188

Recently Sold Chestertown, MD Homes

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  • 116 Fairview Dr, Chestertown, MD 21620
    116 Fairview Dr, Chestertown, MD 21620
    116 Fairview Dr, Chestertown, MD 21620
    /21

    $305,000 Sold Feb 27, 2025

    • 1,028 Sq Ft
    • $297/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1976

    116 Fairview Dr, Chestertown, MD 21620

    Move-in ready and waiting for you! Start the new year in this charming 3-bedroom, 1-bath rancher. The brand-new kitchen is a showstopper, featuring sleek granite countertops, stylish new cabinets, and stainless steel appliances. Durable and attractive LVP flooring flows seamlessly throughout the home, creating a low-maintenance living space. Freshly painted from top to bottom, this home feels

    Jody Baker Cross Street Realtors LLC

    116 Fairview Dr, Chestertown, MD 21620
  • 117 Primrose Rd, Chestertown, MD 21620
    117 Primrose Rd, Chestertown, MD 21620
    117 Primrose Rd, Chestertown, MD 21620
    /15

    $325,000 Sold Feb 27, 2025

    • 2,460 Sq Ft
    • $132/SF
    • 112 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    117 Primrose Rd, Chestertown, MD 21620

    Ranch home located in Primrose Point neighborhood( Queen Anne's County with Chestertown address), only ten minutes from downtown Chestertown. This home offers large rooms that could be modified to create a formal dining room and seperate family room if desired. The swimming pool has not been used for two years. This property is being sold "AS-IS". Sign posted.

    Herschell Claggett Davis Real Estate, Inc.

    117 Primrose Rd, Chestertown, MD 21620
  • 104 Oak Leaf Dr, Chestertown, MD 21620
    104 Oak Leaf Dr, Chestertown, MD 21620
    104 Oak Leaf Dr, Chestertown, MD 21620
    /17

    $283,000 Sold Feb 19, 2025

    • 1,840 Sq Ft
    • $154/SF
    • 38 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2003

    104 Oak Leaf Dr, Chestertown, MD 21620

    Welcome to your new home in the vibrant community of Chestertown! This beautiful 3-bedroom, 3.5-bath townhome features an open layout perfect for modern living. The heart of the home is the stylish kitchen, equipped with contemporary finishes and ample storage.Enjoy relaxing in the spacious living area or step outside to your private deck—ideal for entertaining or soaking up the sun. The

    Krystal Zellner Crown Homes Real Estate

    104 Oak Leaf Dr, Chestertown, MD 21620
  • 109 Grant Ct, Chestertown, MD 21620
    109 Grant Ct, Chestertown, MD 21620
    109 Grant Ct, Chestertown, MD 21620
    /38

    $389,900 Sold Feb 06, 2025

    • 1,344 Sq Ft
    • $290/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2021

    109 Grant Ct, Chestertown, MD 21620

    This meticulously maintained 3-bedroom, 2-bathroom ranch-style home offers the perfect blend of comfort and modern features. Located in a tranquil setting that backs to farmland, it boasts an open floor plan with cathedral ceilings, creating a spacious and airy atmosphere throughout. The upgraded kitchen with stainless steel appliances that make it ideal for both cooking and entertaining. The

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    109 Grant Ct, Chestertown, MD 21620
  • 110 Birch Run Rd, Chestertown, MD 21620
    110 Birch Run Rd, Chestertown, MD 21620
    110 Birch Run Rd, Chestertown, MD 21620
    /29

    $600,000 Sold Feb 06, 2025

    • 2,672 Sq Ft
    • $225/SF
    • 155 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    110 Birch Run Rd, Chestertown, MD 21620

    CUSTOM - BUILT 4 BEDROOM/3 BATH CUSTOM BUILT CONTEMPORARY on a corner .37acre lot in the desirable neighborhood of Mile Tree Village. This gorgeous, meticulously maintained home offers all on one floor living in light-filled open floor plan comfort. Features include cathedral and vaulted ceilings in the main living area and master bedroom; handsome maple flooring throughout the central living

    Paula Ruckelshaus Long & Foster Real Estate, Inc.

    110 Birch Run Rd, Chestertown, MD 21620
  • 0 Truslow Farm Ln, Chestertown, MD 21620
    0 Truslow Farm Ln, Chestertown, MD 21620
    0 Truslow Farm Ln, Chestertown, MD 21620
    /10

    $390,000 Sold Feb 06, 2025

    • Land
    • 2.30 Acres
    • $169,565 per Acre
    • 322 Days On Market

    0 Truslow Farm Ln, Chestertown, MD 21620

    Opportunity to claim your own 2.3 acres of waterfront situated amidst the serene beauty of Truslow farm. This parcel represents one of the last untouched waterfront canvases on the Chester River, eagerly awaiting your imagination to bring it to life as your dream home or waterfront escape. Located just across the river from the vibrant events of the Sultana, Downrigging, Tea Party festivals, and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Truslow Farm Ln, Chestertown, MD 21620
  • 7500 Shortall St, Chestertown, MD 21620
    7500 Shortall St, Chestertown, MD 21620
    7500 Shortall St, Chestertown, MD 21620
    /24

    $299,900 Sold Jan 31, 2025

    • 1,288 Sq Ft
    • $233/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    7500 Shortall St, Chestertown, MD 21620

    This charming 3-bedroom, 2-bath rancher nestled in a serene setting of Quaker Estates is a gem you won't want to miss! This modern 2018 home offers a perfect blend of comfort and style on a back corner lot with scenic trees on two sides. The perfect split bedroom design with large open central living room, kitchen, and dining with generous space perfect for gatherings. Durable vinyl laminate

    Lona Todd Taylor Properties

    7500 Shortall St, Chestertown, MD 21620
  • 107 Char Nor Manor Blvd, Chestertown, MD 21620
    107 Char Nor Manor Blvd, Chestertown, MD 21620
    107 Char Nor Manor Blvd, Chestertown, MD 21620
    /23

    $379,989 Sold Jan 30, 2025

    • 2,128 Sq Ft
    • $179/SF
    • 56 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1999

    107 Char Nor Manor Blvd, Chestertown, MD 21620

    Chester River Waterfront with dock and 4-5’ water depth. Enjoy sunsets and western views over the upper Chester River while having the opportunity to crab and fish from your own Dock! 5 bedroom and 3 full baths, sunroom, spacious kitchen with island, and spacious lot. Reasonably priced waterfront under $500,000.00. Great vacation home opportunity! All improvements being sold in "AS-IS" condition.

    William Norris Select Land & Homes, LLC

    107 Char Nor Manor Blvd, Chestertown, MD 21620
  • 313 S Queen St, Chestertown, MD 21620
    313 S Queen St, Chestertown, MD 21620
    313 S Queen St, Chestertown, MD 21620
    /57

    $427,000 Sold Jan 29, 2025

    • 1,995 Sq Ft
    • $214/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    313 S Queen St, Chestertown, MD 21620

    Amazing opportunity to own a lovely townhouse, located in a row of 6 charming townhomes across from Wilmer Park with water views of the Chester River. No HOA or dues. Walk to restaurants, quaint shops and art galleries downtown or walk over to the Chestertown Marina just a couple of minutes away. Inside you will find an updated kitchen with open access to the dining area and vaulted living

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    313 S Queen St, Chestertown, MD 21620
  • 0 Vireo Rd, Chestertown, MD 21620
    0 Vireo Rd, Chestertown, MD 21620
    0 Vireo Rd, Chestertown, MD 21620
    /7

    $12,000 Sold Jan 24, 2025

    • Land
    • 0.34 Acre
    • $35,294 per Acre
    • 239 Days On Market

    0 Vireo Rd, Chestertown, MD 21620

    Perc approved building lot - see info under documents.Chesapeake Landing offers a voluntary Home Owners Association. At $40 annually community members have access to all the community amenities.

    Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    0 Vireo Rd, Chestertown, MD 21620
  • 23575 Canvasback Rd, Chestertown, MD 21620
    23575 Canvasback Rd, Chestertown, MD 21620
    23575 Canvasback Rd, Chestertown, MD 21620
    /39

    $625,000 Sold Jan 15, 2025

    • 3,527 Sq Ft
    • $177/SF
    • 97 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    23575 Canvasback Rd, Chestertown, MD 21620

    Park like setting with natural beauty all around you, take a quite day with very nice outdoor den . Watch the herons, eagles, ducks and geese search for food or take a leisurely kayak cruise down Mill Creek to the Chesapeake Bay. Conveniently located a short distance from Worton Creek Marina, Restaurants, Resort Style Marinas, Historic Chestertown, Parks and much more. Chesapeake Landing

    John Burke Gunther-McClary Real Estate

    23575 Canvasback Rd, Chestertown, MD 21620
  • 7121 Quaker Neck Rd, Chestertown, MD 21620
    7121 Quaker Neck Rd, Chestertown, MD 21620
    7121 Quaker Neck Rd, Chestertown, MD 21620
    /22

    $107,500 Sold Jan 10, 2025

    • 930 Sq Ft
    • $116/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    7121 Quaker Neck Rd, Chestertown, MD 21620

    Great Investment Opportunity – Fixer-Upper on 1 Acre LotAttention DIYers, investors, and renovators! This small home, located on a beautiful 1-acre lot, is a diamond in the rough, offering endless potential for the right buyer. Nestled in the quiet, rural setting of Quaker Neck just 1.5 miles from downtown Chestertown, this property is the perfect canvas for a major rehab

    Cheryl Hurt Coldwell Banker Chesapeake Real Estate Company

    7121 Quaker Neck Rd, Chestertown, MD 21620
  • 106 Silver Heel Rd, Chestertown, MD 21620
    106 Silver Heel Rd, Chestertown, MD 21620
    106 Silver Heel Rd, Chestertown, MD 21620
    /43

    $355,000 Sold Jan 10, 2025

    • 1,672 Sq Ft
    • $212/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    106 Silver Heel Rd, Chestertown, MD 21620

    Looking for a Brand New home without the hassle of building? You have found it! Built in 2023 in the wonderful neighborhood known as The Villages of Chestertown. This gorgeous 3 bedroom, 2.5 bathroom home was designed with luxury and quality in mind. As soon as you step inside you will admire the open floor plan featuring a shiplap accent wall around the fireplace. The dining area connects

    Chuck Zepp EXP Realty, LLC

    106 Silver Heel Rd, Chestertown, MD 21620
  • 101 Landing Ln Unit 39, Chestertown, MD 21620
    101 Landing Ln Unit 39, Chestertown, MD 21620
    101 Landing Ln Unit 39, Chestertown, MD 21620
    /35

    $600,000 Sold Jan 03, 2025

    • 3,300 Sq Ft
    • $182/SF
    • 151 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2013

    101 Landing Ln Unit 39, Chestertown, MD 21620

    Welcome to 101 Landing Lane, an exquisite residence offering exceptional living in the prestigious Chester River Landing Community. *Sellers will provide a credit to cover the monthly HOA fees for one year!* Boasting an expansive 3,300 square feet of meticulously designed living space, this home features luxurious amenities and elegant finishes across three levels, ensuring comfort and

    Sarah King Cross Street Realtors LLC

    101 Landing Ln Unit 39, Chestertown, MD 21620
  • 7675 Quaker Neck Rd, Chestertown, MD 21620
    7675 Quaker Neck Rd, Chestertown, MD 21620
    7675 Quaker Neck Rd, Chestertown, MD 21620
    /34

    $612,500 Sold Jan 02, 2025

    • 1,800 Sq Ft
    • $340/SF
    • 13 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2017

    7675 Quaker Neck Rd, Chestertown, MD 21620

    The attention to detail, superior craftsmanship and high end finishes gives this home an "Oh Wow" factor! Located on a point of land overlooking the Chester River Yacht and Country Club's pond and golf course, the views are beautiful and peaceful. The backyard patio with its fire pit and grill allows you to soak up the setting and enjoy the wildlife. There are solid cherry wood floors, marble

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    7675 Quaker Neck Rd, Chestertown, MD 21620
  • 7775 Waterview Ln, Chestertown, MD 21620
    7775 Waterview Ln, Chestertown, MD 21620
    7775 Waterview Ln, Chestertown, MD 21620
    /37

    $625,000 Sold Jan 02, 2025

    • 1,782 Sq Ft
    • $351/SF
    • 81 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1937

    7775 Waterview Ln, Chestertown, MD 21620

    Charming house in Country Club Estates. Located on the 14th hole with views of the Chester River. 3 beds and 2.5 baths. Potential for a 4th bedroom and potential for a first-floor bedroom. Lovely landscaping and cedar shake roof. Traditional floorplan. Beautiful wood floors throughout. Screened in porch and lovely brick patio. The perfect blend of classic architecture and modern convenience.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    7775 Waterview Ln, Chestertown, MD 21620
  • 111 Elm St, Chestertown, MD 21620
    111 Elm St, Chestertown, MD 21620
    111 Elm St, Chestertown, MD 21620
    /12

    $212,000 Sold Dec 30, 2024

    • 1,275 Sq Ft
    • $166/SF
    • 16 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    111 Elm St, Chestertown, MD 21620

    Great opportunity to own in the College Heights subdivision across from Washington College. A few improvements would make this rancher a cozy home. One level living offers a living room, kitchen, 3 bedrooms and 1 bathroom. 2 enclosed porches present additional living space for an office, family room or game room. The exterior is brick with a newer roof. The home is situated on a large, level lot,

    Andy Batch Keller Williams Select Realtors of Annapolis

    111 Elm St, Chestertown, MD 21620
  • 125 Primrose Rd, Chestertown, MD 21620
    125 Primrose Rd, Chestertown, MD 21620
    125 Primrose Rd, Chestertown, MD 21620
    /48

    $350,000 Sold Dec 30, 2024

    • 2,102 Sq Ft
    • $167/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    125 Primrose Rd, Chestertown, MD 21620

    **Seller has purchased a new dishwasher and it will be installed in the coming days. Tucked away in a wooded setting in a quiet neighborhood just a block off the Chester River you will find this well built welcoming home. The well designed main floor layout includes a living room, dining room, and eat in kitchen plus a year round spacious sunroom overlooking the back yard and the open space

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    125 Primrose Rd, Chestertown, MD 21620
  • 411 Fairview Dr, Chestertown, MD 21620
    411 Fairview Dr, Chestertown, MD 21620
    411 Fairview Dr, Chestertown, MD 21620
    /30

    $649,000 Sold Dec 20, 2024

    • 1,680 Sq Ft
    • $386/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    411 Fairview Dr, Chestertown, MD 21620

    Eastern Shore of Maryland Waterfront Cottage is perched on the banks of Rosin Creek in Queen Anne’s County. Cozy, comfortable home welcomes you with wrap-around water views in a serene wooded setting. With convenient single level living, the three bedroom two bathroom home offers a flowing floor plan bright with natural light and custom upgrades. Relax and enjoy views from the private walkout

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    411 Fairview Dr, Chestertown, MD 21620
  • 10262 John Carvill Rd, Chestertown, MD 21620
    10262 John Carvill Rd, Chestertown, MD 21620
    10262 John Carvill Rd, Chestertown, MD 21620
    /59

    $1,450,000 Sold Dec 20, 2024

    • 3,788 Sq Ft
    • $383/SF
    • 4 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1953

    10262 John Carvill Rd, Chestertown, MD 21620

    This beloved waterfront property has been a treasured family gathering place for over twenty four years. There have been numerous updates throughout that time, including the spectacular shoreline area which offers a private dock with about 5 feet MLW, bulk-headed shoreline, several boat lifts, water slide and sandy beach. From the homesite, you can walk down the well constructed stairs or you

    Jennifer Mobley Coldwell Banker Chesapeake Real Estate Company

    10262 John Carvill Rd, Chestertown, MD 21620
  • 221 River Rd, Chestertown, MD 21620
    221 River Rd, Chestertown, MD 21620
    221 River Rd, Chestertown, MD 21620
    /80

    $385,000 Sold Dec 20, 2024

    • 2,240 Sq Ft
    • $172/SF
    • 35 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1969

    221 River Rd, Chestertown, MD 21620

    Hidden within the wandering gardens, you will find this meticulously maintained home with seasonal water views of the Chester River in a quiet family-friendly community just minutes from Chestertown. The spacious front and back yards are private oases with just about every tree or plant one can think of; a true gardner's dream. Enjoy the fall colors from the back screened-in porch. Inside you

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    221 River Rd, Chestertown, MD 21620
  • 117 Chester Arms Dr, Chestertown, MD 21620
    117 Chester Arms Dr, Chestertown, MD 21620
    117 Chester Arms Dr, Chestertown, MD 21620
    /27

    $247,500 Sold Dec 18, 2024

    • 1,260 Sq Ft
    • $196/SF
    • 30 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2022

    117 Chester Arms Dr, Chestertown, MD 21620

    Discover this nearly new, beautifully maintained home in Chestertown. Featuring luxury vinyl flooring throughout, white cabinets, granite countertops, a spacious living room, an eat-in kitchen area, and a covered patio, this home offers a comfortable and stylish living space. The large primary bedroom suite and additional spacious bedrooms provide ample room for relaxation and

    David Moore RE/MAX Executive

    117 Chester Arms Dr, Chestertown, MD 21620
  • 8774 Orchard Dr, Chestertown, MD 21620
    8774 Orchard Dr, Chestertown, MD 21620
    8774 Orchard Dr, Chestertown, MD 21620
    /36

    $660,000 Sold Dec 16, 2024

    • 3,444 Sq Ft
    • $192/SF
    • 56 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    8774 Orchard Dr, Chestertown, MD 21620

    First time to ever be offered on the market. Nestled in a picturesque neighborhood, this contemporary home is a testament to luxury and functionality. Spanning over 3,400 square feet, this meticulously maintained home has so much to offer. Spacious Living Areas: Open-concept layout with hard wood floors, high ceilings and abundant natural light, complemented by 2 gas fireplaces for cozy

    Jennifer Thomas RE/MAX Executive

    8774 Orchard Dr, Chestertown, MD 21620
  • 23060 Old Fairlee Rd, Chestertown, MD 21620
    23060 Old Fairlee Rd, Chestertown, MD 21620
    23060 Old Fairlee Rd, Chestertown, MD 21620
    /7

    $45,000 Sold Dec 16, 2024

    • 1,040 Sq Ft
    • $43/SF
    • 210 Days On Market
    • Built 1900

    23060 Old Fairlee Rd, Chestertown, MD 21620

    Rare opportunity in a great residential location. Spacious garage/workshop, was most recently used for storage, situated on a half acre triangular lot. Check out the many possibilities! Great investor opportunity in a beautiful neighborhood. It is the buyer's responsibility to verify with Kent County Planning and Zoning any building use or renovation plans. Garage is hooked up to electric, but

    Julia Hilfiker Gunther-McClary Real Estate

    23060 Old Fairlee Rd, Chestertown, MD 21620
  • 106 Church Alley, Chestertown, MD 21620
    106 Church Alley, Chestertown, MD 21620
    106 Church Alley, Chestertown, MD 21620
    /27

    $495,000 Sold Dec 13, 2024

    • 1,416 Sq Ft
    • $350/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1880

    106 Church Alley, Chestertown, MD 21620

    Step into this beautifully renovated 1,416 sq. ft., 2 bedrooms, 1.5 bath home in the heart of Chestertown. The building operated as the Johnson General Store into the 1950s and this home now offers the perfect blend of historical charm and modern conveniences. Fully restored in 2017 down to the studs, this home retains its rich heritage while boasting high-end updates throughout. As you enter

    Cindy Genther Rock Hall Properties Real Estate

    106 Church Alley, Chestertown, MD 21620
  • 228 Concord Rd, Chestertown, MD 21620
    228 Concord Rd, Chestertown, MD 21620
    228 Concord Rd, Chestertown, MD 21620
    /26

    $325,000 Sold Dec 12, 2024

    • 1,500 Sq Ft
    • $217/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1974

    228 Concord Rd, Chestertown, MD 21620

    This 1500 sq. foot rancher sits on a nice open lot with plenty of parking and room to grow and make your own . Main level offers eat in kitchen, an oversized living room with fireplace , four bedrooms and two full baths. One of the bedrooms could make a perfect home office. This home has been freshly painted and new flooring. This will get the new owners a fresh start while they decide on

    Grace Crockett Doug Ashley Realtors, LLC

    228 Concord Rd, Chestertown, MD 21620
  • 1316 Ewingtown Rd, Chestertown, MD 21620
    1316 Ewingtown Rd, Chestertown, MD 21620
    1316 Ewingtown Rd, Chestertown, MD 21620
    /60

    $625,000 Sold Dec 10, 2024

    • 2,476 Sq Ft
    • $252/SF
    • 33 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2002

    1316 Ewingtown Rd, Chestertown, MD 21620

    Welcome to 1316 Ewingtown Rd, where the charm of historic Chestertown meets the tranquility of rural living. Nestled on nearly 3 ½ acres of pristine land (main lot is 2.33 acres and adjacent lot is 1 acre), this Art Deco Farmhouse is a private retreat surrounded by thousands of acres of preserved farmland and woodlands. Just 45 minutes from Annapolis and Easton, and a quick 10-minute drive to

    Travis Gray Engel & Völkers Annapolis

    1316 Ewingtown Rd, Chestertown, MD 21620
  • 218 Concord Rd, Chestertown, MD 21620
    218 Concord Rd, Chestertown, MD 21620
    218 Concord Rd, Chestertown, MD 21620
    /22

    $342,000 Sold Dec 09, 2024

    • 1,200 Sq Ft
    • $285/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    218 Concord Rd, Chestertown, MD 21620

    Charming 3-bedroom, 2-bath rancher located in the desirable Chester Harbor neighborhood! This move-in-ready home features a recently updated kitchen with quartz counters and new flooring in the bedrooms. New heat pump. Enjoy the spacious, fenced-in backyard complete with a screened-in porch and fire pit. A large shed offers extra storage. Conveniently situated just minutes from downtown

    Courtney Chipouras TTR Sotheby's International Realty

    218 Concord Rd, Chestertown, MD 21620
  • 23055 Parsons Rd, Chestertown, MD 21620
    23055 Parsons Rd, Chestertown, MD 21620
    23055 Parsons Rd, Chestertown, MD 21620
    /33

    $329,000 Sold Dec 06, 2024

    • 1,473 Sq Ft
    • $223/SF
    • 35 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    23055 Parsons Rd, Chestertown, MD 21620

    Well Maintained rancher with major renovations. Updating Kitchen including recently new stainless steel appliances and cabinets, Bathrooms, HW flooring refinished, fresh Paint throughout, move-in condition. New boiler, new water heater & new central A/c in 2011. Full basement -Office/den in basement w/ built-in book shelves and tile floor that has a separate entrance. Laundry area in basement.

    Sharon Clark Clark & Co Realty, LLC

    23055 Parsons Rd, Chestertown, MD 21620
  • 305 Lincoln Dr, Chestertown, MD 21620
    305 Lincoln Dr, Chestertown, MD 21620
    305 Lincoln Dr, Chestertown, MD 21620
    /33

    $250,000 Sold Dec 06, 2024

    • 1,632 Sq Ft
    • $153/SF
    • 88 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    305 Lincoln Dr, Chestertown, MD 21620

    Looking for extra space? This home has a large extra room that could be a primary bedroom & bath with walk-in closet, a den/playroom, office with a separate private entrance, gym, or whatever your lifestyle needs! The original primary bedroom includes an attached half bath and the original hardwood floors gleam throughout most of the home! Easy access to multiple public ramps & just a short drive

    Kristina Hyland Coldwell Banker Chesapeake Real Estate Company

    305 Lincoln Dr, Chestertown, MD 21620
  • 481 Pear Tree Point Rd, Chestertown, MD 21620
    481 Pear Tree Point Rd, Chestertown, MD 21620
    481 Pear Tree Point Rd, Chestertown, MD 21620
    /22

    $374,900 Sold Dec 06, 2024

    • 1,512 Sq Ft
    • $248/SF
    • 223 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    481 Pear Tree Point Rd, Chestertown, MD 21620

    Major Price Reduction - Brand New Home ready ready for ALL your Holiday Celebrations! Lawn has been freshly seeded and new shrubs planted for the fall. Three generous bedrooms and 2.5 baths! Enjoy beautiful water views of the Chester River... just across the street! Open floor plan, stainless steel appliances, main-level master suite with a walk-in closet and ensuite. Upstairs, you'll find two

    Clint Evans Cross Street Realtors LLC

    481 Pear Tree Point Rd, Chestertown, MD 21620
  • 24291 Chestertown Rd, Chestertown, MD 21620
    24291 Chestertown Rd, Chestertown, MD 21620
    24291 Chestertown Rd, Chestertown, MD 21620
    /24

    $355,000 Sold Dec 02, 2024

    • 1,536 Sq Ft
    • $231/SF
    • 64 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    24291 Chestertown Rd, Chestertown, MD 21620

    Price Improvement - Welcome to this delightful brick rancher, offering over 1,500 square feet of comfortable, inviting living space. This home boasts 3 spacious bedrooms and 2 full baths, perfectly designed to accommodate a variety of lifestyles. Step inside and be greeted by the open floor plan, where the brick fireplace in the living room adds both charm and warmth—an ideal gathering spot for

    Joelle Dolch Cross Street Realtors LLC

    24291 Chestertown Rd, Chestertown, MD 21620
  • 6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    6270 Quaker Neck Landing Rd, Chestertown, MD 21620
    /73

    $675,000 Sold Nov 26, 2024

    • 2,400 Sq Ft
    • $281/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2011

    6270 Quaker Neck Landing Rd, Chestertown, MD 21620

    From the moment you drive up to this beautiful home, you are struck by the beautiful landscaping that complements the home, includes a rain garden, cutting garden, wildflower garden and a walkway that leads to an outdoor patio that provides such a great space for outdoor living. The orchard has peaches, plum, apple trees as well as berries and grapes. The enclosed screen porch overlooks the

    Retha Arrabal Doug Ashley Realtors, LLC

    6270 Quaker Neck Landing Rd, Chestertown, MD 21620
  • 21345 Persimmon Dr, Chestertown, MD 21620
    21345 Persimmon Dr, Chestertown, MD 21620
    21345 Persimmon Dr, Chestertown, MD 21620
    /6

    $152,881 Sold Nov 25, 2024

    • 1,232 Sq Ft
    • $124/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    21345 Persimmon Dr, Chestertown, MD 21620

    Join the small Tolchester Village community in a nice two bedroom and one bath town house. Remodeled in 2021 this modern home features low maintenance living. It could use a little tlc to make it your own. Outdoor storage areas are located in the front and back. There is a small back patio where you can sit and enjoy your morning coffee. Never worry about mowing the grass as the small HOA

    Vince Raimond Doug Ashley Realtors, LLC

    21345 Persimmon Dr, Chestertown, MD 21620
  • 5 Rolling Rd, Chestertown, MD 21620
    5 Rolling Rd, Chestertown, MD 21620
    5 Rolling Rd, Chestertown, MD 21620
    /32

    $239,000 Sold Nov 25, 2024

    • 1,202 Sq Ft
    • $199/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    5 Rolling Rd, Chestertown, MD 21620

    Brick rancher located in College Heights! There are 3 bedrooms and living room, all with wood floors. There is a large family room with built-ins. There is a full unfinished basement with connecting interior stairs and exterior stairs. The rear porch is ready to be screened in. Property backs up to woods. Close to hospital, parks and schools. This home will require a little TLC however the

    Doug Ashley Doug Ashley Realtors, LLC

    5 Rolling Rd, Chestertown, MD 21620
  • 142 Church Meadow Ct, Chestertown, MD 21620
    142 Church Meadow Ct, Chestertown, MD 21620
    142 Church Meadow Ct, Chestertown, MD 21620
    /27

    $405,000 Sold Nov 22, 2024

    • 1,426 Sq Ft
    • $284/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    142 Church Meadow Ct, Chestertown, MD 21620

    Conveniently located between Church Hill and Chestertown this home sits on a quiet cul de sac with 1.25 acre lot backing to farm fields. Fenced rear yard is great for 2 or 4 legged family members and provides ample room to play, garden, or just relax. Inside features over 1400 SQFT of finished space with 3 bedrooms, 2.5 bathrooms and great lower level family room with walk out to rear yard

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    142 Church Meadow Ct, Chestertown, MD 21620
  • 209 Birch Run Rd, Chestertown, MD 21620
    209 Birch Run Rd, Chestertown, MD 21620
    209 Birch Run Rd, Chestertown, MD 21620
    /25

    $565,000 Sold Nov 18, 2024

    • 2,488 Sq Ft
    • $227/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1980

    209 Birch Run Rd, Chestertown, MD 21620

    Upgrades GALORE... wait til you see how this house has been transformed into a home! A spacious four bedroom, three full bath layout on over half acre in one of Chestertown's most desirable neighborhoods: professional kitchen appliances, renovated bathrooms, high end flooring finishes, bonus sun room, fenced back yard, asphalt driveway heading to the two car garage... plus so much more. Live for

    Liddy Campbell TTR Sotheby's International Realty

    209 Birch Run Rd, Chestertown, MD 21620
  • 503 N Kent St, Chestertown, MD 21620
    503 N Kent St, Chestertown, MD 21620
    503 N Kent St, Chestertown, MD 21620
    /26

    $340,000 Sold Nov 18, 2024

    • 1,566 Sq Ft
    • $217/SF
    • 79 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    503 N Kent St, Chestertown, MD 21620

    Within walking distance of Washington College, medical services, parks and schools and convenient to historic downtown arts and entertainment district, this low-maintenance- exterior brick rancher is ready for your personal decorating touches. Living Room and formal dining room. One primary bedroom with en suite bath. Two additional bedrooms and a family bathroom. Country kitchen with

    Hugh Wyble Wyble Enterprises

    503 N Kent St, Chestertown, MD 21620
  • 201 Princess Anne Dr, Chestertown, MD 21620
    201 Princess Anne Dr, Chestertown, MD 21620
    201 Princess Anne Dr, Chestertown, MD 21620
    /36

    $370,247 Sold Nov 15, 2024

    • 2,092 Sq Ft
    • $177/SF
    • 120 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    201 Princess Anne Dr, Chestertown, MD 21620

    Where Shore living begins! Welcome to 201 Princess Anne, located on the Queen Anne's County side of the Chester River Bridge. This well maintained home is established on just over 3/4 of an acre within the quiet subdivision of Kingstowne Manor. Offering 3 bedrooms, 2 baths, attached garage and comes equipped with a fully floored attic for all of your storage needs! A new roof system was

    Andrew Meikle Doug Ashley Realtors, LLC

    201 Princess Anne Dr, Chestertown, MD 21620
  • 217 Birch Run Rd, Chestertown, MD 21620
    217 Birch Run Rd, Chestertown, MD 21620
    217 Birch Run Rd, Chestertown, MD 21620
    /50

    $501,000 Sold Nov 14, 2024

    • 2,208 Sq Ft
    • $227/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    217 Birch Run Rd, Chestertown, MD 21620

    Price improvement! Beautiful cape in the coveted Mile Tree Village with a lovely in-ground pool surrounded by a spacious patio. Large flowing rooms with lots of built-ins. Half bath on the main floor. Second floor has 4 bedrooms, 2 baths, laundry, and an unfinished bonus or storage room. Home needs some finishing touches from its new owners but a little effort will yield big rewards with this

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    217 Birch Run Rd, Chestertown, MD 21620

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