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Modern & Contemporary Homes for Sale in Queen Anne's County MD

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  • /70

    $515,000

    $45K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    Four Seasons @ Kent Island - 55+ Community - Price Improvement + Seller to Credit $4000 towards Capital Contribution Fee * Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • /68

    $1,995,000

    $400K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,504 Sq Ft

    377 Hemsley Dr, Queenstown, MD 21658

    Waterfront living in Queenstown with sought-after southeastern exposure and 7 ft MLW, offering ideal conditions for boating and enjoying life on the water. Set on a beautifully landscaped, high-elevation lot, the property provides both privacy and peace of mind, with mature plantings, manicured grounds, and a paved driveway that creates a welcoming approach. This 4-bedroom, 3.5-bath home spans

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    377 Hemsley Dr, Queenstown, MD 21658
  • /52

    $495,000

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    226 Liam Thomas Ln Unit D6, Stevensville, MD 21666

    Welcome to this Ellendale Community end unit townhome! Turn-Key 4-Bedroom, 3.5 Bath Home . Eastern Shore Lifestyle & Easy Commuting. This home offers a bright, open layout designed for effortless everyday living and entertaining. With high-end upgrades and fresh paint, you can move right in and start enjoying the relaxed Eastern Shore lifestyle. Interior Features & Upgrades Bedrooms/Baths: 4

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    226 Liam Thomas Ln Unit D6, Stevensville, MD 21666
  • /56

    $659,900

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

    784 Moorings Cir, Stevensville, MD 21666

    This beautifully maintained 2-bedroom, 3-bath home is located in a desirable 55 community and offers comfort, style, and convenience. Enter through a charming courtyard into a bright, open floor plan featuring cathedral ceilings and a spacious great room with a gas fireplace, perfect for relaxing or entertaining. The kitchen features granite countertops, ample cabinetry, and flows seamlessly into

    Deb Trombley Core Partners Realty LLC

    784 Moorings Cir, Stevensville, MD 21666
  • /60

    $4,995,000

    $405K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,156 Sq Ft

    2800 Bennett Point Rd, Queenstown, MD 21658

    Architect-designed contemporary waterfront home on nearly 18 private acres across two parcels with approximately 1,400 feet of shoreline on Greenwood Creek. Positioned to capture 180-degree western views, the property offers privacy, deep water, and a setting that is increasingly difficult to find on Maryland’s Eastern Shore. A custom pivoting front door creates a striking first impression and

    Courtney Chipouras TTR Sotheby's International Realty

    2800 Bennett Point Rd, Queenstown, MD 21658
  • /64

    $600,000

    • 5 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    310 Allison Jane Dr Unit H-1, Stevensville, MD 21666

    $10,000 Buyer Credit with an Acceptable Offer! Use it to Buy Down Your Rate! Use it to Build a Deck! Like new and loaded with upgrades, this stunning end-unit Baldwin townhome is just three years young and offers the perfect blend of style, space, and convenience. Featuring 4 bedrooms, 4 full baths, and 1 half bath, this spacious home was thoughtfully designed for modern living. The heart of the

    Kathleen Higginbotham Samson Properties

    310 Allison Jane Dr Unit H-1, Stevensville, MD 21666
  • /78

    $1,195,000

    Open Thu 4PM - 6PM $55K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,413 Sq Ft

    2855 Cox Neck Rd, Chester, MD 21619

    Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring

    Tricia Wilson Wilson Realty & Staging LLC

    2855 Cox Neck Rd, Chester, MD 21619
  • /47

    $749,900

    • 3 Beds
    • 2 Baths

    130 Oyster Cove Dr Unit 130, Grasonville, MD 21638

    Nestled within the prestigious Oyster Cove community, this exquisite 3rd floor Penthouse corner residence offers a harmonious blend of luxury and comfort, perfectly situated along the serene Kent Narrows/ Prospect bay. Served by elevator, the contemporary architectural style is complemented by high-end finishes throughout, including luxury vinyl plank flooring and elegant built-ins that enhance

    Jonathan Olsavsky Coldwell Banker Waterman Realty

    130 Oyster Cove Dr Unit 130, Grasonville, MD 21638
  • /47

    $520,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,418 Sq Ft

    2649 Roberts Station Rd, Ingleside, MD 21644

    Welcome to this charming home nestled in the quaint town of Ingleside, MD, offering the perfect blend of comfort, space, and peaceful country living. Situated on a generous .70 acre lot, this 2 1/2 story residence provides room to grow, and enjoy the beauty of it’s serene surroundings.Inside, you’ll find 4 spacious bedrooms, 2 full baths and 1 half bath, thoughtfully designed for both

    Robert Bringman Long & Foster Real Estate, Inc.

    2649 Roberts Station Rd, Ingleside, MD 21644
  • /5

    $300,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    509 Teal Ct, Chester, MD 21619

    Welcome to your perfect island retreat in the sought-after waterfront community of Bayside! This beautifully positioned end-unit condominium offers the ideal blend of comfort, convenience, and breathtaking scenery. Enjoy tranquil pond views with a charming fountain, along with glimpses of the Chester River and marina—all from the privacy of your own deck. Whether you're sipping your morning

    Darlene Winegardner RE/MAX Executive

    509 Teal Ct, Chester, MD 21619
  • /27

    $287,500

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft

    114 Merganser Ct, Chester, MD 21619

    Experience the ease of resort-style, maintenance-free living in this beautifully updated upper-level condominium featuring open views, abundant natural light, and the privacy of having no neighbors above. Hardwood floors, soaring vaulted ceilings, and a cozy gas fireplace create a warm and inviting atmosphere throughout the main living area.The spacious primary suite offers a peaceful retreat

    Beverly Sloane Benson & Mangold, LLC

    114 Merganser Ct, Chester, MD 21619
  • /61

    $994,000

    $85K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,073 Sq Ft

    14 Fairway Island, Grasonville, MD 21638

    Welcome to this stunning custom home overlooking the 10th green in the prestigious Prospect Bay community. Situated on a beautiful one-acre lot, this residence offers over 3,000 square feet of living space with 4-5 bedrooms and an ideal floor plan for everyday living and entertaining.The dramatic two-story foyer welcomes you into a thoughtfully designed home featuring elegant architectural

    Jimmy White Long & Foster Real Estate, Inc.

    14 Fairway Island, Grasonville, MD 21638
  • /52

    $515,000

    $34K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,586 Sq Ft

    34 Queen Anne Way, Chester, MD 21619

    WATERFRONT Condo! Open House dates scheduled. Beautifully renovated 2BR/2.5BA waterfront condominium located in the sought-after Queen’s Landing resort-style community on the scenic Chester River, just off the Chesapeake Bay. This move-in-ready home showcases a stunning top-to-bottom remodel, including new luxury vinyl plank flooring, new carpet, fresh paint throughout (ceilings, walls, trim, and

    Lona Todd Taylor Properties

    34 Queen Anne Way, Chester, MD 21619
  • /43

    $650,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,850 Sq Ft

    24 Fairway Island, Grasonville, MD 21638

    Contemporary home in Prospect Bay offering approximately 2,850 square feet of living space and available for the first time since 1999. Features 3 bedrooms, including 2 on the main level, and 2.5 baths. The family room includes a fireplace and triple sliders leading to the deck. Spacious primary suite. Loft overlooking the family room, ideal for a home office, sitting area, or additional living

    Jimmy White Long & Foster Real Estate, Inc.

    24 Fairway Island, Grasonville, MD 21638
  • /17

    $1,990,000

    • 6 Beds
    • 5 Baths
    • 4,535 Sq Ft

    206 Queen Anne Club Dr, Stevensville, MD 21666

    The location of this property is fabulous! One of the most beautiful spots on the bay, it features a panoramic view across the bay to Annapolis! Watch the ships going in and out of Baltimore, magnificent sunsets, and the Blue Angels, when they perform!In a small neighborhood, just minutes from the Bay Bridge, the property has all you need for a year-round home or for a week-end or vacation

    Mary Stevens Long & Foster Real Estate, Inc.

    206 Queen Anne Club Dr, Stevensville, MD 21666
  • /33

    $362,500

    • 2 Beds
    • 2.5 Baths
    • 1,161 Sq Ft

    1302 Marion Quimby Dr, Stevensville, MD 21666

    Welcome to 1302 Marion Quimby Dr. Nestled in the serene Thompson Creek community, this charming townhouse with a new HVAC and hot water heater offers a perfect blend of comfort and modern living. With 1,161 square feet of thoughtfully designed space, this home features two spacious bedrooms and two and a half bathrooms, making it an ideal retreat for those seeking tranquility and convenience.

    Lawrence Doyle Long & Foster Real Estate, Inc.

    1302 Marion Quimby Dr, Stevensville, MD 21666
  • /47

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    101 Marion Quimby Dr, Stevensville, MD 21666

    Waterfront with assigned pier on Thompson Creek – Rare End-Unit TownhomeFantastic opportunity to own an end-unit waterfront townhome with direct views of Thompson Creek, complete with an assigned pier featuring power and water. Inside, gleaming hardwood floors flow through the kitchen and living room. The main level offers a convenient bedroom, while upstairs you'll find a huge loft-style

    Vanessa Knight Engel & Völkers Annapolis

    101 Marion Quimby Dr, Stevensville, MD 21666
  • /67

    $1,750,000

    • 9 Beds
    • 3.5 Baths
    • 4,025 Sq Ft

    410 Wallman Way, Stevensville, MD 21666

    Experience some of the most captivating views the Chesapeake Bay has to offer. Perfectly positioned at the first exit off the Bay Bridge, this waterfront property showcases sweeping water views, stunning sunrises, and a front-row seat to the iconic Chesapeake Bay Bridge.The shoreline is ideal for enjoying the Bay lifestyle-launch a kayak, paddleboard, jet ski, or small skiff right from your

    April Dannenberg Chaney Homes, LLC

    410 Wallman Way, Stevensville, MD 21666
  • /38

    $349,000

    $14K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,302 Sq Ft

    6005 Bridgepointe Dr, Chester, MD 21619

    Low maintenance island living at its best! 6005 Bridgepointe Dr is freshly painted, deep cleaned, and ready for its new owners! All appliances new within the last two years, power washed & fresh paint on the deck with beautiful views of the pond. Easy access to RT50 - perfect for the commuter. Quiet neighborhood.

    Megan Rosendale Rosendale Realty

    6005 Bridgepointe Dr, Chester, MD 21619
  • /86

    $525,000

    $15K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    114 Bayview, Grasonville, MD 21638

    Save up to $320/month with a Lender Paid 1 Point Buy Down with accepted offer by 6/30/26 - Ask Lender for details! Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up

    Kathleen Higginbotham Samson Properties

    114 Bayview, Grasonville, MD 21638
  • /69

    $548,000

    $31K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,630 Sq Ft

    107 Overture Way, Centreville, MD 21617

    NOE: THIS HOME OFFERS OVER 3,630 Sq Ft of Finished Space including the Professionally Finished dWalkout Basement! This stunning home as been refreshed and is ready to be your retreat from the fast lane of life! You won’t find a home at Symphony Village with more desirable features than this spacious home backing to acres of preserved woodlands and paved walking trails. Come through the front door

    Carol Delayo Chaney Homes, LLC

    107 Overture Way, Centreville, MD 21617
  • /63

    $989,800

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

    203 Riverside Dr, Chester, MD 21619

    Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary

    Chrissy Schultz Long & Foster Real Estate, Inc.

    203 Riverside Dr, Chester, MD 21619
  • /55

    $380,000

    $8K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    6010 Bridgepointe Dr, Chester, MD 21619

    Welcome to this beautifully situated two-story townhome overlooking the tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient location to Route 50 and just minutes from waterfront dining, Kent Narrows, the Cross Island Trail, public boat ramps, parks, shopping, medical facilities, and more. Experience the perfect blend of

    April Heim Rosendale Realty

    6010 Bridgepointe Dr, Chester, MD 21619
  • /68

    $1,400,000

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    952 Chester River Dr, Grasonville, MD 21638

    Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill

    Kathleen Higginbotham Samson Properties

    952 Chester River Dr, Grasonville, MD 21638
  • /47

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    108 Prospect Bay Dr W, Grasonville, MD 21638

    Much loved home sited on 1.03 acres offering sunset views over the water on one side and golf course views on the other. This spacious home features quality 2x6 construction, hardwood flooring, and Andersen windows that provide abundant natural light throughout. The kitchen measures approximately 19’ x 14’ and includes maple cabinetry, a center island, table space, and an open layout connecting

    Jimmy White Long & Foster Real Estate, Inc.

    108 Prospect Bay Dr W, Grasonville, MD 21638
  • /38

    $424,989

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    111 Ryan Dorsey Ln, Stevensville, MD 21666

    Welcome to Ellendale! This beautifully maintained townhome offers the perfect blend of comfort, convenience, and low-maintenance living.*Nestled in the back of the community overlooking the pastures of Kent Manor Inn and Community Pond. * The open floor plan features 9’ ceilings, abundant natural light, , and two-car garage. Upstairs you’ll find two spacious bedrooms, while the finished

    Michael Roenigk Chaney Homes, LLC

    111 Ryan Dorsey Ln, Stevensville, MD 21666
  • /52

    $719,000

    $56K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,658 Sq Ft

    481 Eagle Manor Dr, Church Hill, MD 21623

    GAME CHANGER--Qualified buyers may take advantage of a seller-paid 2-1 interest rate buydown with acceptable terms. This beauty is ready to WOW you & has a new lower price! From the moment you step inside your attention will be drawn to all the little details that make this property a show stopper... Wood beams on the soaring ceilings, huge center kitchen island with storage on both sides,

    Tricia Wilson Wilson Realty & Staging LLC

    481 Eagle Manor Dr, Church Hill, MD 21623
  • /21

    $309,900

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

    302 Merganser Ct Unit A, Chester, MD 21619

    Welcome to coastal living in this beautifully updated first-floor, end-unit condo, offering the perfect blend of comfort, convenience, and resort-style amenities in one of Kent Island's most sought-after communities. With no stairs to navigate and handicap-accessible features, this home provides effortless everyday living while enjoying the added privacy and abundant natural light that only an

    Jen Kenney Keller Williams Flagship

    302 Merganser Ct Unit A, Chester, MD 21619
  • /29

    $700,000

    $80K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    132 Wheelhouse Way Unit 11, Chester, MD 21619

    Priced to sell at just $700,000, this is an exceptional opportunity. With a $160,000 lot premium and over $60,000 in builder upgrades, this home is offered below its replacement value. Experience everything Four Seasons has to offer without the wait. This meticulously maintained home shows like new and is located just steps from the community amenities and vibrant social spaces that make Four

    Matthew Arnold Real Broker, LLC

    132 Wheelhouse Way Unit 11, Chester, MD 21619
  • /61

    $1,215,000

    $110K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,742 Sq Ft

    350 Narrows Pointe Dr Unit 62, Grasonville, MD 21638

    Perfectly positioned along the living shoreline of the Chester River, this waterfront residence in the gated community of Narrows Pointe offers breathtaking, million-dollar water views and a lifestyle centered around the beauty of the Eastern Shore. One of the few wide units in the community, the home is thoughtfully designed to maximize its remarkable setting. Three-panel sliding glass doors

    Renee Durakis Northrop Realty

    350 Narrows Pointe Dr Unit 62, Grasonville, MD 21638
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