Queen Annes Homes for Sale

Queen Annes Homes for Sale

Welcome to Queen Anne’s County, Maryland – a hidden gem nestled on the eastern shore of the Chesapeake Bay. This picturesque region is known for its stunning landscapes, charming small towns, and rich history, making it an ideal place for those seeking both tranquility and adventure. With its lush greenery, waterfront views, and vibrant community, Queen Anne’s County offers a perfect blend of rural charm and modern amenities.

As you explore the area, you’ll discover a variety of outdoor activities, from boating and fishing on the bay to hiking and biking along scenic trails. The county is home to several parks and nature reserves, including the beautiful Kent Island and the serene Blackwater National Wildlife Refuge, where nature enthusiasts can immerse themselves in the great outdoors.

Queen Anne’s County is not just about nature; it also boasts a thriving local culture with art galleries, farmers' markets, and delightful eateries serving up the best of Maryland’s seafood. The county's rich history is reflected in its well-preserved historic sites and charming architecture, offering a glimpse into the past.

For those looking to make Queen Anne’s County their home, there are a variety of homes for sale that cater to diverse lifestyles and budgets. From quaint cottages by the water to spacious family homes in friendly neighborhoods, you’ll find properties that perfectly suit your needs. With its welcoming community and stunning surroundings, Queen Anne’s County is the ideal place to plant roots and create lasting memories. Come and discover your dream home in this enchanting part of Maryland!

Newest Queen Annes Homes for Sale

$899,000
3 Beds ⋅ 2 Baths
Bring your water toys and move right in! Located on the Chester River, this beautifully remodeled water front home is ready for a quick sale so you can enjoy the rest of the prime season! Private pier with 10k lb boat lift and 2 jet ski lifts, built in 2021. Open deck with spectacular views of the sunsets! Inside the home has been upgraded with all new hard surface flooring and neutral decor. A modern kitchen with SS appliances including gas stove, painted wood cabinetry, quartz countertop with bar and pantry. Open concept floor plan with water views from all rooms in the rear. Large dining area opens to the living area with gas fireplace. Sliders are on the entire back of the home offering so much light and breathtaking water views. The one level living is so convenient with 3 bedrooms and 2 full baths. Down the hall from the main living areas are 2 generous bedrooms and a full bath. A separate laundry room featuring a full size washer and dryer, tankless gas water heater and well equipment is tucked away. To complete the one level living is an primary en suite offering a walk in closet with built ins and a full bath with double vanities. An added bonus of a detached carriage house with a 20x13 club room with it's own heat and air system. The crawlspace under the main house was encapsulated in 2021. Plenty of parking on the concrete driveway. Mature landscaping with flowering bushes. This community is so convenient, just minutes to Rt 50, downtown Grasonville, halfway between Stevensville and Queenstown. If you are looking for water front home with a great place for your boat, look no further.

942 Chester River Dr, Grasonville

Listing courtesy of Maryland Real Estate Network. Contact: (240) 456-0016
$1,500,000
4 Beds ⋅ 3 Baths
Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater’s dream — complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone)— perfect for crabbing, fishing, or setting out for a sunset cruise. The home’s Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures you’ll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. ft. of living space includes a magnificent 35’ x 17’ great room anchored by a floor-to-ceiling stacked-stone fireplace with a wood stove—powerful enough to heat the entire home! The open-concept of the great room, dining and kitchen areas make entertaining a joy. Kitchen features custom cabinetry, granite countertops, a beverage fridge, island, and ample dining space—flowing seamlessly to the screened porch and wrap-around decking. This home also enjoys over 2 thousand ft of heating tubes under the floor for warm-radiant heating you won't find anywhere else! The main level offers 3 spacious bedrooms, 2 full baths, and convenient laundry and storage areas. Upstairs, the cozy loft-style family room with skylights overlooks the great room and leads to a luxurious 25’ x 23’ primary suite, complete with a spa-inspired bath featuring dual sinks, a whirlpool tub, separate shower, and skylights that fill the space with natural light. Every inch of this home was designed to celebrate waterfront living at its finest—a place where comfort meets adventure, and every day feels like a getaway. 🌅 Don’t wait—this rare Bennett Point gem won’t last long!

2006 Bennett Point Rd, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$459,000
3 Beds ⋅ 2 Baths
9999

4300 Main, Grasonville

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$624,900
4 Beds ⋅ 3 Baths
LIKE NEW HOME located in the Romancoke on the Bay community featuring 4 bedrooms, 2.5 baths & 2-car side-entry garage situated on a 0.67 acre lot backing to TREES. Walking up to the home the Walk is Stamped Concrete which leads to the Stamped Concrete COVERED Front Porch & Upgraded Front Door. Upon Entering the Home the MAIN Level Features: Primary Bedroom w/ large walk in closet & En-suite Bath w/ Tiled Stall Shower & oversized White Vanity * Luxury vinyl plank flooring throughout the Foyer, Kitchen, Dining & Family Rooms * Gourmet Kitchen w/ White soft-close cabinets, Stainless Appliances, MARBLE countertops & step up counter overlooking Spacious Family Room complete w/ Propane Fireplace * Laundry Room w/ Washer/Dryer included + additional cabinetry w/ Marble countertops * Separate Dining Room w/ pass- thru to Kitchen * Upgraded baseboards & Handrails * Slider off Family Room to 16x20 Stamped Concrete Patio. Upstairs you'll find 3 Spacious bedrooms, all w/ AMPLE Closet space, Additional linen closets in the Hallway & Full Bath w/ Luxury Vinyl Floors, White Vanity & Tub/Shower. Boasting just over 2100sq ft, this home has Elegant features & is Waiting for YOU to Call it HOME! Recent Improvements include: Paved Asphalt Driveway, Kohler Whole House Generator, OWNED 250 gallon Propane Tank, Direct Propane Connection for 2 Grills on the Patio, Gutter Guard system, Custom Hunter Douglas Blinds Throughout the Home, Whole House Water Filtration System + RO system at Kitchen Sink & Exterior Landscaping! Lot has been expanded in size since the original sale providing potential for Pole Barn or other uses! 2 Additional Lots located at 138 & 142 Olive Branch Rd are also FOR SALE for those looking for Multi-generational property potential, totaling nearly 2acres! County has approved Olive Branch Rd for paving to be completed approx. Q4 2026/Q1 2027.

136 Olive Branch Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005
$749,000
3 Beds ⋅ 2 Baths
Welcome to your own private Eastern Shore retreat! Nestled on approximately 17.6 picturesque acres, this charming property offers the perfect blend of peaceful country living and everyday convenience. The home features comfortable one-level living with spacious gathering areas, a cozy wood stove, and beautiful views of the surrounding countryside. Whether you’re looking for room to garden, hunt, farm, enjoy outdoor recreation, or simply relax and take in the tranquility, this property provides endless possibilities. The expansive acreage offers privacy, open space, and the opportunity to create the lifestyle you’ve been dreaming of while still being just a short drive to shopping, dining, and major commuter routes.

1520 John Brown Rd, Queenstown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$924,000
3 Beds ⋅ 3 Baths
Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This single family home with 10 foot ceilings blends style, comfort, and functionality, in Kent Island's premier 55+ resort-style community. Enjoy the convenience of a thoughtfully designed main level home featuring a spacious primary suite, guest bedroom, and a private home office - perfect for working from home or hosting visitors in a den setting. The Gourmet Kitchen is special, boasting upgraded appliances, expansive quartz counter tops, custom cabinetry, double wall ovens, stainless steel refrigerator with French doors, and a large island ideal for entertaining. Your primary suite includes a spa style bathroom complete with walk-in shower. The upper level of the home offers an and additional bedroom, and a second family room. Don't miss the full walk in storage area above the garage that is partially finished. More storage is available in the oversized fully finished two car garage with room for a third car or golf cart. Off the dining area is a screened-in porch and paver patio with a fire pit and out door built in grilling area. Backing to the pond, no houses behind you and views of the fountain is what makes this truly an exceptional lot and setting. The community run irrigation system Is an added bonus to this community. You will certainly enjoy the 24,000 square foot Clubhouse located directly on the Chester River. Fantastic amenities include an outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, Tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, pickle ball & tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. This development is an unrivaled, amenity-filled, resort-style experience.

214 Bayberry Dr, Chester

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$499,000
3 Beds ⋅ 2 Baths
Welcome to this beautiful home in the NO HOA section of North Brook! Nestled on a private, tree lined, cul-de-sac lot, this well maintained home offers the perfect blend of comfort, space, and privacy. Inside, you’ll find 3 spacious bedrooms, 2 full bathrooms, and a large bonus room that provides endless possibilities for a home office, guest space, playroom, etc. The impressive 10-foot ceilings create an open, grand feel throughout the home. The inviting sunroom offers a peaceful place to relax and leads directly to the Trex floorboard deck, making outdoor entertaining a breeze. Step outside to enjoy the beautiful mature landscaping and private backyard, surrounded by trees and offering a tranquil setting you’ll love coming home too. The home also features an upgraded crawlspace with approximately 1,940 square feet of storage, providing an incredible amount of space for seasonal items, equipment, and more. Major recent upgrades include New roof (less than 1 year old), New HVAC (2024) and New garage door (2024) With its spacious layout, high ceilings, sunroom, Trex deck, private wooded setting, incredible storage, and NO HOA, this North Brook home is a wonderful opportunity you won’t want to miss!

155 Granard Ave, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$660,000
2 Beds ⋅ 2 Baths
Welcome to Resort-Style Living at Four Seasons at Kent Island! Why wait for new construction when you can move right into this beautifully upgraded Donegal model with the sought-after Great Room extension? Offering exceptional value, this is currently the lowest-priced single-family home in the community, making it an outstanding opportunity to enjoy one of Maryland’s premier 55+ active adult neighborhoods. Designed with both elegance and everyday comfort in mind, this home features a stunning Gourmet Kitchen highlighted by a large Quartz Island, premium Gourmet Appliance Package with Double Oven, and abundant workspace—perfect for everything from casual breakfasts to holiday entertaining. The open-concept Great Room creates an inviting gathering place, centered around a warm Gas Fireplace, while upgraded lighting throughout the home adds a sophisticated touch. The Luxury Spa Bath offers a private retreat after a busy day, and Quartz vanities in every bathroom provide both beauty and durability. The thoughtfully designed floor plan includes first-floor bedrooms, allowing comfortable one-level living. A dedicated home office on the main level provides an ideal workspace, hobby room, or can easily function as a third bedroom for visiting family and friends. Additional premium features include elegant Plantation Shutters, an oversized two-car garage with generous storage space, and an underground irrigation system that helps keep your lawn lush while minimizing maintenance. With approximately $89,000 in builder upgrades and options, this home offers exceptional quality and value that would be costly to duplicate today. Come experience the carefree lifestyle of Four Seasons at Kent Island, where resort-style amenities, beautiful surroundings, and a vibrant social atmosphere make every day feel like a vacation. Life in Four Seasons at Kent Island is about more than the home itself. Residents enjoy resort-style amenities including a stunning clubhouse, indoor and outdoor pools, fitness center, pickleball courts, walking trails, kayak launch, fishing pier, and an active social calendar designed for a vibrant lifestyle.

118 Broadwater Dr, Chester

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$599,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully updated contemporary offering water views, flexible living space, and a community pier practically in your backyard! With 3 bedrooms and 2 full baths, this home features a primary bedroom on each level, making the layout ideal for a variety of living arrangements.The heart of the home is the gourmet kitchen, complete with granite countertops, a stylish glass backsplash, stainless steel appliances, a center island, breakfast bar, and plenty of space for a kitchen table. Just beyond, the dramatic two-story living room features a cozy gas fireplace, refinished hardwood floors, and a beautiful stained-glass window that adds character and charm. Enjoy the convenience of a main-level primary bedroom, while upstairs, the entire second floor is dedicated to an expansive primary suite with beautiful views of Greenwood Creek. Outdoor living is just as inviting. Relax on the screened porch, large deck, enjoy the fenced rear yard, or head just steps away to the community pier, where an available boat slip puts days on the water within easy reach. You get the Chesapeake lifestyle and beautiful water views without the waterfront taxes! The entire home has been freshly painted and the hardwood floors beautifully refinished, making it ready for its next owner. Additional features include an encapsulated crawl space and a spacious 2-car garage.Water views, boating access, beautiful updates, and a unique contemporary design—this is Eastern Shore living without the waterfront price tag.

1700 Bennett Point Rd, Queenstown

Listing courtesy of Rosendale Realty. Contact: 4107580333
$225,000
4 Beds ⋅ 2 Baths
Extra-wide fenced lot, and just minutes from Chestertown and Chester Harbor. Introducing this spacious 4-bedroom, 2-bath ranch on an extra-wide fenced lot in Chester Harbor, just minutes from historic Chestertown. Offering comfortable single-level living, the home features a large family room, an expansive kitchen with abundant cabinet and counter space, and a functional floor plan that's move-in ready with the opportunity to add your own cosmetic updates. The generous layout includes four bedrooms, two full baths, and flexible space for guests, a home office, or hobbies. Outside, the oversized iron-fenced yard provides plenty of room for gardening, entertaining, pets, or future expansion. Enjoy your morning coffee or evening unwind on the side porch, while the attached one-car garage adds convenient storage. As part of the Chester Harbor community, you'll enjoy access to the community boat ramp and the Chester River, making it easy to spend your days boating, fishing, kayaking, or simply enjoying the waterfront lifestyle. Ideally located near marinas, parks, waterfront dining, and the charm of downtown Chestertown, this property offers the perfect blend of space, convenience, and recreational opportunities.

533 Round Top Rd, Chestertown

Listing courtesy of EXP Realty, LLC. Contact: 8333357433
$295,000
3 Beds ⋅ 2 Baths
COMING SOON!! Welcome home...spacious rancher nestled on a beautiful, private 1-acre lot. This home offers 3 bedrooms, 2 full bathrooms, a cozy living room, and an eat-in kitchen perfect for everyday living. The full unfinished basement provides endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the peaceful backyard, featuring a privacy-fenced yard and a paved driveway. The roof, siding, and windows were replaced approximately 10 years ago, offering added value and peace of mind. Stay warm and keep utility costs down during the colder months with both a pellet stove in the living room and a wood-burning stove in the basement. With just a little updating, this home could be everything you've been looking for. Offering privacy, space, and endless potential, it's a great opportunity to make it your own. Located just minutes from the historic waterfront town of Chestertown, you’ll enjoy charming boutiques, local restaurants, seasonal festivals, the popular Farmers Market, and plenty of ways to experience the scenic beauty of the Chester River. The area perfectly captures the charm and lifestyle of Maryland’s Beautiful Eastern Shore.

240 Round Top Rd, Chestertown

Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183
$315,000
3 Beds ⋅ 2 Baths
Welcome to 109 Parma Road in family-friendly Chester Harbor. This well-maintained home is located on a quiet street and has three generously sized bedrooms with hardwood flooring and 2 full bathrooms. An upgraded kitchen featuries granite countertops, SS appliances, and solid wood cabinets with quiet-close drawers. Spacious living room off the kitchen and dining room combo. Spacious and private backyard is perfect for dogs and children. Mature oak trees provide lots of cool shade. Recent upgrades include: bathroom vanities, ceilings fans, light fixtures, microwave, interior paint, driveway crushed run. Chester Harbor is a quiet community with water access to the Chester River for just $15 per year and NO HOA. 5 minutes to downtown Historic Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market. Enjoy country living on the Eastern Shore. Less than one hour to Annapolis. Much more info and professional photos coming soon. Stay tuned!

109 Parma Rd, Chestertown

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

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