- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes





Street View
$299,900
Monthly Est:$1,493
4 Beds
- 3 Baths
2 full baths + 1 half bath
2,443sqft
102 Winter Quarters Dr, Pocomoke City, MD 21851
$299,900
$1,493/moEst:
Get Pre-Approved
Single Family Residence
Built in 1936
$-- HOA
22,651.2 sqft lot
$123/sq.ft
Description
Welcome to this classically elegant Colonial home in scenic Pocomoke City, Maryland, ideally located within city limits and convenient to the river, shopping, hospitals, churches, and other local amenities. Offering 4 bedrooms, 2.5 baths, public water and sewer, a detached carport, and an additional separately deeded
corner lot included in the sale, this distinctive property provides exceptional space both inside and out.
From the moment you enter the foyer, you will appreciate the remarkable Amish craftsmanship and custom woodworking throughout the home. Beautiful hardwood floors, wide crown molding, chair rail, raised panels, custom cabinetry, and handcrafted details give this home warmth and timeless character. Just off the foyer is a spacious family room featuring custom-built Amish cabinetry, wood shutters at the windows, an impressive wall of display cabinets with doors, and a wet bar-perfect for entertaining. To the opposite side of the foyer is the generously sized living room with hardwood floors, custom Amish cabinetry and raised-panel detailing, a wood-burning fireplace, crown molding, and chair rail. The large formal dining room continues the home's beautiful hardwood flooring and custom woodworking, providing an inviting setting for holiday dinners and special gatherings. From the dining room, continue into the spacious kitchen, where you will find extensive custom Amish cabinetry, a built-in desk, a long center island with numerous built-in features, double ovens, and a comfortable breakfast area accented by attractive built-in display areas. The laundry/mud room offers a washer and dryer along with abundant built-in cabinetry for storage. The main level also includes a convenient half bath and an exceptionally spacious primary bedroom suite featuring a walk-in closet, private
bath, and custom Amish-made full-window shutters. Upstairs are three additional bedrooms with hardwood floors and a large full bath, providing plenty of room for family, guests, home office space, or hobbies. Additional features include a roof less than five years old and a partial basement equipped with a sump pump and French drain system. Since installation of the drainage system, the basement has remained dry. Outside, enjoy a detached carport, storage shed for lawn and outdoor equipment, and the adjoining separately deeded corner lot that is included with the property, providing additional yard space and endless possibilities. This one-of-a-kind Pocomoke City home combines traditional Colonial style, outstanding craftsmanship, generous living spaces, and a convenient in-town location. A truly special property with details rarely found in today's homes.
- Houzeo last checked: 13 minutes ago
- Listing updated: September 15, 2026 at 12:50 pm
- Listing Provided by: Jeffrey Ashley (410) 726-8886 , Nancy Ashley (443) 614-3668 | ERA Martin Associates (410) 749-1818
- Source: Bright MLS-NJ | MLS#: MDWO2040608

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1936
HOA Fees
-
Finished Area
2,443 sqft
Lot Size
22,651.2 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDWO2040608
MLS Status
ACTIVE-BRIGHT
Days on Market
13

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Interior Features
Chair Railings, Crown Moldings, Floor Plan Traditional, Formal/separate Dining Room, Kitchen Country, Kitchen Eat In, Kitchen Island, Primary Bath(s), Wainscotting, Walk In Closet(s), Window Treatments, Wood Floors
Appliances
Cooktop, Dishwasher, Dryer, Exhaust Fan, Oven Double, Refrigerator, Washer Front Loading, Water Heater
Heating
Heat Pump(s)
Sewer
Public Sewer
Cooling
Heat Pump(s), Central A/c
Flooring
Ceramic Tile, Hardwood
Construction
Year Built
Year Built: 1936
Home type
Single Family Residence
Property Condition
Excellent
Architectural Style
Colonial
Foundation Details
Block
Construction Materials
Frame, Stick Built
Utilities & Energy
Fireplace Features
Wood, Brick, Mantel(s)
Basement
Full, Improved, Sump Pump, Water Proofing System, Other
Water Source
Public
Security Features
Non Monitored, Smoke Detector
Parking Features
Paved Driveway
Other Features
Lot Features
Cleared, Corner
Subdivision Name
None Available
Price History
| Date | Event | Price |
|---|---|---|
09/15/2026 Source: | Listed for Sale | $299,900 +5.23% $123/sqft |
08/28/2026 Source: | Pending | $285,000 $117/sqft |
08/17/2026 Source: | Listed for Sale | $285,000 $117/sqft |
Nearby Homes
Find Homes by Property Features in Pocomoke City, MD
Nearby New Homes For Sale
Based on information from Bright MLS through Oct 10, 2026, 09:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
Advertising Broker: Joe Hawkins | Hawkins Real Estate Services









