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Chester, MD Homes for Sale with Garage

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  • /26

    $499,000

    • 2 Beds
    • 2 Baths

    1000 Herons Nest Way Unit 32, Chester, MD 21619

    Priced to Sell! Seller is ready for their next adventure! Move in, in May! 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

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, Chester, MD 21619
  • /59

    $498,000

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

    1000 Herons Nest Way Unit 22, Chester, MD 21619

    Welcome to 1000 Heron's Nest Way. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. With 1900 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet

    Ralph Kennedy RE/MAX Executive

    1000 Herons Nest Way Unit 22, 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
  • /34

    $497,000

    • 3 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    807 Auckland Way, Chester, MD 21619

    PRICE REDUCED! Waterside Living on Kent Island! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 3.5-bathroom condo located on Kent Island, in the Bayside Condominiums waterside community. This 3-level condo offers a wonderful combination of space, style, and serene coastal living.The open-concept main floor features a freshly painted, inviting living

    Andrew Spagnolo Samson Properties

    807 Auckland Way, Chester, MD 21619
  • /28

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    114 Addison Ct, Chester, MD 21619

    **REDUCED** "Shiny and new" might be the best way to describe the feel of this lovely 3 bedroom, 2-1/2 bath home in the terrific Claybourne Woods community. The "new" includes a brand new roof, kitchen cabinets, granite kitchen counters, kitchen sink and faucet, wood floors downstairs and main level carpeting. The rest of the home is move-in ready and was just professionally cleaned. The

    Scott Saunders Coldwell Banker Waterman Realty

    114 Addison Ct, Chester, MD 21619
  • /41

    $499,950

    • 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
  • /35

    $2,050,000

    • 6 Beds
    • 5.5 Baths
    • 5,174 Sq Ft

    2817 Cox Neck Rd, Chester, MD 21619

    This stunning waterfront, custom built home sits ideally on a little over an acre fronting Crab Alley Bay in the prestigious Southwind community. Home boast almost 10,000 square feet, between finished living space and additional expansion space. An already large home offers so much more room to grow the perfect, waterfront retreat. This gem features 6 large bedrooms and of those 4 have private

    Michael Bozek Michael J. Bozek

    2817 Cox Neck Rd, Chester, MD 21619
  • /2

    $359,000

    • 3 Beds
    • 2.5 Baths
    • 1,635 Sq Ft

    7014 Bridgepointe Dr, Chester, MD 21619

    Welcome Home! This beautifully designed townhome features a bright and sunny kitchen that invites natural light to fill the space, perfect for cooking and entertaining. The high ceilings create an airy atmosphere, enhancing the open feel of the main level. The primary bedroom suite is conveniently located on the main level, offering privacy and ease of access. A stylish powder room is also

    Dee Dee Miller Long & Foster Real Estate, Inc.

    7014 Bridgepointe Dr, Chester, MD 21619
  • /10

    $539,900 New Construction

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

    121 Wheelhouse Way, Chester, MD 21619

    Home office with double doors near entry.Gourmet kitchen with central island for prep & dining.Dining area includes built-in dry bar.Great room features a sleek electric fireplace.Multi-slide glass doors open to rear patio.Owner’s suite with walk-in closet for storage.Spa-inspired owner’s bath with dual sinks.

    K Hovnanian's Four Seasons

    Magothy, Chester, MD 21619
  • /73

    $539,900 New Construction

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

    121 Wheelhouse Way Unit 2111, Chester, MD 21619

    This Magothy condo offers low-maintenance luxury with a smart layout and designer features. With 2 bedrooms, 2.5 bathrooms, a 1-car garage, and a dedicated home office with French doors, it’s the perfect mix of comfort and versatility. Enjoy cozy evenings by the electric fireplace or entertaining at the built-in dry bar.The kitchen includes quartz countertops, a gas cooktop, range hood,

    Mary Anne Kowalewski KOVO Realty

    121 Wheelhouse Way Unit 2111, Chester, MD 21619
  • /58

    $784,900 New Construction

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

    201 Switchgrass Way Unit 1443, Chester, MD 21619

    Welcome home to the Chester, a beautifully crafted 2-bedroom, 2.5-bath residence with a 1-car garage, offering low-maintenance luxury and stylish finishes throughout. Ideal for full-time living or a lock-and-leave lifestyle, this home delivers comfort, flexibility, and charm in every room.Inside, you’ll find a dedicated home office with lighted French doors, perfect for remote work or a

    Mary Anne Kowalewski KOVO Realty

    201 Switchgrass Way Unit 1443, Chester, MD 21619
  • /58

    $784,900 New Construction

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

    201 Switchgrass Way Unit 1442, Chester, MD 21619

    Experience the perfect balance of function and finesse in the Chester, a 2-bedroom, 2.5-bath home with a 1-car garage, designed for effortless living and elevated comfort.Thoughtfully laid out, this home includes a stylish home office with lighted French doors, a dry bar for entertaining, and a welcoming electric fireplace to anchor the living space. Elegant tray ceilings in both the great room

    Mary Anne Kowalewski KOVO Realty

    201 Switchgrass Way Unit 1442, Chester, MD 21619
  • /57

    $889,900 New Construction

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

    164 Redstart Dr, Chester, MD 21619

    Discover the charm and versatility of the Kerr, a thoughtfully designed 3-bedroom, 3-bath home offering an open layout, high-end finishes, and spaces tailored for comfort. With a 3-car garage and flexible rooms throughout, this home adapts beautifully to everyday living or entertaining.The main level features durable Luxury Vinyl Plank flooring, a warm fireplace, and a screened patio for

    Mary Anne Kowalewski KOVO Realty

    164 Redstart Dr, Chester, MD 21619
  • /12

    $869,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,601 Sq Ft

    Munich ESP, Chester, MD 21619

    Extra Suite Plus for multi-generational living. Striking kitchen with large center island and corner pantry. Spacious great room with tons of windows for natural sun light. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities and optional freestanding tub. Private home office off foyer for working from home.

    K Hovnanian's Four Seasons

    Munich ESP, Chester, MD 21619
  • /12

    $626,900 New Construction

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

    Bernstein II, Chester, MD 21619

    Elegant foyer welcoming guests to your home. Convenient single-story living. Kitchen with spacious pantry and oversized island. Open-concept great room and dining area adjacent to kitchen. Private primary suite with large walk-in closet and spa bath. Laundry room and HovHall with plenty of space to store and organize.

    K Hovnanian's Four Seasons

    Bernstein II, Chester, MD 21619
  • /34

    $671,400 New Construction

    • 4 Beds
    • 2.5 Baths

    1501 Norman Rd, Chester, MD 21619

    One of our most popular designs, the Doral offers formal ( office space) and informal living areas with lots of room for the whole family to spread out. Your main level features a spacious family room and table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extension. Upstairs, plans accommodate 4 nicely sized bedrooms, 2 full baths and large laundry

    George Bailey Keller Williams Flagship

    1501 Norman Rd, Chester, MD 21619
  • /2

    $847,500 Coming Soon

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

    124 Nauset Ln, Chester, MD 21619

    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 appliances, InstaHot water dispenser, and

    Jennifer Thomas RE/MAX Executive

    124 Nauset Ln, Chester, MD 21619
  • /56

    $849,500 Open Fri 11AM - 4PM

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

    223 Broadwater Dr, Chester, MD 21619

    ****************Welcome to Your Dream Home at Four Seasons on Kent Island*******************Step into refined elegance and low-maintenance luxury living with this stunning Killarney w/Loft model, the most sought-after floor plan in the exclusive Four Seasons at Kent Island community. This single family home blends style, comfort, and functionality, in one of the Eastern Shore's premier 55+

    Ralph Kennedy RE/MAX Executive

    223 Broadwater Dr, Chester, MD 21619
  • /38

    $805,000 Coming Soon

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

    104 Woods Rd, Chester, MD 21619

    FANTASTIC HOME! THE COMPLETE PACKAGE AND THEN MORE! 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 UPDATED WITH ISLAND, STAINLESS STEEL DOUBLE OVENS, COOKTOP, DRAWER

    Temple Peirce Cummings & Co. Realtors

    104 Woods Rd, Chester, MD 21619
  • /57

    $789,000 Coming Soon

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

    314 Thomas White Blvd, Chester, MD 21619

    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 bath over top. The oversized lot offers space for you to create your private oasis

    Kathleen Higginbotham Keller Williams Flagship

    314 Thomas White Blvd, Chester, MD 21619
  • /10

    $499,900 Coming Soon

    • 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
  • /2

    $650,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    1773 Harbor Dr, Chester, MD 21619

    Custom built waterfront home in Harbor View! Come on in and make it your own! Excellent views of the water from every room in the house! Kitchen with lots of storage and counter space opens to two-story living room with floor to ceiling windows! Main level bedroom that could be converted into a primary suite! Upstairs primary suite has excellent views of the water, overlooks living area, and has

    Jessica Busch Keller Williams Flagship

    1773 Harbor Dr, Chester, MD 21619

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