93

Homes for Sale in 21619

Section Image Section Image Section Image
  • 1351 Calvert Rd, Chester, MD 21619
    1351 Calvert Rd, Chester, MD 21619
    /2

    $645,000

    Coming Soon Oct 1
    • 6 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1351 Calvert Rd, Chester, MD 21619

    Julie Katcef Engel & Völkers Annapolis

    1351 Calvert Rd, Chester, MD 21619
  • 320 Bayberry Dr, Chester, MD 21619
    320 Bayberry Dr, Chester, MD 21619
    320 Bayberry Dr, Chester, MD 21619
    /90

    $859,900

    • 3 Beds
    • 2 Baths
    • 2,331 Sq Ft

    320 Bayberry Dr, Chester, MD 21619

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    320 Bayberry Dr, Chester, MD 21619
  • 512 Auckland Way, Chester, MD 21619
    512 Auckland Way, Chester, MD 21619
    /2

    $375,000

    Coming Soon Oct 3
    • 3 Beds
    • 3.5 Baths
    • 1,899 Sq Ft

    512 Auckland Way, Chester, MD 21619

    Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Step inside to discover a warm and inviting interior with all

    Lawrence Doyle Long & Foster Real Estate, Inc.

    512 Auckland Way, Chester, MD 21619
  • 228 Bayberry Dr, Chester, MD 21619
    228 Bayberry Dr, Chester, MD 21619
    228 Bayberry Dr, Chester, MD 21619
    /57

    $665,000

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

    228 Bayberry Dr, Chester, MD 21619

    OPEN SUNDAY 11:00AM-1:00 Built in 2019, this coastal style cutie is BETTER than new & offers a bright open layout that includes 2 SPACIOUS BEDROOMS complete w/private ENSUITE BATHROOMS plus additional HOME OFFICE/DEN or spare bedroom & POWDER ROOM off foyer. The stunning CHEF'S KITCHEN is the heart of this home & opens up to DINING AREA & GREAT ROOM. KITCHEN features upgraded CAFE by GE STAINLESS

    Amy Faust Long & Foster Real Estate, Inc.

    228 Bayberry Dr, Chester, MD 21619
  • 53 Queen Caroline Ct, Chester, MD 21619
    53 Queen Caroline Ct, Chester, MD 21619
    53 Queen Caroline Ct, Chester, MD 21619
    /38

    $329,000

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    53 Queen Caroline Ct, Chester, MD 21619

    Nestled in the community of Queens Landing, this townhome offers a blend of coastal charm and contemporary elegance with carefree living. Boat slips with provisioned boats when available through marina along with Kayaking and storage. With 1,440 square feet of thoughtfully designed living space, this home is a sanctuary of comfort and style. Step inside to discover an inviting open floor plan

    Tammy Studebaker EXP Realty, LLC

    53 Queen Caroline Ct, Chester, MD 21619
  • 15 Queen Anne Way Unit E, Chester, MD 21619
    15 Queen Anne Way Unit E, Chester, MD 21619
    15 Queen Anne Way Unit E, Chester, MD 21619
    /14

    $539,000

    $10K PRICE DROP Coming Soon Sep 25
    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    15 Queen Anne Way Unit E, Chester, MD 21619

    Located in the beautiful Queens Landing community, this Spanish-style waterfront townhouse offers a luxurious lifestyle with stunning river views. The interior boasts an open floor plan, featuring a combination dining and living area with recessed lighting and a corner gas fireplace. The kitchen is equipped with upgraded countertops and high-end appliances, including a built-in microwave and new

    Jason French Benson & Mangold, LLC

    15 Queen Anne Way Unit E, Chester, MD 21619
  • 1012 Auckland Way, Chester, MD 21619
    1012 Auckland Way, Chester, MD 21619
    1012 Auckland Way, Chester, MD 21619
    /34

    $599,900

    • 3 Beds
    • 3.5 Baths
    • 2,076 Sq Ft

    1012 Auckland Way, Chester, MD 21619

    Experience Kent Island waterfront living in this beautifully appointed townhome in sought-after Bayside of Chester. The open-concept interior offers abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring generous cabinetry, ample counter space, and a large center island with seating that

    Jerrise Spencer Redfin Corp

    1012 Auckland Way, Chester, MD 21619
  • 47 Queen Anne Way, Chester, MD 21619
    47 Queen Anne Way, Chester, MD 21619
    47 Queen Anne Way, Chester, MD 21619
    /52

    $550,000

    • 2 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    47 Queen Anne Way, Chester, MD 21619

    Set directly along the Chester River in desirable Queen’s Landing, this waterfront home puts the water at the center of everyday living, with incredible views from the main level, sunroom, patio, and both upstairs bedrooms. The shoreline feels remarkably close, creating a peaceful backdrop that can be enjoyed from nearly every principal living space. Renovations and upgrades throughout complement

    Agent Photo

    Debra Noone

    Northrop Realty

    47 Queen Anne Way, Chester, MD 21619
  • 402 Macum Creek Dr, Chester, MD 21619
    402 Macum Creek Dr, Chester, MD 21619
    402 Macum Creek Dr, Chester, MD 21619
    /91

    $789,000

    • 3 Beds
    • 2.5 Baths
    • 2,787 Sq Ft

    402 Macum Creek Dr, Chester, MD 21619

    Welcome to 402 Macum Creek Drive, ideally situated along Macum Creek in the beautiful waterfront community of Gibson’s Grant. This thoughtfully designed Hartley model by Koch Homes offers three bedrooms, two-and-a-half baths, and an open floor plan perfect for everyday living and entertaining. A beautiful stone propane fireplace creates a warm and inviting focal point in the main living

    Tara Trout Samson Properties

    402 Macum Creek Dr, Chester, MD 21619
  • 110 Boatswain Way Unit 42, Chester, MD 21619
    110 Boatswain Way Unit 42, Chester, MD 21619
    110 Boatswain Way Unit 42, Chester, MD 21619
    /31

    $699,990

    New Construction $160K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 42, Chester, MD 21619

    Gourmet kitchen with designer cabinetry & vast center island.Inviting great room featuring a cozy electric fireplace.Dry bar creates a polished space for serving & entertaining.Peaceful owner's suite with stylish tray ceiling & private bath.Home office with double doors offers a quiet, flexible workspace.Balcony extends the living space outdoors for relaxing or unwinding.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 42, Chester, MD 21619
  • 231 Evelyne St, Chester, MD 21619
    231 Evelyne St, Chester, MD 21619
    /2

    $815,000

    Coming Soon Sep 30
    • 4 Beds
    • 2.5 Baths
    • 2,870 Sq Ft

    231 Evelyne St, Chester, MD 21619

    This beautiful coastal Colonial home in Gibsons Grant offers a perfect blend of comfort and style. With 4 spacious bedrooms and 2.5 bathrooms, the open floor plan invites warmth and connection. Enjoy cooking up your favorite feast in the upgraded kitchen featuring an island, built-in appliances, and endless countertops. The family room, complete with a propane fireplace, is perfect for gatherings

    Agent Photo

    Tricia Wilson

    Wilson Realty & Staging LLC

    231 Evelyne St, Chester, MD 21619
  • 1010 Auckland Way, Chester, MD 21619
    1010 Auckland Way, Chester, MD 21619
    1010 Auckland Way, Chester, MD 21619
    /16

    $595,000

    Coming Soon Sep 25
    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    1010 Auckland Way, Chester, MD 21619

    Professional Photos Coming Soon - PANORAMIC CHESTER RIVER VIEWS! This fabulous END-UNIT townhome in Kent Island’s sought-after Bayside community offers a special WATERFRONT SETTING with sweeping views of the Chester River as it flows into the Chesapeake Bay. With approximately 2,100 square feet, an abundance of natural light, and water views from so many rooms, this home is all about enjoying the

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    1010 Auckland Way, Chester, MD 21619
  • 200 Church St, Chester, MD 21619
    200 Church St, Chester, MD 21619
    200 Church St, Chester, MD 21619
    /28

    $350,000

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

    200 Church St, Chester, MD 21619

    Your Island Getaway Is Waiting!Dreaming of a cozy home where life feels a little more relaxed and every season brings something to look forward to? This charming 2/3-bedroom Island home may be just what you’ve been waiting for!Start your mornings—or wind down your evenings—on the inviting front porch, where you can swing with the little ones, rock to your favorite playlist, and enjoy the

    Darlene Winegardner RE/MAX Executive

    200 Church St, Chester, MD 21619
  • 12 Queen Anne Way Unit J, Chester, MD 21619
    12 Queen Anne Way Unit J, Chester, MD 21619
    12 Queen Anne Way Unit J, Chester, MD 21619
    /27

    $379,900

    Coming Soon Sep 23
    • 1 Bed
    • 1.5 Baths
    • 1,260 Sq Ft

    12 Queen Anne Way Unit J, Chester, MD 21619

    Enjoy waterfront living in the sought-after Queens Landing community! This Mediterranean style 1-bedroom, 1.5-bath end unit condo offers a unique layout with beautiful water views and multiple outdoor spaces designed to make the most of the setting. The first-level primary bedroom and full bath allow for convenient main-level living. The upper-level loft adds valuable flex space with a

    Marti McGinty Chesapeake Real Estate Associates, LLC

    12 Queen Anne Way Unit J, Chester, MD 21619
  • 1717 Harbor Dr, Chester, MD 21619
    1717 Harbor Dr, Chester, MD 21619
    1717 Harbor Dr, Chester, MD 21619
    /77

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,742 Sq Ft

    1717 Harbor Dr, Chester, MD 21619

    Discover exceptional waterfront living on picturesque Cox Creek. Beautifully renovated approximately four years ago, this move-in-ready home combines modern updates with the timeless appeal of Maryland's Eastern Shore. Offering 3 bedrooms, 2.5 baths, and a highly desirable main-level primary suite, the thoughtfully designed layout provides both comfort and functionality.Inside, you'll

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    1717 Harbor Dr, Chester, MD 21619
  • 114 Kinglet Ct, Chester, MD 21619
    114 Kinglet Ct, Chester, MD 21619
    114 Kinglet Ct, Chester, MD 21619
    /29

    $999,990

    New Construction $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    114 Kinglet Ct, Chester, MD 21619

    First-floor Extra Suite adds flexibility for guests or extended living.Home office with sliding doors for added privacy.Crown molding adds a refined touch to the great room & kitchen.Screened patio extends directly from the great room.Stacked cabinetry with glass-front uppers brings layered detail to the kitchen.Decorative feature walls add custom character to the foyer &

    K. Hovnanian Homes Builder
    114 Kinglet Ct, Chester, MD 21619
  • 6005 Bridgepointe Dr, Chester, MD 21619
    6005 Bridgepointe Dr, Chester, MD 21619
    6005 Bridgepointe Dr, Chester, MD 21619
    /54

    $349,000

    • 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 has a NEW ROOF, NEW A/C UNIT, freshly painted 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
  • 43A Queen Neva Ct, Chester, MD 21619
    43A Queen Neva Ct, Chester, MD 21619
    43A Queen Neva Ct, Chester, MD 21619
    /72

    $459,000

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    43A Queen Neva Ct, Chester, MD 21619

    Welcome to 43-A Queen Neva Court, a pristine 3-bedroom, 2.5-bath contemporary condo in the sought-after Queens Landing community. Offering more than 2,000 square feet of living space, this spacious end unit features an open, sunlit floor plan that is perfect for everyday living and entertaining. The oversized kitchen provides abundant workspace and storage, while the inviting living area is

    Ryan Briggs Anne Arundel Properties, Inc.

    43A Queen Neva Ct, Chester, MD 21619
  • 326 Castle Marina Rd, Chester, MD 21619
    326 Castle Marina Rd, Chester, MD 21619
    326 Castle Marina Rd, Chester, MD 21619
    /83

    $525,000

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,552 Sq Ft

    326 Castle Marina Rd, Chester, MD 21619

    Discover the charm of this beautiful home in the desirable Castle Marina community. With five spacious bedrooms (including one on the main level) and 3.5 bathrooms, this residence is designed for comfort and functionality. Enjoy cozy evenings by one of the two fireplaces. With new windows, the natural light floods the traditional floor plan, enhanced by recessed lighting and wood floors

    Ginny Dauses Coldwell Banker Waterman Realty

    326 Castle Marina Rd, Chester, MD 21619
  • 275 Warbler Way, Chester, MD 21619
    275 Warbler Way, Chester, MD 21619
    275 Warbler Way, Chester, MD 21619
    /58

    $930,000

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,761 Sq Ft

    275 Warbler Way, Chester, MD 21619

    Welcome to 275 Warbler Way, a beautifully upgraded Kerr model by K. Hovnanian in the sought-after 55+ Four Seasons at Kent Island community. Less than two years old and already through its one-year builder punch list, this home offers the ease of newer construction without the wait—plus thoughtful upgrades and finishes already in place.Situated on a premium corner lot, this impressive home

    Justin Kennedy Samson Properties

    275 Warbler Way, Chester, MD 21619
  • 736 Warbler Way Unit 33, Chester, MD 21619
    736 Warbler Way Unit 33, Chester, MD 21619
    736 Warbler Way Unit 33, Chester, MD 21619
    /48

    $719,990

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    736 Warbler Way Unit 33, Chester, MD 21619

    Home office offers a dedicated space for work or study.Gourmet kitchen centers around a spacious island for prep & gathering.Dry bar adds extra serving space to the dining area.Electric fireplace & balcony make the great room an inviting place to relax or entertain.Walk-in closet keeps wardrobe storage close within the owner's suite.Dual vanities & frameless shower door bring

    K. Hovnanian Homes Builder
    736 Warbler Way Unit 33, Chester, MD 21619
  • 1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    /48

    $400,000

    Open Sat 12PM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    1868 Roberta Dr, Chester, MD 21619

    List price is Opening Bid at the Online auction to be conducted on Auctioneers website.- Auction ends Tuesday, September 29, 2026 at 11:00 AM. Discover the space and versatility of 1868 Roberta Drive in Chester, Maryland, a custom-built home offering 5 bedrooms, 3.5 bathrooms, multiple living areas, abundant storage, and no HOA. Conveniently located just minutes from Route 50 and the

    Carley Cooper Alex Cooper Auctioneers, Inc.

    1868 Roberta Dr, Chester, MD 21619
  • 113 Bentons Pleasure Rd, Chester, MD 21619
    113 Bentons Pleasure Rd, Chester, MD 21619
    113 Bentons Pleasure Rd, Chester, MD 21619
    /53

    $868,000

    • 4 Beds
    • 2.5 Baths
    • 3,168 Sq Ft

    113 Bentons Pleasure Rd, Chester, MD 21619

    OPEN SUNDAY SEPT 20, 11;30;AM-1:30 PM--A must see home! Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and

    Temple Peirce Cummings & Co. Realtors

    113 Bentons Pleasure Rd, Chester, MD 21619
  • 736 Warbler Way Unit 2733, Chester, MD 21619
    736 Warbler Way Unit 2733, Chester, MD 21619
    736 Warbler Way Unit 2733, Chester, MD 21619
    /47

    $719,990

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    736 Warbler Way Unit 2733, Chester, MD 21619

    Welcome to Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in May 2027, this home combines comfort, functionality, and stylish finishes for modern living.The main living area features an electric fireplace, creating a warm and inviting focal point, while a dry bar adds the perfect touch for entertaining. A dedicated home

    David Willman Berkshire Hathaway HomeServices PenFed Realty - OP

    736 Warbler Way Unit 2733, Chester, MD 21619
  • 207 Thomas White Blvd, Chester, MD 21619
    207 Thomas White Blvd, Chester, MD 21619
    207 Thomas White Blvd, Chester, MD 21619
    /96

    $819,900

    • 3 Beds
    • 2.5 Baths
    • 2,479 Sq Ft

    207 Thomas White Blvd, Chester, MD 21619

    Located in the sought-after waterfront community of Gibson’s Grant, this beautiful Koch Homes property features the popular Ashford model, with a first-floor Primary Bedroom enhanced by a three-foot extension. A first-floor study offers flexible space for a home office, den, or possible fourth bedroom. Thoughtfully designed and exceptionally well-maintained, the home offers numerous updates and

    Tim Karns RE/MAX Components

    207 Thomas White Blvd, Chester, MD 21619
  • 102 Boatswain Way Unit 32, Chester, MD 21619
    102 Boatswain Way Unit 32, Chester, MD 21619
    102 Boatswain Way Unit 32, Chester, MD 21619
    /35

    $819,990

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

    102 Boatswain Way Unit 32, Chester, MD 21619

    Elegant gourmet kitchen with designer cabinetry & center island.Spacious great room featuring electric fireplace.Charming dining area with dry bar for efficient serving.Serene owner's suite & spa bath with frameless shower door.Convenient home office for working remotely.Peaceful balcony for outdoor relaxation.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 32, Chester, MD 21619
  • 102 Boatswain Way Unit 43, Chester, MD 21619
    102 Boatswain Way Unit 43, Chester, MD 21619
    102 Boatswain Way Unit 43, Chester, MD 21619
    /31

    $919,990

    New Construction $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    102 Boatswain Way Unit 43, Chester, MD 21619

    Beautiful gourmet kitchen featuring designer cabinetry & an efficient layout for everyday living.Bright great room with an electric fireplace adding warmth & character.Dining area complemented by a convenient dry bar for easy entertaining.Private owner’s suite with walk-in closet & direct access to the spa bath.Home office with double doors ideal for work or quiet

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 43, Chester, MD 21619
  • 102 Boatswain Way Unit 33, Chester, MD 21619
    102 Boatswain Way Unit 33, Chester, MD 21619
    102 Boatswain Way Unit 33, Chester, MD 21619
    /32

    $819,990

    New Construction $43K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    102 Boatswain Way Unit 33, Chester, MD 21619

    Private home office with elegant French doors.Chef-worthy gourmet kitchen with sprawling island.Formal dining area with dry bar, perfect for entertaining.Gorgeous great room with cozy electric fireplace.Sophisticated owner's suite with triple windows.Stunning owner's spa bath featuring split vanities.Beautiful balcony has access through primary suite & great room.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 33, Chester, MD 21619
  • 532 Warbler Way, Chester, MD 21619
    532 Warbler Way, Chester, MD 21619
    532 Warbler Way, Chester, MD 21619
    /29

    $899,990

    New Construction $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    532 Warbler Way, Chester, MD 21619

    First-floor Extra Suite adds flexibility for guests.Ceiling detail & crown molding carry through the kitchen and great room.Stacked cabinetry with glass-front uppers brings added depth to the kitchen.Fireplace creates a warm focal point in the great room.Screened patio off the great room extends the living space outdoors.Decorative feature walls in the foyer & primary suite

    K. Hovnanian Homes Builder
    532 Warbler Way, Chester, MD 21619
  • 108 Blenny Ln, Chester, MD 21619
    108 Blenny Ln, Chester, MD 21619
    108 Blenny Ln, Chester, MD 21619
    /26

    $389,900

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

    108 Blenny Ln, Chester, MD 21619

    Bayside In Kent Island Located in the Popular Community of Bayside just minutes from the Bay Bridge and all Kent Island has to offer! This lovely End Unit Townhome with Garage is very well maintained and in move in condition. It features 3 levels above ground. Enter at ground level which includes Garage, Foyer, Laundry and a bright and sunny 1st floor Family Room with Sliding Glass Doors to a

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    108 Blenny Ln, Chester, MD 21619
  • 247 Redstart Dr, Chester, MD 21619
    247 Redstart Dr, Chester, MD 21619
    247 Redstart Dr, Chester, MD 21619
    /29

    $899,990

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    247 Redstart Dr, Chester, MD 21619

    Efficient kitchen featuring white cabinetry, corner pantry, & vast island.Cozy fireplace adds warmth & character to expansive great room.Serene primary suite with feature wall & stylish ceiling treatment.Refreshing primary bath featuring matte black finishes & walk-in closet.Formal home office provides a quiet space to work remotely.Versatile screened patio for relaxing with

    K. Hovnanian Homes Builder
    247 Redstart Dr, Chester, MD 21619
  • 201 Switchgrass Way Unit 34, Chester, MD 21619
    201 Switchgrass Way Unit 34, Chester, MD 21619
    201 Switchgrass Way Unit 34, Chester, MD 21619
    /41

    $835,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    201 Switchgrass Way Unit 34, Chester, MD 21619

    Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance

    Brad Kappel TTR Sotheby's International Realty

    201 Switchgrass Way Unit 34, Chester, MD 21619
  • 214 Bayberry Dr, Chester, MD 21619
    214 Bayberry Dr, Chester, MD 21619
    214 Bayberry Dr, Chester, MD 21619
    /68

    $924,000

    • 3 Beds
    • 3 Baths
    • 2,745 Sq Ft

    214 Bayberry Dr, Chester, MD 21619

    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

    Jim Corson Benson & Mangold, LLC

    214 Bayberry Dr, Chester, MD 21619
  • 0 Harley Ln, Chester, MD 21619
    0 Harley Ln, Chester, MD 21619
    0 Harley Ln, Chester, MD 21619
    /5

    $149,900

    • Land
    • 12,632 Sq Ft
    • $516,897 per Acre

    0 Harley Ln, Chester, MD 21619

    Lot 1 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value!) and this lot has a working well! The site work has been done. Right around the corner from the Goodhands Creek Landing to launch your boat. Close to Rt 50/301 & Main Street for convenient commuting and shopping!

    Jason Dey Kevin Dey Realty

    0 Harley Ln, Chester, MD 21619
  • 0 Harley Ln, Chester, MD 21619
    0 Harley Ln, Chester, MD 21619
    0 Harley Ln, Chester, MD 21619
    /5

    $139,900

    • Land
    • 12,632 Sq Ft
    • $482,414 per Acre

    0 Harley Ln, Chester, MD 21619

    Lot 2 of two newly formed building lots on Kent Island in Chester just off Dominion Road. Sewer Allocation has been paid (a $11,800 value)! The site work has been done. Right around the corner from the Goodhand's Creek Landing to launch your boat or go fishing. Close to Rt 50/301 & Main Street for convenient commuting and shopping!

    Jason Dey Kevin Dey Realty

    0 Harley Ln, Chester, MD 21619
  • 209 Harrier Way, Stevensville, MD 21666
    209 Harrier Way, Stevensville, MD 21666
    209 Harrier Way, Stevensville, MD 21666
    /123

    $737,900

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,142 Sq Ft

    209 Harrier Way, Stevensville, MD 21666

    LESS MONEY OUT OF YOUR POCKET!!! With an accepted contract by 9/30/26 - the sellers are offering up to $7500 toward your closing costs or to use toward a rate buydown if you're financing your purchase! If you're looking for the ease of primarily one-level living with flexible space for guests and hobbies, 209 Harrier Way offers the best of both worlds.*** Barely lived in and offering over $75,000

    Violeta Aguirre Long & Foster Real Estate, Inc.

    209 Harrier Way, Stevensville, MD 21666
  • 830 Warbler Way Unit 24, Chester, MD 21619
    830 Warbler Way Unit 24, Chester, MD 21619
    830 Warbler Way Unit 24, Chester, MD 21619
    /21

    $749,990

    New Construction $27K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    830 Warbler Way Unit 24, Chester, MD 21619

    Charming gourmet kitchen with designer cabinetry & sprawling island.Elegant dining area with dry bar perfect for hosting.Beautiful great room with electric fireplace for cozy evenings.Private owner's suite with maginificnet sitting room & walk-in closets.Owner's spa bath with dual sinks and lavish frameless shower.Serene balcony for relaxing outdoors.

    K. Hovnanian Homes Builder
    830 Warbler Way Unit 24, Chester, MD 21619
  • 830 Warbler Way Unit 43, Chester, MD 21619
    830 Warbler Way Unit 43, Chester, MD 21619
    830 Warbler Way Unit 43, Chester, MD 21619
    /24

    $789,990

    New Construction $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    830 Warbler Way Unit 43, Chester, MD 21619

    Private home office with French doors, perfect for leisure activities.Gorgeous gourment kitchen with designer cabinets & vast island.Elegant dining area featuring lovely dry bar.Beautiful great room with sleek electric fireplace.Serene owner's suite featuring access to balcony & large walk-in closet.Lavish owner's spa bath featuring dual sinks.Fabulous balcony for

    K. Hovnanian Homes Builder
    830 Warbler Way Unit 43, Chester, MD 21619
  • 830 Warbler Way Unit 33, Chester, MD 21619
    830 Warbler Way Unit 33, Chester, MD 21619
    830 Warbler Way Unit 33, Chester, MD 21619
    /27

    $689,990

    New Construction $28K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    830 Warbler Way Unit 33, Chester, MD 21619

    Private home office with elegant French double doors.Gourmet kitchen features a center island & built-in wall oven.Dining area includes a dry bar for added convenience.Great room with an electric fireplace opens to the balcony.Owner's suite offers balcony access for a relaxing retreat.Spa bath provides comfort with dual vanities & modern design.Laundry room includes

    K. Hovnanian Homes Builder
    830 Warbler Way Unit 33, Chester, MD 21619
  • 111 Marshgrass Way Unit 41, Chester, MD 21619
    111 Marshgrass Way Unit 41, Chester, MD 21619
    111 Marshgrass Way Unit 41, Chester, MD 21619
    /56

    $998,000

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    111 Marshgrass Way Unit 41, Chester, MD 21619

    Welcome to this stunning 4th floor penthouse Severn condominium with serene bay views! This end unit looks out over the walking trails to the water and trees. The fabulous community center /pool / pier is a short 1 mile walk from your backyard.! This unit also has the largest garage space in the the building, plenty of room for one car and storage, a refrigerator etc. There is also an additional

    Meg Moran Long & Foster Real Estate, Inc.

    111 Marshgrass Way Unit 41, Chester, MD 21619

Showing Results 1 - 40, Page 1 of 3

Maryland Queen Anne's County Chester

Real Estate & Homes for Sale in 21619

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group