197

Recently Sold Chester, MD Homes

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  • 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
  • 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
  • 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
  • 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
  • 5C Piney Narrows Rd, Chester, MD 21619
    5C Piney Narrows Rd, Chester, MD 21619
    5C Piney Narrows Rd, Chester, MD 21619
    /22

    $30,000 Sold Jun 20, 2025

    • 432 Sq Ft
    • $69/SF
    • 10 Days On Market
    • Built 1985

    5C Piney Narrows Rd, Chester, MD 21619

    Welcome to Piney Narrows Yacht Haven marina condominium in the Kent Narrows, perfect for active boaters who want a comfortable, convenient community-oriented home port, now available is COVERED SLIP C-5!! (36' X 14' with 2 -30 amp power and water hook up) Entertain family and friends in the luxury of your own covered slip. Yacht Haven amenities include access to community swimming pool, picnic

    Kaitlyn Collins Benson & Mangold, LLC

    5C Piney Narrows Rd, Chester, MD 21619
  • 1360 Calvert Rd, Chester, MD 21619
    1360 Calvert Rd, Chester, MD 21619
    1360 Calvert Rd, Chester, MD 21619
    /67

    $1,140,000 Sold Jun 20, 2025

    • 2,876 Sq Ft
    • $396/SF
    • 79 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    1360 Calvert Rd, Chester, MD 21619

    Taking Backup Offers. 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

    Alex Hodges Cottage Street Realty LLC

    1360 Calvert Rd, Chester, MD 21619
  • 110 Hopkins Rd, Chester, MD 21619
    110 Hopkins Rd, Chester, MD 21619
    110 Hopkins Rd, Chester, MD 21619
    /28

    $764,419 Sold Jun 20, 2025

    • 2,600 Sq Ft
    • $294/SF
    • 123 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2024

    110 Hopkins Rd, Chester, MD 21619

    TO BE BUILT. on a clear 1/2 acre homesite This two-story, two-car garage center hall design is a great multi-generational home option for families looking to accommodate lots of varying needs under one roof! The Congressional features a formal dining room, breakfast area, main level owner's suite and laundry room, 4 bedrooms, 2.5 baths, mud room access from the garage, and much more. This plan

    George Bailey Keller Williams Flagship

    110 Hopkins Rd, Chester, MD 21619
  • 32F Queen Anne Way, Chester, MD 21619
    32F Queen Anne Way, Chester, MD 21619
    32F Queen Anne Way, Chester, MD 21619
    /61

    $559,000 Sold Jun 18, 2025

    • 1,680 Sq Ft
    • $333/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    32F Queen Anne Way, Chester, MD 21619

    Love Where You Live – Welcome to 32F Queen Anne Way in Queens Landing! PRICED BELOW APPRAISED VALUE--APPRAISAL $585,000Shore living doesn’t get much better than this! Wake up to waterfront views from every level of this charming 3-bedroom, 2.5-bath townhome, perfectly tucked along the Chester River in the vibrant community of Queens Landing.Enjoy the easy, breezy coastal lifestyle with open

    The Williams Home Team JPAR Maryland Living

    32F Queen Anne Way, Chester, MD 21619
  • 315 Gibson Cir, Chester, MD 21619
    315 Gibson Cir, Chester, MD 21619
    315 Gibson Cir, Chester, MD 21619
    /46

    $543,000 Sold Jun 18, 2025

    • 2,032 Sq Ft
    • $267/SF
    • 8 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2011

    315 Gibson Cir, Chester, MD 21619

    MUST SEE this Stunning End Unit Townhome in the Desired Community of Gibsons Grant which is 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 about the porches here in Gibsons

    Pamela Ackermann-Doll RE/MAX Executive

    315 Gibson Cir, Chester, MD 21619
  • 110 Richard Ingle Way, Chester, MD 21619
    110 Richard Ingle Way, Chester, MD 21619
    110 Richard Ingle Way, Chester, MD 21619
    /38

    $829,900 Sold Jun 16, 2025

    • 2,380 Sq Ft
    • $349/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2019

    110 Richard Ingle Way, Chester, MD 21619

    Welcome to Your Coastal Dream Home in Gibson's Grant! Nestled in the sought-after Gibson's Grant community on Kent Island, this beautifully maintained and thoughtfully laid out home built in 2019 boasts breathtaking views of the pond and Chester River, and is located a short stroll to the community clubhouse, pool, and pier, making it an ideal setting for relaxation and entertainment.As you step

    Elizabeth Arentz Coldwell Banker Realty

    110 Richard Ingle Way, Chester, MD 21619
  • 2747 Cecil Dr, Chester, MD 21619
    2747 Cecil Dr, Chester, MD 21619
    2747 Cecil Dr, Chester, MD 21619
    /66

    $350,000 Sold Jun 13, 2025

    • 1,560 Sq Ft
    • $224/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    2747 Cecil Dr, Chester, MD 21619

    MAJOR PRICE IMPROVEMENT!!!***Seller has requested an offer deadline of 5/15/25 at noon*** Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable Harbor View community—perfect for first-time buyers or those looking to downsize. Fresh, neutral paint and brand-new carpet on the stairs and upper level create a clean, move-in ready feel throughout.The main level offers a spacious

    Ryan Briggs Anne Arundel Properties, Inc.

    2747 Cecil Dr, Chester, MD 21619
  • 53C Queen Caroline Ct Unit C, Chester, MD 21619
    53C Queen Caroline Ct Unit C, Chester, MD 21619
    53C Queen Caroline Ct Unit C, Chester, MD 21619
    /67

    $319,000 Sold Jun 13, 2025

    • 1,440 Sq Ft
    • $222/SF
    • 52 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1998

    53C Queen Caroline Ct Unit C, Chester, MD 21619

    Experience the best of comfort and convenience in this charming townhome located in the sought-after Queens Landing community. This inviting home features an open floor plan, two spacious bedrooms, each with an en-suite full bathroom and one offering a double sink for added space. The kitchen provides ample space for a cozy breakfast nook and shines with granite countertops, stylish white

    Julia Stevens Realty Navigator

    53C Queen Caroline Ct Unit C, Chester, MD 21619
  • 1770 Harbor Dr, Chester, MD 21619
    1770 Harbor Dr, Chester, MD 21619
    1770 Harbor Dr, Chester, MD 21619
    /26

    $685,813 Sold Jun 12, 2025

    • 52 Days On Market
    • 4 Beds
    • 2.5 Baths

    1770 Harbor Dr, Chester, MD 21619

    RARE OPPORTUNITY ON KENT ISLAND> FULL BASEMENT!! 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

    George Bailey Keller Williams Flagship

    1770 Harbor Dr, Chester, MD 21619
  • 605 Teal Ct, Chester, MD 21619
    605 Teal Ct, Chester, MD 21619
    605 Teal Ct, Chester, MD 21619
    /30

    $300,000 Sold Jun 10, 2025

    • 1,069 Sq Ft
    • $281/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1997

    605 Teal Ct, Chester, MD 21619

    Welcome to 605 Teal Court! A beautifully maintained 2-bedroom, 2-bathroom condo offering easy, low-maintenance living in one of Kent Island’s most desirable communities. This spotless ground-floor unit showcases true pride of ownership with a fresh, modern kitchen that offers updated countertops and ample cabinet space. Enjoy the warmth of an open-concept living and dining area, perfect for

    Jarnell Foster Benson & Mangold, LLC

    605 Teal Ct, Chester, MD 21619
  • 1713 Bayside Dr, Chester, MD 21619
    1713 Bayside Dr, Chester, MD 21619
    1713 Bayside Dr, Chester, MD 21619
    /30

    $465,000 Sold Jun 10, 2025

    • 1,980 Sq Ft
    • $235/SF
    • 42 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1972

    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 leading

    Biana Arentz Coldwell Banker Realty

    1713 Bayside Dr, Chester, MD 21619
  • 7B Piney Narrows Rd, Chester, MD 21619
    7B Piney Narrows Rd, Chester, MD 21619
    7B Piney Narrows Rd, Chester, MD 21619
    /17

    $45,000 Sold Jun 06, 2025

    • 900 Sq Ft
    • $50/SF
    • 77 Days On Market
    • Built 1985

    7B Piney Narrows Rd, Chester, MD 21619

    Welcome to Piney Narrows Yacht Haven marina condominium in the Kent Narrows, perfect for active boaters who want a comfortable, convenient community-oriented home port, now available is COVERED SLIP B-7!! (50' X 18' with power) Entertain family and friends in the luxury of your own covered slip. Yacht Haven amenities include access to community swimming pool, picnic area with BBQ grill,

    Kaitlyn Collins Benson & Mangold, LLC

    7B Piney Narrows Rd, 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

    $394,000 Sold Jun 05, 2025

    • 1,260 Sq Ft
    • $313/SF
    • 32 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    3 Queen Victoria Way, Chester, MD 21619

    NEW LISTING! Kent Island - Queens Landing - Waterfront Community - 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

    Carol Tinnin RE/MAX Leading Edge

    3 Queen Victoria Way, Chester, MD 21619
  • 1605 Midway Rd, Chester, MD 21619
    1605 Midway Rd, Chester, MD 21619
    1605 Midway Rd, Chester, MD 21619
    /4

    $795,000 Sold May 29, 2025

    • 2,658 Sq Ft
    • $299/SF
    • 4 Beds
    • 2.5 Baths
    • Built 2018

    1605 Midway Rd, Chester, MD 21619

    Buyers get ready! This custom built home is a SHOW STOPPER! In excellent condition This custom-built stunner offers nearly 2,700 SF of beautifully finished space, an open-concept floor plan, and all the on-trend finishes you’ve been dreaming of. Spacious eat-in kitchen with a huge center island that flows right into the dining area – perfect for everyday living and entertaining. Plus a veratile

    Tricia Wilson Wilson Realty & Staging LLC

    1605 Midway Rd, Chester, MD 21619
  • 122 Dundee Ave, Chester, MD 21619
    122 Dundee Ave, Chester, MD 21619
    122 Dundee Ave, Chester, MD 21619
    /54

    $449,900 Sold May 28, 2025

    • 1,706 Sq Ft
    • $264/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2013

    122 Dundee Ave, Chester, MD 21619

    $10K Price Drop!!!! Rare Opportunity to Own this Amazing 3 BR/2.5BA SFH w/ large backyard on Kent Island. Bonus NO HOA!!! Only One Family Owned. You will fall in love with this Modern Split Foyer with a GREAT OPEN LAYOUT! Home Features Hardwood Flooring through-out the Gourmet Kitchen, Dining Area, Family Room, Hallway and even on the Steps, Cathedral Ceilings, Open Concept Kitchen, Dining and

    Sandy Patterson Taylor Properties

    122 Dundee Ave, 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

    $585,000 Sold May 27, 2025

    • 1,760 Sq Ft
    • $332/SF
    • 13 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    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 the

    Jennifer Thomas RE/MAX Executive

    24 C Queen Elizabeth Ct, Chester, MD 21619
  • 209 Evelyne St, Chester, MD 21619
    209 Evelyne St, Chester, MD 21619
    209 Evelyne St, Chester, MD 21619
    /32

    $845,000 Sold May 23, 2025

    • 2,985 Sq Ft
    • $283/SF
    • 33 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2015

    209 Evelyne St, Chester, MD 21619

    Welcome to this stunning 4-bedroom, 2.5-bathroom single-family home, nestled at the end of a peaceful street in the highly sought-after Gibson Grant Community! Built by renowned builder Koch Homes, this home blends superior craftsmanship with modern design, offering a spacious and comfortable living experience.As you approach the home, you'll appreciate the privacy and tranquility of being

    Tamara Declama Compass

    209 Evelyne St, Chester, MD 21619
  • 148 Nighthawk Dr, Stevensville, MD 21666
    148 Nighthawk Dr, Stevensville, MD 21666
    148 Nighthawk Dr, Stevensville, MD 21666
    /51

    $884,900 Sold May 23, 2025

    • 2,772 Sq Ft
    • $319/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    148 Nighthawk Dr, Stevensville, MD 21666

    This Kerr is a beautifully designed home that offers both style and functionality, making it ideal for comfortable living and entertaining and estimated for completion April 2025.The lovely Extra Suite is perfect for overnight guests, offering a private and cozy space for visitors. A charming home office, conveniently located off the foyer, provides a peaceful environment for working from

    Mary Anne Kowalewski KOVO Realty

    148 Nighthawk Dr, Stevensville, MD 21666
  • 200 Harrier Way Unit 44, Chester, MD 21619
    200 Harrier Way Unit 44, Chester, MD 21619
    200 Harrier Way Unit 44, Chester, MD 21619
    /38

    $875,000 Sold May 20, 2025

    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    200 Harrier Way Unit 44, Chester, MD 21619

    Four Seasons at Kent Island is an active 55+ community on Maryland's Eastern Shore, offering island resort-style & maintenance-free living at its finest! This Severn model is a spacious and airy 3 bedroom, 2.5 bath penthouse, end-unit boasting an expansive open floor plan with over 2600 square feet of luxurious living space. This home features a lavish gourmet kitchen and dining area, a huge

    Ralph Kennedy RE/MAX Executive

    200 Harrier Way Unit 44, Chester, MD 21619
  • 214 Claiborne St, Chester, MD 21619
    214 Claiborne St, Chester, MD 21619
    214 Claiborne St, Chester, MD 21619
    /94

    $570,000 Sold May 20, 2025

    • 1,852 Sq Ft
    • $308/SF
    • 153 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    214 Claiborne St, Chester, MD 21619

    Discover refined coastal living in this meticulously maintained contemporary home in the sought-after Gibson's Grant water front community. Built in 2014, this thoughtfully designed 3 bedroom, 2.5 bath residence offers over 1,852 square feet of living space and combines modern aesthetics with contemporary architectural details across two finished levels. As you approach you are greeted by an

    Barbara McCaffrey Redfin Corp

    214 Claiborne St, Chester, MD 21619

Showing Results 1 - 40, Page 1 of 5

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 $611,336.
What is the average time to sell a house in Chester, MD?
The houses for sale in Chester, MD spend an average of 44 days on the market.
What is the number of active homes for sale in Chester, MD?
There are 18 active homes for sale in Chester, MD.
How many homes have sold over the last 12 months in Chester, MD?
111 homes have sold in Chester, MD over the last 12 months.

Home Trends in Chester, MD

On average, homes in Chester, MD sell after 44 days on the market compared to the national average of 70 days. The median sale price for homes in Chester, MD over the last 12 months is $645,000, down 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$645,000
Median Single Family Sale Price
$671,400
Median Townhouse Sale Price
$469,000
Median 2 Bedroom Sale Price
$539,950
Average Price Per Sq Ft
$346
Number of Homes for Sale
18
Last 12 months Home Sales
111
Months of Supply
1.90
Median List Price
$637,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-12%
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