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1839 Harbor Dr, Chester
$350,000
4 Beds ⋅ 2 Baths
MAJOR REDUCTION! Opportunity Knocks Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Full baths and is located just one block from Cox Creek. The open concept floor plan features a formal living room, large main level bedroom, hardwood flooring throughout, a modern kitchen with ample cabinetry, center island, extra counter spaces and stainless appliances. Relax in the spacious and cozy extra family room with fireplace, hearth and convenient built-ins. The adjacent spare room is the perfect spot for a home office or gym and the home is equipped with a separate convenient laundry/mudroom. Plenty of parking for family and guests in the 5 car driveway. Harbor View offers easy access to great area amenities, recreation, waterfront dining and more.

1839 Harbor Dr, Chester

Listing courtesy of Taylor Properties. Contact:

Selling Office: Realty Navigator.

2452 Bennett Point Rd, Queenstown
$4,900,000
4 Beds ⋅ 5 Baths
Experience luxury waterfront living at its finest at this stunning 2.7-acre estate on Greenwood Creek. Meticulously constructed on a double lot with over 300’ of shoreline, a private sandy beach, infinity-edge saltwater heated pool with water features & tanning ledge, and protected views across preserved land, this property is a rare find. Custom-built and completed in 2024, this home offers 10’ ceilings throughout, soaring to 21’ in the great room, 8” English oak floors, and walls of Anderson windows that showcase panoramic water views. The chef’s kitchen features dual islands, a Wolf 6-burner range with grill and griddle, stunning quartz countertops, Sub-Zero fridge, and a large butler’s pantry with prep sink and full-size fridge. The main level includes a luxurious waterside primary suite with spa bath and walk-in closet with island. Upstairs are 3 large ensuite bedrooms with custom finished closets, a private office, 26 ' x 55' bonus room, and multiple storage areas. The bonus room is very large, has closets and shares a bath jack and Jill style with the 3rd bedroom. Exterior highlights include new 120’ pier with 12K lb lift, floating jet ski dock, electric, water, and fish cleaning station. 6-car garage parking including detached garage with roughed-in guest house above. Mechanical features include 4 zone HVAC, 3 air handlers, 4 heat pumps and tankless water heater. There is propane for heat backup, water, pool and cooking and reverse osmosis system in Kitchen. The lower level is unfinished with 3200 SF with 9' ceilings and impressive fully sealed block system and plumbed for wet bar and full bath. An excellent location for boaters with a 10 minute ride from your dock to either St. Michaels or the Narrows. A special property with the most gorgeous sunsets imaginable. Golf, clubhouse and restaurant memberships available at nearby Prospect Bay.

2452 Bennett Point Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

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

112 Bayview, Grasonville
$515,000
2 Beds ⋅ 3 Baths
DEEDED BOAT SLIP- Price reduction , just in time to start the new year . Plus a added bonus on a home warranty LIVE EVERYDAY LIKE YOUR ON VACATION in this completely renovated, designer-inspired two-level end-unit water view townhome offering 2 bedrooms, 2.5 baths, and 2,031 sq ft of coastal luxury! Shows like a model home—every detail has been thoughtfully curated. Enjoy breathtaking sunsets from one of the three private decks. The primary suite features private balcony access, new plush carpet, and a spa-worthy bath with dual quartz vanities, an oversized shower with rainfall, massage, and waterfall sprayers—crafted for total relaxation. The gourmet kitchen is a chef’s dream, showcasing quartz countertops, a matching backsplash, under-cabinet lighting, dual pantry closets, and top-of-the-line Italian Bertazzoni appliances. Open-concept living spaces feature luxury LVP flooring, abundant natural light, new craftsman-style doors, upgraded windows and skylights with custom shades, and a cozy wood fireplace for those cool Eastern Shore evenings. Additional upgrades include a new HVAC system and blown-in attic insulation for year-round comfort and efficiency. The upper level offers an additional living area with access to a private balcony—perfect for lounging or working from home—while the main level provides a spacious living and dining area that opens to a large deck, ideal for grilling and entertaining. Both bedrooms include custom closet systems, and the stylish laundry area features new hookups, built-in shelving, and a folding counter. Step outside to enjoy three distinct outdoor living spaces, or unwind at the community’s waterfront gazebo overlooking the marina. Nestled in an intimate enclave of just 22 residences, this sought-after community includes a pool, storage lot, and your own deeded boat slip in the private marina. Bring your boat and start living the lifestyle you’ve always wanted! Stroll or bike the scenic Cross Island Trail, explore nearby parks, or enjoy waterfront dining and boutique shopping—all just minutes from your door. With easy access to Route 50 and the Bay Bridge, this home perfectly blends resort-style living and coastal convenience. Ask your REALTOR® for the full list of upgrades—this is your slice of Eastern Shore paradise, ready for you to move in and start living the good life!

112 Bayview, Grasonville

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

Selling Office: Compass.

1221 Cox Nck, Chester
$500,000
4 Beds ⋅ 3 Baths
Be the first to see this beautiful two-story house that has been tastefully renovated & upgraded. You will love open concept of living and dining area with a modern & charming electric fireplace; lots of natural lights, vaulted ceiling, beautifully refinished and stained wood floor, maintenance free deck with a lounge area and a firepit, private backyard with a spacious and comfortable lounge area. The kitchen is furnished with stainless steel appliances, 42” wood cabinets, and a new stainless-steel sink with accessories. Quality filtered water. The house was built in 2012. Recent (2022-2023) renovations and upgrades include: added 6‘’ bump wall with a built in electric 60” Touchstone fireplace (dual mode – flame and heat) and a high-quality Denon sound system; fully remodeled bathrooms; installed water filtration system (Charger Iron Breaker III) that supplies the whole house; refinished and stained oak wood floor, NEW - wood stairs treads, asphalt driveway, pavestone patio, LED light fixtures, ceiling fans with LED lights and remote/wall control, door hardware, light switches, vent grilles, stainless sink in the kitchen, Samsung EE laundry machine, window covering (curtains and blinds), paint - garage & all doors, wall paper and painted accent walls in bedrooms; built half wall (1st floor), added shelves in bedroom closets; LVP floor in the utility room; sum pump; outdoor entrance lights; landscaping (planted evergreen trees and sod). The air duct system was repaired and cleaned in December 2022. The house features 4 bedrooms and 2 ½ bathrooms. The primary bedroom is on the second level and features an ensuite bath. The second and third bedrooms are on the second level and share a hall full bath. There are main living area, dining, and kitchen on the second level. On the first level, there is fourth bedroom/living area with an ensuite half bath, and the utility room with oversized washer and dryer (Samsung). The attached 2 car garage. Shed in the backyard. House is very clean and well maintained. Pet and smoking free. Great central location. No HOA fees. Move in ready.

1221 Cox Nck, Chester

Listing courtesy of Jorge A. Zea. Contact:

Selling Office: Unrepresented Buyer Office.

123 Long Point Rd, Stevensville
$475,000
4 Beds ⋅ 2 Baths
✨✨Perfect for anyone wanting to be near the water, simplify, live on Kent Island and enjoy the the Eastern Bay only minutes away. Step into this beautifully remodeled waterview coastal home just one block from the water and Romancoke pier. Featuring striking white siding, black accents, and all-new exterior updates, this home offers modern coastal curb appeal and a bright, airy interior filled with natural light. The open-concept living area showcases a dramatic vaulted overlook, new flooring, and a stylish electric fireplace. The brand-new galley kitchen features white cabinetry, quartz-style counters, stainless appliances, and clean modern lines. The primary bedroom includes a private balcony—perfect for morning coffee, waterviews and sunset breezes—providing a calming retreat that feels bigger than it measures. The sellers have found their home and have aggressively priced the home for savvy buyers who can see the value of coastal living and see the vision of creating a primary bedroom suite/retreat upstairs. Convert upstairs additional bedroom into walkin closet-- approximate costs ($4 -$7K). The upstairs layout provides flexibility for a guest room, office, nursery or closet/dressing room—allowing the space to adapt to your needs. You can always make a bedroom bigger later — but you can’t buy a better location this close to Eastern Bay and all that Kent Island offers. Award winning restaurants only minutes away, the Kent Narrows offers recreational activities, some of the best seafood restaurants and hotels the area offers. QAC is a rich filled county with enough years goneby narratives to keep history buffs amused and watermen stories to explore for years! Additional improvements include new floors, doors, windows, appliances, sink, bathroom tile, shower, vanities, carpet, the Eastern Bay waterviews, location, remodel quality, low maintenance, and future potential with that deep lot, think garage or pool, RV parking. Additional large cement patio, backyard bar with counter, roof and electric. Interior skylights, gorgeous new staircase banisters, tall attic ceilings for excellent storage potential. Plus outside shed and a fully encapsulated crawlspace. Wine refrigerator, Flat Screen TV, Glass front electric fireplace (all new) conveys. Located in a low-HOA waterfront community, this home delivers modern updates, privacy, and exceptional walkability—all at an incredible value! An unbeatable location in one of the quietest, most private communities on the island.

123 Long Point Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

104 Iris Rd, Chestertown
$379,000
3 Beds ⋅ 2 Baths
Fully remodeled by reputable licensed contractor and subcontractors, 104 Iris has had a glow-up and is ready for showing! The clean lines of the new quartz countertops, the weight of soft golden Amerock hardware, Moen fixtures, Wolf two-tone shaker style cabinetry and well-appointed subway tile set the stage in the beautiful new Kitchen and bathrooms. Where a modern feel is met with the softness and simplicity of Neutrals as you move throughout the rooms that offer a timeless yet 2026 vibe! High-quality, low-maintenance LVP flooring has been installed in all high-traffic areas, along with carpet to quiet the bedroom spaces. Many new energy-saving features include architectural shingles, R38 insulation in the attic, crawl encapsulation, new HVAC unit & dehumidifier. Entry from the rear deck and hall to the large laundry area, is conveniently located adjacent to the hub of the home; the kitchen, where it balances aesthetics with functionality. Ample storage, Stainless steel appliances, an "L" shaped counter with seating area, giving all the practical space for your family's needs on one level. Electric has been modernized with new fixtures, premium touch mirrors, multiple remote-operated ceiling fans, USB outlets & recessed lighting. New doors, hardware and keypad entry locks, round out another set of upgrades. Solar lighting, fresh landscaping, and new treated decking enhance the exterior. It's large lot with mature trees, sits back off the road, in a quiet cul-de-sac, offering privacy, safety, and comfort. Backing up to acres of farmland, an extended outdoor living space great for entertaining also provides opportunity for viewing wildlife and sunsets alike. 104 Iris brings rural community living with the convenience of being close to town. Located in the Chester Harbor community in Queen Anne's county, where a 5-minute drive will have you centered in the town of Chestertown, known for its historic charm, river access, and boating opportunities, offering convenient commutes and amenities. Within walking distance of a private community water access and playground, this home has every detail ironed out and waiting for you! Easy to show! Join the Community Association, which is very reasonable and provides water access.

104 Iris Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

Selling Office: RE/MAX Executive.

321 Oregon Rd, Stevensville
$589,000
5 Beds ⋅ 3 Baths
Beautifully Updated 5-Bedroom Home on a Double Lot with Water Views & Oversized Detached Garage Discover refined coastal living in this thoughtfully updated 5-bedroom, 3-bath home perfectly positioned on a spacious double lot on Kent Island. Freshly painted throughout, the home features brand-new carpet in all bedrooms and rich hickory flooring across the expansive upper level. A new HVAC system provides year-round comfort and peace of mind. The newly completed upper-level addition flows effortlessly into a large screened-in porch—an ideal spot to unwind while taking in serene water views and soothing island breezes. All three bathrooms have been tastefully remodeled with beautiful tile flooring, creating a clean, modern, and cohesive aesthetic that carries throughout the home. The fully finished lower level adds exceptional versatility with its complete in-law suite, featuring heated floors, a private bath, and a full kitchen—perfect for extended family, guests, or independent living. Outside, a generous 660 sq. ft. detached garage offers abundant space for storage, hobbies, or a workshop. Blending timeless coastal charm with modern upgrades and flexible living options, this Kent Island gem provides space, comfort, and effortless island living. Surrounded by natural beauty and just a short walk to local trails and water access, this home offers the peaceful lifestyle you’ve been searching for—without sacrificing convenience. And the location couldn’t be better: you’re just minutes from the Romancoke Fishing and Crabbing Pier, Kentmorr Marina & Restaurant, and popular local favorites like the popular Beach and Dock Bars. The area offers countless options for fine dining, nightlife, and waterfront entertainment. The community also provides access to three beaches, giving you endless opportunities to enjoy the best of Eastern Shore living.

321 Oregon Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Corner House Realty.

108 Wall St, Queenstown
$349,900
2 Beds ⋅ 2 Baths
Discover the charm of this beautiful LIKE NEW cottage, set to impress with its thoughtful design, modern upgrades and convenient location. This home has undergone a complete renovation, including a redesigned floor plan. Everything in the property is brand new, with no expense spared. The updates include -New roof, windows, siding, gutters, insulation, electric, plumbing, HVAC and the list goes on and on!! This two-bedroom, two-bath home features an open floor plan with a spacious kitchen equipped with SS appliances, granite countertops and a connecting dining area that flows seamlessly into the cozy living room. The primary bedroom boasts a full ensuite bath and a walk-in closet. The layout also includes a versatile office and/or playroom, a large laundry/mudroom, and generous storage space provided by an attic and a partial basement. And, the inviting porch is the perfect spot for enjoying morning coffee or evening relaxation. The location is excellent, situated just minutes from shopping, dining, golfing, waterfront dining options, the Kent Island walking trail, and easy access to the Bay Bridge. Embrace the opportunity to make this cottage your own and enjoy a lifestyle of comfort and convenience. Don't miss out on this gem!

108 Wall St, Queenstown

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

Selling Office: The KW Collective.

518 Bryce Rd, Queenstown
$560,000
4 Beds ⋅ 4 Baths
Capture this beautiful home at an incredible value! Sellers are motivated, but selling As-Is. Discover the perfect blend of comfort, style and space in this beautiful single-family detached home set on a full acre. Flooded with natural light and thoughtfully designed throughout this 4 bedroom, 3.5 bath residence offers exceptional living for every lifestyle. Step inside to a grand foyer, experience a gourmet eat-in kitchen featuring a large island, pantry and plenty of workspace --ideal for both everyday meals and entertaining. The kitchen opens seamlessly to a warm family room with a cozy fireplace, while a separate living room, formal dining room and den/home office provide flexible spaces to suit your needs and an elegant first floor powder room completes a beautifully designed main floor. Upstairs, the grand primary suite impresses with its spacious layout, luxurious primary bath, and expansive walk-in closet. A rare bonus, the second bedroom includes a en-suite bathroom. All bedrooms are generously sized with excellent storage throughout. Outside, enjoy peaceful views of the gorgeous yard from the inviting wraparound porch - the perfect spot for morning coffee or evening gatherings. The property also features a huge garage and large detached shed. This location is perfect for relaxation and commuting... close to Easton, Centreville and Bay Bridge! A truly beautiful home located on a tranquil street on the Eastern Shore ready to welcome it's new owners.

518 Bryce Rd, Queenstown

Listing courtesy of Compass. Contact:

Selling Office: Redfin Corp.

423 Victoria Way, Stevensville
$400,000
3 Beds ⋅ 3 Baths
Hello there! I'm a charming home nestled in the heart of the highly sought-after Bay City community. Let me tell you a little about myself and why I might just be the perfect fit for you. First and foremost, I must boast about my beautiful, upgraded kitchen. It's truly the heart of my home, designed with modern amenities and stylish finishes that make it a dream for any culinary enthusiast. Whether you're preparing a family meal or entertaining guests, my kitchen is sure to impress. I offer three cozy bedrooms, perfect for rest and relaxation. With two full baths and an additional half bath, there's plenty of space for everyone to get ready in the morning or unwind after a long day. Each room holds potential for you to add your personal touch and make it your own. While my kitchen shines, I must admit that the rest of me could use a little TLC. I'm a canvas waiting for your creativity and care to bring out my full potential. With some love and attention, I can transform into the home of your dreams. Situated on a generous .34-acre lot, I offer plenty of outdoor space for you to enjoy. Whether it's gardening, playing, or simply relaxing in the fresh air, my yard provides endless possibilities for outdoor activities. Located in the vibrant Bay City community, I am surrounded by friendly neighbors and a welcoming atmosphere. This area is known for its charm and convenience, making it a wonderful place to call home. Come visit me at 423 Victoria Way and see for yourself the potential and warmth I have to offer. I can't wait to welcome you home!

423 Victoria Way, Stevensville

Listing courtesy of RE/Max Experience. Contact:

Selling Office: Chaney Homes, LLC.

47 Queen Anne Way, Chester
$549,500
2 Beds ⋅ 3 Baths
Enjoy resort style living every day in the gorgeous waterfront condo. Watch the sun & moon rise as you sip your favorite beverage. This sought after townhome/condo has extensive view of the Chester River & Eastern Neck Island. The owner has updated & made this place like no other. Soundproof quiet rock, custom barn doors throughout, gourmet kitchen with granite counters, soft close maple cabinets, Acacia wood floors, newer HVAC, remote full blind for back windows (heat & light senses), custom plantation blinds, bathrooms boasts stone walls, custom ceramic, jacuzzi tub, walk in shower, keypad entry door, remote awning that senses wind, hardscapes to enjoy the views and so much more! The cross island bike/hike trail is nearby along with restaurants, medical and shopping. Come check out this amazing place!

47 Queen Anne Way, Chester

Listing courtesy of Taylor Properties. Contact:

Selling Office: Non Subscribing Office.

165 Char Nor Manor Blvd, Chestertown
$424,000
4 Beds ⋅ 3 Baths
Chester River Views from Every Angle! Welcome to this stunning Colonial located on the Queen Anne’s County side of Chestertown, offering unmatched views of the Chester River and serene waterfront living. This spacious home features 4 large bedrooms, 2.5 bathrooms, and gorgeous hardwood floors throughout. Enjoy cozy nights by the wood-burning fireplace in the living room and enjoy entertaining in the massive kitchen, which boasts a large eat-in area and picture-perfect views of the river and backyard. The main level also includes a huge laundry room and a 2-car attached garage for convenience. Step outside to your beautiful back deck and large yard, where you can relax, entertain, and soak in the breathtaking water views that make this home truly special. If you're looking for space, charm, and waterfront serenity, this Chester River gem is it!

165 Char Nor Manor Blvd, Chestertown

Listing courtesy of RE/MAX Executive. Contact:

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

331 Old Line Dr, Centreville
$618,000
3 Beds ⋅ 2 Baths
SELLER just installed a new 50 yr roof with 25 yr wind warranty! Also new main level AC unit, furnace is less than two yeasr old and RO System at the sink and more! PRICED TO SELL! Welcome to this charming Colonial set on a 1-acre lot in the sought-after Clairborne Fields community! With over 2,600 sq. ft. of living space plus an oversized two-car garage, this home offers plenty of room to spread out—inside and out. The upper level features three spacious bedrooms, including a primary suite, plus a huge bonus room/flex space that could easily serve as a fourth bedroom, home office, or recreation space. The main level boasts generously sized rooms including a large open kitchen, ready for your vision to refresh and make your own. Step outside to your expansive deck, (39 feel wide!) perfect for entertaining or unwinding while enjoying the serene backdrop of mature trees. With peaceful wooded views and a prime location, this home is move-in ready for someone looking to add their personal touch. BONUS: The deck was built on a foundation so the space could be made into an additional room in the future. Don’t miss this opportunity to own a spacious home in an incredible neighborhood! Property will be sold strictly AS IS--sellers have addressed issues and reduced significantly.

331 Old Line Dr, Centreville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

519 Warbler Way, Chester
$799,990
3 Beds ⋅ 3 Baths
Introducing the Kerr with a projected settlement date of January 2026. This home offers 3 bedrooms, 3 baths, and a spacious 3-car garage. Notable features include a home office, a screened patio, and a striking 1-story fireplace. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lights, and a tile backsplash, complemented by quartz countertops in both the kitchen and owner’s bath. The flooring showcases LVP throughout the main level and loft, with tile in all full baths. The owner’s bath highlights a walk-in shower with a seat, handheld shower wand, double sinks, and quartz countertops, creating a retreat-like experience. 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.

519 Warbler Way, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

527 Warbler Way, Chester
$784,990
3 Beds ⋅ 3 Baths
Ready NOW! This stunning Kerr home offers an inviting open floor plan designed for both comfort and functionality. Featuring 3 bedrooms, 3 baths, and a spacious 3-car garage, this home perfectly blends everyday ease with elevated style. Highlights include a dedicated home office, a cozy screened patio for outdoor relaxation, and a dramatic 2-story stone fireplace that serves as the heart of the great room. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a stylish tile backsplash. Elegant quartz countertops extend through the kitchen and owner’s bath. Luxury vinyl plank flooring enhances the main level, with tile in all full baths and the laundry room, and plush carpet in the extra suite and upstairs loft. The owner’s bath features a spacious shower with a seat and handheld shower wand, plus double sinks for convenience. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. 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.

527 Warbler Way, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Real Broker, LLC.

312 William Way, Stevensville
$489,000
3 Beds ⋅ 2 Baths
BACK ON THE MARKET THROUGH NO FAULT OF HOME!!!! NEW PRICE!!!! Sellers are motivated! Thoughtfully renovated with long-term plans, this rancher has been updated from top to bottom with over $155,000 in improvements—all within the past year. The current owners invested in high-quality upgrades that combine function, style, and everyday ease. Inside, you'll find a beautifully remodeled gourmet kitchen with quality finishes and designed with the modern chef in mind (fabulous appliance 'garage' cabinet.) TWO updated spa-like bathroom retreats, new HVAC system, and a hot tub that conveys! Other major improvements include new windows and siding, a modernized main breaker panel with EV hookup, and new concrete work, including a new driveway and sidewalk. Outside, a new fence adds privacy and charm. Vibrant garden beds in your front yard, and a thriving vegetable garden in the backyard are ready for its new owner. Every upgrade was carefully chosen—not just for looks, but for lasting quality and ease of living. As life's next chapter is calling for the sellers, this beautifully upgraded home is a rarity, and ready for a new owner to move in. Bay City is a waterfront community offering a relaxed Eastern Shore lifestyle with easy access to residents-only beach, boat ramp, beach-front pavilion, playgrounds, South Park on Chesapeake Bay, and a dock for fishing! 312 William Way-Vacation Where You Live!

312 William Way, Stevensville

Listing courtesy of Compass. Contact:

Selling Office: Blackwell Real Estate, LLC.

1407 Calvert Rd, Chester
$430,000
3 Beds ⋅ 2 Baths
Inviting 3-bedroom, 1.5-bath brick rancher set on a half-acre lot that backs up to beautiful open farmland—offering peace, privacy, and picturesque views. Inside, you’ll find a spacious living room plus a cozy family room, providing plenty of space for both relaxation and entertaining. Enjoy the seasons year-round in the fantastic three-season room overlooking the backyard—perfect for morning coffee or evening gatherings. Located in the sought-after Marling Farms community, residents enjoy multiple beach areas, a boat launch, and a playground, making it ideal for outdoor enthusiasts and families alike. Don’t miss this wonderful opportunity to enjoy the best of Eastern Shore living in a friendly, water-oriented community!

1407 Calvert Rd, Chester

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

1326 Perrys Corner Rd, Grasonville
$410,000
4 Beds ⋅ 2 Baths
STATUS HAS RETURNED TO ACTIVE! MAKE 2026 YOUR YEAR BY MOVING INTO THIS SPACIOUS SINGLE-STORY HOME WITH SCENIC COUNTRY VIEWS. First time on the market in over 30 years! This well-maintained 4/5-bedroom, 2-bath home offers comfortable single-level living and plenty of room for the whole family. A dedicated home office provides flexible space for remote work or study. The large eat-in kitchen features granite countertops and is perfect for casual meals and entertaining. The 13' x 26' living room provides a welcoming space for family gatherings and relaxation. Situated on ¾ acre with peaceful farmland views and woods at the rear, this property offers the best of country living — no HOA and plenty of outdoor space to enjoy. Spend quiet evenings on the spacious rear deck or host weekend fun in the backyard. A detached 30' x 25' garage with a workshop and pegboard storage offers excellent potential for hobbyists or DIY enthusiasts (does need some TLC). There’s also a separate utility shed for added storage. Recent updates include a home addition (1990), Carrier Heat Pump/CAC ( 5 years old), Roof ( 5–10 years old), and new Luxury Vinyl Plank Flooring throughout. Original hardwood floors remain beneath the LVP in the original portion of the home. Enjoy the space, privacy, and charm with all the modern comforts already in place. Centrally located to Annapolis, Washington, D.C., Baltimore, and Delaware, and just 5 minutes from Queenstown Premium Outlets, this home combines the peace of rural living with easy access to shopping, dining, and major commuter routes. Call and schedule your personal showing!

1326 Perrys Corner Rd, Grasonville

Listing courtesy of Benson & Mangold, LLC. Contact:

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

217 Austin, Centreville
$619,000
4 Beds ⋅ 3 Baths
Nestled in the charming subdivision of Centerville, this exquisite Colonial-style residence offers a harmonious blend of elegance and comfort, perfect for those seeking a refined lifestyle. Built in 2013, this detached home boasts a generous 2,454 square feet of thoughtfully designed living space, ensuring ample room for relaxation and entertainment. As you step inside, you are greeted by a warm and inviting atmosphere. Natural light pours in through large windows, enhancing the inviting ambiance and showcasing the home's sophisticated design. The gourmet kitchen is a culinary enthusiast's dream, featuring high-end appliances and ample counter space, making meal preparation a delight. Whether hosting an intimate dinner party or enjoying a casual breakfast, this kitchen is sure to inspire your culinary creativity. Retreat to the spacious primary suite, a true sanctuary designed for relaxation. The en-suite bathroom offers a spa-like experience with luxurious finishes, providing the perfect escape after a long day. The full basement presents 1100+ additional square footage of endless possibilities, whether you envision a home gym, a media room, or additional storage space. The outdoor area offers a serene environment for enjoying the fresh air and tranquility of the surrounding landscape. Parking is a breeze with a convenient driveway, ensuring easy access for you and your guests. The property is situated in a peaceful neighborhood, providing a sense of community while still being close to local amenities and attractions. This home is not just a place to live; it's a lifestyle choice that embodies luxury, comfort, and sophistication. Experience the perfect blend of modern living and classic charm in this stunning Centerville residence. Many upgrades between 2021-2025 to include stainless steel appliances (washer, dryer, dishwasher, wall oven, microwave and garbage disposal), septic pump in 2024, garage doors 2024, and driveway blacktopped. Your well maintained dream home awaits! Room and garage sizes are located in the photo section floor plans (note: the room dimensions and floor areas may be approximate so if important buyer should verify).

217 Austin, Centreville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Keller Williams Select Realtors of Annapolis.

224 Bayberry Dr, Chester
$550,000
2 Beds ⋅ 2 Baths
Welcome to Easy Living on the Eastern Shore! *** Discover the perfect blend of comfort, style, and resort-style living in this impeccably maintained, one-owner home — tucked into the highly sought-after, water-privileged 55+ community of Four Seasons at Kent Island. From the moment you walk in, you’ll notice the difference. The open-concept floor plan is thoughtfully designed and beautifully upgraded with custom finishes and designer lighting, setting the stage for elegant everyday living. *** At the heart of the home is a show-stopping kitchen—featuring a dramatic black quartz island, crisp white shaker-style cabinets, and ample prep space for casual meals or gourmet entertaining. The kitchen flows effortlessly into a warm and inviting family room anchored by a gas fireplace—perfect for cozy evenings or lively conversations. *** Need a little flex space? You’ve got it. A versatile bonus room makes the ideal office, craft room, guest space, or private retreat, bathed in natural light. Step out onto the custom-stamped concrete patio where you can sip morning coffee, host a happy hour, or just kick back and enjoy the quiet, watching the birds at the pond or the treelined backyard. *** But the real magic? The lifestyle. *** Four Seasons at Kent Island offers unmatched amenities that feel more like a vacation than a neighborhood. Think: *** - A stunning 24,000+ sq ft clubhouse . - Indoor and outdoor pools . - A waterfront pier with boat slips for visiting friends . - Fitness center, game room, chef’s kitchen, meeting spaces . - A full-time lifestyle director curating events, live music, and clubs . - All of this—just 20 minutes from Annapolis and right off Route 50 for easy getaways or guest visits. . - Low-maintenance, high-style, and built for enjoying every chapter of life to the fullest. . See why so many are choosing Four Seasons at Kent Island—and why this Donegal model might just be the one you’ve been looking for.

224 Bayberry Dr, Chester

Listing courtesy of Realty Navigator. Contact:

Selling Office: Coldwell Banker Realty.

117 Redstart Dr, Chester
$834,990
2 Beds ⋅ 3 Baths
This stunning Taylor home offers an inviting open floor plan designed for both comfort and functionality. Featuring 2 bedrooms, 2.5 baths, and a spacious 3-car garage, this home perfectly blends everyday ease with elevated style. Highlights include a dedicated home office, a cozy screened patio for outdoor relaxation, and a dramatic 2-story stone fireplace that serves as the heart of the great room. The gourmet kitchen is equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a stylish tile backsplash. Elegant quartz countertops extend through the kitchen and owner’s bath. Luxury vinyl plank flooring enhances the main level, with tile in all full baths and the laundry room, and plush carpet in the extra suite and upstairs loft. The owner’s bath features a spacious shower with a seat and handheld shower wand, plus double sinks for convenience. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

117 Redstart Dr, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

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