166

Recently Sold Homes near Chestertown Christian Academy

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  • 813 S Meadowview Dr, Chestertown, MD 21620
    813 S Meadowview Dr, Chestertown, MD 21620
    813 S Meadowview Dr, Chestertown, MD 21620
    /35

    $406,000 Sold Nov 07, 2024

    • 1,509 Sq Ft
    • $269/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    813 S Meadowview Dr, Chestertown, MD 21620

    Nestled on the edge of the desirable Crestview neighborhood, this main level living home boasts beautiful hardwood floors, an easy flow perfect for entertaining, an ample screened in porch with views of the wooded back yard, and a walk-out, unfinished basement perfect for a gardening room or enclosed storage. Roof is only a few years young! Open house on Sept. 29th, 1-3pm.

    Liddy Campbell TTR Sotheby's International Realty

    813 S Meadowview Dr, Chestertown, MD 21620
  • 112 Snyder Ln, Chestertown, MD 21620
    112 Snyder Ln, Chestertown, MD 21620
    112 Snyder Ln, Chestertown, MD 21620
    /16

    $215,000 Sold Nov 04, 2024

    • 966 Sq Ft
    • $223/SF
    • 22 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    112 Snyder Ln, Chestertown, MD 21620

    ***Property back on market due to Buyer Default. ***This move-in ready home has been tastefully updated and is conveniently located close to downtown Chestertown while maintaining the benefits of Queen Anne's County. The primary suite has a spacious en suite bathroom and laundry area. An open floor plan provides plenty of living space and leads to another full bathroom and bedroom. An

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    112 Snyder Ln, Chestertown, MD 21620
  • 8489 Broad Neck Rd, Chestertown, MD 21620
    8489 Broad Neck Rd, Chestertown, MD 21620
    8489 Broad Neck Rd, Chestertown, MD 21620
    /25

    $299,900 Sold Nov 01, 2024

    • 1,464 Sq Ft
    • $205/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    8489 Broad Neck Rd, Chestertown, MD 21620

    Welcome to this newly updated 3-bedroom, 2-bathroom rancher, conveniently located on Broad Neck Road, just minutes from historic Chestertown! This home offers some nice upgrades such as a brand-new roof, gutters, and HVAC system, ensuring year-round comfort and a full unfinished basement with heating and air conditioning—perfect for extra storage or future expansion. The interior has been

    Jody Baker Cross Street Realtors LLC

    8489 Broad Neck Rd, Chestertown, MD 21620
  • 208 N Queen St, Chestertown, MD 21620
    208 N Queen St, Chestertown, MD 21620
    208 N Queen St, Chestertown, MD 21620
    /37

    $600,000 Sold Nov 01, 2024

    • 3,240 Sq Ft
    • $185/SF
    • 6 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1900

    208 N Queen St, Chestertown, MD 21620

    Welcome to this charming Colonial four square home, nestled on the north end of Queen Street in Chestertown's historic district, just two blocks from the river. Step inside to find a beautifully remodeled kitchen, updated living room, dining room, den which doubles as a library or family room, and a sunlit porch, all on the main level. With high ceilings, intricate detailing, and polished

    Jody Baker Cross Street Realtors LLC

    208 N Queen St, Chestertown, MD 21620
  • 24105 Chestertown Rd, Chestertown, MD 21620
    24105 Chestertown Rd, Chestertown, MD 21620
    24105 Chestertown Rd, Chestertown, MD 21620
    /17

    $275,000 Sold Oct 29, 2024

    • 1,317 Sq Ft
    • $209/SF
    • 9 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    24105 Chestertown Rd, Chestertown, MD 21620

    Custom quality-built 1970 brick rancher on 0.46 acre lot just outside Chestertown. House features original hardwood floors, stained woodwork, trim moldings and hand built wood kitchen cabinetry. The living room has large bay window and brick wood burning fireplace. Full unfinished basement offers lots of extra storage space with room to expand. Attached carport with storage closets and

    Yvonne Andres Keller Williams Select Realtors of Annapolis

    24105 Chestertown Rd, Chestertown, MD 21620
  • 100 Foxview Ct, Chestertown, MD 21620
    100 Foxview Ct, Chestertown, MD 21620
    100 Foxview Ct, Chestertown, MD 21620
    /41

    $435,000 Sold Oct 24, 2024

    • 3,000 Sq Ft
    • $145/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1999

    100 Foxview Ct, Chestertown, MD 21620

    Nestled at the end of a serene cul-de-sac in the desirable Crestview neighborhood, this expansive 3,000-square-foot home resides on a generous 0.63-acre lot, boasting a delightful fusion of comfort and sophistication. Adorned with meticulously landscaped grounds, the outdoor space features a charming fish pond complemented by water features, a convenient shed, an expansive patio, and a deck

    Sarah Ulrick Rock Hall Properties Real Estate

    100 Foxview Ct, Chestertown, MD 21620
  • 319 Fairview Dr, Chestertown, MD 21620
    319 Fairview Dr, Chestertown, MD 21620
    319 Fairview Dr, Chestertown, MD 21620
    /37

    $675,000 Sold Oct 21, 2024

    • 2,128 Sq Ft
    • $317/SF
    • 1 Day On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1961

    319 Fairview Dr, Chestertown, MD 21620

    Live authentically. Welcome to your dream waterfront oasis! This charming home, nestled in a serene spot near historic Chestertown, offers the perfect blend of community amenities and private retreat. Boasting three bedrooms and two beautifully designed bathrooms, this property is the epitome of move-in ready.Step inside to discover a host of updates that ensure modern convenience without

    Michelle Schwab Krauss Real Property Brokerage

    319 Fairview Dr, Chestertown, MD 21620
  • 235 Island Lark Way, Chestertown, MD 21620
    235 Island Lark Way, Chestertown, MD 21620
    235 Island Lark Way, Chestertown, MD 21620
    /22

    $287,000 Sold Oct 18, 2024

    • 1,420 Sq Ft
    • $202/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    235 Island Lark Way, Chestertown, MD 21620

    Village at Chestertown end-unit two-story townhome with 3 bedrooms and 2.5 bathrooms. The spacious first floor is open-concept consisting of a kitchen, living, and dining area. The thoughtfully designed kitchen comes with stylish gray cabinets, stainless steel appliances, a storage closet and a peninsula island that seats three. The first floor also offers a spacious living area and powder room.

    Derek Eisenberg Continental Real Estate Group

    235 Island Lark Way, Chestertown, MD 21620
  • 231 Blakefield Dr, Chestertown, MD 21620
    231 Blakefield Dr, Chestertown, MD 21620
    231 Blakefield Dr, Chestertown, MD 21620
    /4

    $422,000 Sold Oct 18, 2024

    • 1,600 Sq Ft
    • $264/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    231 Blakefield Dr, Chestertown, MD 21620

    3 BEDROOM 2 BATH RANCHER. OPEN FLOOR PLAN. NEW CONSTRUCTION TO START 2024. 1600SF ON 1 ACRE LOT

    Chris Haddaway Chesapeake Real Estate Associates, LLC

    231 Blakefield Dr, Chestertown, MD 21620
  • 24839 Lambs Meadow Rd, Worton, MD 21678
    24839 Lambs Meadow Rd, Worton, MD 21678
    24839 Lambs Meadow Rd, Worton, MD 21678
    /20

    $229,000 Sold Oct 17, 2024

    • 720 Sq Ft
    • $318/SF
    • 135 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1935

    24839 Lambs Meadow Rd, Worton, MD 21678

    Come and experience the peace and quiet of rural living. This home just had a complete renovation inside and out! Featuring new appliances with gas cooking included. Home could serve as a full-time residence or summer getaway. The two-bedroom open floor plan features low maintenance and maximum efficiency. Plus-size crown moldings and baseboard are detailed throughout. The 8'x24' covered front

    Andrew Meikle Doug Ashley Realtors, LLC

    24839 Lambs Meadow Rd, Worton, MD 21678
  • 7755 Waterview Ln, Chestertown, MD 21620
    7755 Waterview Ln, Chestertown, MD 21620
    7755 Waterview Ln, Chestertown, MD 21620
    /65

    $950,000 Sold Oct 17, 2024

    • 4,730 Sq Ft
    • $201/SF
    • 110 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2011

    7755 Waterview Ln, Chestertown, MD 21620

    This circa 2011, white brick house was built to celebrate the expansive views over the Chester River Yacht &Country Club golf course to the Chester River. There is an attractive patio at one end and a screened porch off the owner's suite. The landscaping around the circular driveway is lovely; the garage is set on an angle as to be unobtrusive from the road and the house entrance. Inside, all

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    7755 Waterview Ln, Chestertown, MD 21620
  • 201 N Water St, Chestertown, MD 21620
    201 N Water St, Chestertown, MD 21620
    201 N Water St, Chestertown, MD 21620
    /76

    $1,362,500 Sold Oct 16, 2024

    • 5,195 Sq Ft
    • $262/SF
    • 457 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1760

    201 N Water St, Chestertown, MD 21620

    SMITH-RINGGOLD HOUSE. ca. 1750 OWNER IS MEETING THE MARKET for this rare property WITH PRICE NOW AT $1,6500,000. This exceptional property is a rare find: an authentic waterfront 18th century home with 21st century comfort in heart of Historic Districtnof Chestertown on Maryland's Eastern Shore. Originally a merchant’s home , the Smith-Ringgold house has been tastefully modified

    Nancy McGuire Maryland Heritage Properties

    201 N Water St, Chestertown, MD 21620
  • 125 High St, Chestertown, MD 21620
    125 High St, Chestertown, MD 21620
    125 High St, Chestertown, MD 21620
    /22

    $565,000 Sold Oct 07, 2024

    • 1,146 Sq Ft
    • $493/SF
    • 42 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1870

    125 High St, Chestertown, MD 21620

    This exquisitely renovated 1800s 2 Bedroom home showcases the timeless elegance of its original architecture. Every detail has been restored to its former glory with preserving its charm and character of its historic roots while incorporating modern updates for a truly exception living experience.Located in the heart of Chestertown with very easy walk to shops, restaurants, parks and just

    John Burke Gunther-McClary Real Estate

    125 High St, Chestertown, MD 21620
  • 7694 Waterview Ln, Chestertown, MD 21620
    7694 Waterview Ln, Chestertown, MD 21620
    7694 Waterview Ln, Chestertown, MD 21620
    /13

    $749,000 Sold Oct 01, 2024

    • 3,322 Sq Ft
    • $225/SF
    • 3 Beds
    • 2 Baths
    • Built 1966

    7694 Waterview Ln, Chestertown, MD 21620

    Prepare to be wowed! Stunning house in Country Club Estates. Less than 2 miles from Chestertown and close to the Chester River. One floor living. Large rear and side yards. Easy flow floor plan with spacious rooms. Plenty of storage space. Nothing needed, just bring your suitcase!

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    7694 Waterview Ln, Chestertown, MD 21620
  • 11059 Brindley Dr, Worton, MD 21678
    11059 Brindley Dr, Worton, MD 21678
    11059 Brindley Dr, Worton, MD 21678
    /25

    $211,000 Sold Sep 27, 2024

    • 1,104 Sq Ft
    • $191/SF
    • 0 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1991

    11059 Brindley Dr, Worton, MD 21678

    Move in ready home in Knight's Landing features 3BR 1.5BA and 1100 square feet of living space. The deck is off the kitchen/dining area and leads you into the yard which backs up to woods. And the Kent Co Community Center is right around the corner!

    Mary Carlisle Coldwell Banker Chesapeake Real Estate Company

    11059 Brindley Dr, Worton, MD 21678
  • 9769 Augustine Herman Hwy, Chestertown, MD 21620
    9769 Augustine Herman Hwy, Chestertown, MD 21620
    9769 Augustine Herman Hwy, Chestertown, MD 21620
    /46

    $279,000 Sold Sep 27, 2024

    • 1,456 Sq Ft
    • $192/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    9769 Augustine Herman Hwy, Chestertown, MD 21620

    Panoramic farmland views and a peaceful rural setting invite you to enjoy all that this traditional brick home has to offer. Original oak hardwood floors add classic charm to the spacious traditional floor plan, perfect for both entertaining and everyday living. A large rear-facing garage compliments the home's livability and enhances it's curb appeal. Situated on 1.38 acres, the surrounding yard

    Rosella Hunter Remax Vision

    9769 Augustine Herman Hwy, Chestertown, MD 21620
  • 209 Princess Anne Dr, Chestertown, MD 21620
    209 Princess Anne Dr, Chestertown, MD 21620
    209 Princess Anne Dr, Chestertown, MD 21620
    /26

    $398,000 Sold Sep 27, 2024

    • 1,776 Sq Ft
    • $224/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    209 Princess Anne Dr, Chestertown, MD 21620

    Welcome to 209 Princess Anne Drive, a delightful 3-bedroom, 2-bathroom home nestled on a double lot in the heart of Chestertown, Maryland. As you step into the grand foyer, you'll immediately appreciate the spaciousness and elegance this home offers.This meticulously maintained residence boasts three comfortable bedrooms that provide ample space for relaxation and privacy. The property

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    209 Princess Anne Dr, Chestertown, MD 21620
  • 631 High St, Chestertown, MD 21620
    631 High St, Chestertown, MD 21620
    631 High St, Chestertown, MD 21620
    /9

    $250,000 Sold Sep 27, 2024

    • 1,234 Sq Ft
    • $203/SF
    • 36 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1917

    631 High St, Chestertown, MD 21620

    Investor Alert! A rare opportunity to own a piece of History in down town Chestertown! This home has been a very lucrative rental for the past 10 years which you can easily add to your portfolio or rennovate and bring it back to its glory! One of the few homes on High Street to come with off street parking (up to 4 spaces) accessed by alley way in back. Partially fenced in back yard with privacy

    Michele Palmer Doug Ashley Realtors, LLC

    631 High St, Chestertown, MD 21620
  • 213 Devon Dr, Chestertown, MD 21620
    213 Devon Dr, Chestertown, MD 21620
    213 Devon Dr, Chestertown, MD 21620
    /24

    $350,000 Sold Sep 27, 2024

    • 2,472 Sq Ft
    • $142/SF
    • 85 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    213 Devon Dr, Chestertown, MD 21620

    Well maintained Cape Cod in the sought after Coventry Farms subdivision in Chestertown - 1st Floor Master Bedroom includes a spacious walk in closet and a large Full Bath with Walk in Shower – 4 bedrooms, 2.5 baths, a spacious living room, and a large kitchen makes this home irresistible – Be sure to step outside from the dining room through the sliding glass door into the large screened-in deck

    Christopher Buss Weichert Realtors - Blue Ribbon

    213 Devon Dr, Chestertown, MD 21620
  • 211 Byford Dr, Chestertown, MD 21620
    211 Byford Dr, Chestertown, MD 21620
    211 Byford Dr, Chestertown, MD 21620
    /31

    $394,000 Sold Sep 26, 2024

    • 1,616 Sq Ft
    • $244/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    211 Byford Dr, Chestertown, MD 21620

    Welcome to a hidden oasis, just steps from Downtown Chestertown! This Byford Heights home has been meticulously maintained; featuring main level living, attached oversized garage, home office space, an ample screen porch, fully fenced back yard, and in-ground pool. And, untouched hardwood floors just begging to be uncovered! Open House on Saturday the 24th from 1-3p.

    Liddy Campbell TTR Sotheby's International Realty

    211 Byford Dr, Chestertown, MD 21620
  • 312 Princess Anne Dr, Chestertown, MD 21620
    312 Princess Anne Dr, Chestertown, MD 21620
    312 Princess Anne Dr, Chestertown, MD 21620
    /23

    $230,000 Sold Sep 25, 2024

    • 1,848 Sq Ft
    • $124/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    312 Princess Anne Dr, Chestertown, MD 21620

    Unlock the full potential of this charming colonial. This 4-bedroom, 2.5-bath home spans over 1,800 square feet and offers an exciting opportunity for visionaries, investors, and those with a passion for restoration. Positioned on a half-acre lot, backed by protected wetlands, offers unparalleled privacy and a serene backdrop. The primary suite offers an ensuite with stand-up shower, walk-in

    Joelle Dolch Cross Street Realtors LLC

    312 Princess Anne Dr, Chestertown, MD 21620
  • 11114 Plum Dr, Worton, MD 21678
    11114 Plum Dr, Worton, MD 21678
    11114 Plum Dr, Worton, MD 21678
    /12

    $140,000 Sold Sep 20, 2024

    • 1,088 Sq Ft
    • $129/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1996

    11114 Plum Dr, Worton, MD 21678

    Property needs updating but has great potential. Great peaceful location!

    E. Gabriela Vasco Realty Advantage of Maryland LLC

    11114 Plum Dr, Worton, MD 21678
  • 109 Birch Run Rd, Chestertown, MD 21620
    109 Birch Run Rd, Chestertown, MD 21620
    109 Birch Run Rd, Chestertown, MD 21620
    /54

    $450,000 Sold Sep 16, 2024

    • 1,428 Sq Ft
    • $315/SF
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    109 Birch Run Rd, Chestertown, MD 21620

    This 3 bedroom 2.5 bathroom Cape Cod has been recently updated and is located on one of Chestertown’s most desired streets. The sunroom provides a wonderful connection with nature. The newly added en suite bathroom with double vanity for the primary bedroom adds convenience and luxury. Dual zoned A/C ensures a refreshing summer and the wood burning fireplace provides a great extra boost of heat

    Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

    109 Birch Run Rd, Chestertown, MD 21620
  • 105 Coleman Dr, Chestertown, MD 21620
    105 Coleman Dr, Chestertown, MD 21620
    105 Coleman Dr, Chestertown, MD 21620
    /45

    $440,000 Sold Sep 16, 2024

    • 2,128 Sq Ft
    • $207/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    105 Coleman Dr, Chestertown, MD 21620

    KINGS COURT! This Colonial, sited on an acre of land, is move-in ready and boasts so many wonderful features! Here are just some that are sure to pique your interest! Freshly painted; gleaming floors; stainless steel appliances; lots of counter and cabinet space; breakfast room; separate pantry space; family room with large picture window; fireplace with stainless steel liner; newer LG washer and

    Jenn Klarman Long & Foster Real Estate, Inc.

    105 Coleman Dr, Chestertown, MD 21620
  • 112 Sheaffer Rd, Chestertown, MD 21620
    112 Sheaffer Rd, Chestertown, MD 21620
    112 Sheaffer Rd, Chestertown, MD 21620
    /48

    $486,000 Sold Sep 13, 2024

    • 2,864 Sq Ft
    • $170/SF
    • 52 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1989

    112 Sheaffer Rd, Chestertown, MD 21620

    Welcome to a captivating opportunity to reside in the idyllic neighborhood of The Grove in picturesque Queen Anne's County. Prepare to be enchanted by this charming abode, where every detail exudes warmth and comfort.Step inside and be greeted by the timeless elegance of hardwood floors and plush carpeting, inviting you to kick off your shoes and make yourself at home. The heart of the

    Retha Arrabal Doug Ashley Realtors, LLC

    112 Sheaffer Rd, Chestertown, MD 21620
  • 8500 Broad Neck Rd, Chestertown, MD 21620
    8500 Broad Neck Rd, Chestertown, MD 21620
    8500 Broad Neck Rd, Chestertown, MD 21620
    /25

    $430,000 Sold Sep 11, 2024

    • 2,240 Sq Ft
    • $192/SF
    • 42 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2014

    8500 Broad Neck Rd, Chestertown, MD 21620

    This beautiful custom home on an acre of land has 4 Beds and 2.5 baths. There is an eat-in-Kitchen with granite countertops that is completed by the Maple Wood Island, Gas cooking, and stainless steel appliances, soft close cabinets and 2 pantry's. This home has a Large living and Dining room too! The 'Florida Sunroom' allows could be an office or a place to read a book in the sunshine and the

    Ginny Dauses Coldwell Banker Waterman Realty

    8500 Broad Neck Rd, Chestertown, MD 21620
  • 308 Landing Ln Unit 17, Chestertown, MD 21620
    308 Landing Ln Unit 17, Chestertown, MD 21620
    308 Landing Ln Unit 17, Chestertown, MD 21620
    /6

    $782,200 Sold Sep 03, 2024

    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    308 Landing Ln Unit 17, Chestertown, MD 21620

    Carefree waterfront living within a short stroll or bike ride to Charming Historic Downtown Chestertown, Washington College and the Chester River Yacht and Country Club. This home offers some of the finest waterfront views in the entire Chester River Landing Community. Just imagine a front row seat to the annual Chestertown Fourth of July fireworks, broad views of the Schooner Sultana sailing to

    William Norris Select Land & Homes, LLC

    308 Landing Ln Unit 17, Chestertown, MD 21620
  • 123 High St, Chestertown, MD 21620
    123 High St, Chestertown, MD 21620
    123 High St, Chestertown, MD 21620
    /29

    $865,000 Sold Aug 30, 2024

    • 1,855 Sq Ft
    • $466/SF
    • 25 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1870

    123 High St, Chestertown, MD 21620

    This exquisitely renovated 1800s home showcases the timeless elegance of its original architecture. Every detail has been restored to its former glory. No expense has been spared in selecting the finest finishes and materials for this renovation and it extends beyond the interior, with the creation of an outdoor oasis. This meticulously landscaped gardens and charming patio provide a private

    John Burke Gunther-McClary Real Estate

    123 High St, Chestertown, MD 21620
  • 8757 Orchard Dr, Chestertown, MD 21620
    8757 Orchard Dr, Chestertown, MD 21620
    8757 Orchard Dr, Chestertown, MD 21620
    /49

    $460,000 Sold Aug 29, 2024

    • 2,210 Sq Ft
    • $208/SF
    • 128 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1992

    8757 Orchard Dr, Chestertown, MD 21620

    Welcome to your tranquil retreat at Orchard Hill, where modern sophistication meets peaceful living on 1.89 acres of beautifully landscaped grounds and located just minutes from Historic downtown Chestertown. Community living without any HOA restrictions. This stunning Cape Cod style home offers an abundance of amenities and thoughtful details throughout. Property provides ample space to expand

    Ken Roderick Chesapeake Real Estate Associates, LLC

    8757 Orchard Dr, Chestertown, MD 21620
  • 8049 Quaker Neck Rd, Chestertown, MD 21620
    8049 Quaker Neck Rd, Chestertown, MD 21620
    8049 Quaker Neck Rd, Chestertown, MD 21620
    /28

    $848,000 Sold Aug 28, 2024

    • 1,660 Sq Ft
    • $511/SF
    • 98 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1945

    8049 Quaker Neck Rd, Chestertown, MD 21620

    Beautifully renovated waterfront on the Chester River, located between historic downtown Chestertown and the Chester River Yacht and Country Club. Renovations include including new kitchen and bathrooms. This property boasts a deep water dock with lift for your boating, swimming and fishing pleasures. Come and enjoy all the Chestertown has to offer with just a short walk to down town shops,

    John Burke Gunther-McClary Real Estate

    8049 Quaker Neck Rd, Chestertown, MD 21620
  • 217 Radcliffe Dr, Chestertown, MD 21620
    217 Radcliffe Dr, Chestertown, MD 21620
    217 Radcliffe Dr, Chestertown, MD 21620
    /37

    $564,500 Sold Aug 19, 2024

    • 1,467 Sq Ft
    • $385/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    217 Radcliffe Dr, Chestertown, MD 21620

    Beautifully maintained home tucked away on a quiet cul-de-sac but still within walking distance to downtown shops, restaurants, and riverfront. Open floor plan with 9ft ceilings in the living room. 3 bedrooms and 2 full bath with a 2 car attached garage. Covered front porch, secluded screened-in rear porch. Nicely landscaped. Schedule your personal tour!

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    217 Radcliffe Dr, Chestertown, MD 21620
  • 201 Tamarack Rd, Chestertown, MD 21620
    201 Tamarack Rd, Chestertown, MD 21620
    201 Tamarack Rd, Chestertown, MD 21620
    /50

    $342,000 Sold Aug 14, 2024

    • 1,225 Sq Ft
    • $279/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    201 Tamarack Rd, Chestertown, MD 21620

    Discover the charm and tranquility of this inviting ranch-style home, perfectly situated on the Queen Anne's County side of Chestertown, Maryland. Just steps from Rosin Creek, this property offers not only spacious living but also exciting opportunities for canoeing, boating, fishing, and crabbing on the beautiful Chester River.Step inside to find large, airy bedrooms, a generously sized

    Petra Quinn Realty Navigator

    201 Tamarack Rd, Chestertown, MD 21620
  • 332 Truslow Rd, Chestertown, MD 21620
    332 Truslow Rd, Chestertown, MD 21620
    332 Truslow Rd, Chestertown, MD 21620
    /29

    $252,400 Sold Aug 12, 2024

    • 1,408 Sq Ft
    • $179/SF
    • 118 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    332 Truslow Rd, Chestertown, MD 21620

    Well maintained 2 bedroom 1 bath Colonial on .69 acres with winter water views of Fishing Creek! Features Include: Screened Porch * 1-Car Attached Garage * Tilt-in Insulated Double Pane Windows * Large Living / Dining Room Combo with Brick Accented Gas Fireplace * Updated Kitchen with Stainless Steel Appliances * Separate Laundry Room off Kitchen * 2 Generous Sized Upper Level Bedrooms + a

    James Blackwell Blackwell Real Estate, LLC

    332 Truslow Rd, Chestertown, MD 21620
  • 415 Fairview Dr, Chestertown, MD 21620
    415 Fairview Dr, Chestertown, MD 21620
    415 Fairview Dr, Chestertown, MD 21620
    /24

    $718,000 Sold Aug 09, 2024

    • 1,376 Sq Ft
    • $522/SF
    • 16 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1973

    415 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 waterviews in a serene wooded setting. With convenient single level living, the three bedroom one-and-half bath home offers an open flowing floorplan bright with natural light and custom wood detail. Relax and enjoy views from the

    Richard Budden Coldwell Banker Chesapeake Real Estate Company

    415 Fairview Dr, Chestertown, MD 21620
  • 209 N Water St, Chestertown, MD 21620
    209 N Water St, Chestertown, MD 21620
    /2

    $1,100,000 Sold Jun 30, 2025

    • 2,909 Sq Ft
    • $378/SF
    • 0 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1900

    209 N Water St, Chestertown, MD 21620

    One of the "stand-out" North Water Street waterfront homes in Historic Chestertown that has raised children, hosted town development meetings, entertained many, and most recently provided the perfect escape for a loving three-generation family. The house is "old bones with refreshed skin" in many parts of this three-story traditional Four Square and full, multi-room basement. What distinguishes

    Richard Keaveney Cross Street Realtors LLC

    209 N Water St, Chestertown, MD 21620
  • 107 N Queen St, Chestertown, MD 21620
    107 N Queen St, Chestertown, MD 21620
    /2

    $539,000 Sold Jun 16, 2025

    • 3,050 Sq Ft
    • $177/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1879

    107 N Queen St, Chestertown, MD 21620

    The Vannort House stands proudly on historic Queen Street with a colonial-era smokehouse in the yard! Light & breezy: The 31' long screened-in side-porch has doors from the eat-in Kitchen, formal Dining Room, and the grand high-ceilinged Living Room! Keep all the doors open into the screened porch for an amazing indoor-outdoor way of living! A truly versatile layout for entertaining and

    Beth Ostrander Doug Ashley Realtors, LLC

    107 N Queen St, Chestertown, MD 21620
  • 0 None Unit MDKE2005014, Chestertown, MD 21620
    0 None Unit MDKE2005014, Chestertown, MD 21620
    /2

    $90,000 Sold May 30, 2025

    • Land
    • 13 Acres
    • $6,686 per Acre
    • 0 Days On Market

    0 None Unit MDKE2005014, Chestertown, MD 21620

    13.5 wooded acres with very limited access on north side of Chestertown. Should be excellent deer hunting. 16' paper right of way to access.

    William Norris Select Land & Homes, LLC

    0 None Unit MDKE2005014, Chestertown, MD 21620
  • 226 Blakefield Dr, Chestertown, MD 21620
    226 Blakefield Dr, Chestertown, MD 21620
    /2

    $539,000 Sold Mar 31, 2025

    • 2,400 Sq Ft
    • $225/SF
    • 4 Beds
    • 3 Baths
    • Built 2025

    226 Blakefield Dr, Chestertown, MD 21620

    New Construction Sold in the Blakefield Community . 4 Bedrooms, 3 Full Baths

    datacorrect BrightMLS Non Subscribing Office

    226 Blakefield Dr, Chestertown, MD 21620
  • 11500 Coopers Ln, Worton, MD 21678
    11500 Coopers Ln, Worton, MD 21678
    /2

    $495,000 Sold Mar 31, 2025

    • 2,016 Sq Ft
    • $246/SF
    • 0 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    11500 Coopers Ln, Worton, MD 21678

    COMING SOON!! Nestled in a serene country setting, this charming 3-bedroom, 3-bathroom Cape Cod offers the perfect blend of modern updates and classic appeal. Situated on 2 unrestricted acres with no HOA, this home provides a private retreat surrounded by peaceful farmland. The inviting main-level primary suite ensures convenience, while the spacious country kitchen—featuring stainless steel

    Erin Anderson Chesapeake Real Estate Associates, LLC

    11500 Coopers Ln, Worton, MD 21678
  • 11299 Station Rd, Worton, MD 21678
    11299 Station Rd, Worton, MD 21678
    /2

    $463,000 Sold Dec 31, 2024

    • 3,632 Sq Ft
    • $127/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    11299 Station Rd, Worton, MD 21678

    Step into the opportunity of expansive living with this unique property, offering a combined total of approximately 16.76 acres across two parcels. Parcel 121, measuring around 7.28 acres, features a single-story manufactured home, two spacious pole buildings, and the original two-story farmhouse. This parcel also includes 4 full RV/Camper hookups, providing versatility for additional

    Ben Juan Remax Vision

    11299 Station Rd, Worton, MD 21678

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