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$499,999 (USD)
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Chestertown Area Townhome

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103 Landing Lane Chestertown, MD 21620

2 Bed
3 Baths
2100 sqft
MLS# MDKE2005670
Welcome to 103 Landing Lane: a meticulously maintained 2-bedroom townhome in the desirable waterfront community of Chester River Landing. Just a short walk or bike ride into downtown Chestertown, this elegant, turn-key home offers maintenance-free living, great amenities, and easy water access to the Chester River. The welcoming foyer seamlessly flows into the rear den or office which could be converted into a 3rd bedroom. Off the den is the first-floor bedroom and full bath. Enjoy the summer breeze from the private back screened-in porch; recently upgraded with high-tech flex screens and a ceiling waterproofing; keeping the porch dry. The real action is found upstairs. The living room – anchored by an electric fireplace with stone surround – is complemented by the oversized second story deck; perfect for grilling or watching picturesque Chester River sunsets. The modern kitchen features new stainless-steel appliances, abundant cabinet space, granite countertops and a large island with breakfast bar. Plenty of space for formal or casual dining. The second floor is finished by an oversized primary bedroom with ensuite bath and large walk-in closet. Should one desire an elevator; there are two locations where one could be built into the existing design. Leave your worries aside as the condo association takes care of all exterior maintenance, yardwork, and repairs. Boaters will enjoy the well-maintained community dock with slips available for purchase or lease (with board approval), or just drop in a kayak or paddle board; great on warm summer evenings. Other community amenities include the pool, walking paths, garden, picnic and grilling areas, and a fire pit. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic architecture, local shopping, restaurants, art galleries, and waterfront walkways and parks. Chestertown is home to many festivals and an award-winning Farmer's Market every Saturday. New YMCA with full gym, racquet sports, lap pool, sauna, etc. Don’t miss your opportunity to enjoy worry-free living along the Chester River.
Listing Courtesy of BRIGHT IDX / Listed By: Joseph Ciganek, Coldwell Banker Chesapeake Real Estate Company
$499,000 (USD)
Pending

Seaford Area Residential Home

Pending

4 Hidden Hills Court Seaford, DE 19973

4 Bed
3 Baths
3192 sqft
MLS# DESU2107050
Welcome to the desirable Rivers End community, where lifestyle and location come together. Residents enjoy a community fishing pond, recreational area, along with neighborhood events and the convenience of golf cart–friendly streets.This spacious home offers 4 bedrooms (septic approved for 3) and a layout designed for comfortable living and entertaining. The large living room flows openly into the kitchen, creating a bright and welcoming gathering space complete with propane hookup. The kitchen features tile backsplash, under-cabinet lighting, a built-in computer desk, and updated appliances including a 2025 dishwasher, 2024 refrigerator, and a stove and microwave from 2018.A separate dining room with vaulted ceilings adds charm and elegance, while hardwood interior doors and vaulted ceilings in the bedrooms with French door closets add character throughout the home. The oversized primary suite features a wide double door sized entrance, large walk-in closet, LVP flooring, jetted soaking tub, and separate stall shower, creating a relaxing private retreat.The second-floor bonus room has been converted into an additional bedroom and sitting/play area, and another bedroom includes its own attached half bath, offering flexibility for guests or other members.Additional highlights include a large laundry room that doubles as a pantry with built-in storage, new smoke detectors, and a crawl space with plastic vapor barrier. Major systems have been thoughtfully maintained, including a dual-zone Trane HVAC system ( 2020 air handler) and a hot water heater approximately five years old. More is being updated ad upgraded as we go! Flooring credit offered & can be applied at settlement!The oversized garage offers extra room for storage or hobbies and is fully drywalled, with a generator outlet already in place. Outside, the private backyard features irrigation, providing a great space to relax or entertain.Enjoy fishing or small boating in the community pond, or take advantage of the location just outside Seaford, close to local seafood restaurants with easy access to the beaches close enough for a day trip. This home offers the perfect blend of space, community amenities, and convenient coastal living. The sale of this home is contingent on Seller settling on another home simultaneously with their home sale with a home that they currently have under contract.
Listing Courtesy of BRIGHT IDX / Listed By: Kristina Hyland, Coldwell Banker Chesapeake Real Estate Company
$450,000 (USD)
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Kennedyville Area Residential Home

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11944 Augustine Herman Highway Kennedyville, MD 21645

4 Bed
2 Baths
2156 sqft
MLS# MDKE2006278
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Step into timeless charm with modern updates in this beautifully renovated early 1900s home located in the heart of Kennedyville. Offering 4 bedrooms, 2 full baths, and a versatile third-floor loft, this home seamlessly blends classic character with today’s conveniences.From the moment you arrive, you’ll be drawn to the inviting wraparound front porch—perfect for relaxing and enjoying small-town living. Inside, the home has been thoughtfully updated from top to bottom, including brand new siding, windows, roof, and HVAC system for added peace of mind.The interior showcases a stunning transformation featuring refinished original hardwood floors, fresh paint throughout, and a completely updated kitchen with granite countertops and brand new stainless steel appliances. Both bathrooms have been tastefully renovated, offering a clean and modern feel while complementing the home’s historic charm.Additional highlights include a convenient laundry/mudroom off the rear of the home and a flexible third-floor loft space—ideal for a home office, playroom, or guest retreat.Out back, you’ll find a detached carriage house equipped with electric (100 amp service), heat, and A/C—perfect for a workshop, studio, or additional storage.Situated in the quaint town of Kennedyville, this property offers the perfect balance of historic character, modern upgrades, and small-town charm.
Listing Courtesy of BRIGHT IDX / Listed By: William "Billy" Sutton, Coldwell Banker Chesapeake Real Estate Company
$440,000 (USD)
Pending

Chesapeake City Area Townhome

Pending

12 Boat Yard Road Chesapeake City, MD 21915

2 Bed
2 Baths
2208 sqft
MLS# MDCC2021770
Amazing end-unit townhome with breathtaking unobstructed views of the C&D Canal in the North Side of Historic Chesapeake City! Offering 2,200+ sq. ft. of living space, this beautifully maintained home features 2 bedrooms, 2 full baths, and a layout designed to enjoy the waterfront lifestyle both inside and out.The main level with hardwood flooring offers a spacious living room with cathedral ceilings, kitchen with maple cabinetry, granite countertops, and black appliances, dining area, family room, and a bright sunroom/breakfast room overlooking the canal. Step outside to enjoy the composite deck with retractable awning, beautiful gardens, and fenced rear yard — all perfectly positioned to watch the ships pass by.The upper level currently offers 2 bedrooms with a spacious sitting room, but could easily be converted into a 3-bedroom home by installing a wall in the existing opening between the rooms. Additional features include heat pump, public water and sewer, detached carport with locking storage shed, and numerous updates within the last 2–7 years, including the hot water heater, roof, and replacement windows. The dining room and bedroom windows also feature noise-reduction upgrades. The monthly maintenance fee is $125 and includes grass cutting, snow plowing, tick and mosquito treatment, and weed/feed lawn applications — making for easy, low-maintenance living. Town taxes include trash. Walk to nearby Schaefer's Canal House, stroll or bike along the canal, and hop on the water taxi to South Chesapeake City for shopping, dining, and more. This end-unit waterfront-view townhome in Historic Chesapeake City is the lifestyle opportunity buyers wait for!
Listing Courtesy of BRIGHT IDX / Listed By: Tinamarie Reamy, Coldwell Banker Chesapeake Real Estate Company
$399,900 (USD)
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Chestertown Area Residential Home

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103 Trafford Drive Chestertown, MD 21620

3 Bed
3 Baths
1944 sqft
MLS# MDKE2006416
PRICE IMPROVEMENT: Priced below 2025 Appraisal!! Instant equity! NOTE: Zillow's property taxes are incorrect: correct annual property taxes are $4,338. Welcome to 103 Trafford Drive; an exceptionally maintained 3 bedroom home just minutes from downtown Chestertown. Nestled in family-friendly Coventry Farms Community, this Colonial-style residence has been recently updated in all the right places for modern convenience and classic charm. Brand new kitchen cabinets, countertops, and appliances, 5-inch oak hardwood floors, back patio, washer/dryer are just a few up the recent updates. Some of the timeless interior features include a wood burning fireplace, tray ceilings, baseboard and crown moldings, chair railings, . Inside you are greeted by a traditional layout with a formal dining room and formal living room or office space. The front of the home flows seamlessly to the back where the heart of the home is: the newly renovated kitchen and living room space punctuated with a wood-burning fireplace. Recent kitchen improvements include: custom maple wood cabinets, quartz countertops, Frigidaire and LG stainless steel appliances, and a reverse osmosis water treatment system. The spacious and private back yard has a thick tree line to the back and has been elevated by a new concrete patio and wood steps and newly planted pine trees for additional privacy. Going upstairs one will find brand new 5-inch red oak hardwood floor throughout: and no thresholds! The spacious primary bedroom features an ensuite bath with jetted soaking tub and an oversized walk-in closet. The full basement could easily be turned into a fourth bedroom with electric, lighting, ductwork, and roughed-in plumbing all ready to go. Oversized two-car garage offers additional storage or parking. Don't miss this opportunity. This stunning home has been meticulously maintained and upgraded in all the right spots; offering exceptional elegance and modern comfort. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Less than 90 minutes to Philadelphia and Washington D.C. Come see what Chestertown life is all about. Some furnishings may convey.
Listing Courtesy of BRIGHT IDX / Listed By: Joseph Ciganek, Coldwell Banker Chesapeake Real Estate Company
$384,000 (USD)
Pending

Chestertown Area Residential Home

Pending

23416 Cloquet Road Chestertown, MD 21620

3 Bed
2 Baths
1512 sqft
MLS# MDKE2006486
Custom-Perfected Home with Luxury Finishes — Without the Luxury PriceThis beautifully reimagined 3-bedroom, 2-bath home (1,512 sq. ft.) sits on a generous .34-acre lot and offers high-end upgrades you’d expect to find in a designer showcase. The owners completely overhauled the home from top to bottom—correcting builder issues and enhancing every detail with thoughtful, custom touches.Step inside to discover modern farmhouse elegance, highlighted by a stunning chef’s kitchen where no detail was spared. From porcelain wood-look tile floors to solid wood KraftMaid soft-close cabinetry, quartz countertops, and a massive island, this kitchen is both functional and fabulous. You’ll love the hidden microwave, gold fixtures, pot filler, double Café dishwashers, Café refrigerator with Keurig dispenser, and brick tile backsplash—plus clever add-ons like concealed charging stations, pop-up countertop shelves, and pull-out drawers for effortless organization.The open living area features a custom shiplap accent wall, a cozy pellet stove, and custom steel handrails leading upstairs. There’s a bedroom and full bath on the first floor—perfect for guests or multigenerational living. Upstairs offers two additional bedrooms and a beautifully updated bath.Outside, your private paradise awaits. The backyard is partially enclosed with a 6-ft privacy fence, surrounded by raised garden beds (with tomatoes already growing!), a water-fed garden line, French drains for excellent drainage, and a concrete patio complete with hot tub, privacy pergola with curtains, outdoor TV, and lighting for evening entertaining.The impressive Amish-built 24x30 garage is more than just parking—it’s a dream workshop, featuring a 4-inch poured concrete pad with reinforced supports, mini-split HVAC, pellet stove, LED lighting, garage door opener, RV hook-up, and EV charging outlet.Additional upgrades include fresh interior paint, brick tile floors in the downstairs bath, custom window treatments on the back sliding door, and a recently completed septic and home inspection for peace of mind.Located in a community with optional HOA membership that grants access to water amenities. Enjoy easy proximity to Great Oak Marina—featuring a restaurant, beach bar, and live entertainment—plus charming Chestertown and Rock Hall, both just 12 minutes away.This is more than a home—it’s a showcase of craftsmanship, comfort, and creativity, all wrapped in affordability. You truly have to see it to believe it! Want to see these updated fun features in action, there is a video to show just that!PROFESSIONAL PICTURES TO COME!
Listing Courtesy of BRIGHT IDX / Listed By: Kristina Hyland, Coldwell Banker Chesapeake Real Estate Company