202

Recently Sold Chester, MD Homes

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  • 201 Switchgrass Way Unit 43, Chester, MD 21619
    201 Switchgrass Way Unit 43, Chester, MD 21619
    201 Switchgrass Way Unit 43, Chester, MD 21619
    /25

    $784,900 Sold Aug 20, 2025

    • 1,900 Sq Ft
    • $413/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    201 Switchgrass Way Unit 43, Chester, MD 21619

    Private home office with double doors for a quiet workspace.Central island anchors the gourmet kitchen with wall oven.Great room with a warm electric fireplace & balcony access.Dining area includes a dry bar, perfect for hosting.Owner’s suite offers a retreat with private balcony entry.Spa-like owner’s bath with dual vanities & modern

    K. Hovnanian Homes

    201 Switchgrass Way Unit 43, Chester, MD 21619
  • 201 Switchgrass Way Unit 42, Chester, MD 21619
    201 Switchgrass Way Unit 42, Chester, MD 21619
    201 Switchgrass Way Unit 42, Chester, MD 21619
    /25

    $784,900 Sold Aug 20, 2025

    • 1,900 Sq Ft
    • $413/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    201 Switchgrass Way Unit 42, Chester, MD 21619

    Home office with elegant double-door entry.Gourmet kitchen with wall oven & oversized island.Dining area includes a built-in dry bar for entertaining.Great room with an electric fireplace & natural light.Access to the balcony from both the great room & owner’s suite.Dual vanities in the owner’s spa bath for a luxe feel.Smartly designed floorplan

    K. Hovnanian Homes

    201 Switchgrass Way Unit 42, Chester, MD 21619
  • 121 Wheelhouse Way Unit 21, Chester, MD 21619
    121 Wheelhouse Way Unit 21, Chester, MD 21619
    121 Wheelhouse Way Unit 21, Chester, MD 21619
    /18

    $719,900 Sold Aug 20, 2025

    • 2,602 Sq Ft
    • $277/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    121 Wheelhouse Way Unit 21, Chester, MD 21619

    Beautiful gourmet kitchen overlooks open concept living spaces.Spacious great room with warm fireplace.Sun-lit dining area with drybar, perfect for hosting dinner parties.Lavish owner's suite & bath featuring dual walk-in closets & sitting room.Convenient laundry room located near secondary bedrooms.Lovely balcony for outdoor relaxation.

    K. Hovnanian Homes

    121 Wheelhouse Way Unit 21, Chester, MD 21619
  • 132 Wheelhouse Way Unit 21, Chester, MD 21619
    132 Wheelhouse Way Unit 21, Chester, MD 21619
    132 Wheelhouse Way Unit 21, Chester, MD 21619
    /87

    $989,000 Sold Aug 18, 2025

    • 2,602 Sq Ft
    • $380/SF
    • 27 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    132 Wheelhouse Way Unit 21, Chester, MD 21619

    Don't wait for New Construction! This nearly NEW luxury condo is available NOW! Welcome to 132 Wheelhouse Way Unit 21, an extraordinary residence where elegance meets ease. This impeccably designed 3-bedroom, 2.5-bath corner unit in the coveted Four Seasons at Kent Island offers over 2,600 square feet of refined single-level living with unparalleled panoramic views of the Chester River. From the

    Kathleen Higginbotham Keller Williams Flagship

    132 Wheelhouse Way Unit 21, Chester, MD 21619
  • 360 Macum Creek Dr, Chester, MD 21619
    360 Macum Creek Dr, Chester, MD 21619
    360 Macum Creek Dr, Chester, MD 21619
    /71

    $915,000 Sold Aug 15, 2025

    • 3,225 Sq Ft
    • $284/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2012

    360 Macum Creek Dr, Chester, MD 21619

    Welcome to 360 Macum Creek Drive – where charm, space, and style come together in the sought-after waterfront community of Gibson’s Grant.Situated on a prime corner lot, this beautifully maintained home offers over 3,200 square feet of versatile living space with 3 bedrooms, 2.5 bathrooms, and a third-floor recreation room that can easily function as a fourth bedroom, home office, or

    Tara Trout Keller Williams Flagship

    360 Macum Creek Dr, Chester, MD 21619
  • 1809 Stevens Dr, Chester, MD 21619
    1809 Stevens Dr, Chester, MD 21619
    1809 Stevens 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
  • 194 Sailcloth Way, Chester, MD 21619
    194 Sailcloth Way, Chester, MD 21619
    194 Sailcloth Way, 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
  • 211 Golden Eye Ct, Chester, MD 21619
    211 Golden Eye Ct, Chester, MD 21619
    211 Golden Eye Ct, 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
  • 133 Henry Stoupe Way, Chester, MD 21619
    133 Henry Stoupe Way, Chester, MD 21619
    133 Henry Stoupe Way, 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
  • 203 Anchor Ln, Chester, MD 21619
    203 Anchor Ln, Chester, MD 21619
    203 Anchor Ln, 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
  • 2707 Cox Neck Rd, Chester, MD 21619
    2707 Cox Neck Rd, Chester, MD 21619
    2707 Cox Neck Rd, 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
  • 2614 Ellicott Dr, Chester, MD 21619
    2614 Ellicott Dr, Chester, MD 21619
    2614 Ellicott Dr, 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
  • 412 Hanna Ct, Chester, MD 21619
    412 Hanna Ct, Chester, MD 21619
    412 Hanna Ct, 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
  • 15G Queen Anne Way, Chester, MD 21619
    15G Queen Anne Way, Chester, MD 21619
    15G Queen Anne Way, 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
  • 218 Switchgrass Way Unit 1732, Chester, MD 21619
    218 Switchgrass Way Unit 1732, Chester, MD 21619
    218 Switchgrass Way Unit 1732, 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
  • 34B Queen Anne Way Unit B, Chester, MD 21619
    34B Queen Anne Way Unit B, Chester, MD 21619
    34B Queen Anne Way Unit B, 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
  • 121 Wheelhouse Way Unit 12, Chester, MD 21619
    121 Wheelhouse Way Unit 12, Chester, MD 21619
    121 Wheelhouse Way Unit 12, 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
  • 320 Bayberry Dr, Chester, MD 21619
    320 Bayberry Dr, Chester, MD 21619
    320 Bayberry Dr, 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
  • 1614 Postal Rd, Chester, MD 21619
    1614 Postal Rd, Chester, MD 21619
    1614 Postal Rd, Chester, MD 21619
    /43

    $595,000 Sold Jul 28, 2025

    • 2,656 Sq Ft
    • $224/SF
    • 59 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2003

    1614 Postal Rd, Chester, MD 21619

    Welcome to this Lovingly and Well-Maintained Colonial Style Home! Looking for a Home based business? This one is it, as it offers a rare opportunity with incredible versatility with Town Center Zoning, making it perfect for a private residence, bed & breakfast, Airbnb, or the opportunity to live where you work. Nestled on a Large Lot backing to Woods offers both Privacy and Charm! Spanning

    Pamela Ackermann-Doll RE/MAX Executive

    1614 Postal Rd, Chester, MD 21619
  • 211 Switchgrass Way Unit 31, Chester, MD 21619
    211 Switchgrass Way Unit 31, Chester, MD 21619
    211 Switchgrass Way Unit 31, Chester, MD 21619
    /19

    $739,900 Sold Jul 24, 2025

    • 2,602 Sq Ft
    • $284/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    211 Switchgrass Way Unit 31, Chester, MD 21619

    Striking gourmet kitchen with designer cabinets & chef-worthy island.Elegant dining area featuring fancy dry bar.Refined great room featuring stunning fireplace.Serene owner's suite with maginificnet sitting room & walk-in closets.Owner's spa bath with dual sinks and lavish shower.Wonderful balcony for relaxing outdoors.

    K. Hovnanian Homes

    211 Switchgrass Way Unit 31, Chester, MD 21619
  • 107 Lee Rd, Chester, MD 21619
    107 Lee Rd, Chester, MD 21619
    107 Lee Rd, Chester, MD 21619
    /11

    $259,000 Sold Jul 24, 2025

    • 960 Sq Ft
    • $270/SF
    • 160 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1984

    107 Lee Rd, Chester, MD 21619

    OPEN HOUSE, Saturday, May 24, from 11am to 1pm...Best 3 Br buy on Kent Island! Recent upgrades! Hurry!

    Darlene Winegardner RE/MAX Executive

    107 Lee Rd, Chester, MD 21619
  • 416 Warbler Way, Chester, MD 21619
    416 Warbler Way, Chester, MD 21619
    416 Warbler Way, Chester, MD 21619
    /17

    $669,900 Sold Jul 23, 2025

    • 1,993 Sq Ft
    • $336/SF
    • 2 Beds
    • 2 Baths
    • Built 2025

    416 Warbler Way, Chester, MD 21619

    Well-equipped kitchen featuring Brellin White cabinets & Statuary Classique quartz countertops.Spacious great room featuring vaulted ceiling.Functional dining area for mealtime enjoyment.Productive home office for working remotely.Lavish primary suite & bath with dual vanities & walk-in closet.Versatile screened patio for relaxation.

    K. Hovnanian Homes

    416 Warbler Way, Chester, MD 21619
  • 201 Switchgrass Way Unit 33, Chester, MD 21619
    201 Switchgrass Way Unit 33, Chester, MD 21619
    201 Switchgrass Way Unit 33, Chester, MD 21619
    /24

    $684,900 Sold Jul 23, 2025

    • 1,900 Sq Ft
    • $360/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    201 Switchgrass Way Unit 33, 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 Homes

    201 Switchgrass Way Unit 33, Chester, MD 21619
  • 218 Switchgrass Way Unit 32, Chester, MD 21619
    218 Switchgrass Way Unit 32, Chester, MD 21619
    218 Switchgrass Way Unit 32, Chester, MD 21619
    /26

    $999,900 Sold Jul 23, 2025

    • 1,900 Sq Ft
    • $526/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    218 Switchgrass Way Unit 32, Chester, MD 21619

    Private home office offers a quiet & functional workspace.Gourmet kitchen features a center island & built-in wall oven.Dining area with a dry bar adds convenience for hosting.Great room includes an electric fireplace & balcony access.Sliding glass doors connect indoor & outdoor living spaces.Owner's suite with private balcony creates a serene

    K. Hovnanian Homes

    218 Switchgrass Way Unit 32, 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
    /17

    $814,900 Sold Jul 23, 2025

    • 2,602 Sq Ft
    • $313/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    201 Switchgrass Way Unit 34, Chester, MD 21619

    Home office with double doors for privacy.Great room with an electric fireplace for warmth & charm.Large central island anchors the gourmet kitchen.Dry bar in dining area creates a perfect hosting space.Owner’s suite with a serene sitting room & balcony access.Dual walk-in closets for organized living.Owner’s bath with sleek dual vanities & spacious

    K. Hovnanian Homes

    201 Switchgrass Way Unit 34, Chester, MD 21619
  • 211 Switchgrass Way Unit 42, Chester, MD 21619
    211 Switchgrass Way Unit 42, Chester, MD 21619
    211 Switchgrass Way Unit 42, Chester, MD 21619
    /26

    $679,900 Sold Jul 23, 2025

    • 1,900 Sq Ft
    • $358/SF
    • 2 Beds
    • 2.5 Baths
    • Built 2025

    211 Switchgrass Way Unit 42, Chester, MD 21619

    Private home office for working or reading.Chef-worthy gourmet kitchen & spacious island perfect for meal prepping.Elegant dining area with convenient dry bar, perfect for entertaining.Open, airy great room with electric fireplace & tray ceiling.Serene owner's suite with crown moulding and balcony access.Glamorous owner's spa bath featuring split vanities.Relaxing

    K. Hovnanian Homes

    211 Switchgrass Way Unit 42, Chester, MD 21619
  • 516 Warbler Way, Chester, MD 21619
    516 Warbler Way, Chester, MD 21619
    516 Warbler Way, Chester, MD 21619
    /20

    $684,900 Sold Jul 23, 2025

    • 1,993 Sq Ft
    • $344/SF
    • 2 Beds
    • 2 Baths
    • Built 2025

    516 Warbler Way, Chester, MD 21619

    Polished kitchen with Brellin White cabinets & floating shalves.Vast center island & Statuary Classique quartz countertops.Welcoming great room featuring high vaulted ceiling & painted ceiling beams.Cozy fireplace adds warmth & character to main living areas.Organized home office for leisure activities.Private primary suite & bath with dual vanities & chrome

    K. Hovnanian Homes

    516 Warbler Way, Chester, MD 21619
  • 524 Warbler Way, Chester, MD 21619
    524 Warbler Way, Chester, MD 21619
    524 Warbler Way, Chester, MD 21619
    /10

    $639,900 Sold Jul 23, 2025

    • 1,690 Sq Ft
    • $379/SF
    • 2 Beds
    • 2 Baths
    • Built 2025

    524 Warbler Way, Chester, MD 21619

    Polished kitchen with Brellin White cabinets & floating shelves.Vast island & Statuary Classique quartz countertops.Expansive great room for entertaining friends & family.Charming dining area for mealtime enjoyment.Functional home office off foyer for working remotely.Lavish primary bath & suite featuring walk-in closet.Inviting covered patio for outdoor enjoyment.Attached 2-car

    K. Hovnanian Homes

    524 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 Sold Jul 22, 2025

    • 2,791 Sq Ft
    • $258/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    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
  • 513 Teal Ct, Chester, MD 21619
    513 Teal Ct, Chester, MD 21619
    513 Teal Ct, Chester, MD 21619
    /44

    $295,000 Sold Jul 21, 2025

    • 1,073 Sq Ft
    • $275/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    513 Teal Ct, Chester, MD 21619

    *Experience a getaway lifestyle at this stunning 2nd-floor condominium nestled within the prestigious Bayside Condominium Community. Enjoy peaceful views of the pond and fountain from the private balcony. You will delight in the pond views from the living room, dining and kitchen. The spacious living room features built-ins and seamlessly transitions into the dining area, complete with a sliding

    April Heim Rosendale Realty

    513 Teal Ct, Chester, MD 21619
  • 218 Switchgrass Way Unit 1744, Chester, MD 21619
    218 Switchgrass Way Unit 1744, Chester, MD 21619
    218 Switchgrass Way Unit 1744, Chester, MD 21619
    /58

    $1,435,900 Sold Jul 17, 2025

    • 2,602 Sq Ft
    • $552/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    218 Switchgrass Way Unit 1744, Chester, MD 21619

    Stylish Comfort & Thoughtful Design – SevernReady for June 2025 move-in, the Severn offers a refined take on condo living with 3 bedrooms, 2.5 baths, and a 1-car garage—all wrapped in elegant, low-maintenance style.The open-concept layout features laminate flooring throughout, with tile in both full baths, creating a clean and cohesive flow from room to room. At the heart of the

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1744, 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

    $649,900 Sold Jul 15, 2025

    • 2,003 Sq Ft
    • $324/SF
    • 8 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    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

    Mary Anne Kowalewski KOVO Realty

    218 Switchgrass Way Unit 1711, Chester, MD 21619
  • 194 Evelyne St, Chester, MD 21619
    194 Evelyne St, Chester, MD 21619
    194 Evelyne St, Chester, MD 21619
    /42

    $679,000 Sold Jul 15, 2025

    • 2,134 Sq Ft
    • $318/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2013

    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
  • 2921 Cox Neck Rd E, Chester, MD 21619
    2921 Cox Neck Rd E, Chester, MD 21619
    2921 Cox Neck Rd E, Chester, MD 21619
    /66

    $1,700,000 Sold Jul 11, 2025

    • 2,824 Sq Ft
    • $602/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1992

    2921 Cox Neck Rd E, Chester, MD 21619

    Welcome to waterfront living at its finest in the highly sought-after Southwind community on Kent Island, where this stunning home offers one of the most breathtaking views of Crab Alley Bay. Perfectly positioned with an east-facing orientation, you'll enjoy spectacular sunrises that paint the sky and reflect off the water each morning. This beautifully designed 4-bedroom, 2.5-bath residence

    Lynn Tuozzo Berkshire Hathaway HomeServices PenFed Realty

    2921 Cox Neck Rd E, Chester, MD 21619
  • 4000 Herons Nest Way Unit 11, Chester, MD 21619
    4000 Herons Nest Way Unit 11, Chester, MD 21619
    4000 Herons Nest Way Unit 11, Chester, MD 21619
    /77

    $540,000 Sold Jun 30, 2025

    • 2,003 Sq Ft
    • $270/SF
    • 47 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2021

    4000 Herons Nest Way Unit 11, Chester, MD 21619

    Welcome to resort living at its finest, where active living meets luxury and convenience. This first-floor condo offers a unique blend of features and upgrades, making it move-in ready today. The first-floor location is perfect for convenience—especially when it comes time to take your furry friends for a walk! You can easily step off your patio to enjoy nature or take your pup for a walk! The

    Christine Vorsteg Keller Williams Flagship

    4000 Herons Nest Way Unit 11, Chester, MD 21619
  • 106 Woods Rd, Chester, MD 21619
    106 Woods Rd, Chester, MD 21619
    106 Woods Rd, Chester, MD 21619
    /45

    $650,000 Sold Jun 26, 2025

    • 2,551 Sq Ft
    • $255/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    106 Woods Rd, Chester, MD 21619

    This beautifully updated Kent Island retreat in the Benton’s Pleasure community offers space, style, and serenity, with over 2,500 square feet of thoughtfully designed living on more than half an acre. Surrounded by mature landscaping and blooming flowers, the home sits in a peaceful, private setting with no houses directly across the street, just a tranquil view of the woods. Step onto the

    Jackie Ball Daley Northrop Realty

    106 Woods Rd, Chester, MD 21619
  • 300 Skyler Ave, Chester, MD 21619
    300 Skyler Ave, Chester, MD 21619
    300 Skyler Ave, Chester, MD 21619
    /36

    $507,500 Sold Jun 26, 2025

    • 2,250 Sq Ft
    • $226/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1991

    300 Skyler Ave, Chester, MD 21619

    Welcome to this beautifully maintained home in a quiet Chester neighborhood, just one house off the water. Situated on a spacious 0.75-acre lot, this recently updated home has been freshly painted and is move-in ready. The main level features a spacious kitchen with granite countertops, stainless steel appliances, an island with additional storage, and elegant cabinetry. The open dining area

    Mike Altobelli RE/MAX Realty Services

    300 Skyler Ave, Chester, MD 21619
  • 327 Cross Creek Ct, Chester, MD 21619
    327 Cross Creek Ct, Chester, MD 21619
    327 Cross Creek Ct, Chester, MD 21619
    /37

    $520,000 Sold Jun 24, 2025

    • 2,106 Sq Ft
    • $247/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    327 Cross Creek Ct, Chester, MD 21619

    Do not miss! Clayborne Woods is a private community with one way in and one way out! Neighbors describe it as close knit, friendly, and a place they do not want to leave! This home sits on a prime lot in the neighborhood, with wooded views from almost every side, affording you the Eastern Shore serene living you come here to get! As you enter this home, you'll notice it's warm tones throughout.

    Violeta Aguirre Long & Foster Real Estate, Inc.

    327 Cross Creek Ct, 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

    $499,000 Sold Jun 23, 2025

    • 1,900 Sq Ft
    • $263/SF
    • 48 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2022

    170 Harrier Way Unit 32, Chester, MD 21619

    ***HIGHLY MOTIVATED SELLERS*** PRICE REDUCED FOR AN OFFER ACCEPTED BY 6/23. SELLERS HAVE FOUND THEIR HOME OF CHOICE AND NEED TO MOVE QUICKLY! 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

    Scott Swahl Redfin Corp

    170 Harrier Way Unit 32, Chester, MD 21619
  • 502 Dominion Rd, Chester, MD 21619
    502 Dominion Rd, Chester, MD 21619
    502 Dominion Rd, Chester, MD 21619
    /56

    $370,000 Sold Jun 23, 2025

    • 2,682 Sq Ft
    • $138/SF
    • 146 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1922

    502 Dominion Rd, Chester, MD 21619

    Charming Home with Endless Potential on Spacious .8-Acre Lot!Discover this unique opportunity to own a property brimming with charm and possibilities! Nestled on a generous .8-acre lot, this home offers the potential for an additional lot—perfect for future expansion or investment—as the previous owner began work to make it a reality.This 2-story gem showcases custom carpentry throughout, adding

    Jim Davidson Coldwell Banker Waterman Realty

    502 Dominion Rd, Chester, MD 21619

Showing Results 1 - 40, Page 1 of 6

Maryland Queen Annes County Chester

Recently Sold Real Estate & Homes in Chester, MD

Frequently Asked Questions

What is the average home price in Chester, MD?
Homes for sale in Chester, MD have an average home price of $603,485.
What is the average time to sell a house in Chester, MD?
The houses for sale in Chester, MD spend an average of 45 days on the market.
What is the number of active homes for sale in Chester, MD?
There are 64 active homes for sale in Chester, MD.
How many homes have sold over the last 12 months in Chester, MD?
169 homes have sold in Chester, MD over the last 12 months.

Home Trends in Chester, MD

On average, homes in Chester, MD sell after 45 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, MD over the last 12 months is $579,900, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$579,900
Median Single Family Sale Price
$639,900
Median Townhouse Sale Price
$437,500
Median 2 Bedroom Sale Price
$539,700
Median 1 Bedroom Sale Price
$300,000
Average Price Per Sq Ft
$295
Number of Homes for Sale
64
Last 12 months Home Sales
169
Months of Supply
4.50
Median List Price
$585,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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