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Homes for Sale near Kent School

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  • 107 Condor Ct, Church Hill, MD 21623
    107 Condor Ct, Church Hill, MD 21623
    107 Condor Ct, Church Hill, MD 21623
    /34

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 4,032 Sq Ft

    107 Condor Ct, Church Hill, MD 21623

    Call agent today to learn about potential seller paid interest rate buy down programs!Welcome to this spacious move-in ready home - a rare combination of space, privacy, and comfort with all the upgrades but none of the wait for new construction! The sellers of this home have made it a dream with updates throughout, however life is leading them out of Maryland. Nestled on a private

    Agent Photo

    Elizabeth Arentz

    Coldwell Banker Realty

    (667) 220-6657

    107 Condor Ct, Church Hill, MD 21623
  • 0 Burrisville Rd Unit MDQA2011420, Centreville, MD 21617
    0 Burrisville Rd Unit MDQA2011420, Centreville, MD 21617
    0 Burrisville Rd Unit MDQA2011420, Centreville, MD 21617
    /7

    $128,000

    • Land
    • 1.27 Acres
    • $100,787 per Acre

    0 Burrisville Rd Unit MDQA2011420, Centreville, MD 21617

    Looking for beautiful wooded land to build your dream home on? Come check out this hard to find 1.2 acres tucked away down a long driveway with only 2 other properties around it in beautiful Zachary's Trail. Amazing private country location in Centreville that boasts a public boat ramp & slips nearby, beaches, restaurants, shopping, parks, doctors & more. Approved standard perc for 5BR, 5500 sqft

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 785-7339

    0 Burrisville Rd Unit MDQA2011420, Centreville, MD 21617
  • 117 N Water St Unit 1A, Chestertown, MD 21620
    117 N Water St Unit 1A, Chestertown, MD 21620
    117 N Water St Unit 1A, Chestertown, MD 21620
    /28

    $725,000

    • 3 Beds
    • 3 Baths

    117 N Water St Unit 1A, Chestertown, MD 21620

    Completely remodeled, this three-bedroom waterfront home boasts a charming front porch and enormous back porch - your private space overlooking the river - along with an enclosed sunroom featuring gorgeous river views through walls of windows. Enjoy abundant outdoor areas and stunning water views from nearly every room. The dock features 3+ feel MLW, with slips available for purchase. This

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 589-6299

    117 N Water St Unit 1A, Chestertown, MD 21620
  • Lot 9 Prestwick Dr, Chestertown, MD 21620
    Lot 9 Prestwick Dr, Chestertown, MD 21620
    Lot 9 Prestwick Dr, Chestertown, MD 21620
    /20

    $212,000

    • Land
    • 1.95 Acres
    • $108,718 per Acre

    Lot 9 Prestwick Dr, Chestertown, MD 21620

    Lot 9 overlooks the 5th hole tee box and the picturesque par 3 water hole # 4. Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 806-9518

    Lot 9 Prestwick Dr, Chestertown, MD 21620
  • 117 N Water St Unit 2A, Chestertown, MD 21620
    117 N Water St Unit 2A, Chestertown, MD 21620
    117 N Water St Unit 2A, Chestertown, MD 21620
    /28

    $399,000

    • 2 Beds
    • 1 Bath
    • 787 Sq Ft

    117 N Water St Unit 2A, Chestertown, MD 21620

    A stately 1800’s waterfront Victorian home, rich in history enters a new chapter in life with 6 condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. This unit offers a 2 Bed 1 bath has a brand new kitchen, with island and upgraded bathroom along with up and down river views. Enjoy all the amenities of living waterfront--Community

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 824-5609

    117 N Water St Unit 2A, Chestertown, MD 21620
  • 103 Landing Ln, Chestertown, MD 21620
    103 Landing Ln, Chestertown, MD 21620
    103 Landing Ln, Chestertown, MD 21620
    /41

    $569,000

    • 2 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    103 Landing Ln, Chestertown, MD 21620

    Step into this nearly new, impeccably maintained two-bedroom townhouse located in the highly desirable Chester River Landing community. Recent upgrades make this home truly turn-key, perfect for those seeking comfort and style. Relax and entertain all summer long on the beautifully designed screened-in porch, ideal for enjoying warm evenings and gentle breezes.On the second floor, the

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 981-2534

    103 Landing Ln, Chestertown, MD 21620
  • 0 Hatchett Rd, Centreville, MD 21617
    0 Hatchett Rd, Centreville, MD 21617
    0 Hatchett Rd, Centreville, MD 21617
    /7

    $169,000

    • Land
    • 2.55 Acres
    • $66,275 per Acre

    0 Hatchett Rd, Centreville, MD 21617

    Escape to the country in this hard to find 2.5 acre lot zoned agriculture in a beautiful country setting before its gone. No HOA, Covenants or Restrictions (rare) so bring the critters or home based business. Perc approved. Bring your house plans and builder or invest for later. See what all the rave is about and move to the Eastern Shore with historic towns nearby, public boat ramps, boat

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 937-2133

    0 Hatchett Rd, Centreville, MD 21617
  • 311 Hatchett Rd, Centreville, MD 21617
    311 Hatchett Rd, Centreville, MD 21617
    311 Hatchett Rd, Centreville, MD 21617
    /8

    $289,000

    • Land
    • 9 Acres
    • $32,655 per Acre

    311 Hatchett Rd, Centreville, MD 21617

    Escape to country living on this amazing 8.8 acres zoned Agriculture with an approved perc, mostly cleared in a gorgeous country setting. Enjoy having no HOA or deeded covenants or restrictions so come build your dream home, relax or have a farmette. Bring the horses and animals as there is plenty of room. Enjoy the nearby horse trails at Conquest Beach and Tuckahoe Park, to name a few. Endless

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 589-6592

    311 Hatchett Rd, Centreville, MD 21617
  • 0 Hatchett Rd, Centreville, MD 21617
    0 Hatchett Rd, Centreville, MD 21617
    0 Hatchett Rd, Centreville, MD 21617
    /6

    $355,000

    • Land
    • 9 Acres
    • $37,646 per Acre

    0 Hatchett Rd, Centreville, MD 21617

    Welcome to 9+ acres of paradise in this unparalleled opportunity to build your dream retreat. Privacy abounds in this rare find with endless opportunities as there are no deeded covenants or restrictions and the zoning is Agriculture. Bring the horses and animals as there is plenty of room. Enjoy the nearby horse trails at Conquest Beach and Tuckahoe Park, to name a few. There is a 40' deeded

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 785-6903

    0 Hatchett Rd, Centreville, MD 21617
  • 226 S Water St, Chestertown, MD 21620
    226 S Water St, Chestertown, MD 21620
    226 S Water St, Chestertown, MD 21620
    /22

    $998,000 New Construction

    • 3 Beds
    • 3.5 Baths

    226 S Water St, Chestertown, MD 21620

    Newly finished 3 Bedroom townhouses with nearly all the desired attributes of town living, with harbor and marina views and access from the marina on one side and waterfront park on the other. A short walk to downtown shops and restaurants. No short term rental restrictions.

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 376-5375

    226 S Water St, Chestertown, MD 21620
  • 212 Landing Ln, Chestertown, MD 21620
    212 Landing Ln, Chestertown, MD 21620
    212 Landing Ln, Chestertown, MD 21620
    /36

    $759,000 New Construction

    • 3 Beds
    • 3.5 Baths

    212 Landing Ln, Chestertown, MD 21620

    Nestled along the tranquil western shore of the Chester River, this beautiful townhome in Chester River Landing offers an unparalleled waterfront living experience with direct water access and captivating water views. Just a short stroll from the historic heart of Chestertown, MD, it combines modern luxury with timeless charm.This elegant 3-bedroom, 2.5-bath residence is designed to

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (410) 883-7032

    212 Landing Ln, Chestertown, MD 21620
  • 228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    228 S Water St, Chestertown, MD 21620
    /23

    $898,000 New Construction

    • 3 Beds
    • 3.5 Baths

    228 S Water St, Chestertown, MD 21620

    Newly constructed 3 Bedroom townhouses with nearly all the desired attributes of town living, with water views and access from the marina on one side and waterfront park on the other. Walk to downtown shops and restaurants, just a few blocks away.

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 230-5332

    228 S Water St, Chestertown, MD 21620
  • 7514 Muirfield Dr, Chestertown, MD 21620
    7514 Muirfield Dr, Chestertown, MD 21620
    7514 Muirfield Dr, Chestertown, MD 21620
    /33

    $797,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    7514 Muirfield Dr, Chestertown, MD 21620

    Beautiful home in a prime location! Prestwick offers ample privacy while only a short distance from Historic District Chestertown and just off of the Chester River Yacht and Country Club's 10th tee. Recently constructed in 2023, the house offers three bedrooms, oak floors throughout, a gourmet kitchen, and ample room for entertaining, all on one floor! The kitchen was completed with stainless

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 206-3727

    7514 Muirfield Dr, Chestertown, MD 21620
  • 0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
    /22

    $1,459,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,315 Sq Ft

    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620

    Do your investments offer these dividends? A premier waterfront location in a premier condominium community and one of the few remaining to-be-built homes! Enjoy broad water views from this new construction two story, free-standing home which offers all of the sought after amenities of waterfront living including breathtaking sunrises over the Chester River, first floor porch and second floor

    Agent Photo

    John Burke

    Gunther-McClary Real Estate

    (443) 249-2840

    0 Little Harbor Way Unit 1 MDKE2004992, Chestertown, MD 21620
  • 26933 Mallard Rd, Chestertown, MD 21620
    26933 Mallard Rd, Chestertown, MD 21620
    26933 Mallard Rd, Chestertown, MD 21620
    /15

    $625,000

    • 1,600 Sq Ft

    26933 Mallard Rd, Chestertown, MD 21620

    Stunning waterfront property with private dock site on the Chester River. The house has been gutted and needs a complete rehab, or it can be removed and rebuilt to suit your dreams. Building plans are available. The property features a brand-new BAT septic system that has yet to be connected. Beautiful location and views! Just a short drive to Chestertown. 3 ft mean low water, buyer to verify.

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    26933 Mallard Rd, Chestertown, MD 21620
  • 206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    206 S Water St, Chestertown, MD 21620
    /56

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 2,008 Sq Ft

    206 S Water St, Chestertown, MD 21620

    See your boat from your house! This historic home located at Chestertown marina has been remodeled as recently as 2021. Gorgeous Heartland appliances compliment the hand crafted free-standing cabinetry in the kitchen. A first floor guest suite addition includes a sitting room connected to the house via a mudroom/porch. Above the mudroom is a second story deck that was built to hold a hot tub

    Beth Ostrander Doug Ashley Realtors, LLC

    206 S Water St, Chestertown, MD 21620
  • 201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    201 Birch Run Rd, Chestertown, MD 21620
    /23

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    201 Birch Run Rd, Chestertown, MD 21620

    This Mid Century Modern is located in Mile Tree Village, one of Chestertown's most coveted neighborhoods. One floor living makes things a breeze with this open and easy floor plan. Serious structural updates have been performed on the home, the crawl space has been encapsulated, and the kitchen and bathrooms have been remodeled. The home was also recently had the entire exterior painted and much

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    201 Birch Run Rd, Chestertown, MD 21620
  • 113 Stone Ivy Ln, Church Hill, MD 21623
    113 Stone Ivy Ln, Church Hill, MD 21623
    113 Stone Ivy Ln, Church Hill, MD 21623
    /64

    $659,899

    • 5 Beds
    • 4.5 Baths
    • 4,870 Sq Ft

    113 Stone Ivy Ln, Church Hill, MD 21623

    Welcome to this stunning 4/5-bedroom, 4.5-bath, 4,870 sq ft home, beautifully maintained and thoughtfully upgraded for modern living. Freshly painted throughout in 2022, with new carpet and premium hardwood floors and new ceiling fans. This spacious residence is move-in ready and shines with pride of ownership.Step into a grand two-story foyer that opens to expansive formal and casual living

    Brett Schrader Taylor Properties

    113 Stone Ivy Ln, Church Hill, MD 21623
  • 206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    206 Barroll Dr, Chestertown, MD 21620
    /35

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    206 Barroll Dr, Chestertown, MD 21620

    Charming Rancher with Private Backyard Oasis in Byford Estates-Don’t miss your opportunity to own this beautifully maintained ranch-style home tucked within the highly sought-after neighborhood of Byford Estates—just a short stroll to historic downtown Chestertown! With 3 spacious bedrooms, 2 full baths, and multiple living spaces, this property offers comfort, privacy, and the kind of charm

    Joelle Dolch Cross Street Realtors LLC

    206 Barroll Dr, Chestertown, MD 21620
  • 104 Laysan Teal Ct, Church Hill, MD 21623
    104 Laysan Teal Ct, Church Hill, MD 21623
    104 Laysan Teal Ct, Church Hill, MD 21623
    /58

    $875,000

    • 4 Beds
    • 5 Baths
    • 5,203 Sq Ft

    104 Laysan Teal Ct, Church Hill, MD 21623

    Welcome to your dream getaway! This stately brick home offers a perfect blend of luxury and comfort, nestled on picturesque Eastern Shore. As you approach, you will be captivated by the grand entry and expansive hardscape, surrounded by lush tropical plants and serene pastoral views.Step inside to discover a breathtaking two-story foyer that features a grand, curved staircase, setting the

    Dee Dee Miller Long & Foster Real Estate, Inc.

    104 Laysan Teal Ct, Church Hill, MD 21623
  • 26889 Morgnec Rd, Chestertown, MD 21620
    26889 Morgnec Rd, Chestertown, MD 21620
    26889 Morgnec Rd, Chestertown, MD 21620
    /32

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,966 Sq Ft

    26889 Morgnec Rd, Chestertown, MD 21620

    This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    26889 Morgnec Rd, Chestertown, MD 21620
  • 105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    105 High St, Chestertown, MD 21620
    /52

    $1,395,500

    • 5 Beds
    • 4.5 Baths
    • 3,243 Sq Ft

    105 High St, Chestertown, MD 21620

    Pricing reflects the property fully finished and professionally cleaned. This is a rare chance to own a completely restored Second Empire home on Chestertown Historic District’s most prominent corner. Water views are appreciated from two sides. Great balance of modern amenities and layout matched with historic design elements and style. The builders who took on this passion project are some of

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    105 High St, Chestertown, MD 21620
  • 24576 Langford Rd, Chestertown, MD 21620
    24576 Langford Rd, Chestertown, MD 21620
    24576 Langford Rd, Chestertown, MD 21620
    /60

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 4,023 Sq Ft

    24576 Langford Rd, Chestertown, MD 21620

    Designed by noted architectural historian and restoration consultant, Michael Bourne, Highfield exemplifies a deep appreciation and intimate knowledge of historic architectural composition and its elements. With its steep pitch hip roof, catslide roof slope on one end, tall chimney, and enclosed front entry, in form and style, Highfield is reminiscent of the vernacular farmhouses of southeastern

    Nancy McGuire Maryland Heritage Properties

    24576 Langford Rd, Chestertown, MD 21620
  • 116 Pine Chip Rd, Chestertown, MD 21620
    116 Pine Chip Rd, Chestertown, MD 21620
    116 Pine Chip Rd, Chestertown, MD 21620
    /35

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 2,767 Sq Ft

    116 Pine Chip Rd, Chestertown, MD 21620

    Don’t let the outside fool you—this beautifully renovated 3-bedroom, 1.5-bathroom home offers three levels of living space, with over 2,200 sq. ft. above ground and an additional 550 sq. ft. below ground! Every inch of this home has been thoughtfully updated to blend modern comfort with timeless charm.Step inside to discover a stunning custom kitchen, a true chef’s dream featuring a gas

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    116 Pine Chip Rd, Chestertown, MD 21620
  • 334 Eagle Manor Dr, Church Hill, MD 21623
    334 Eagle Manor Dr, Church Hill, MD 21623
    334 Eagle Manor Dr, Church Hill, MD 21623
    /44

    $669,900 New Construction

    • 3 Beds
    • 2.5 Baths

    334 Eagle Manor Dr, Church Hill, MD 21623

    Welcome to Condor Manor a brand-new community of 23 private homesites situated on 1 plus acre lots just outside of the town of Church Hill. They simply are not making communities like these anymore and many of the lots are already under contract. Contract with this builder on lot 22 or have your choice of a few other lots to choose from. Offers a nice open and entertaining floor plan with one

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    334 Eagle Manor Dr, Church Hill, MD 21623
  • 132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    /10

    $69,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • 3355 Church Hill Rd, Centreville, MD 21617
    3355 Church Hill Rd, Centreville, MD 21617
    3355 Church Hill Rd, Centreville, MD 21617
    /10

    $219,900

    • Land
    • 2.00 Acres
    • $109,950 per Acre

    3355 Church Hill Rd, Centreville, MD 21617

    Approximately 2 acres zoned Village Center. Currently improved by older 2 story dilapidated house in need of tear down. Do not enter. Property has road frontage on both Rt. 213 and Clabber Hill Road. Great visibility and traffic count. Recent information on file for expanding septic area. Located in up and coming crossroad between Centreville and Chestertown. Village Center Zoning allows for

    Jason Dey Kevin Dey Realty

    3355 Church Hill Rd, Centreville, MD 21617
  • 435 Eagle Manor Dr, Church Hill, MD 21623
    435 Eagle Manor Dr, Church Hill, MD 21623
    435 Eagle Manor Dr, Church Hill, MD 21623
    /12

    $145,000

    • Land
    • 1.00 Acre
    • $145,000 per Acre

    435 Eagle Manor Dr, Church Hill, MD 21623

    Guess what! Just released 3 buildable lots with no builder tie-in! Don't wait! Buy your own lot and build new in the community of Condor Manor in Church Hill, Md. Get this why you can, communites like this in Maryland will soon be a thing of the past with the opportunity to build new in a cul-de-sac type community with well and septic. This beautiful community consisting of a total of 23, 1

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    435 Eagle Manor Dr, Church Hill, MD 21623
  • 334 Eagle Manor Dr, Church Hill, MD 21623
    334 Eagle Manor Dr, Church Hill, MD 21623
    334 Eagle Manor Dr, Church Hill, MD 21623
    /12

    $135,000

    • Land
    • 1.00 Acre
    • $135,000 per Acre

    334 Eagle Manor Dr, Church Hill, MD 21623

    Guess what! Just released 3 buildable lots with no builder tie-in! Don't wait! Buy your own lot and build new in the community of Condor Manor in Church Hill, Md. Get this why you can, communites like this in Maryland will soon be a thing of the past with the opportunity to build new in a cul-de-sac type community with well and septic. This beautiful community consisting of a total of 23, 1

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    334 Eagle Manor Dr, Church Hill, MD 21623
  • 0 Eagle Manor ( Lot 20) Dr, Church Hill, MD 21623
    0 Eagle Manor ( Lot 20) Dr, Church Hill, MD 21623
    0 Eagle Manor ( Lot 20) Dr, Church Hill, MD 21623
    /12

    $135,000

    • Land
    • 1.00 Acre
    • $135,000 per Acre

    0 Eagle Manor ( Lot 20) Dr, Church Hill, MD 21623

    Guess what! Just released 3 buildable lots with no builder tie-in! Don't wait! Buy your own lot and build new in the community of Condor Manor in Church Hill, Md. Get this why you can, communites like this in Maryland will soon be a thing of the past with the opportunity to build new in a cul-de-sac type community with well and septic. This beautiful community consisting of a total of 23, 1

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    0 Eagle Manor ( Lot 20) Dr, Church Hill, MD 21623
  • 0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
    /12

    $165,000

    • Land
    • 5 Acres
    • $30,899 per Acre

    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620

    Fantastic opportunity to own over 5 acres of buildable, level farmland with two perc approval sites. AG Zoning allows a wide range of residential, outdoor recreational and commercial uses. Property recently surveyed with a custom site plan and ready for your building plans. Property backs to 60+ acre farm in a perpetual forest conservation easement. Right of ways from 213 and neighbors

    Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

    0 Church Hill ( Lot 2) Rd, Chestertown, MD 21620
  • 106 Wilton Rd, Chestertown, MD 21620
    106 Wilton Rd, Chestertown, MD 21620
    106 Wilton Rd, Chestertown, MD 21620
    /36

    $299,500

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    106 Wilton Rd, Chestertown, MD 21620

    Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new

    Crystal Smith RE/MAX Executive

    106 Wilton Rd, Chestertown, MD 21620
  • 533 Coon Box Rd, Centreville, MD 21617
    533 Coon Box Rd, Centreville, MD 21617
    533 Coon Box Rd, Centreville, MD 21617
    /34

    $389,000

    • 2 Beds
    • 1 Bath
    • 892 Sq Ft

    533 Coon Box Rd, Centreville, MD 21617

    Location, Location, Location! This is a prime property for a small business contractor with 5 +/- acres zoned Village Center just outside of Centreville. Keep it as is with a tenant occupied home and use the existing large warehouse building for your business, or build new! Very quiet location but yet only 3 miles from downtown Centreville. Many options and possiblities exist with this property.

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    533 Coon Box Rd, Centreville, MD 21617
  • 925 Round Top Rd, Chestertown, MD 21620
    925 Round Top Rd, Chestertown, MD 21620
    925 Round Top Rd, Chestertown, MD 21620
    /19

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    925 Round Top Rd, Chestertown, MD 21620

    Welcome to this cute-as-a-button home in the water-access community of Chester Harbor! Whether you're starting out, downsizing, or simply looking to simplify your lifestyle, this move-in ready gem offers the perfect balance of comfort, convenience, and charm. Set on a spacious third of an acre lot, this home offers just the right amount of space—three bedrooms, one full bath, and room to grow

    Liddy Campbell TTR Sotheby's International Realty

    925 Round Top Rd, Chestertown, MD 21620
  • 624 High St, Chestertown, MD 21620
    624 High St, Chestertown, MD 21620
    624 High St, Chestertown, MD 21620
    /3

    $240,000

    • 2 Beds
    • 1 Bath
    • 1,290 Sq Ft

    624 High St, Chestertown, MD 21620

    Step into the charm of historic Chestertown with this 2BR/1BA home full of potential. Featuring a screened front porch, spacious layout, and rear alley access, this property is perfect for investors or visionary buyers. Located just blocks from Washington College, the Chester River, downtown shopping, and restaurants, this home offers the ideal setting for a full-time residence, Airbnb, or

    Nicole Stephens Tesla Realty Group, LLC

    624 High St, Chestertown, MD 21620
  • 132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    132 Prospect St, Chestertown, MD 21620
    /10

    $74,900

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    132 Prospect St, Chestertown, MD 21620

    Priced To Sell Fast! Renovate & Resell or Buy & Hold, Desirable 2 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Covered Front Porch, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

    Matthew Altizer ANR Realty, LLC

    132 Prospect St, Chestertown, MD 21620
  • 515 Main St, Church Hill, MD 21623
    515 Main St, Church Hill, MD 21623
    515 Main St, Church Hill, MD 21623
    /18

    $133,500 Open Sun 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,284 Sq Ft

    515 Main St, Church Hill, MD 21623

    Welcome to 515 Main Street in the heart of Church Hill — a charming 1909 end-unit townhouse that blends classic character with great potential. This 3-bedroom, 1-bathroom home offers 1,284 square feet of living space filled with potential and character. Whether you're an investor or a buyer ready to put your personal touch on a historic property, this is a fantastic opportunity.Inside,

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    515 Main St, Church Hill, MD 21623
  • 26875 Mallard Rd, Chestertown, MD 21620
    26875 Mallard Rd, Chestertown, MD 21620
    26875 Mallard Rd, Chestertown, MD 21620
    /42

    $1,495,000

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

    26875 Mallard Rd, Chestertown, MD 21620

    Discover the luxury of coastal living with this masterpiece waterfront property located in a much sought-after location on the Chester River. When entering the home, you’re immediately greeted in the elegant foyer that opens to a formal dining room to the right, and an office to the left that could easily be converted to a first floor bedroom.The fully renovated chef’s kitchen features

    Lynn Hilfiker Gunther-McClary Real Estate

    26875 Mallard Rd, Chestertown, MD 21620
  • 136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    136 Truslow Farm Ln, Chestertown, MD 21620
    /12

    $575,000

    • Land
    • 3.01 Acres
    • $191,030 per Acre

    136 Truslow Farm Ln, Chestertown, MD 21620

    Don't miss this rare opportunity to own one of the only waterfront lots still available on the Chester River! Perfectly positioned just across the river from the historic charm of Chestertown, this premier property offers front-row access to the area's beloved events, including the Tea Party Festival, Fourth of July celebrations, and the Dickens Festival.Situated in a highly desirable and

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    136 Truslow Farm Ln, Chestertown, MD 21620
  • 24607 Chestertown Rd, Chestertown, MD 21620
    24607 Chestertown Rd, Chestertown, MD 21620
    24607 Chestertown Rd, Chestertown, MD 21620
    /28

    $365,000 Open House 7/26

    • 3 Beds
    • 2.5 Baths
    • 2,294 Sq Ft

    24607 Chestertown Rd, Chestertown, MD 21620

    Situated on a generous 0.653-acre lot just outside of Chestertown, this property offers the best of both worlds—proximity to town amenities with the added benefit of space and privacy. This well-maintained home features 3 bedrooms and 2.5 bathrooms, including two recently updated baths. The interior boasts a welcoming entryway, formal dining room, and a spacious kitchen equipped with an island,

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    24607 Chestertown Rd, Chestertown, MD 21620

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