# 102 WINTER QUARTERS Drive, Pocomoke City, MD 21851 > **TL;DR:** 4bd/3ba single family, $299,900 ($123/sqft), built 1936, 2,443 sqft. > Fireplace, A/C. Est. $1,603/mo. Listed 77 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $299,900 | | Price/sqft | $123 | | Bedrooms | 4 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,443 | | Year Built | 1936 | | Lot Size | 22,651 sqft (0.52 acres) | | Stories | 2 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 77 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,516 | | Estimated Insurance | $87 | | **Total** | **$1,603** | ## Key Amenities - Fireplace - A/C ## Property Highlights - Built in 1936 - 0.52 acre lot - 2 stories - 8 parking spaces - Fireplace ## Description ### Agent 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. ## Location - **Address:** 102 WINTER QUARTERS Drive, Pocomoke City, MD 21851 - **County:** WORCESTER - **Neighborhood:** NONE AVAILABLE - **Coordinates:** 38.07755, -75.56495 - **Google Maps:** https://www.google.com/maps?q=38.07755,-75.56495 ## Listing Agent - **Name:** Jeffrey Ashley · **License:** 580680 - **Brokerage:** ERA Martin Associates - **Broker Phone:** (410) 749-1818 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/102-Winter-Quarters-Dr_Pocomoke-City_MD_21851_M63264-56161?f=listhub&s=TRENDPA&m=MDWO2040608&c=propsimple) ## Photos ![102 WINTER QUARTERS Drive - Photo 1](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f463581696r.jpg) ![102 WINTER QUARTERS Drive - Photo 2](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3039229461r.jpg) ![102 WINTER QUARTERS Drive - Photo 3](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1105600447r.jpg) ![102 WINTER QUARTERS Drive - Photo 4](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1099144966r.jpg) ![102 WINTER QUARTERS Drive - Photo 5](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3665126845r.jpg) ![102 WINTER QUARTERS Drive - Photo 6](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f255686049r.jpg) ![102 WINTER QUARTERS Drive - Photo 7](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3023937705r.jpg) ![102 WINTER QUARTERS Drive - Photo 8](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f4251426659r.jpg) ![102 WINTER QUARTERS Drive - Photo 9](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f669758198r.jpg) ![102 WINTER QUARTERS Drive - Photo 10](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1193043456r.jpg) ![102 WINTER QUARTERS Drive - Photo 11](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2452748919r.jpg) ![102 WINTER QUARTERS Drive - Photo 12](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1864796529r.jpg) ![102 WINTER QUARTERS Drive - Photo 13](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2164293246r.jpg) ![102 WINTER QUARTERS Drive - Photo 14](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1634300713r.jpg) ![102 WINTER QUARTERS Drive - Photo 15](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3669153649r.jpg) ![102 WINTER QUARTERS Drive - Photo 16](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2717224990r.jpg) ![102 WINTER QUARTERS Drive - Photo 17](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2533363487r.jpg) ![102 WINTER QUARTERS Drive - Photo 18](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3169007078r.jpg) ![102 WINTER QUARTERS Drive - Photo 19](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2097677964r.jpg) ![102 WINTER QUARTERS Drive - Photo 20](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f562875544r.jpg) ![102 WINTER QUARTERS Drive - Photo 21](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1810333424r.jpg) ![102 WINTER QUARTERS Drive - Photo 22](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f783500812r.jpg) ![102 WINTER QUARTERS Drive - Photo 23](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3019224998r.jpg) ![102 WINTER QUARTERS Drive - Photo 24](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f4034986591r.jpg) ![102 WINTER QUARTERS Drive - Photo 25](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2697144096r.jpg) ![102 WINTER QUARTERS Drive - Photo 26](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3458473079r.jpg) ![102 WINTER QUARTERS Drive - Photo 27](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2980105696r.jpg) ![102 WINTER QUARTERS Drive - Photo 28](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3799162027r.jpg) ![102 WINTER QUARTERS Drive - Photo 29](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3067054721r.jpg) ![102 WINTER QUARTERS Drive - Photo 30](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f205738685r.jpg) ![102 WINTER QUARTERS Drive - Photo 31](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2492458151r.jpg) ![102 WINTER QUARTERS Drive - Photo 32](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2024798008r.jpg) ![102 WINTER QUARTERS Drive - Photo 33](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1534901940r.jpg) ![102 WINTER QUARTERS Drive - Photo 34](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1501156799r.jpg) ![102 WINTER QUARTERS Drive - Photo 35](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2995867675r.jpg) ![102 WINTER QUARTERS Drive - Photo 36](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f4286132204r.jpg) ![102 WINTER QUARTERS Drive - Photo 37](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3751403078r.jpg) ![102 WINTER QUARTERS Drive - Photo 38](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3972635290r.jpg) ![102 WINTER QUARTERS Drive - Photo 39](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1298014033r.jpg) ![102 WINTER QUARTERS Drive - Photo 40](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f1845755267r.jpg) ![102 WINTER QUARTERS Drive - Photo 41](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f140561814r.jpg) ![102 WINTER QUARTERS Drive - Photo 42](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2342220007r.jpg) ![102 WINTER QUARTERS Drive - Photo 43](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3717135619r.jpg) ![102 WINTER QUARTERS Drive - Photo 44](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3468479874r.jpg) ![102 WINTER QUARTERS Drive - Photo 45](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f4249461923r.jpg) ![102 WINTER QUARTERS Drive - Photo 46](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3223600681r.jpg) ![102 WINTER QUARTERS Drive - Photo 47](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3077858241r.jpg) ![102 WINTER QUARTERS Drive - Photo 48](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f4216026056r.jpg) ![102 WINTER QUARTERS Drive - Photo 49](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3865648117r.jpg) ![102 WINTER QUARTERS Drive - Photo 50](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f3762782404r.jpg) ![102 WINTER QUARTERS Drive - Photo 51](http://lh.rdcpix.com/0eacd48f9b12624b7f8abc61f4fb9c62l-f2789620184r.jpg) --- **MLS#:** MDWO2040608 | **Updated:** 2026-10-22 **Source:** listhub *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.* [View on PropertySimple](https://staging.propertysimple.ai/listing/102-winter-quarters-drive-pocomoke-city-md-21851-80cff4227f3c49b0afc32ae8896e0a42) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/102-winter-quarters-drive-pocomoke-city-md-21851-80cff4227f3c49b0afc32ae8896e0a42#listing", "url": "https://staging.propertysimple.ai/listing/102-winter-quarters-drive-pocomoke-city-md-21851-80cff4227f3c49b0afc32ae8896e0a42", "name": "102 WINTER QUARTERS Drive, Pocomoke City, MD 21851", "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. 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