by the pool, entertain friends, or simply unwind after a day on the water. Then there’s Queen Anne Colony itself. With a community marina offering convenient boating access and a community park, you’re not simply buying a home—you’re buying into the Kent Island lifestyle. Renovated. Upgraded. Pool. Marina access. Kent Island. This one checks the boxes buyers are looking for, and it’s ready for its next owner.

407 Five Farms Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

105 E Brook Dr, Centreville
$549,000
4 Beds ⋅ 4 Baths
Get ready. One of the largest lots in the community. Corner lot. Updated hardwood floors. Updated kitchen. Custom trim. Fully finished basement. Storage room. Stay tuned.

105 E Brook Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

231 Dominion Rd, Chester
$599,000
Unique opportunity to own a versatile three-unit property situated on approximately one-half acre in Chester. The property features a main residence with 2 bedrooms, 1 full bathroom, and a full basement, offering comfortable living space for an owner-occupant or tenant. A separate building on the property includes two additional rental units: a ground-level 1-bedroom efficiency apartment and an upper-level unit with 2 bedrooms and 1 full bathroom. This setup provides excellent income-producing potential while maintaining privacy between residences. Conveniently located near shopping, dining, and everyday amenities, this property is ideal for investors or buyers seeking a live-in rental opportunity with multiple income streams.

231 Dominion Rd, Chester

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

231 Dominion Rd, Chester
$599,000
5 Beds ⋅ 3 Baths
A rare opportunity to own a property that combines comfortable living with income-producing potential. The primary residence features 2 bedrooms, 1 full bathroom, and a full basement, offering ample storage and living space. Behind the main home is a separate building with two additional rental units. The lower-level unit is a cozy 1-bedroom efficiency apartment, while the upper-level unit offers 2 bedrooms and 1 full bathroom, providing excellent options for rental income or multi-generational living. Situated on approximately one-half acre in Chester, this property offers a convenient location close to shopping, dining, and everyday amenities. Whether you're looking to offset your mortgage with rental income or invest in a versatile property, this unique opportunity is not to be missed.

231 Dominion Rd, Chester

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

no property photo
$1,439,999
3 Beds ⋅ 3 Baths
Experience exceptional waterfront living in this stunning 3-bedroom, 2.5-bath condominium offering what are arguably the best views in the community. Positioned to capture breathtaking panoramic views of the Chester River, this home provides a front-row seat to beautiful sunrises, and the peaceful beauty of the Chesapeake Bay lifestyle. The spacious primary suite is a true retreat featuring a private sitting room, walk-in closet, and a luxurious en-suite bath. The open-concept design showcases the incredible water views throughout the main living spaces, creating the perfect backdrop for everyday living and entertaining. One of the most desirable locations in the community, this home offers protected water views with no expected future obstruction, allowing you to enjoy the scenery for years to come. Enjoy the convenience of being able to walk to the community pool and amenities without having to drive to the clubhouse. Additional features include a one-car garage with an additional storage room, plus private driveway parking, providing both convenience and storage. Enjoy the ease of maintenance-free waterfront living in one of Kent Island's premier communities, with easy access to marinas, waterfront dining, shopping, and the Bay Bridge.

129 Wheelhouse Way Unit 21, Chester

Listing courtesy of Rise Real Estate, LLC. Contact: