Chestertown MD Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
960
Status:
NEW LISTING
MLS#:
MDKE2004012
Type:
Single Family
Subdivision:
Foxley Manor
Lot size:
0.3 Acres
Year built:
1991
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
View additional info

ADDITIONAL INFORMATION

Cute rancher located in Foxley Manor. Laminate flooring through most of the house. There is an oversized 1 car detached garage that has room for a small handyman space. Nice backyard with a hot tub. Close to everything Chestertown has to offer.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,056
Status:
NEW LISTING
MLS#:
MDQA2009822
Type:
Single Family
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1975
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
View additional info

ADDITIONAL INFORMATION

Wonderful home with kitchen, dining and living room in an open floor plan. Laminate flooring through most of the house. Granite counters and island in the kitchen area with some recessed lighting and stainless appliances. Bathroom has been updated. A side deck with handicap ramp and a rear deck that overlooks the privacy fenced backyard. A new roof will be installed in the next several weeks, weather permitting. Located just a short distance to Chester Harbors Community water access area. There is an HOA however it is not mandatory to join but strongly encouraged. HOA dues are less than $50 annually.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,864
Status:
NEW LISTING
MLS#:
MDQA2009698
Type:
Single Family
Subdivision:
The Grove
Lot size:
1.04 Acres
Year built:
1989
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
View additional info

ADDITIONAL INFORMATION

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 main floor boasts a cozy gas fireplace, creating a cozy ambiance perfect for intimate gatherings or quiet evenings curled up with a good book. With four bedrooms and 2.5 baths, there's ample space for your family to spread out and relax. The open floor plan seamlessly connects the living spaces, allowing for effortless flow and easy entertaining. The kitchen, a culinary haven, beckons with its modern amenities and ample counter space, inspiring culinary creativity and culinary delights. Recent updates abound in this haven of comfort and style, including new skylights that bathe the interiors in natural light, and a spacious deck where you can savor morning coffee or evening cocktails while overlooking your fenced backyard and the serene vistas of rolling farmlands. Venture downstairs to discover a sprawling recreation room, offering endless possibilities for entertainment and relaxation. Whether you envision a home theater, a game room, or a fitness area, this versatile space is ready to fulfill your every need. A separate office provides a quiet retreat for work or study, while an additional bedroom offers flexibility for guests or extended family. Storage woes are a thing of the past, with plenty of space to stow away your belongings or unleash your creativity to reimagine the possibilities of each room. Embrace the quintessential charm of country living while still enjoying the convenience of modern amenities. The Grove offers a tranquil escape from the hustle and bustle of city life, with its tree-lined streets and sense of community. Don't miss your chance to make this enchanting retreat your own. Schedule a viewing today and embark on a journey to a life of comfort, convenience, and timeless elegance in The Grove.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,355
Status:
NEW LISTING
MLS#:
MDKE2003972
Type:
Single Family
Subdivision:
Chestertown Historic District
Lot size:
0.18 Acres
Year built:
1936
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
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ADDITIONAL INFORMATION

A stunning renovation in the historic district! This stately brick colonial overlooks the meticulous campus green at Washington College; a view that invites a walk to downtown Chestertown, and a location that gives you a front row seat to college activities and events. It is also one short block to the University of Maryland Shore Medical Center. A desirable rear alley, provides access to the home's private off-street parking space and the carriage-styled garage, which can accommodate a SUV. Located on the first floor off the center hall,Âis the living room, dining room, kitchen, den/office, half bath, all- season sun room, and inside stairs to the full basement, The new custom kitchen showcases an individually handcrafted brick floor and an imported Spanish tiled backsplash. Wrap around natural lighting, open shelving, oversized island and walk in-pantry make this kitchen one of a kind, and completes the first floor. The second floor begins with the original grand stairway and a cozy sitting area in the window nook at the end of the catwalk. The primary bedroom comes with a five piece luxury en-suite bath, while two additional bedrooms share a full bathroom off the landing. The dedicated laundry room, also on the second floor, has storage cabinets, room for ironing and folding and a cleaning supply niche. The third floor garret-studio apartment completes the living areas inside this home. This spacious studio has a full bathroom, dedicated cooking & eating area and independent climate control. A comfortable sitting area and separate sleeping space, and separate desk space round out this studio. There is also a Âfull basement of approximately 1100 square ft with both interior access and a highly coveted exterior access. 7.5 foot high basement ceilings, provide an excellent opportunity to design an additional apartment, fitness studio, family room, wood shop etc. Exterior and mechanical upgrades include: a new roof, gutters & downspouts, a new front landing with oversized walkways and raised brick landscape beds. Significant wiring upgrades include a new electrical service and wiring for new electrical components. Plumbing upgrades include a new main shut off valve and a new water line between the house and street. Replacement of most of the interior plumbing was done to accommodate updated fixtures. The one-car, carriage styled garage has been placed for optimum versatility. It makes a charming extension of the outdoor entertaining space to effortlessly plan for changeable Chesapeake-country weather. Simply move the car, open the barn doors, turn on the the oversized crystal chandelier and the tone is set for gatherings protected from the elements! With the double barn doors opened, Âthe terraced courtyard can be incorporated into any event. This property is fully fenced & gated providing privacy for outdoor activities and security for family pets. This brick center-hall colonial Âhas been extensively renovated and is turn-key! Square footage is estimated: buyer to verify. A complete upgrade record is available upon request. Talk to your agent about possible owner financing on this home.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,376
Status:
NEW LISTING
MLS#:
MDKE2003962
Type:
Single Family
Subdivision:
College Heights
Lot size:
0.26 Acres
Year built:
1956
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
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ADDITIONAL INFORMATION

Clean, classic mid-century style ranch with REAL wood floors. archways, knotty pine kitchen, a big front porch, large yard, off-street parking and bonus alley access in rear with possible room for a detached garage (buyer to verify) New upgraded electrical service and GFCI outlets, fresh paint, floors refinished and more. Walk to conveniences from this move-in ready charmer in upper Chestertown.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,812
Status:
NEW LISTING
MLS#:
MDKE2003944
Type:
Single Family
Subdivision:
Chesapeake Landing
Lot size:
0.34 Acres
Year built:
1993
Courtesy: Doug Ashley Realtors, LLC 410-810-0010
View additional info

ADDITIONAL INFORMATION

Welcome to 23530 Clarissa Road! This well maintained home is established on a beautifully situated lot located within the water access community of Chesapeake Landing. You'll be greeted here by vibrant greens, found flourishing through mature surrounding woods and meticulously cared for landscaping. Find your seat and enjoy peace in nature as an abundance of wildlife can be heard and seen throughout. An asphalt driveway will provide smooth sailing as you come and go. The completely fenced in back yard offers peace of mind as you can allow pets and/or children to play freely. A 16' x 10' shed with electric and additional rear lean-to provides adequate storage for those off season items and enough space to keep mowers and other toys out of the weather. With a 3/2 layout, this home generously offers 1800+ SQFT of living space!!! This charming kitchen comes ready to go for preparation of its next meal. Fully equipped with stainless steel appliances as recessed and under cabinet lighting broadcast elegance to the beautifully crafted granite countertops. Relax from your meal and embrace time together with family and friends in the 400+ SQFT Family Room! With Vaulted ceilings, surround sound capabilities, propane fireplace and sliding glass door access to your back yard oasis. Are you looking for a move in ready, worry free home? If so, this is it! Updated with a tankless propane hot water system, water softener system, roof less then 10 years old, a fully encapsulated crawlspace, stainless steel appliances, 2022 HVAC system and both porches recently resurfaced. The window blinds seen throughout are also included in Sale! Schedule a tour today and come see for yourself all that 23530 Clarissa Rd. has to offer.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,497
Status:
Active
MLS#:
MDKE2003998
Type:
Single Family
Subdivision:
Historic Chestertown
Lot size:
0.14 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Price improvement! This building has been converted into 4 apartments. All units are currently rented. Limited interior photos to respect tenant privacy. Landlord pays all utilities. 128 North Queen Street, built in the beautiful Queen Anne style is one of the finest 19th-century houses in the Chestertown Historic District. The house is a block from the Chester River, close to Washington College and two blocks from downtown, shops, and the Chestertown Marina. It was designed by Baltimore Architect ,Benjamin Owens. The building served as the Methodist Parsonage for the Christ Methodist Church on High Street soon after he designed the church in 1887. The multi-gabled house is asymmetrical, filled with light from large double-hung windows, with a three-story turret in one corner large enough for a desk from where you can view the Chester River. Hardwood floors are located throughout. A beautiful original polished staircase with turned and polished wood balustrades rises from the central hall. Original stained glass windows shimmer with color in the main staircase and a second-floor bathroom which retains an amazingly large claw foot bathtub with polished wood surround. A slate surround and carved wood fireplace mantel center the den and living area on the first floor. The building is heated by a one year old boiler and cooled by a one year old heat pump system. Unit 1 is an efficiency. Rent $980 Unit 2 is 2 stories and 2 bedrooms with a washer/dryer. Rent $1850 Unit 3 is a 1 bedroom with a turret. Rent $1300 Unit 4 is a 1 bedroom with a turret. Rent $1200 Last year's electric: $4331 Last year's oil: $3215

Beds:
3
Baths:
2.00
Sq.Ft.:
1,505
Status:
Active
MLS#:
MDKE2003964
Type:
Single Family
Subdivision:
None Available
Lot size:
0.6 Acres
Year built:
1999
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
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ADDITIONAL INFORMATION

Welcome to your Eastern Shore haven! This charming property boasts recent updates and in a prime location, offering the perfect blend of modern comfort and public water access to Fairlee Creek & the Chesapeake Bay! Enjoy the 6ft privacy fence that enhances the privacy and security, allowing a safe haven for pets and family or easily store your boat with the double gate entrance. Enjoy the convenience of stainless steel appliances, all updated around 2020! Year-Round Comfort with central HVAC, furnace, and heat pump that were upgraded in 2021, ensuring optimal comfort in every season. A new roof and plywood were installed in 2022, providing durability and peace of mind for years to come. A new sump pump was added in 2022, offering enhanced protection against water damage. Step into style with a new storm door installed in 2023, adding both aesthetic appeal and practical functionality all while going hand in had with new garage doors and openers, all installed in 2024! Upgraded bathrooms and a renovated kitchen make this home truly move-in ready, allowing you to start living your Eastern Shore dream immediately. Whether you're seeking a permanent residence or a weekend getaway, this property offers a tranquil retreat from the hustle and bustle of city life.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE2003926
Type:
Single Family
Subdivision:
Prestwick
Lot size:
1.83 Acres
Year built:
2024
Courtesy: Gunther-McClary Real Estate 410-275-2118
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ADDITIONAL INFORMATION

Live in Luxury in this brand new home that seamlessly blends indoor-outdoor living with its prime location on nestled just off of the 10th tee box of the Chester River Yacht and Country club. Enjoy the convenience of this 3 bedroom, plus extra room for office, gym or playroom, 2.5 bath home full of light with a modern open floor plan with one floor living. Harwood Oak floors throughout whole house. The kitchen comes complete with stainless steel appliances, hood vent, Large island with ample countertop space and a butler's pantry that adds functionality and organization. Beautiful primary bath and massive walk-in closet with lots of shelving and hanging rods for all those who have a love of fashion. Front porch to have your coffee's and a back screened-in porch to entertain and watch the golfers. Every aspect of this property has been thoughtfully considered to create a living space that is both functional and breathtaking. Note tax record reflects current lot taxes and will be updated once Certificate of Occupancy is issued. 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 or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area s finest builders.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDKE2003948
Type:
Twin Home
Subdivision:
Chester River Landing
Lot size:
0.07 Acres
Courtesy: Benson & Mangold, LLC 410-822-6665
View additional info

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDKE2003936
Type:
Twin Home
Subdivision:
Chester River Landing
Lot size:
0.07 Acres
Courtesy: Benson & Mangold, LLC 410-822-6665
View additional info

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,232
Status:
Active
MLS#:
MDKE2003854
Type:
Single Family
Subdivision:
Tolchester Estates
Lot size:
1.58 Acres
Year built:
2011
Courtesy: Cross Street Realtors LLC 410-778-3779
View additional info

ADDITIONAL INFORMATION

Built on a 40-foot bluff overlooking the Chesapeake Bay facing west for nightly sunsets, this is a tour-de-force of design and luxury on the Eastern Shore of Maryland, with truly stunning views from every room. Follow your dreams with this resort-like property as a primary or secondary home. Drive along the maple-lined lighted drive to 1.5 acres of award-winning, irrigated, landscaped grounds designed by South Fork Studio. Walk through the mahogany gate into the courtyard with fountain along the bluestone path around the Gunite pool. The main house on the water (c. 2011 and updated in 2018) has 3 bedrooms and 2 and 1/2 baths, and a wall of large windows with an automatic shade system that follows the sun's path. Open floor plan living with private first-floor owner's suite (double shower, Toto washlet, and custom walk-in closet). Wake up to views of the Bay and Bald Eagles fishing. Custom hand-crafted hardwood flooring, millwork, cabinetry, and New Zealand wool carpeting. Built-in Sub-Zero and Wolf appliances and top-of-the line luxury materials throughout. Automated control for whole-home media and sound, lighting, HVAC, irrigation, swimming pool, alarm system, and window shades. Gas-started wood-burning fireplace in the living room. Ipe decking, 3 outdoor showers, and numerous spaces to entertain friends and family. A custom-lighted staircase and brand-new dock (2023) with boat lift and large Ipe dining table sit above the rip-wrapped shoreline. The guest house and three-car garage, designed by Purple Cherry Architects and built by the acclaimed Taylor-Loughry partnership in 2019, cleverly create the privacy, mystery and architectural stature of the entire four-parcel domain. Currently, the guest house presents 1 bedroom, 1 full bathroom with laundry, a kitchenette and a very large multi-purpose room with cathedral ceiling that overlooks the center core of the gardens, saltwater and heated pool, custom cedar pergola, and Chesapeake Bay. The pool building contains the latest technology in pool filtration, whole-property water filtration system, well pump, irrigation system, pool heater, and storage. There is also on-demand hot water throughout the property and radiant heated flooring in all full bathrooms. This property awaits a most discerning and capable buyer yearning for a discreet and well-designed lifestyle. Only 15 minutes from historic downtown Chestertown.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,964
Status:
Active
MLS#:
MDKE2003932
Type:
Twin Home
Subdivision:
Chester River Landing
Lot size:
0.05 Acres
Courtesy: Benson & Mangold, LLC 410-822-6665
View additional info

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,964
Status:
Active
MLS#:
MDKE2003934
Type:
Twin Home
Subdivision:
Chester River Landing
Lot size:
0.06 Acres
Courtesy: Benson & Mangold, LLC 410-822-6665
View additional info

ADDITIONAL INFORMATION

Welcome home to this stunning new construction in Chestertown's prestigious waterfront community, Chester River Landing. This exquisite three-bedroom, two-and-a-half-bath home offers luxurious living and breathtaking views of the Chester River. Nestled in a serene setting, this property blends modern design with coastal charm. The spacious, open floorplan layout provides ample room for relaxation and entertaining. With high-end finishes including granite countertops, luxury vinyl and tile flooring, Hardie plank siding, stainless steel appliances, etc. and attention to detail, this home promises a lifestyle of comfort and sophistication. Immerse yourself in the beauty of the waterfront community, enjoying the bbq/picnic area, shell walking paths, community pool and the deep-water community dock. The Chester River Yacht and County Club is a short way up the road to play a round of golf, fine dining and social events or head into historic downtown Chestertown just minutes away for shopping, restaurants, plays, farmer's markets and more!

Beds:
2
Baths:
1.00
Sq.Ft.:
720
Status:
Active
MLS#:
MDQA2009526
Type:
Single Family
Subdivision:
Ewingtown
Lot size:
0.75 Acres
Year built:
1955
Courtesy: Chesapeake Real Estate Associates, LLC 410-643-4663
View additional info

ADDITIONAL INFORMATION

This cottage home rests on 3/4 of an acre surrounded by wood and wildlife. Home is in need of complete remodel. Home has hardwood floors, Roof and windows have been replaced. Home is being sold As Is with No Financing Conditions. Located just outside of Chestertown towards Crumpton off of Ewingtown Rd.

Beds:
4
Baths:
3.00
Sq.Ft.:
4,730
Status:
Active
MLS#:
MDKE2003814
Type:
Single Family
Subdivision:
Country Club Estates
Lot size:
0.61 Acres
Year built:
2011
Courtesy: Coldwell Banker Chesapeake Real Estate Company 410-778-0330
View additional info

ADDITIONAL INFORMATION

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 the rooms enjoy the views; the glassed in sun room being the most spectacular. Beautiful flooring, oversize crown molding, chair rails, accent & recessed lighting and painted paneling throughout. New A/C handler, Rinnai system with boosters (to reach around this 4,000+ sq. ft. house), foam insulation underground and up the walls, crawl space encapsulated, 3 temperature zones and audio wired surround sound. The kitchen and owner's suite are too great to try to describe, for instance, the marble came directly from Italy and no longer available. Laundry and "mud kitchen" are between the owner's suite and garage. Take a golf cart to the club, ride a bike into town or just sit and watch the tall ships go by.

Beds:
2
Baths:
2.00
Sq.Ft.:
864
Status:
Active
MLS#:
MDQA2009482
Type:
Single Family
Subdivision:
None Available
Lot size:
0.5 Acres
Year built:
1930
Courtesy: Village Real Estate Company LLC 410-648-6844
View additional info

ADDITIONAL INFORMATION

Wonderful renovation, modern, efficient, and move in ready! Home features vaulted ceilings with open flexible floorplan and 2 brand new luxury bathrooms. Energy efficient instant hot water heater. Large side deck, plenty of parking, small storage shed, and updated BAT system septic. Spacious yard for a garden and family events. Can't pass up this AFFORDABLE price point for like new construction, but not a townhouse!

Beds:
n/a
Baths:
Sq.Ft.:
1,040
Status:
Active
MLS#:
MDKE2003798
Type:
Single Family
Subdivision:
Fairlee
Lot size:
0.5 Acres
Year built:
1900
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

Rare opportunity for a garage/ workshop in a great residential location. Spacious, situated on a triangular lot. Check out the many possibilities for this property. Great investor opportunity in a beautiful neighborhood. Buyer to confirm with Kent County Planning & Zoning regarding any plans to build or convert to residential home.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,792
Status:
Active
MLS#:
MDQA2009174
Type:
Single Family
Subdivision:
Kingstown
Lot size:
1 Acres
Year built:
1988
Courtesy: Chesapeake Real Estate Associates, LLC 443-215-4663
View additional info

ADDITIONAL INFORMATION

Welcome to your peaceful retreat in the quiet community of Kingstown on the Queen Anne's side of Chestertown! This stick-built rancher by Alton Darling offers a serene setting with its backing to woods and open space, ensuring tranquility and privacy. Step inside to discover one level living that features four bedrooms with two bedrooms with attached private bath for ultimate convenience and comfort. The screened-in back porch invites you to relax and enjoy the natural beauty that surrounds you. This home received an upgrade in '17, ensuring efficiency and cost savings. The roof, replaced within the last ten years, provides peace of mind for years to come. Recent upgrades include new carpet in the living areas and bedrooms, as well as new flooring in the bathrooms, adding a fresh and modern touch. All major repairs have been completed, leaving the opportunity for the new owner to personalize and add their final touches to make it their own. Queen Anne's County offers extensive park and recreational programs, perfect for outdoor enthusiasts. Meanwhile, Chestertown boasts a vibrant cultural scene with fine dining options, theaters, a farmer's market, Washington College, and access to the scenic Chester River. Be sure to mark your calendars! Photos will be uploaded next week, and the house is expected to go live on 4/12. Don't miss the chance to experience this delightful property firsthand at the Open House on 4/13 from 11-2. Schedule your visit today and envision the peaceful lifestyle that awaits you in this charming home.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,878
Status:
Active
MLS#:
MDKE2003816
Type:
Single Family
Subdivision:
Crestview
Lot size:
1.06 Acres
Year built:
1993
Courtesy: Chesapeake Real Estate Associates, LLC 443-215-4663
View additional info

ADDITIONAL INFORMATION

Welcome to your future haven in the picturesque community of Crestview! Nestled in the heart of Chestertown, this magnificent home at 207 Pondview Ct offers a harmonious blend of natural beauty and modern luxury, creating an unparalleled living experience. Upon arrival, you'll be captivated by the tranquility of the serene community pond that gracefully borders this residence. Imagine starting your day with the calming sight of water views right from your backyard, a serene oasis that beckons relaxation and peaceful moments. This spacious home features 4+ bedrooms and 3.5 baths, offering ample room for comfortable living and entertaining. The main level boasts a luxurious primary bedroom complete with a spa-like bath featuring a soaking tub, separate shower, and three spacious closets. A cozy sitting room off the primary bedroom leads to the inviting living room, adorned with a wall of windows that showcase mesmerizing pond views. Glass French doors seamlessly connect the living room to the formal dining room, creating a perfect flow for hosting gatherings and creating cherished memories with family and friends. The well-equipped kitchen is a chef's delight, boasting abundant cabinet space, a convenient breakfast bar, and a charming dining area perfect for casual meals. Step outside through the sliding door to the deck, where you can bask in the beauty of the pond and enjoy alfresco dining in a serene setting. Ascending the stairs to the second floor, you'll find a loft area that overlooks the living room and offers more breathtaking pond views. To the left of the loft is one of the three guest bedrooms, complete with a private bath. On the right side of the loft, you'll discover the second guest bedroom and a guest hall bath. At the end of the hall awaits the third guest bedroom, accompanied by an additional bonus room ideal for a hobby room, game room, or studioâa versatile space limited only by your imagination. The finished walkout basement provides even more opportunity for leisure and entertainment, with additional living space that can be customized to suit your preferences. There's also a workshop area and ample storage in the unfinished basement, along with plumbing in place for an additional bath if desired. With its desirable location and unparalleled amenities, including the captivating pond view, 207 Pondview Ct presents an extraordinary opportunity to own a home that combines comfort, style, and natural beauty. Don't miss out on this chance to experience the charm and tranquility of Crestview living at its finest. Schedule a viewing today and make this dream home yours!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
MDKE2003806
Type:
Townhouse
Subdivision:
Chester Arms
Lot size:
0.07 Acres
Year built:
1979
Courtesy: Berkshire Hathaway HomeServices Homesale Realty 410-814-2400
View additional info

ADDITIONAL INFORMATION

Introducing a fantastic opportunity for move-in ready living in the heart of Chestertown! This townhouse, priced under $250,000, offers the ideal blend of convenience and comfort. Situated for easy access to local amenities including shops, schools, and the YMCA, this property provides low-maintenance living at its finest. Featuring a fenced rear yard, this home is perfect for outdoor entertaining, children's play or enjoying time with your furry companions. The main floor comprises a spacious living room, an inviting eat-in kitchen and a convenient half bath, providing ample space for everyday living and entertaining. Upstairs, three bedrooms and a full bath await, providing comfortable accommodation for residents or guests. Recent renovations include updated HVAC systems and replaced sewer/water lines, ensuring peace of mind and modern functionality. Whether you're a first-time buyer or seeking a hassle-free lifestyle, this townhouse presents an excellent opportunity to call Chestertown home. Don't miss out on your chance to own this perfect starter home!

Beds:
2
Baths:
1.00
Sq.Ft.:
729
Status:
Active
MLS#:
MDKE2003730
Type:
Other
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

A stately 1800âs waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâs scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. This unit offers a 2 Bed 1 bath has a brand new kitchen and upgraded bathroom along with broad southeast river views.

Beds:
1
Baths:
1.00
Sq.Ft.:
850
Status:
Active
MLS#:
MDKE2003732
Type:
Other
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

A stately 1800âs waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâs scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. This unit offers a 1 Bed 1 bath has a brand new kitchen, with island, and upgraded bathroom along with up and down river views.

Beds:
2
Baths:
1.00
Sq.Ft.:
787
Status:
Active
MLS#:
MDKE2003742
Type:
Other
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

A stately 1800âs waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâs scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. 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.

Beds:
1
Baths:
1.00
Sq.Ft.:
652
Status:
Active
MLS#:
MDKE2003722
Type:
Other
Subdivision:
Chestertown Historic District
Year built:
1886
Courtesy: Gunther-McClary Real Estate 410-275-2118
View additional info

ADDITIONAL INFORMATION

A stately 1800âs waterfront Victorian home, rich in history enters a new chapter in life with 6 new condominium units. Make sure to bring all you water toys or a lounge chair to relax on the banks of Chester River. All the units have been renovated with with upgraded bathrooms and brand new kitchens. Enjoy all the amenities of living waterfront--Community dock, kayak storage, patio, and your own ground level storage. This is a unique setting offering waterfront living in downtown historic Chestertown and includes off street parking. Walk to downtown restaurants and shops. Beautiful southeast views of the Chester River with spectacular sunrises and plenty of year-round sunshine. Take in the all of the nearly year-round waterfront activities from your own back yard, including Chestertown Tea Party, 4th of July fireworks and Sultana down rigging weekend. Located on Marylandâs scenic eastern shore less than 85 miles from Washington DC to the south or Philadelphia to the north, this home is the perfect meeting spot for those living in the Mid-Atlantic region. This unit offers a 1 Bed 1 bath has a brand new kitchen, with island, and upgraded bathroom along with up and down river views.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, AndreaD.Conner@Xome.com, 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, AndreaD.Conner@Xome.com, 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, AndreaD.Conner@Xome.com, 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, AndreaD.Conner@Xome.com, 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Chestertown Real Estate

Chestertown is located in Maryland. Chestertown, Maryland has a population of 5,132. Chestertown is less family-centric than the surrounding county with 10.44% of the households containing married families with children. The county average for households married with children is 18.5%.

The median household income in Chestertown, Maryland is $46,356. The median household income for the surrounding county is $56,638 compared to the national median of $57,652. The median age of people living in Chestertown is 37.4 years.

Chestertown Weather

The average high temperature in July is 86.5 degrees, with an average low temperature in January of 25.9 degrees. The average rainfall is approximately 45 inches per year, with 16.4 inches of snow per year.

Chestertown Map

Chestertown Real Estate Market Conditions

  • Median sales price

    $315,000
    3.39%
    change since last quarter
  • # Active listings

    92
    30-day change

Chestertown Schools and Demographics

Education near Chestertown, MD

City County
High School Graduates 85.51 87.34
College Degree - 2 year 7.69 5.63
College Degree - 4 year 40.96 33.24
Graduate Degree 9.78 9.07
Expenditures per Student 15,425 15,425
Students per Teacher 13.2 13.2

Elementary Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Centreville Elementary School PK - 02 550 17.4 21617
Church Hill Elementary School PK - 04 314 15.2 21623
H. H. Garnett Elementary PK - 05 233 11.5 21620
Kennard Elementary School 03 - 05 513 17.7 21617
Rock Hall Elementary School PK - 05 187 14.3 21661
Worton Elementary School PK - 05 277 12.7 21678

Middle Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Centreville Middle School 06 - 08 537 14.9 21617
Kent County Middle School 06 - 08 439 12.9 21620

High Schools near Chestertown, MD

Grades Students P/T Ratio ZIP
Kent County High School 09 - 12 594 13.8 21678
Queen Anne's County High School 09 - 12 1,102 14.3 21617

Demographics near Chestertown, MD

City County
Neighborhood Type Small Town
Population 5,132 19,666
Population Density 1,862 71
Median Age 37.4 46.9
People per Household 1.9 2.4
Median Household Income 46,356 56,638
Average Income per Capita 26,399 32,217

Real estate near Chestertown