227

Queen Annes County MD Homes for Sale

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  • /18

    $465,000

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    15 Queen Anne Way Unit E, Chester, MD 21619

    PRICE DROP! Motivated Seller! Escape to the water — without the waterfront price. This Chester River–front townhome in Queens Landing is the perfect second home or low-maintenance retreat, all for under $500K. Enjoy sunrise water views from your private patio and balcony, and lock-and-leave peace of mind when you head back home. Inside, the layout is easy and functional with luxury vinyl plank

    Jennifer Thomas RE/MAX Executive

    15 Queen Anne Way Unit E, Chester, MD 21619
  • /63

    $679,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    176 Flagstaff Way Unit 2412, Chester, MD 21619

    The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining,

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2412, Chester, MD 21619
  • /63

    $649,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    176 Flagstaff Way Unit 2411, Chester, MD 21619

    The Magothy at Lot 2411 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining,

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2411, Chester, MD 21619
  • /70

    $564,900

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    226 Ash Wood Dr, Church Hill, MD 21623

    Welcome home to 226 Ash Wood Drive, nestled in the sought-after Church Hill Hunt neighborhood. Built less than two years ago, this beautifully designed home offers the best of modern construction—without the wait. Thoughtfully upgraded and truly move-in ready, it blends contemporary style, smart technology, and everyday comfort. Step inside to sun-filled rooms, recessed lighting throughout, and a

    Agent Photo

    Gretchen Wichlinski

    Compass

    (410) 305-7504

    226 Ash Wood Dr, Church Hill, MD 21623
  • /21

    $344,500

    • 3 Beds
    • 1 Bath
    • 1,449 Sq Ft

    111 Cemetery Ln, Church Hill, MD 21623

    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

    Karen Clark Clark & Co Realty, LLC

    111 Cemetery Ln, Church Hill, MD 21623
  • /40

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    54H Queen Caroline Ct, Chester, MD 21619

    Nothing to do but move in! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout the living areas and new vinyl flooring in the kitchen. A propane fireplace highlights the great room for cozy chilly nights! On warm days, enjoy relaxing in the enclosed patio/porch or just being outside. Being an end-unit it offers lots of

    Mary Stevens Long & Foster Real Estate, Inc.

    54H Queen Caroline Ct, Chester, MD 21619
  • /39

    $179,000

    • 3 Beds
    • 2.5 Baths
    • 2,952 Sq Ft

    202 N Church St, Sudlersville, MD 21668

    If you’ve been waiting for a project with real character, this is the one. This large Victorian is full of potential and just waiting for the right vision to bring it back to life. From the moment you see the wide front porch, you can imagine slow mornings with coffee, quiet evenings with tea, and the timeless charm this home once offered—and can offer again. Set on a generous lot just outside

    Mrs. Brittany Fox RE/MAX Chesapeake

    202 N Church St, Sudlersville, MD 21668
  • /7

    $230,000

    • Land
    • 1.68 Acres
    • $136,905 per Acre

    0 Newtown Rd, Chester, MD 21619

    Looking for peace and serenity, look no further! You won't find a better opportunity on the eastern shore, total of 1.68 acres (per the tax record)! This acreage is a total of 2 tax ID numbers being sold as a package. Buyer to verify perc, well, engineering, specific lot lines and land survey. Seller will not.

    Rob Carter Douglas Realty, LLC

    0 Newtown Rd, Chester, MD 21619
  • /50

    $685,000

    • 5 Beds
    • 3 Baths
    • 3,040 Sq Ft

    216 Perrys Retreat Blvd, Grasonville, MD 21638

    Welcome home to your like-new Lehigh single-family home in Perry's Retreat. The Lehigh model combines smart design with light-filled spaces. This community was just completed and all homesites have been sold, this premium homesite was one of the most sought after lots when the community was being built. Enter the inviting foyer with an upgraded fully enclosed office. The gourmet kitchen boasts a

    Andrew Undem Berkshire Hathaway HomeServices Homesale Realty

    216 Perrys Retreat Blvd, Grasonville, MD 21638
  • /3

    $55,000

    • Land
    • 0.11 Acre
    • $500,000 per Acre

    216 N Liberty St, Centreville, MD 21617

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

    Sharon Tryon Long & Foster Real Estate, Inc.

    216 N Liberty St, Centreville, MD 21617
  • /44

    $339,000

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft

    407 S Commerce St, Centreville, MD 21617

    This charming home in historic downtown Centreville has 3 bedrooms and 2 full bathrooms, hardwood floors upon entry from your front porch into the living area, and luxury vinyl in the gorgeously updated kitchen outfitted with white shaker cabinets, granite countertops, newer LG stainless steel appliances and a large island that can accommodate stools for seating as well as a ton of extra cabinet

    Matthew Hilldoerfer Mr. Lister Realty

    407 S Commerce St, Centreville, MD 21617
  • /47

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    807 Auckland Way, Chester, MD 21619

    Exceptional value for this renovated 3-bedroom, 3.5-bath end-unit townhome in the premier Bayside waterfront community. Comparable properties in this Chester River community have recently sold for much more, making this an outstanding opportunity for buyers seeking turnkey condition with over $50,000 in premium upgrades.Welcome to Bayside living at its finest. This meticulously maintained

    David Moore Real Broker, LLC

    807 Auckland Way, Chester, MD 21619
  • /40

    $555,555 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    511 Chesapeake Ave, Stevensville, MD 21666

    Discover the perfect blend of coastal living and everyday comfort in this spacious 4-bedroom, 3-bath single-family home located in the lovely area of Stevensville. Set on a generous 0.39-acre private fully fenced in lot. Ideal for those who enjoy entertaining, recreation, gardening or simply rest and relaxation with the Chesapeake Bay in your own backyard. Inside, you’ll find a bright and

    Catalina Sandoval RE/MAX Realty Centre, Inc.

    511 Chesapeake Ave, Stevensville, MD 21666
  • /2

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    4604 Main St, Grasonville, MD 21638

    Brand New Construction – Nearing Completion!This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort and thoughtful design. The bright and open main level features a chef-inspired kitchen with 42” white soft-close cabinets, granite countertops, and stainless steel appliances—perfect for everyday living and entertaining. A washer and dryer are included, adding

    Jennifer Norfolk Coldwell Banker Waterman Realty

    4604 Main St, Grasonville, MD 21638
  • /42

    $3,495,000

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    200 Mallard Cove Ln, Stevensville, MD 21666

    Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, tree-lined, 1/4-mile paved driveway leads you through acres of

    Brad Kappel TTR Sotheby's International Realty

    200 Mallard Cove Ln, Stevensville, MD 21666
  • /37

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 1,830 Sq Ft

    1704 Bayside Dr, Chester, MD 21619

    Discover a true waterfront treasure on .54 acres with 110 feet of waterfront. This beautifully renovated 3-bedroom, 2.5 bath home offers an open-concept layout design to capture breathing taking water views that stretch endless across the horizon. Each evening brings magnificent, direct sunset views-- the kind that make you stop, breathe, and take it all in. New pier in 2020! Step inside to

    Alex Hodges Cottage Street Realty LLC

    1704 Bayside Dr, Chester, MD 21619
  • /34

    $529,000

    • 3 Beds
    • 2.5 Baths
    • 2,074 Sq Ft

    125 Encore Ct, Centreville, MD 21617

    Welcome to resort-style living in this beautifully appointed home nestled in the back of a desirable 55+ community, offering serene pond views and exceptional amenities. Rich cherry hardwood flooring flows throughout the main living areas, including the formal living and dining rooms, creating warmth and elegance from the moment you enter. The gourmet eat-in kitchen is a true highlight, featuring

    Michelle Abplanalp Rosendale Realty

    125 Encore Ct, Centreville, MD 21617
  • /39

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    1109 Grasonville Cemetery Rd, Grasonville, MD 21638

    Don't miss the opportunity to own this beautifully renovated home that offers peaceful country living with exceptional convenience. This three-bedroom, two-full-bathroom rancher has been completely transformed from top to bottom. Everything is BRAND NEW, including the roof, siding, windows, electric, plumbing, doors, gutters, flooring, HVAC system etc etc..... Additionally, the crawlspace has

    Karen Clark Clark & Co Realty, LLC

    1109 Grasonville Cemetery Rd, Grasonville, MD 21638
  • /23

    $314,900

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    213 Central Dr, Chestertown, MD 21620

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

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    213 Central Dr, Chestertown, MD 21620
  • /38

    $579,900

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft

    303 Pathfinder Cir, Grasonville, MD 21638

    Welcome to 303 Pathfinder Circle, located in the highly desirable and now sold-out, Perrys Retreat community. This home is the sought-after “Ballenger” model, offering 4 bedrooms, 2.5 bathrooms, and a beautifully open floor plan. Backing to trees and featuring a newly fenced-in backyard, the property provides both privacy and space to enjoy the outdoors. Step inside from the covered front porch

    Terry McAllister RE/MAX One

    303 Pathfinder Cir, Grasonville, MD 21638
  • /51

    $978,500

    • 5 Beds
    • 3 Baths
    • 2,352 Sq Ft

    530 Kennersley Farm Ln, Church Hill, MD 21623

    Welcome to 530 Kennersley Farm Lane, nestled in the private waterfront community of Kennersley Farm.Set on 5 private acres along Island Creek, this property offers lots of privacy and nature. A long, tree-lined driveway leads you past mature landscaping and ample parking, where you can see views of the water. Inside, there is beautiful flooring and a bright, open layout. The kitchen features

    Christina Zerbe Coldwell Banker Realty

    530 Kennersley Farm Ln, Church Hill, MD 21623
  • /98

    $2,700,000

    • 4 Beds
    • 2.5 Baths
    • 5,023 Sq Ft

    1150 Cheston Ln, Queenstown, MD 21658

    This amazing property is like no other. Private w/ deep water. The winding private driveway leads to tennis court & tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1700s barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone fireplace & chimney. This dwelling provides 4

    Barbara Best RE/MAX One

    1150 Cheston Ln, Queenstown, MD 21658
  • /49

    $1,100,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    127 Flycatcher Way, Chester, MD 21619

    The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    127 Flycatcher Way, Chester, MD 21619
  • /49

    $1,400,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    117 Flycatcher Way, Chester, MD 21619

    The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio

    Mary Anne Kowalewski KOVO Realty

    117 Flycatcher Way, Chester, MD 21619
  • /70

    $875,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,128 Sq Ft

    2806 Love Point Rd, Stevensville, MD 21666

    Enjoy your custom waterfront paradise, nestled in the heart of scenic Love Point on Kent Island and overlooking the Chester River inlet. This five-bedroom, three-and-a-half-bath home features two main-floor master suites on opposite sides of the house—perfect for multigenerational living or providing extra space for visiting friends and family. Inside, you’ll find recently refinished hardwood

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    (410) 970-3037

    2806 Love Point Rd, Stevensville, MD 21666
  • /49

    $559,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    216 Blakefield Dr, Chestertown, MD 21620

    The wait is over 216 Blakefield Drive is complete, ready for occupancy and you will not be disappointed. This is the last avaiable lot in this community so don't wait! Discover the charm of this stunning new construction home in the desirable Blakefield community, completed in 2025. This beautifully designed Colonial-style residence boasts 4 spacious bedrooms and 3 full bathrooms, offering ample

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    216 Blakefield Dr, Chestertown, MD 21620
  • /45

    $480,000

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    620 Old Love Point Rd, Stevensville, MD 21666

    Seller is open to considering creative offers and/or credits; reach out to Listing Agent with any questions - Over *2,600sqft* of living space located in the desirable Cloverfields community. Enjoy being near the water and having access to the many community amenities, including a community pool, playgrounds, and gathering areas. This home boasts 4 large bedrooms and 3 full bathrooms; 2-bedrooms

    Michael McVearry Berkshire Hathaway HomeServices PenFed Realty

    620 Old Love Point Rd, Stevensville, MD 21666
  • /22

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    121 Primrose Rd, Chestertown, MD 21620

    Motivated Seller. Welcome to 121 Primrose Road, a well-built two-story home offering 2,034 square feet of living space on a .345-acre lot, located just outside downtown Chestertown in a quiet setting. The upper level includes three bedrooms and two full bathrooms, while the main level offers a convenient half bath. The first floor features a bright living area, a traditional dining space, and a

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    121 Primrose Rd, Chestertown, MD 21620
  • /35

    $392,400 New Construction

    • 2 Beds
    • 2 Baths
    • 1,160 Sq Ft

    114 W Main St, Sudlersville, MD 21668

    NEW CONSRUCTION. 2 BEDROOM 2 BATH RANCHER LOADED WITH UPGRADES. PICTURES ARE FROM PREVIOUS MODEL BUT FINISHES STILL THE SAME JUST DIFFRENT COLORS. COME SEE FOR YOURSELF. LOADED WITH UPGRADES. WHY BUILD WHEN YOU CAN JUST MOVE IN. UPGRADED LIGHTING PACKAGE, TRAY CEILING, CUSTOME 2 COLOR PAINT, UPGRADED TRIM, THE LIST JUST GOES AND GOES.

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    114 W Main St, Sudlersville, MD 21668
  • /11

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    526 Victoria Dr, Stevensville, MD 21666

    Charming waterview rancher with an attached 2-car garage, located on a beautiful and quiet street in Stevensville! This property features a welcoming front porch and a peaceful setting with partial water views from the front of the home. The generous lot offers plenty of outdoor space and curb appeal. Perfectly situated at 526 Victoria Dr, this home offers unbeatable convenience — close to local

    Pennye Green Long & Foster Real Estate, Inc.

    526 Victoria Dr, Stevensville, MD 21666
  • /53

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,856 Sq Ft

    114 Birch Rd, Stevensville, MD 21666

    Experience elevated living in this beautifully reimagined 4-bedroom, 2 full bath residence where modern elegance meets coastal charm. Every inch of this home has been luxuriously renovated with the finest materials and craftsmanship — including designer flooring, premium kitchen appliances, energy-efficient windows, and a state-of-the-art central air conditioning system. The open-concept layout

    Gregory Bennett Jr. Five Star Real Estate

    114 Birch Rd, Stevensville, MD 21666
  • /40

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    1916 Stevens Dr, Chester, MD 21619

    Discover this beautifully updated 3-bedroom, 2 full and 1 half bathroom home located on a scenic 0.35-acre corner lot in the highly desirable Harbor View community, just two miles east of the Chesapeake Bay Bridge. Inside, enjoy a bright, modern kitchen with new countertops and backsplash, hardwood floors on the main and upstairs evels, and cathedral ceiling with skylights. Relax in the spacious

    Kimberly O'Connor Coldwell Banker Realty

    1916 Stevens Dr, Chester, MD 21619
  • /10

    $400,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    104 Windsor Ave, Centreville, MD 21617

    Julie Santoboni Taylor Properties

    104 Windsor Ave, Centreville, MD 21617
  • /32

    $2,600,000

    • 4 Beds
    • 4.5 Baths
    • 6,361 Sq Ft

    220 Old Steamship Rd, Stevensville, MD 21666

    WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the

    Sharon Tryon Long & Foster Real Estate, Inc.

    220 Old Steamship Rd, Stevensville, MD 21666
  • /53

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    209 3rd St, Crumpton, MD 21628

    Don’t let this one pass you by! Great opportunity to live near the water. Two blocks to the boat ramp (Chester River). Built in 2021 it compares nicely to new construction. Meticulously kept and maintained. A beautiful rancher in the town of Crumpton on 0.46 acres. The front porch welcomes you to a well -designed open concept 3 BR, 2 full bathrooms home. Natural light illuminates the living

    Antoinette Brooks EXP Realty, LLC

    209 3rd St, Crumpton, MD 21628
  • /24

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    306 Teal Ct, Chester, MD 21619

    PRICE IMPROVEMENT!! Motivated Seller! Beautifully maintained first-floor condominium offering serene lake views and an open, inviting floor plan. This residence features two spacious bedrooms and two full bathrooms. The light-filled living and dining areas provide direct access to a private patio overlooking the lake, perfect for enjoying peaceful mornings. Located in a highly desirable community

    Cindy Jacobs Maryland Residential Management Co

    306 Teal Ct, Chester, MD 21619
  • /47

    $559,900 Open Sun 12PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,804 Sq Ft

    714 Harmony Way, Centreville, MD 21617

    Nestled within the award-winning Symphony Village active adult community, this stunning contemporary residence offers a luxurious lifestyle tailored for those seeking comfort and elegance. Strategically priced and designed with an age requirement in mind, this home is a sanctuary of tranquility and sophistication, perfect for enjoying the finer things in life. Spanning an impressive 2,804 square

    Agent Photo

    Deborah Shiley

    Long & Foster Real Estate, Inc.

    (410) 873-7404

    714 Harmony Way, Centreville, MD 21617
  • /68

    $1,099,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,036 Sq Ft

    203 Riverside Dr, Chester, MD 21619

    To-be-built 5BR, 3.5BA waterfront home by Laine Street Homes — now under construction and perfectly positioned to capture breathtaking sunrises over the waterfront of Crab Alley Creek. Thoughtfully designed for modern coastal living, this home will offer panoramic water views from the main level and the primary suite, filling the interior with natural light and scenic beauty. The bright layout

    Chrissy Schultz Long & Foster Real Estate, Inc.

    203 Riverside Dr, Chester, MD 21619
  • /15

    $70,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    111 Beach Harbor Rd, Grasonville, MD 21638

    HUGE PRICE DROP! Now is your time to buy that sweet summer spot!Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This

    Amber Bertholdt HSA By The Bay

    111 Beach Harbor Rd, Grasonville, MD 21638
  • /12

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    0 Harbor Dr, Chester, MD 21619

    New home being built! Act now and pick all your colors! Finished models can be seen! Call agent for details.

    DJ Dauses Coldwell Banker Waterman Realty

    0 Harbor Dr, Chester, MD 21619

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