West Side Homes for Sale

West Side Homes for Sale

Welcome to the charming West Side subdivision of Cumberland, Maryland, where community spirit meets the beauty of nature! Nestled in the picturesque Allegany County, this delightful neighborhood boasts a perfect blend of suburban tranquility and convenient access to urban amenities.

The West Side is known for its friendly atmosphere, where neighbors become friends and families thrive. The tree-lined streets are perfect for leisurely strolls, while the nearby parks offer a variety of recreational opportunities for all ages. Whether you enjoy picnicking, hiking, or simply soaking in the stunning views of the Appalachian Mountains, West Side has something for everyone.

Homes for sale in this sought-after subdivision reflect a diverse range of styles and sizes, catering to various lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, there’s a perfect fit for everyone. Many properties feature inviting outdoor spaces, ideal for entertaining or simply enjoying a quiet evening under the stars.

Living in West Side means you’re just a short drive away from the vibrant downtown Cumberland, where you’ll find an array of dining, shopping, and cultural experiences. Plus, with easy access to major highways, commuting to neighboring cities is a breeze.

Discover the warmth and welcoming nature of the West Side subdivision, where your dream home awaits. Explore our current listings and take the first step toward a life filled with comfort, community, and endless possibilities in beautiful Cumberland, MD!

Newest West Side Homes for Sale

5 Beds ⋅ 2 Baths

BEAUTIFUL WESTSIDE HOME! Updated all Brick 5 Bedrooms an 1.5 Bath home on the West Side for Under 200k.

410 Fayette St, Cumberland

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

3 Beds ⋅ 1 Baths

🏡 Looking for a move-in-ready home on the West Side for under $150,000? Here’s your chance! This charming home offers a spacious living room with a decorative fireplace, a formal dining room with beautiful wood floors, and a kitchen complete with appliances. The staircase leads to 3 bedrooms and 1 full bathroom, while the full basement offers an additional full bathroom and plenty of potential. Outside, enjoy a fenced rear yard—perfect for pets, entertaining, or relaxing outdoors. ✨ West Side location. Move-in condition. Under $150,000. This one deserves a look—don't miss your opportunity!

805 Fayette St, Cumberland

Listing courtesy of The KW Collective. Contact: 3017222020

5 Beds ⋅ 2 Baths

Great Home in move in condition ! DO NOT MISS OUT ON THIS Nice Yard Big Bright Rooms Huge Basement with 1/2 bath can be made living area

805 Braddock Rd, Cumberland

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

3 Beds ⋅ 3 Baths

Step into timeless character and modern convenience at 11 S. Smallwood Street in Cumberland, Maryland. Located on Cumberland’s desirable West Side, this beautiful Colonial home was built in 1890 and offers the charm and craftsmanship of a historic property with thoughtful updates for today’s lifestyle. The updated kitchen features granite countertops, a refrigerator, gas stove, built-in microwave, and a convenient center island with a sink. Hardwood floors extend throughout much of the home, adding warmth and character to every room. Entertain in the formal dining room, highlighted by French doors and a decorative marble fireplace, or relax in the spacious living room featuring another decorative marble fireplace and a ceiling fan. The main level also offers a laundry area with hookups for a future shower, along with a lovely sunroom that provides additional space to unwind. Upstairs, you will find flexible living options, including a room that could serve as an additional bedroom, nursery, home office, dressing room, or oversized closet. The second-floor bathroom features tile flooring, and one of the bedrooms provides access to the home’s back stairway. The large basement offers excellent storage space, rear access, built-in shelving, and a separate storage room. The home is heated by a natural gas boiler, and additional inclusions include a second-floor window air-conditioning unit and a television. Outside, enjoy a side porch, storage shed, covered deck, off-street parking for two vehicles, and a spacious fenced side yard—perfect for pets, gardening, entertaining, or relaxing outdoors. Adding even more opportunity, the property is also zoned commercial, opening the door to a variety of potential uses. Conveniently located near Downtown Cumberland, the courthouse, library, shopping, dining, and local attractions, this well-maintained home truly reflects pride of ownership. Historic beauty, modern updates, flexible space, and commercial possibilities all come together in one exceptional property. Schedule your private showing today and discover everything this West Side gem has to offer! CALL TODAY!

11 S Smallwood St, Cumberland

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

5 Beds ⋅ 2 Baths

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/7/2026, 10:00 AM. Bidding ends 8/11/2026, 12:00 PM. The list price is the suggested opening bid. Deposit: $7,500. 2 and a half story detached home located in the Allegany County. JUST MINUTES to downtown Cumberland. Easy access to major traffic artery Greene St. Property is believed to be occupied.

549 Greene St, Cumberland

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124

4 Beds ⋅ 3 Baths

The Dingle--Cumberland's premier development began just after the Roaring '20's and was the replacement for the Victorian home styles. The syles of the homes blended the fine workmanship of the times pre-depression where the homes were opulant and massive in size to a more compact home still complete with the elegance of the era and some of the finest workmanship available. This quaint neighborhood itself is small and at one time was likely one of the first gated communties. You can still see where the gates were located--but, even without the gate, it still offers a sense of privacy with only one way in and out. All names of the streets, Buckingham, Dingle, Windsor, Piccadily reflect british aristocracy and, for a little trivia also names for men's shirt styles in that era--that darned Google! It is located at the cross roads of 220 S and I 68 E and West within a few minutes and a stone's throw to the Great Allegheny Bike Passage and downtown arts and entertainment section. To go on, this is a home that blends the style and structure of a home from the 1930's home, only updated to todays modern needs....well worth a look!

833 Buckingham Rd, Cumberland

Listing courtesy of Perry Wellington Realty, LLC. Contact: 2409794660

3 Beds ⋅ 2 Baths

Incredible opportunity on the West Side! This beautifully updated 3-bedroom, 1.5-bath home delivers layout conveniences that are hard to find in the city. The main level boasts a spacious, open living/dining room combo that seamlessly transitions into a sleek, updated kitchen complete with modern appliances. Upstairs, the smart floor plan positions the dedicated laundry area right next to the bedrooms for ultimate everyday utility! Outside, enjoy the classic Cumberland lifestyle from your covered front porch or unwind in privacy on your rear patio. Turn-key, practical, and full of charm—229 Carroll St is ready for its next chapter.

229 Carroll St, Cumberland

Listing courtesy of Charis Realty Group. Contact: 2408015011

4 Beds ⋅ 1 Baths

***BRING OFFERS. CURRENT LIST PRICE IS 40% BELOW TAX ASSESSED VALUE*** AS-IS. House needs a significant amount of work. Will not qualify for FHA/VA in current condition. Large rooms, original 1920s period pine flooring on upper level, fireplace. With sweat equity and time you could turn this into something nice at a price that can't be matched for a craftsman style home of this size. Bank owned.

856 Gephart Dr W, Cumberland

Listing courtesy of RE/MAX Excellence Realty. Contact: 301-445-5900

3 Beds ⋅ 2 Baths

Step into this beautifully restored house sitting on Main St in Historic Frostburg. With hardwood floors throughout, there are beautiful details around every corner. The gas fired, steam furnace is brand new along with the hot water tank. Off street parking leading to the back deck makes carrying in groceries a breeze. Houses like this don't come along often!

61 W Main St, Frostburg

Listing courtesy of Better Homes & Gardens Real Estate Old Line Group. Contact:

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Phillip Stumpf

Providing excellent customer service and real value to my clients has always been at the heart of everything I do. With over 30 years of experience in architecture, design, construction, and real estate, I bring a deep understanding of homes—from the initialconcept to the final sale. My background includes home design, construction, building material sales, and personally buying and selling investment properties. This passion for real estate and investing led me to become a Realtor, where I now help othersachieve their dream of homeownership.I have lived in Lancaster County for most of my life and currently reside in Mount Joy with my wife, Laura. We are active members of Victory Church and believe strongly in serving our community. Laura and I spent two years as urban missionaries in Cleveland,OH, with Envision Cleveland. During that time, we worked with various organizations and led teams from across the country, addressing issues such as poverty, racial division, and refugee support.Prior to our time in Cleveland, I worked as an outside salesman for Musselman Lumber in Ephrata, assisting builders and contractors with their material needs. I also ran my ownarchitectural design firm, helping families bring their dream homes to life. Now, as a real estate professional, I combine my expertise in design and construction with my passion for helping people find homes that truly fit their needs. Whether buying, selling, orinvesting, I am committed to guiding my clients through every step of the process with knowledge, integrity, and care.

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