103

Chester, MD Homes for Sale

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  • 4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    /62

    $570,000

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

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    Four Seasons @ Kent Island - 55+ Community - 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 featuring a beautiful white Kitchen with quartz counters, propane gas cooktop

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 936-3917

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • 3 Queen Victoria Way, Chester, MD 21619
    3 Queen Victoria Way, Chester, MD 21619
    3 Queen Victoria Way, Chester, MD 21619
    /47

    $398,000

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

    3 Queen Victoria Way, Chester, MD 21619

    NEW LISTING! Kent Island - Queens Landing - Popular and Rarely Available End Unit, Loft Model Loved for its Very Contemporary, Open Floor Plan with Vaulted Ceilings, Skylights and Large Loft with Balcony. This Model, Known as The Adriatic, Offers 1260 sq ft with a Primary Bedroom on the Main Level with Adjoining Full Bath, Spacious Great Room/Kitchen combo and Large Loft Space Above with Cozy

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 770-2784

    3 Queen Victoria Way, Chester, MD 21619
  • 1713 Bayside Dr, Chester, MD 21619
    1713 Bayside Dr, Chester, MD 21619
    1713 Bayside Dr, Chester, MD 21619
    /30

    $465,000

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft

    1713 Bayside Dr, Chester, MD 21619

    PRICE IMPROVEMENT! The perfect opportunity to customize your dream home with water views in the coveted Marling Farms community!Seated across from Crab Alley Bay, this rancher style home is ready for it's next owners to make it their own. With two spacious living areas, water views from the whole front of the house, a primary suite with huge walk in closet, three full bathrooms, a sunroom

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 247-8740

    1713 Bayside Dr, Chester, MD 21619
  • 35 F Queen Anne Way, Chester, MD 21619
    35 F Queen Anne Way, Chester, MD 21619
    35 F Queen Anne Way, Chester, MD 21619
    /23

    $375,000 Open Sat 11AM - 1PM

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

    35 F Queen Anne Way, Chester, MD 21619

    Price Improvement! Welcome to this beautiful lakeside home in the amenity rich community of Queens Landing with water access to the Chester River. Ideal floor plan with a fully enclosed three season room with hot tub overlooking the Lake. The family room features tranquil water views, a gas fireplace, recessed lighting, and is currently carpeted, with hardwood floors underneath for easy

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 245-9642

    35 F Queen Anne Way, Chester, MD 21619
  • 194 Evelyne St, Chester, MD 21619
    194 Evelyne St, Chester, MD 21619
    194 Evelyne St, Chester, MD 21619
    /42

    $679,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft

    194 Evelyne St, Chester, MD 21619

    Welcome to 194 Evelyne Street, located in the sought-after waterfront community of Gibson's Grant! Get ready to embrace the laid-back, coastal lifestyle you’ve always dreamed of—right from the comfort of home. If you've been searching for the ease and comfort of one-level living, your search ends here!This beautifully crafted Stanford model by Koch Homes offers just over 2,000 square feet of

    Tara Trout Keller Williams Flagship

    194 Evelyne St, Chester, MD 21619
  • 170 Harrier Way Unit 32, Chester, MD 21619
    170 Harrier Way Unit 32, Chester, MD 21619
    170 Harrier Way Unit 32, Chester, MD 21619
    /73

    $625,000 Open Sat 12PM - 2PM

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

    170 Harrier Way Unit 32, Chester, MD 21619

    Welcome to Four Seasons at Kent Island, a premier 55+ waterfront community offering luxury, lifestyle, and leisure. This beautifully maintained 3rd floor Chester model features 2 spacious bedrooms plus a den/office, 2.5 baths, and serene pond views with a fountain—creating a picturesque, peaceful setting in every season. Inside, enjoy a light-filled open-concept floorplan with a gourmet kitchen

    Scott Swahl Redfin Corp

    170 Harrier Way Unit 32, Chester, MD 21619
  • 194 Sailcloth Way, Chester, MD 21619
    194 Sailcloth Way, Chester, MD 21619
    194 Sailcloth Way, Chester, MD 21619
    /61

    $850,000

    • 3 Beds
    • 3 Baths
    • 2,453 Sq Ft

    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
  • 170 Harrier Way Unit 34, Chester, MD 21619
    170 Harrier Way Unit 34, Chester, MD 21619
    170 Harrier Way Unit 34, Chester, MD 21619
    /81

    $891,000 Open Sun 12PM - 2PM

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

    170 Harrier Way Unit 34, Chester, MD 21619

    Welcome to luxury condo living at Four Seasons at Kent Island, an active 55+ community packed with amenities. No need to wait for a new condo to be built – you can move in now to 170 Harrier Way #34. This third floor Severn model (3 BR / 2 Bath / 2,602 sqft) offers beautiful views of the Chester River and nearby tidal pool. Inside, sunshine fills the unit with light throughout the day and the

    Barry Davis Long & Foster Real Estate, Inc.

    170 Harrier Way Unit 34, Chester, MD 21619
  • 235 Bayberry Dr, Chester, MD 21619
    235 Bayberry Dr, Chester, MD 21619
    235 Bayberry Dr, Chester, MD 21619
    /70

    $929,500

    • 3 Beds
    • 3.5 Baths
    • 3,514 Sq Ft

    235 Bayberry Dr, Chester, MD 21619

    Experience Kent Island living at its finest in this upgraded luxurious San Sebastian model in the prestigious Four Seasons community. Featuring an open floor plan with 10’ ceilings, designer finishes, newly renovated enclosed four-season porch and patio overlooking a gorgeous premium lot, this residence provides an ideal setting for both entertaining and everyday comfort. Arriving home, manicured

    Ralph Kennedy RE/MAX Executive

    235 Bayberry Dr, Chester, MD 21619
  • 120 Hopkins Rd, Chester, MD 21619
    120 Hopkins Rd, Chester, MD 21619
    120 Hopkins Rd, Chester, MD 21619
    /28

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    120 Hopkins Rd, Chester, MD 21619

    Imagine waking up to the tranquil sounds of nature and being surrounded by breathtaking waterfront views every day. This spacious Cape Cod property offers the perfect balance of privacy and beauty, nestled between serene marshlands and towering trees. Enjoy your evenings watching stunning sunsets through expansive waterside windows and doors that bring the outdoors in.Inside, you'll find an

    Lisa Barton Coldwell Banker Realty

    120 Hopkins Rd, Chester, MD 21619
  • 203 Schooner Way, Chester, MD 21619
    203 Schooner Way, Chester, MD 21619
    203 Schooner Way, Chester, MD 21619
    /24

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,747 Sq Ft

    203 Schooner Way, Chester, MD 21619

    This charming 3-bedroom, 2.5-bath townhouse offers the perfect blend of comfort and convenience. Located in a sought-after community. With new flooring throughout and freshly painted walls, the home feels modern and inviting. The spacious kitchen boasts sleek stainless steel appliances, while two cozy fireplaces add warmth and ambiance to the living areas. Enjoy the convenience of a garage with

    Shandell Green Douglas Realty, LLC

    203 Schooner Way, Chester, MD 21619
  • 154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    154 Harrier Way, Chester, MD 21619
    /45

    $655,000

    • 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
  • 103 John Gibson Dr, Chester, MD 21619
    103 John Gibson Dr, Chester, MD 21619
    103 John Gibson Dr, Chester, MD 21619
    /62

    $799,000

    • 4 Beds
    • 3 Baths
    • 3,543 Sq Ft

    103 John Gibson Dr, Chester, MD 21619

    PRICE REDUCED!!!! Freshly painted and ready to go! Take a tour of this beautiful home in the sought after community of Gibsons Grant on Kent Island. This home rests just minutes from the Chesapeake Bay Bridge, Annapolis, Baltimore or DC. Everything in this home has been meticulously cared for. You will find ceramic tile flooring as you enter transitioning to beautiful plank flooring

    Edward Beres RE/MAX Executive

    103 John Gibson Dr, Chester, MD 21619
  • 141 Switchgrass Way Unit 34, Chester, MD 21619
    141 Switchgrass Way Unit 34, Chester, MD 21619
    141 Switchgrass Way Unit 34, Chester, MD 21619
    /61

    $679,500

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

    141 Switchgrass Way Unit 34, Chester, MD 21619

    K Hovnanian's Four Seasons at Kent Island is an active 55+ community on Maryland's Chesapeake Bay, offering island resort-style and maintenance-free living at its finest! Shows Like a Model!!! The Severn design is a spacious and airy 3 bedroom, 2.5 bath end-unit boasting an expansive open floor plan with over 2600 square feet of luxurious living space. This home features a lavish gourmet kitchen

    Ralph Kennedy RE/MAX Executive

    141 Switchgrass Way Unit 34, Chester, MD 21619
  • 1360 Calvert Rd, Chester, MD 21619
    1360 Calvert Rd, Chester, MD 21619
    1360 Calvert Rd, Chester, MD 21619
    /67

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 2,876 Sq Ft

    1360 Calvert Rd, Chester, MD 21619

    Exceptional Waterfront Home with Spectacular Views.This beautiful waterfront home offers the perfect blend of elegance, comfort, and breathtaking scenery. Nestled among mature shade trees, it provides stunning water views, refreshing summer breezes, and unforgettable sunsets. Designed for both relaxation and entertaining, this home is an ideal retreat for creating lasting memories with family

    Alex Hodges Cottage Street Realty LLC

    1360 Calvert Rd, Chester, MD 21619
  • 1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    /29

    $789,000 Open House 5/04

    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    1868 Roberta Dr, Chester, MD 21619

    Custom-built home with premium upgrades and stunning water views! This exceptional property features 9’ ceilings and expansive 6’ windows on the first floor, allowing for abundant natural light. Beautiful custom hardwood and tile flooring flow throughout the home. The spacious eat-in kitchen boasts granite countertops, a large center island, a pantry, and an adjoining sunroom for added charm. A

    David Kaufmann EXIT On The Bay

    1868 Roberta Dr, Chester, MD 21619
  • 1771 Harbor Dr, Chester, MD 21619
    1771 Harbor Dr, Chester, MD 21619
    1771 Harbor Dr, Chester, MD 21619
    /49

    $750,000

    • 5 Beds
    • 2.5 Baths
    • 2,564 Sq Ft

    1771 Harbor Dr, Chester, MD 21619

    This beautifully crafted waterfront home boasts five spacious bedrooms and 2.5 baths, offering ample space for comfortable living. The expansive layout includes multiple living areas, ideal for both relaxation and entertainment. The sunroom, with its wall-to-wall sliding glass doors, provides stunning views of the water, while the family room features a cozy fireplace. A separate formal living

    Dee Dee McCracken Coldwell Banker Realty

    1771 Harbor Dr, Chester, MD 21619
  • 170 Harrier Way Unit 33, Chester, MD 21619
    170 Harrier Way Unit 33, Chester, MD 21619
    170 Harrier Way Unit 33, Chester, MD 21619
    /41

    $619,500

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

    170 Harrier Way Unit 33, Chester, MD 21619

    This Chester model has scenic views of the river, beautiful sunrises, and an incredible display of wildlife in all seasons. Upgraded lighting package, dry bar, and fireplace are just a few of the features of this award winning condominium. With nearly 2000 square feet of open living space on one floor, this home has a great layout for entertaining friends and family. Spacious Great Room,

    Ralph Kennedy RE/MAX Executive

    170 Harrier Way Unit 33, Chester, MD 21619
  • 200 Harrier Way Unit 42, Chester, MD 21619
    200 Harrier Way Unit 42, Chester, MD 21619
    200 Harrier Way Unit 42, Chester, MD 21619
    /49

    $659,000

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

    200 Harrier Way Unit 42, Chester, MD 21619

    Welcome to 200 Harrier Way. This gorgeous TOP FLOOR PENTHOUSE Chester model has scenic views of the Chester River, beautiful sunrises, and an incredible display of wildlife in all seasons. Nearly $60,000 in builder upgrades. Upgraded lighting package, brushed nickel hardware, and Moen fixtures are just a few of the features of this award winning condominium. With 1900 square feet of open

    Ralph Kennedy RE/MAX Executive

    200 Harrier Way Unit 42, Chester, MD 21619
  • 524 Warbler Way, Chester, MD 21619
    524 Warbler Way, Chester, MD 21619
    524 Warbler Way, Chester, MD 21619
    /39

    $639,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,690 Sq Ft

    524 Warbler Way, Chester, MD 21619

    Easy Living Meets Timeless Style – Bernstein II, Lot 604Available for settlement in Summer 2025, the Bernstein II is a beautifully designed 2-bedroom, 2-bath home offering low-maintenance, single-level living with thoughtful upgrades throughout.Step inside to find Luxury Vinyl Plank flooring flowing throughout the main living areas, creating a warm, cohesive space that’s both stylish and durable.

    Mary Anne Kowalewski KOVO Realty

    524 Warbler Way, Chester, MD 21619
  • 218 Switchgrass Way Unit 1711, Chester, MD 21619
    218 Switchgrass Way Unit 1711, Chester, MD 21619
    218 Switchgrass Way Unit 1711, Chester, MD 21619
    /55

    $699,900 New Construction

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

    218 Switchgrass Way Unit 1711, Chester, MD 21619

    Magothy | Projected Settlement: June 2025Welcome to the Magothy, a thoughtfully designed home with an anticipated move-in date of June 2025. This elegant residence offers 2 bedrooms, 2.5 bathrooms, and a 1-car garage, perfectly blending comfort and modern convenience.Interior Highlights:Spacious Home Office with lighted French doorsStylish dry bar – ideal for entertainingCozy electric fireplace

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1711, Chester, MD 21619
  • 241 Warbler Way, Chester, MD 21619
    241 Warbler Way, Chester, MD 21619
    241 Warbler Way, Chester, MD 21619
    /54

    $654,900 New Construction

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

    241 Warbler Way, Chester, MD 21619

    Jenkins Home Design - Projected Settlement Date: June 2025Welcome to the Jenkins, a beautifully designed home located on Lot 374, offering both comfort and style in a thoughtfully planned layout. This home features 2 bedrooms, 2 full bathrooms, and a 2-car garage, making it perfect for easy living with modern flair.Highlights Include:Dedicated Home Office – ideal for remote work or a quiet

    Mary Anne Kowalewski KOVO Realty

    241 Warbler Way, Chester, MD 21619
  • 510 Warbler Way, Chester, MD 21619
    510 Warbler Way, Chester, MD 21619
    510 Warbler Way, Chester, MD 21619
    /42

    $719,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    510 Warbler Way, Chester, MD 21619

    Introducing the Simone – Where Modern Comfort Meets Farmhouse CharmProjected for settlement on July 2025, the Simone home design offers the perfect blend of open-concept living and timeless Farmhouse style. With 4 spacious bedrooms, 3 full baths, and a 2-car garage, this home is designed with both functionality and flair.Step inside to find stylish laminate flooring flowing

    Mary Anne Kowalewski KOVO Realty

    510 Warbler Way, Chester, MD 21619
  • 218 Switchgrass Way Unit 1712, Chester, MD 21619
    218 Switchgrass Way Unit 1712, Chester, MD 21619
    218 Switchgrass Way Unit 1712, Chester, MD 21619
    /55

    $739,900 New Construction

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

    218 Switchgrass Way Unit 1712, Chester, MD 21619

    Waterfront views from your balcony!!! The Magothy home design offers a beautifully crafted living space that blends an open floorplan with classic Legacy design elements. With a projected settlement date in June 2025, this home features two bedrooms, two and a half bathrooms, and a one-car garage, providing a spacious and functional environment suitable for modern living.The Magothy is

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1712, Chester, MD 21619
  • 211 Switchgrass Way Unit 1532, Chester, MD 21619
    211 Switchgrass Way Unit 1532, Chester, MD 21619
    211 Switchgrass Way Unit 1532, Chester, MD 21619
    /48

    $639,900 New Construction

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

    211 Switchgrass Way Unit 1532, Chester, MD 21619

    The Chester is an elegant home that effortlessly blends a spacious open floorplan with timeless Legacy design elements. With a projected settlement date in September 2025, it promises modern living with stylish finishes.This thoughtfully designed home includes two bedrooms and two and a half baths, offering ample space and comfort. The one-car garage adds convenience and practicality to

    Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1532, Chester, MD 21619
  • 211 Switchgrass Way Unit 1534, Chester, MD 21619
    211 Switchgrass Way Unit 1534, Chester, MD 21619
    211 Switchgrass Way Unit 1534, Chester, MD 21619
    /88

    $779,900 New Construction

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

    211 Switchgrass Way Unit 1534, Chester, MD 21619

    The Severn home design offers a spacious and inviting living experience, combining an open floorplan with timeless Legacy design elements. With a projected settlement date in June 2025, this home features three bedrooms, two and a half bathrooms, and a one-car garage, providing a comfortable layout perfect for families or those who love extra space.Key features of the Severn include a

    Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1534, Chester, MD 21619
  • 211 Switchgrass Way Unit 1531, Chester, MD 21619
    211 Switchgrass Way Unit 1531, Chester, MD 21619
    211 Switchgrass Way Unit 1531, Chester, MD 21619
    /88

    $789,900 New Construction

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

    211 Switchgrass Way Unit 1531, Chester, MD 21619

    Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director

    Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1531, Chester, MD 21619
  • Chester, Chester, MD 21619
    Chester, Chester, MD 21619
    Chester, Chester, MD 21619
    /24

    $684,900 New Construction

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

    201 Switchgrass Way, Chester, MD 21619

    Gourmet kitchen with wall oven & spacious central island.Dry bar in the dining area adds a stylish touch.Great room features an electric fireplace for cozy evenings.Sliding doors open to a private balcony off the great room.Owner’s suite with direct balcony access for fresh air.Dual vanities in the spa-inspired owner’s bath.Thoughtfully designed layout with

    K Hovnanian's Four Seasons

    Chester, Chester, MD 21619
  • Mykonos, Chester, MD 21619
    Mykonos, Chester, MD 21619
    Mykonos, Chester, MD 21619
    /12

    $852,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    Mykonos, Chester, MD 21619

    Private home office off foyer for working from home. Formal dining room off foyer for entertaining guests. Open and airy floorplan with spacious great room. Striking kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional

    K Hovnanian's Four Seasons

    Mykonos, Chester, MD 21619
  • Kerr, Chester, MD 21619
    Kerr, Chester, MD 21619
    Kerr, Chester, MD 21619
    /27

    $787,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    Kerr, Chester, MD 21619

    Extra Suite perfect for overnight guests. Private home office off foyer for working from home. Spacious great room with slider to covered patio. Stylish kitchen with island and large pantry. Luxurious primary suite with triple windows. Relaxing primary bath with split vanities and walk-in closet. Convenient 3-car tandem garage for additional storage space.

    K Hovnanian's Four Seasons

    Kerr, Chester, MD 21619
  • Jenkins II, Chester, MD 21619
    Jenkins II, Chester, MD 21619
    Jenkins II, Chester, MD 21619
    /25

    $629,900 New Construction

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

    Jenkins II, Chester, MD 21619

    Private home office for working from home. Stylish kitchen with large center island and spacious pantry. Spacious great room with slider to covered patio. Luxurious primary suite with oversized walk-in closet. Palatial primary bath with split vanities. Convenient HovHall off garage for keeping home tidy.

    K Hovnanian's Four Seasons

    Jenkins II, Chester, MD 21619
  • 137 Warbler Way, Stevensville, MD 21666
    137 Warbler Way, Stevensville, MD 21666
    137 Warbler Way, Stevensville, MD 21666
    /81

    $799,000 Open House 5/10

    • 2 Beds
    • 2 Baths
    • 2,147 Sq Ft

    137 Warbler Way, Stevensville, MD 21666

    No waiting on the builder here! Treat yourself to this STUNNING move-in-ready Four Seasons beauty- Boasting soaring ceilings, flooded with natural light, spacious, open-floor plan nearly 2200 SF, with generously-sized primary suite & spa-like bath with walk-in-closet, double sinks & walk-in-shower. 2nd bedroom & bath across home offers privacy for guests. Custom barn doors open to bonus space-

    Jennifer Chaney Chaney Homes, LLC

    137 Warbler Way, Stevensville, MD 21666
  • 315 Gibson Cir, Chester, MD 21619
    315 Gibson Cir, Chester, MD 21619
    315 Gibson Cir, Chester, MD 21619
    /46

    $559,000

    • 2 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    315 Gibson Cir, Chester, MD 21619

    **OPEN HOUSE SATURDAY 4/26 from 12pm to 130pm** MUST SEE this Stunning End Unit Townhome in the Desired Community of Gibsons Grant located on the Chester River and Macum Creek! The Craftsman Style Beauty is a Perfect fit for anyone seeking a Spacious Home to move right into and not have to do a thing! Bring your Rockers to sit back and relax on the sprawling covered front porch... AND it is ALL

    Pamela Ackermann-Doll RE/MAX Executive

    315 Gibson Cir, Chester, MD 21619
  • 2008 Palm Dr, Chester, MD 21619
    2008 Palm Dr, Chester, MD 21619
    2008 Palm Dr, Chester, MD 21619
    /51

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    2008 Palm Dr, Chester, MD 21619

    You’ve been waiting for this!! Beautiful Cape Cod with spacious wrap around porch! Upon entering, you will be greeted with hardwood floors throughout most of the main level. The focal point once inside is the beautiful open family room with a wood burning fireplace with stacked stone soaring to the vaulted ceiling and two ceiling fans when cooling off in the warmer months! The gourmet kitchen

    Marilyn Hendley EXP Realty, LLC

    2008 Palm Dr, Chester, MD 21619
  • 206 Blenny Ln, Chester, MD 21619
    206 Blenny Ln, Chester, MD 21619
    206 Blenny Ln, Chester, MD 21619
    /23

    $375,000

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

    206 Blenny Ln, Chester, MD 21619

    This town home has a 1 car garage and offers 1900' of space with interesting options on the first floor. Family room w/fp is connected to bright kitchen. Large Deck with slight pond views. 3 Bedrooms (Primary w/bath). 2 full and 2 half Bathrooms. Bright home ready for your touches. New flooring on main level. Newer carpet on 3rd level. HVAC is newer. Fabulous community with Club House,

    Jimmy White Long & Foster Real Estate, Inc.

    206 Blenny Ln, Chester, MD 21619
  • 170 Harrier Way Unit 22, Chester, MD 21619
    170 Harrier Way Unit 22, Chester, MD 21619
    170 Harrier Way Unit 22, Chester, MD 21619
    /73

    $599,000

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

    170 Harrier Way Unit 22, Chester, MD 21619

    Stunning condo with breathtaking views of the Chester River! This turnkey unit features two spacious bedrooms, two full bathrooms, and a versatile office or den with French doors. The chef-inspired kitchen boasts gas cooking, a range hood, quartz countertops, and a breakfast bar. Enjoy the convenience of a separate laundry room with a full-size washer and dryer. Additional storage is available

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    170 Harrier Way Unit 22, Chester, MD 21619
  • 1019 Dominion Rd, Chester, MD 21619
    1019 Dominion Rd, Chester, MD 21619
    1019 Dominion Rd, Chester, MD 21619
    /45

    $449,000

    • 1 Bed
    • 1 Bath
    • 1,008 Sq Ft

    1019 Dominion Rd, Chester, MD 21619

    Waterfront Opportunity Awaits on Kirwans Creek! Imagine the possibilities! This charming cape cod home offers an incredible chance to create your own waterfront retreat on the Kirwans Creek. Situated on a desirable lot with direct water access, this property boasts a comfortable main level and an expansive, unfinished second floor brimming with potential. The main level welcomes you with a

    Lisa Lynch Keller Williams Realty

    1019 Dominion Rd, Chester, MD 21619
  • 1017 Dominion Rd, Chester, MD 21619
    1017 Dominion Rd, Chester, MD 21619
    1017 Dominion Rd, Chester, MD 21619
    /35

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,428 Sq Ft

    1017 Dominion Rd, Chester, MD 21619

    This delightful brick home offers the perfect blend of comfortable living and direct access to the beautiful waters of Kirwan Creek. This home features three bedrooms, one bathroom, family room, kitchen and dining room. Enjoy picturesque nature views and water views from your backyard patio. Boaters will appreciate the large, fixed dock as well as the floating docks which are prefect for

    Lisa Lynch Keller Williams Realty

    1017 Dominion Rd, Chester, MD 21619
  • 24 C Queen Elizabeth Ct, Chester, MD 21619
    24 C Queen Elizabeth Ct, Chester, MD 21619
    24 C Queen Elizabeth Ct, Chester, MD 21619
    /33

    $595,000 Open Sun 9AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    24 C Queen Elizabeth Ct, Chester, MD 21619

    Waterfront Living at Its Finest in Queen’s Landing!Welcome to this stunning 3-bedroom, 2.5-bath, plus loft- townhome, perfectly positioned in the heart of the coveted waterfront community of Queen’s Landing. Beautifully renovated with attention to detail, this home offers expansive panoramic water views that can be enjoyed from every room.Just steps from your front door, you’ll find

    Jennifer Thomas RE/MAX Executive

    24 C Queen Elizabeth Ct, Chester, MD 21619
  • 1000 Herons Nest Way Unit 32, Chester, MD 21619
    1000 Herons Nest Way Unit 32, Chester, MD 21619
    1000 Herons Nest Way Unit 32, Chester, MD 21619
    /26

    $525,000

    • 2 Beds
    • 2 Baths

    1000 Herons Nest Way Unit 32, Chester, MD 21619

    Motivated Seller – Priced to Sell! Quick Settlement Possible!Enjoy low-maintenance living in the amenity-rich, 55+ community of Four Seasons on Kent Island. This 2-bedroom, 2-bath home offers comfortable one-level living with an open layout, perfect for entertaining or relaxing. The property includes a 1-car garage with additional storage units—ideal for keeping your home organized and

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, Chester, MD 21619

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Maryland Chester

Real Estate & Homes for Sale in Chester, MD

Frequently Asked Questions

Is Chester, MD a safe city?
In general, the safest neighborhoods in Chester, MD with lower crime scores are Chester and Kent Narrows.
What are the most popular zip codes in Chester, MD?
The most popular zip codes in Chester, MD include 21122, 21060, 21601, 21401 and 21666.
What are the most popular neighborhoods near Chester, MD?
The most popular neighborhoods near Chester, MD are Kent Narrows, Romancoke, Pendennis Mount, Cape Saint Claire and Victor Haven.
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