About This Home

This 4-bedroom, 3-bathroom single family at 102 WINTER QUARTERS Drive in Pocomoke City, MD is listed for $299,900 ($123 per sqft). Built in 1936, the home offers 2,443 sqft of living space on a 0.52 acres lot.

Key Features

  • Built in 1936
  • 0.52 acre lot
  • 2 stories
  • 8 parking spaces
  • Fireplace

Property Details

2 stories
2 full, 1 half
8 spaces
1936

Amenities

FireplaceA/C
Listing 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 f

eatures, 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.

Monthly Cost Estimate

$1,604/mo

20% down · 6.5% · 30 years

Principal$217
Interest$1,300
Insurance$87

Estimates only. Actual payments may vary.

Location

102 WINTER QUARTERS Drive

Pocomoke City, MD 21851

NONE AVAILABLE

Features & Amenities

Interior Features

Chair RailingsCrown MoldingsFloor Plan - TraditionalFormal/Separate Dining RoomKitchen - CountryKitchen - Eat-InKitchen - IslandPrimary Bath(s)WainscottingWalk-in Closet(s)Window TreatmentsWood Floors

Property Details

Construction

Frame Stick Built

Parking

Off StreetCarportDriveway

Heating

Heat Pump (Heating)

Cooling

Heat PumpCentral Air

Appliances

CooktopDishwasherDryerExhaust FanOven - DoubleRefrigeratorWasher - Front LoadingWaterHeater

Questions & Answers

This 4-bedroom, 3-bathroom single family at 102 WINTER QUARTERS Drive is listed at $299,900 ($123/sqft). The estimated monthly payment is $1,603 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1936, 0.52 acre lot, 2 stories, 8 parking spaces, Fireplace. Interior Features: Chair Railings, Crown Moldings, Floor Plan - Traditional.

This property is listed by Jeffrey Ashley.

JA

Jeffrey Ashley

License 580680

Agent at ERA Martin Associates

Listed by ERA Martin Associates · Broker phone: (410) 749-1818 · View on Broker Site · Broker website

MLS# MDWO2040608· Source: Bright MLS· 75 days on PropertySimple

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

102 WINTER QUARTERS Drive, Pocomoke City, MD 21851

Open this listing in: