5,130

Queen Annes, MD Homes

Section Image Section Image
  • /75

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 2,771 Sq Ft

    444 Macum Creek Dr, Chester, MD 21619

    **PLEASE CLICK ON VIRTUAL TOUR ICON FOR INTERACTIVE FLOOR PLAN****Welcome to 444 Macum Creek Drive**Enjoy the Water Views from the Main Level Porch, Upper-Level Porch and Primary Suite**Formal Dining Room leads into the Stunning Living Area w/Upgraded Kitchen Cabinets and New Appliances**Main Level Office w/Waterview**Freshly Painted throughout in 2023**Main Level w/Hardwood Flooring**3

    Deborah Savoie Long & Foster Real Estate, Inc.

    444 Macum Creek Dr, Chester, MD 21619
  • /33

    $445,000 Sold Aug 14, 2025

    • 1,896 Sq Ft
    • $235/SF
    • 41 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    1809 Stevens Dr, Chester, MD 21619

    Best deal on Kent Island! Beautiful 4 Bedroom 2 1/2 bath Cape on over 1/2 acre in peaceful Harbor View. Airy and spacious, this terrific home boasts 2 Bedrooms plus Full bath on the Main level with all new hardwood flooring and separate light -filled and cozy living and dining spaces. The gorgeous just updated kitchen features fabulous quartz countertops, all modern stainless steel

    Greg Koch Taylor Properties

    1809 Stevens Dr, Chester, MD 21619
    • /60

      Est $548,304 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,048 Sq Ft

      107 Gibson Cir, Chester, MD 21619

      107 Gibson Cir, Chester, MD 21619
  • /45

    $1,049,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,634 Sq Ft

    132 Kestrel Ln, Chester, MD 21619

    Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connection, and the natural beauty of the Chesapeake Bay.From the moment you arrive, the covered

    Brad Kappel TTR Sotheby's International Realty

    132 Kestrel Ln, Chester, MD 21619
  • /61

    $790,000 Sold Aug 13, 2025

    • 2,453 Sq Ft
    • $322/SF
    • 72 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2021

    194 Sailcloth Way, Chester, MD 21619

    Welcome to your dream home situated on a coveted premium lot that backs to the woods giving you endless views of wildlife. The first-floor living is ideal for all homeowners and offers you a large primary bedroom, an office/2nd bedroom and a completely open concept on the main level. The kitchen boasts custom cabinets, stainless steel appliances, double oven, gas range with exhaust hood and

    Ross Hunsberger Coldwell Banker Realty

    194 Sailcloth Way, Chester, MD 21619
    • /69

      Est $624,180 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft

      201 Gibson Cir, Chester, MD 21619

      201 Gibson Cir, Chester, MD 21619
  • /44

    $709,900

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    200 Harrier Way Unit 21, Chester, MD 21619

    Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway

    shannon Gompers Long & Foster Real Estate, Inc.

    200 Harrier Way Unit 21, Chester, MD 21619
  • /34

    $285,000 Sold Aug 08, 2025

    • 1,073 Sq Ft
    • $266/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    211 Golden Eye Ct, Chester, MD 21619

    Discover this impeccably cared-for 2-bedroom, 2-bathroom condo, offering the ultimate in low-maintenance living within one of Kent Island’s most desirable neighborhoods. This second floor unit boasts an open-concept living and dining area that creates a warm, inviting space perfect for both relaxing and entertaining. Enjoy peace and tranquility on your personal balcony. The Bayside community

    Brendan Noone Coldwell Banker Realty

    211 Golden Eye Ct, Chester, MD 21619
    • /31

      Est $360,388 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft

      1817 Stevens Dr, Chester, MD 21619

      1817 Stevens Dr, Chester, MD 21619
  • /10

    $499,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,791 Sq Ft

    108 Bodys Neck Rd, Chester, MD 21619

    Coming Soon in Bayside on Kent Island – Resort-Style Island Living with Unmatched Water Views!Discover the perfect blend of coastal charm and modern luxury in this rarely available, oversized end-unit townhome Perfectly positioned to capture water views and marina, this meticulously updated 3-bedroom, 2.5-bath home offers a true resort-style experience in one of the Eastern Shore’s most

    Bill Longest Realty Navigator

    108 Bodys Neck Rd, Chester, MD 21619
  • /72

    $960,000 Sold Aug 08, 2025

    • 3,541 Sq Ft
    • $271/SF
    • 4 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2011

    133 Henry Stoupe Way, Chester, MD 21619

    Welcome to your dream home in the sought-after waterfront community of Gibson’s Grant! Situated on one of the largest corner lots in the neighborhood, this spacious 6-bedroom, 4.5-bathroom home offers over 3,500 square feet of beautifully designed living space — perfect for comfortable everyday living and effortless entertaining.Step into your own backyard oasis featuring a 520 sq ft

    Tara Trout Keller Williams Flagship

    133 Henry Stoupe Way, Chester, MD 21619
    • /29

      Est $355,346 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,066 Sq Ft

      1908 Harbor Dr, Chester, MD 21619

      1908 Harbor Dr, Chester, MD 21619
  • /34

    $700,000

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft

    245 Peregrine Dr, Chester, MD 21619

    Professional photos coming soon-This spacious 4-bedroom, 3-bathroom home offers the perfect balance of comfort, style, and functionality. Nestled in a tranquil and highly sought-after neighborhood, this home boasts an open-concept layout, ideal for entertaining guests with the screen in back porch. The inviting living room flows seamlessly into the luxury kitchen, featuring modern appliances,

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    245 Peregrine Dr, Chester, MD 21619
  • /27

    $499,000 Sold Aug 06, 2025

    • 1,890 Sq Ft
    • $264/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    203 Anchor Ln, Chester, MD 21619

    HOT OFF THE PRESS! Seller is offering to pay down mortgage rate by 1 point for any accepted offer by June 20th! Plus the listing agent will provide a home warranty! WE INVITE YOU TO TAKE A 2nd LOOK!! Staged and re-freshed you'll wonder why you didn't scoop this one up earlier! This adorable rancher has the traditional 3 bedrooms and 2 baths and so much more including a large dining area,

    Tricia Wilson Wilson Realty & Staging LLC

    203 Anchor Ln, Chester, MD 21619
    • /22

      Est $1,323,816 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 780 Sq Ft

      2012 Chester Rd, Chester, MD 21619

      2012 Chester Rd, Chester, MD 21619
  • /45

    $847,500

    • 3 Beds
    • 3 Baths
    • 2,583 Sq Ft

    124 Nauset Ln, Chester, MD 21619

    NEW UPDATED PHOTOS!! Take another look!Turnkey Luxury with Over $175K in Upgrades – Four Seasons at Kent IslandThis beautifully enhanced Killarney with Loft model in Phase I offers the ultimate in resort-style living, featuring over $100K in builder upgrades and $75K in custom renovations.The gourmet kitchen impresses with a 10’ white quartz island, dry bar, SMART stainless

    Jennifer Thomas RE/MAX Executive

    124 Nauset Ln, Chester, MD 21619
  • /47

    $435,000 Sold Aug 04, 2025

    • 1,568 Sq Ft
    • $277/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    2707 Cox Neck Rd, Chester, MD 21619

    Welcome to Harborview, a long established community on Maryland's eastern shore, home of some of the best seafood on the eastern seaboard! Come see everything that living on "The Shore" has to offer. Fantastic dining on the Kent Narrows, shopping at the outlets, the new pickleball courts in nearby Stevensville and Grasonville, the dog park and of course the new skate park! The Cross Island trail

    Samantha Hernandez Douglas Realty, LLC

    2707 Cox Neck Rd, Chester, MD 21619
    • /26

      Est $355,144 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,274 Sq Ft

      200 Church St, Chester, MD 21619

      200 Church St, Chester, MD 21619
  • /38

    $800,000

    • 5 Beds
    • 3.5 Baths
    • 3,065 Sq Ft

    104 Woods Rd, Chester, MD 21619

    PERFECT MULTI GENERATIONAL HOME!!!! LIST PRICE ADJUSTED !!FANTASTIC HOME! THE COMPLETE PACKAGE AND THEN MORE! INGROUND POOL! TWO PRIMARY BEDROOM/BATH SUITES! BOTH WITH GIANT WALK IN CLOSETS! EACH PRIMARY BATH HAS A STEP IN SHOWER, DOUBLE STONE VANITY PLUS SOAKING TUB! THIS HOME HAS A TOTAL OF 5 BEDROOMS PLUS 3 AND ONE HALF BATHS! PLENTY OF SPACE FOR THE HOME OFFICE! THE OPEN KITCHEN IS FULLY

    Temple Peirce Cummings & Co. Realtors

    104 Woods Rd, Chester, MD 21619
  • /43

    $495,000 Sold Jul 31, 2025

    • 1,400 Sq Ft
    • $354/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    2614 Ellicott Dr, Chester, MD 21619

    Like-New Construction | Turn-Key Living | Prime Chester Location. Welcome to 2614 Ellicott Drive, a stunning 2023-built home that blends modern design with everyday comfort — all nestled in the heart of Kent Island. Move-in ready and in absolute mint condition, this beautifully appointed property offers the perfect blend of style, space, and location. Step inside to discover rich, wide-plank

    Wendy Oliver Coldwell Banker Realty

    2614 Ellicott Dr, Chester, MD 21619
    • /35

      Est $397,442 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft

      28A Queen Mary Ct, Chester, MD 21619

      28A Queen Mary Ct, Chester, MD 21619
  • /73

    $769,000

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

    314 Thomas White Blvd, Chester, MD 21619

    WOW! this is your opportunity to get into this sought after community for UNDER $800k! Welcome to 314 Thomas White Blvd. Nestled in the sought-after waterfront community of Gibson’s Grant, this 4-bedroom, 3.5-bath home offers the perfect blend of refined living and relaxed coastal comfort. You will fall in love with the inviting front porch to the detached garage with the 4th bedroom and 3rd full

    Kathleen Higginbotham Keller Williams Flagship

    314 Thomas White Blvd, Chester, MD 21619
  • /51

    $485,000 Sold Jul 31, 2025

    • 1,840 Sq Ft
    • $264/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    412 Hanna Ct, Chester, MD 21619

    Welcome to 412 Hanna Court, Chester, MD – DID YOU KNOW THIS HOME HAS AN 2.75% ASSUMABLE VA MORTGAGE of $294K!!! Nestled at the end of a quiet cul-de-sac in the highly sought-after Claybourne Woods community, this beautifully maintained 4-bedroom, 2.5-bath home blends modern upgrades with everyday comfort in an ideal Eastern Shore location. Enjoy a quick 30-minute commute to Downtown

    Sarah Miller Hubble Bisbee Christie's International Real Estate

    412 Hanna Ct, Chester, MD 21619
    • /23

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      1437 Cox Neck Rd, Chester, MD 21619

      1437 Cox Neck Rd, Chester, MD 21619
  • /51

    $624,900

    • 2 Beds
    • 2 Baths
    • 1,913 Sq Ft

    224 Bayberry Dr, Chester, MD 21619

    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

    Petra Quinn Realty Navigator

    224 Bayberry Dr, Chester, MD 21619
  • /27

    $340,000 Sold Jul 31, 2025

    • 1,104 Sq Ft
    • $308/SF
    • 34 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1983

    15G Queen Anne Way, Chester, MD 21619

    Welcome to Queens Landing - Easy Living in this 2 bed 1.5 bath Waterfront Townhome ! Home features private balcony and patio overlooking the Chester River. Open floor plan with dining/living combo and main level powder room. So many amenities including Club House, In-ground heated pool, fitness center, and tennis and pickleball courts. Enjoy marina views and biking and walking trails. You'll

    Mackenzie Hoffer CENTURY 21 New Millennium

    15G Queen Anne Way, Chester, MD 21619
    • /57

      Est $490,442 Not Listed For Sale

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

      4E Queen Victoria Way, Chester, MD 21619

      4E Queen Victoria Way, Chester, MD 21619
  • /37

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    162 Kirwans Landing Ln, Chester, MD 21619

    Welcome to 162 Kirwans Landing Lane—a beautifully updated residence located in the sought-after, water-privileged community of Kirwans Landing. Set on 1.4 private acres, this 4-bedroom, 2.5-bath home offers a seamless blend of refined comfort and exceptional outdoor living.Inside, you’ll find hardwood floors throughout both levels, a renovated kitchen with granite countertops, custom

    Brad Kappel TTR Sotheby's International Realty

    162 Kirwans Landing Ln, Chester, MD 21619
  • /55

    $829,900 Sold Jul 30, 2025

    • 1,900 Sq Ft
    • $437/SF
    • 17 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    218 Switchgrass Way Unit 1732, Chester, MD 21619

    Experience the perfect blend of form and function in the Chester, a thoughtfully designed 2-bedroom, 2.5-bath home with a 1-car garage and smart upgrades throughout. Whether you're looking for a comfortable everyday retreat or a low-maintenance second home, this property offers it all.Enjoy the warmth of an electric fireplace, the convenience of a built-in dry bar, and the flexibility of

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1732, Chester, MD 21619
    • /36

      Est $484,609 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft

      1911 Keister Dr, Chester, MD 21619

      1911 Keister Dr, Chester, MD 21619
  • /39

    $479,000

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft

    312 Blenny Ln, Chester, MD 21619

    You do not want to miss this opportunity to enjoy island living in this maintenance free, WATER VIEW-End UNIT! Come enjoy island living in the Bayside Community. Offering POND views from every window in this sought after end unit home complete with beautiful landscaping. Relax on your spacious deck overlooking the pond complete with 2 fountains or invite family and friends to enjoy a cookout

    Judith Brown Samson Properties

    312 Blenny Ln, Chester, MD 21619
  • /24

    $320,000 Sold Jul 30, 2025

    • 800 Sq Ft
    • $400/SF
    • 79 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1983

    34B Queen Anne Way Unit B, Chester, MD 21619

    EXCELLENT PRICE reduction!! Waterfront...waterfront! Super one bedroom/bathroom condo. Largest of the one-bedroom units. Absolutely gorgeous view across the Chester River from the living area . Private patio on waterside. Luxury vinyl wood-look flooring throughout! The condo is quite roomy and easy to take care of! No outstanding assessments on it! Low condo fee, as well! Community has wonderful

    Mary Stevens Long & Foster Real Estate, Inc.

    34B Queen Anne Way Unit B, Chester, MD 21619
    • /28

      Est $370,371 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft

      206 Church St, Chester, MD 21619

      206 Church St, Chester, MD 21619
  • /45

    $639,500

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    154 Harrier Way, Chester, MD 21619

    *** WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND***The Donegal model is a spacious and airy 2 bedroom, 2 bath home boasting an expansive open floor plan with nearly 2000 square feet of luxurious living space on one level. This home features a lavish gourmet kitchen and dining area, a spacious and airy great room with gas fireplace, plus office or den. You decide! The

    Ralph Kennedy RE/MAX Executive

    154 Harrier Way, Chester, MD 21619
  • /10

    $541,900 Sold Jul 28, 2025

    • 2,003 Sq Ft
    • $271/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    121 Wheelhouse Way Unit 12, Chester, MD 21619

    Efficient gourmet kitchen featuring vast center island & designer cabinets.Cozy electric fireplace adds character & warmth to great room.Refined dining area featuring convenient dry bar.Lavish owner's suite & spa bath with walk-in closet.Productive home office with double doors.Inviting covered patio for relaxing outdoors.

    K. Hovnanian Homes

    121 Wheelhouse Way Unit 12, Chester, MD 21619
    • /3

      Est $2,020,092 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,885 Sq Ft

      2909 Cox Neck Rd E, Chester, MD 21619

      2909 Cox Neck Rd E, Chester, MD 21619
  • /77

    $725,000

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

    132 Claiborne St, Chester, MD 21619

    Sitting pretty on one of the largest, level lots in the prestigious Gibson's Grant Community, w/ beautiful landscaping, flowers now blooming, and a lawn irrigation system. The lot is enhanced with landscape lighting and a wood fence. This front porch Chatham model is inviting w/sidewalk extension and has a good view of the peaceful pond and natural surroundings. The foyer and main level have

    Melanie Mcknight RE/MAX Professionals

    132 Claiborne St, Chester, MD 21619
  • /63

    $775,000 Sold Jul 28, 2025

    • 2,331 Sq Ft
    • $332/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    320 Bayberry Dr, Chester, MD 21619

    Have it all at 320 Bayberry Drive in the award-winning Four Seasons at Kent Island! This stunning 2021-built home sits on a premium lot adjacent to open space, offering exceptional privacy and abundant natural light. Beautifully upgraded throughout, the home features 10-foot ceilings, a gourmet kitchen with upgraded cabinetry and tile, designer lighting, luxury flooring, and a cozy gas fireplace.

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    320 Bayberry Dr, Chester, MD 21619
    • /55

      Est $1,074,806 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,692 Sq Ft

      2802 Cox Neck Rd, Chester, MD 21619

      2802 Cox Neck Rd, Chester, MD 21619
  • /10

    $573,365 New Construction

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

    630 Warbler Way Unit 11, Chester, MD 21619

    Efficient gourmet kitchen featuring designer cabinets & vast center island.Open concept living areas featuring electric fireplace & dry bar.Spacious owner's suite & spa bath for relaxation.Organized home office, perfect for working remotely.Inviting outdoor patio for spending time with friends.

    Builder Photo

    K. Hovnanian Homes

    Builder

    630 Warbler Way Unit 11, Chester, MD 21619

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home