Discover the perfect blend of vintage charm and modern updates with this beautifully maintained 1950s craftsman, peacefully tucked along the scenic Chester River. Whether you're searching for a quiet second home getaway or a prime income-producing investment, this property offers the waterfront lifestyle so many dream about—boating, fishing, and relaxing right from your own private dock. The heart of the home is a tastefully updated kitchen, designed for both everyday living and easy entertaining. A main-level bedroom and full bath provide comfort and convenience, while upstairs, you'll find two additional spacious bedrooms and a vintage full bath—ideal for hosting family and friends. Wall to wall windows flood the sunroom with natural light, where you’ll enjoy stunning river views all year round—perfect for morning coffee or evening unwinding. Outside, a large yard provides endless possibilities for outdoor living, from garden parties to quiet afternoons with a fishing pole. The private dock means your boat is always just steps away, ready for sunset cruises or a spontaneous day on the water. A full walk-out basement offers easy-access storage for all your water toys, fishing gear, boating essentials, and garden tools, making waterfront living truly effortless. Set on a double lot - totaling almost an acre and a half - in a serene, private locale nestled between the historic charm of Chestertown and Rock Hall, this property offers the best of both worlds: peace and quiet without being far from dining, shops, and cultural events. A rare opportunity for Chester River living—you won't want to miss the chance to own a piece of the Eastern Shore lifestyle.
Sold for $750,000 on 05/22/25
$750,000
5594 Langford Bay Rd, Chestertown, MD 21620
3beds
1,682sqft
Single Family Residence
Built in 1956
1.48 Acres Lot
$752,500 Zestimate®
$446/sqft
$2,199 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: May 22, 2025 at 09:07am
Listed by:
Liddy Campbell 410-708-5433,
TTR Sotheby's International Realty
Bought with:
Tamara Romero
Keller Williams Gateway LLC
Source: Bright MLS,MLS#: MDKE2005118

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
- Main level bedrooms: 1
Basement
- Area: 841
Heating
- Forced Air, Propane
Cooling
- Central Air, Wall Unit(s), Electric
Appliances
- Included: Oven/Range - Electric, Microwave, Refrigerator, Washer, Dryer, Water Conditioner - Owned, Water Treat System, Water Heater
- Laundry: Has Laundry, In Basement
Features
- Entry Level Bedroom, Floor Plan - Traditional
- Flooring: Wood
- Basement: Full,Unfinished,Walk-Out Access,Interior Entry,Exterior Entry,Rear Entrance,Sump Pump,Workshop
- Has fireplace: No
Interior area
- Total structure area: 2,523
- Total interior livable area: 1,682 sqft
- Finished area above ground: 1,682
- Finished area below ground: 0
Property
Parking
- Total spaces: 3
- Parking features: Gravel, Driveway, Off Street
- Uncovered spaces: 3
Accessibility
- Accessibility features: Other
Features
- Levels: Three
- Stories: 3
- Pool features: None
- Waterfront features: Private Dock Site, Boat - Powered, Canoe/Kayak, Fishing Allowed, Private Access, River
- Frontage length: Water Frontage Ft: 315
Lot
- Size: 1.48 Acres
- Features: Additional Lot(s)
Details
- Additional structures: Above Grade, Below Grade
- Additional parcels included: Includes lot next door, the two lots will be transferred together on the same deed.
- Parcel number: 1507005423
- Zoning: CAR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Craftsman
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Block, Slab
Condition
- New construction: No
- Year built: 1956
Utilities & green energy
- Sewer: Septic Exists
- Water: Private, Well
Community & neighborhood
Location
- Region: Chestertown
- Subdivision: None Available
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$752,500
2% more+ $15,050
With Zillow Showcase(estimated)
$767,550