Oldtown, MD homes for sale & real estate

9 homes

Sort:

Recommended

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Welcome to This Versatile Two-Level Rambler on 5.69 Acres, Offering Space, Privacy, and Room to Make it Your Own. The Home Features an Open Kitchen Area, a Comfortable Floor Plan, and a Walk-Out Basement Providing Additional Potential Living Area or Storage. Enjoy Outdoor Living with Large Front and Side Decks, Perfect For Relaxing or Entertaining. A One-Car Garage and Carport Offer Convenient Covered Parking Options. Home Needs Cosmetic Updates and Personal Touches, Presenting a Fantastic Opportunity to add Value and Create Your Ideal Country Retreat. Sold As-Is

$69,900

3 beds1 bath1,248 sq ft

22704 Oldtown Rd SE, Oldtown, MD 21555

Open kitchen area • One-car garage • Carport

(877) 328-4400

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Excellent fix/flip opportunity. 3 bedroom, 1-1/2 bath on 1 acre with full basement. Minimum exterior work needed. CASH only, proof of funds required with offer.

$75,000

3 beds1.5 baths1,058 sq ft

18739 E Wilson Rd SE, Oldtown, MD 21555

1 acre lot • 4 parking spots • Built 1970

(717) 597-3111

NEW CONSTRUCTION

ABOUT THIS HOME
Oldtown, MD Homes for Sale
This 5-acre property features a newly built 2-bedroom, 1-bath block cabin, fully equipped with electric, water, and sewer. Inside, the cabin is finished with a blend of rough-cut lumber, Hemlock ceiling treatments, and drywall, creating a rustic yet comfortable retreat. Nestled at the base of Warrior Mountain, the land provides a rare opportunity to own a foothold in one of Western Maryland’s most scenic and storied landscapes. The property has been selectively logged but remains an excellent hunting tract. Deer and turkey frequently traverse the land as they move between the 5,200-acre Warrior Mountain Wildlife Management Area and neighboring farmland. For convenience, the property i

$165,000

2 beds1 bath865 sq ft

14800 Cindy Way, Oldtown, MD 21555

Newly built cabin • Hunting tract • 5 acre property

(410) 934-3478

ABOUT THIS HOME
Oldtown, MD Homes for Sale
POST AUCTION - Make an offer, buy it now! Deposit: $5,000. Detached home in the serene neighborhood of Oldtown, Maryland. Embrace the natural beauty surrounding you with nearby attractions like Warrior Mountain State Park, the Attractions of Cumberland, and the picturesque Rocky Gap State Park. Property is vacant.

$69,900

3 beds2 baths2,020 sq ft

12515 Cresap Mill Rd SE, Oldtown, MD 21555

Nearby attractions • Rocky gap state park • Detached home

(410) 488-3124

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Western Maryland Get away !!! Check out this amazing 3 bedroom, 1 full bath, with loft as an opportunity for a 4th bedroom! 3.7 acres that borders state game land's with access to town creek Central air conditioning ! Backup generator on propane! Central air and mini split for additional cooling power in the large living room!Metal roof, updated hvac! Industrial style range hood ! Metal roof!

$250,000

3 beds1 bath— sq ft

14801 Lower Town Creek Rd SE, Oldtown, MD 21555

3.7 acre lot • Built 1955 • Listed 73 days

(301) 689-0100

Property at 21809 Borrowed Time Ln SE, Oldtown, MD 21555, 6 beds, 4 baths

$849,000

6 beds4 baths3,126 sq ft

21809 Borrowed Time Ln SE, Oldtown, MD 21555

(717) 597-3111

Property at 17702 Maniford Rd SE, Oldtown, MD 21555, 5 beds, 3.5 baths

$335,000

5 beds3.5 baths3,348 sq ft

17702 Maniford Rd SE, Oldtown, MD 21555

(301) 689-0100

Property at Walnut Ridge Rd, Oldtown, MD 21555

$80,000

— beds— baths— sq ft

Walnut Ridge Rd, Oldtown, MD 21555

(888) 860-7369

Property at Bear Hill Rd, Oldtown, MD 21555

$29,900

— beds— baths— sq ft

Bear Hill Rd, Oldtown, MD 21555

(240) 979-4660

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

NEW 11 HRS AGO

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Welcome to 444 Columbia Street. This circa 1900 Victorian home has a flexible layout and is ready to be restored. Used as office space/storage on the first floor and a one bedroom apartment on the second floor, this home could continue to be used that way OR could be restored to a single family home. It features original built-in's, ornate tin ceilings and over 2,000 square feet. Plenty of off-street parking. Sold in AS IS condition. Can be purchased in a package with 440 Columbia St.

$59,900

1 bed2 baths2,042 sq ft

444 Columbia St, Cumberland, MD 21502

Original built-in's • Victorian home • Flexible layout

(301) 722-0190

NEW 19 HRS AGO

ABOUT THIS HOME
Oldtown, MD Homes for Sale
COZY AND LOW MAINTENACE - THIS MOVE IN READY HOME HAS 2 BDRMS AND AN ADDITIONAL "BONUS" RM THAT COULD BE USED AS A SITTING RM, DEN, PLAYROOM - ETC - HOME HAS BEEN WELL MAINTAINED AND UPDATED WITH RECENTLY INSTALLED LAMINATE FLOORING - FRESHLY PAINTED INTERIOR AND LOTS OF NATURAL LIGHT MAKES THIS HOUSE FEEL "HOMEY" - KITCHEN OFFERS PLENTY OF CABINET SPACE AND IS EQUIPPED WITH REFRIGERATOR AND NEW STOVE - FRONT AND REAR PORCHES PROVIDE OUTDOOR SPACE TO ENJOY QUIET OR FAMILY TIME - CHEAPER THAN RENT!!

$90,000

2 beds1 bath1,008 sq ft

727 Shawnee Ave, Cumberland, MD 21502

Outdoor space • Move in ready • Built 1900

(301) 777-3232

COMING SOON

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Fabulous duplex with new flooring throughout both units, well maintained on both sides. Recently updated in 221. Mostly renovated in 223. Both units have 3 bedrooms and 2 bathrooms. If you have a large family or would like a great place to live and rent out the other side to pay the mortgage than this is your new home. This property is a must see for investors. Close to everything within the City limits.

$249,999

6 beds— baths3,078 sq ft

223 Grand Ave, Cumberland, MD 21502

4,250 sq ft lot • Community pool • Built 1920

(301) 689-0100

VIDEO TOUR

ABOUT THIS HOME
Oldtown, MD Homes for Sale
DON'T LIKE PEOPLE? HERMIT HIDEAWAY. .. .. . ADORABLE CABIN ON 5.8 UNRESTRICTED ACRES BURIED DEEP IN THE WOODS FOR UNPARALLELED PRIVACY. USABLE LAND WITH TOWERING HARDWOODS, SPRING FED BROOK, FROG POND, PEACH TREES & RASPBERRY BUSHES. CABIN IN GREAT CONDITION. .. .. LAMINATE FLOORS, CUSTOM SHOWER & OPEN FLOOR PLAN. THERE'S MORE. .. .OUTDOOR FINNISH SAUNA, 8X16 GARDENING ROOM, WOODSHEDS. GREASE MONKEY'S DREAM. .. .24X36 GARAGE/WORKSHOP WITH 10 FT COVERED LEAN TO ON THE SIDE. .. .STORAGE GALORE FOR PACK RATS. .. .. GET YOUR MONIES WORTH HERE! IF YOU WERE STARTING FROM SCRATCH, IT WOULD TAKE NEARLY 400K TO REPLICATE WHAT'S HERE! SHOOT, HUNT, ATV'S, ONLY A FEW MILES TO SEVERAL PUBLIC

$199,900

1 bed1 bath1,140 sq ft

1070 Crystal Hollow Rd, Green Spring, WV 26722

Gardening room • Unparalleled privacy • Spring fed brook

(304) 822-4488

COMING SOON

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Discover this custom cabin style home tucked away on a tranquil, non-through street and surrounded by a beautifully wooded setting. Offering 2 bedrooms and 1.5 baths, this property blends privacy, character, and rare investment potential. This home features a semi- open floor plan and an inviting interior with warm contemporary finishes. Relax on the oversized, 15x30 screened-in porch or step out onto the deck, where a sunken hot tub lets you soak in the wooded views year-round. The home features a newer roof, water heater, well pump and pressure tank, along with an upgraded water filtration system for easy, low-maintenance living. Anderson windows, a free standing wood stove, and ample st

$499,900

2 beds1.5 baths1,302 sq ft

1220 Cedar Run Ln, Great Cacapon, WV 25422

20.58 acre lot • 3 parking spots • Built 1989

(304) 901-4886

VIDEO TOUR

ABOUT THIS HOME
Oldtown, MD Homes for Sale
Modern Country Retreat with Mountain Views – Great Home for the Money, Just A Few Years Young! Imagine sipping coffee on your covered porch, gazing at rolling farmlands and distant peaks—just 10-20 minutes from Cumberland’s jobs, UPMC hospital, Frostburg State, and Rocky Gap Casino. This 2021-built, move-in-ready 4-bed, 2-bath ranch on a flat 0.33-acre lot delivers serene living with easy access to shopping, dining, and schools. Priced $15K below recent comps at just $289,900, with low taxes and no major updates needed. Step inside to an open-concept haven: Cathedral ceilings soar over luxury vinyl plank floors, flowing seamlessly from living room to dining and a chef-insp

$289,900

4 beds2 baths2,110 sq ft

99 East Creek Run Loop, Fort Ashby, WV 26719

Covered porch • Walk-in closet • Paved roads

(304) 263-2600

Property at 433 Columbia St, Cumberland, MD 21502, 3 beds, 1 bath

$8,000

3 beds1 bath861 sq ft

433 Columbia St, Cumberland, MD 21502

(410) 488-3124

Property at 449 Baltimore Ave, Cumberland, MD 21502, 3 beds, 1.5 baths

$130,000

3 beds1.5 baths996 sq ft

449 Baltimore Ave, Cumberland, MD 21502

(301) 258-7757

Property at 511 Franklin St, Cumberland, MD 21502, 3 beds, 1 bath

$59,900

3 beds1 bath1,448 sq ft

511 Franklin St, Cumberland, MD 21502

(301) 777-3232

Property at 83 Knobley St, Ridgeley, WV 26753, 4 beds, 1.5 baths

$125,000

4 beds1.5 baths1,344 sq ft

83 Knobley St, Ridgeley, WV 26753

(888) 860-7369

Property at 16 E Second Ave, Ridgeley, WV 26753, 1 bed, 1 bath

$125,000

1 bed1 bath672 sq ft

16 E Second Ave, Ridgeley, WV 26753

(240) 707-3200

Property at 317 Pearl St, Cumberland, MD 21502, 2 beds, 1 bath

$92,000

2 beds1 bath920 sq ft

317 Pearl St, Cumberland, MD 21502

(301) 722-9292

Property at 409 Springdale St, Cumberland, MD 21502, 4 beds, 2 baths

$154,999

4 beds2 baths1,440 sq ft

409 Springdale St, Cumberland, MD 21502

(301) 722-0190

Property at 604 White Ave, Cumberland, MD 21502, 2 beds, 1 bath

$180,000

2 beds1 bath1,348 sq ft

604 White Ave, Cumberland, MD 21502

(301) 689-8857

Property at 623 Fairview Ave, Cumberland, MD 21502, 6 beds

$59,900

6 beds— baths2,496 sq ft

623 Fairview Ave, Cumberland, MD 21502

(703) 782-4422

Property at 467 Goethe St, Cumberland, MD 21502, 3 beds, 1 bath

$97,000

3 beds1 bath1,408 sq ft

467 Goethe St, Cumberland, MD 21502

(301) 689-0100

Property at 124 Bedford St, Cumberland, MD 21502, 2 beds, 2 baths

$220,000

2 beds2 baths2,340 sq ft

124 Bedford St, Cumberland, MD 21502

(301) 777-3380

Property at 79 Leon Dr, Fort Ashby, WV 26719, 3 beds, 2.5 baths

$274,900

3 beds2.5 baths3,164 sq ft

79 Leon Dr, Fort Ashby, WV 26719

(304) 788-3322

Property at 223-225 Washington St, Cumberland, MD 21502, 6 beds, 3 baths

$189,900

6 beds3 baths3,958 sq ft

223-225 Washington St, Cumberland, MD 21502

(301) 729-0021

Property at Oakwood St, Cumberland, MD 21502

$35,000

— beds— baths— sq ft

Oakwood St, Cumberland, MD 21502

(301) 434-4065

Average home prices near Oldtown, MD

Cities

Zip Codes

21555 homes for sale
$225,000
26763 homes for sale
$337,500

Oldtown, MD real estate trends

$125K

Sale price

$131

Sale $/sq ft

Over list price

Days on market

345

Down payment

—

Total homes sold

See more Oldtown, MD market insights

More to explore in Oldtown, MD

Featured
Price

How to buy a house in Oldtown, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.