Oldtown Real Estate

Oldtown Real Estate

Welcome to Oldtown, Maryland – a hidden gem nestled in the heart of the picturesque countryside. This charming subdivision is a perfect blend of rustic charm and modern convenience, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Oldtown boasts a rich history that dates back to the 18th century, and you can feel that heritage in the welcoming atmosphere that envelops the community. The tree-lined streets are adorned with beautifully maintained homes, each telling its own story while reflecting the unique character of Oldtown. Residents take pride in their properties, ensuring that the neighborhood remains a picturesque haven for all.

Nature enthusiasts will find solace in the surrounding landscapes, with scenic parks and trails just a stone's throw away. Enjoy leisurely strolls, invigorating hikes, or family picnics as you soak in the beauty of Maryland's rolling hills and lush greenery. The nearby Potomac River offers opportunities for fishing, kayaking, and simply unwinding by the water’s edge.

Convenience is at your fingertips, with easy access to major highways and local amenities. Oldtown’s proximity to charming shops, delightful eateries, and vibrant community events ensures that you’ll never run out of things to do. Whether you’re exploring local markets or attending seasonal festivals, there’s always a sense of camaraderie among residents.

If you’re seeking a place where history meets modern living, look no further than Oldtown, MD. Discover your dream home in this enchanting subdivision and experience the warmth and tranquility that Oldtown has to offer. Your new beginning awaits!

Newest Listings in Oldtown

18614 Opessa St Se, Oldtown
$139,900
2 Beds ⋅ 2 Baths
This charming 2-bedroom, 2-bathroom home in the heart of Oldtown offers a perfect blend of comfort and character. Step inside to discover inviting interior features, including a cozy entry-level bedroom and a spacious kitchen with an island, ideal for gatherings. Enjoy the convenience of Central A/C, main-floor laundry and the refreshing breeze from ceiling fans. The exterior boasts a lovely deck, perfect for morning coffee or evening relaxation, alongside outbuildings that provide ample storage. The generous 0.36-acre lot features a level rear yard, perfect for outdoor activities or gardening. Experience the warmth and charm of Oldtown living-your new adventure awaits!

18614 Opessa St Se, Oldtown

Listing courtesy of Coldwell Banker Premier. Contact:

561 Old Town Mall, Baltimore
$?
ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 11/18/2026, 10:00 AM. Bidding ends 11/20/2026, 12:50 PM. List Price is Suggested Opening Bid. Deposit: $40,000. ATTENTION INVESTORS – MAJOR DEVELOPMENT UNDERWAY! SOLD WITH 559 OLDTOWN MALL Two commercial parcels in Baltimore’s Oldtown area, located within the greater Johns Hopkins Hospital Revitalization Zone. Just blocks to Johns Hopkins Hospital, Johns Hopkins University School of Medicine, and Northeast Market, and only minutes to the numerous destinations of Downtown Baltimore. Convenient access to major traffic arteries including MD Route 40 (Pulaski Hwy) and I-83. The properties are constructed as one large 3-story commercial storefront spanning 2 addresses. Improvements include a new facade, new roof, and some new joists. The interior remains a shell and is ready for renovation. ATTENTION INVESTORS – MAJOR DEVELOPMENT UNDERWAY! SOLD WITH 559st Market, and only minutes to the numerous destinations of Downtown Baltimore. Convenient access to major traffic arteries including MD Route 40 (Pulaski Hwy) and I-83. The properties are constructed as one large 3-story commercial storefront spanning 2 addresses. Improvements include a new facade, new roof, and some new joists. The interior remains a shell and is ready for renovation.

561 Old Town Mall, Baltimore

Listing courtesy of Ashland Auction Group LLC. Contact:

12503 Sunshine Dr Se, Cumberland
$360,000
3 Beds ⋅ 3 Baths
Welcome to an impressive two-story Colonial nestled on more than 1.5 acres in Western Maryland, just outside city limits, with the added benefit of no city taxes. With its classic brick-front façade, two-car garage, and thoughtfully designed interior, this home offers an inviting blend of architectural character, everyday comfort, and space to create lasting memories. A dramatic two-story foyer introduces the home, opening to a versatile front room that can serve as a refined home office, library, or additional living space. The formal dining room is ready for holiday gatherings and celebratory meals, while the heart of the home unfolds in an open-concept arrangement connecting the kitchen, breakfast nook, and living room. The well-appointed kitchen features a generous island, abundant counter space, and stainless steel appliances—ideal for everything from quiet morning coffee to lively evenings of cooking and conversation. Just beyond the breakfast nook, a patio door opens onto the expansive two-level back deck, creating an effortless connection between indoor living and outdoor entertaining. The finished basement extends the home’s living and entertaining possibilities with a spacious recreation room and built-in bar—an inviting destination for game nights, movie marathons, casual gatherings, or relaxing with friends. Outdoors, the property truly shines. The above-ground pool conveys and promises refreshing summer afternoons, while the spacious deck provides the perfect setting for picnics, gatherings, or relaxing with a peaceful view of the surrounding trees. As the seasons change, gather around the fire pit on crisp Fall evenings and enjoy the privacy of your own expansive retreat. Upstairs, the primary suite offers a welcoming escape with an ensuite bathroom featuring a garden tub, separate shower, and large walk-in closet. Two additional bedrooms provide flexibility, and the conveniently located second-floor laundry room makes everyday living a little easier. From the gracious foyer and classic façade to the open gathering spaces, finished lower-level recreation room, and generous outdoor amenities, this home offers an exceptional setting for both memorable celebrations and the simple pleasures of daily life. Set in a peaceful Western Maryland location outside city limits, it is a distinctive Colonial designed to be lived in, loved, and enjoyed through every season. Call Today to Schedule a Tour!!! *** Some images are AI-generated/virtually staged for illustration purposes only. Please tour the property in person to verify actual condition.

12503 Sunshine Dr Se, Cumberland

Listing courtesy of Charis Realty Group. Contact:

14700 Martins Mountain Ln, Oldtown
$519,000
3 Beds ⋅ 3 Baths
Mountain Chalet on Nearly 32 Acres with Panoramic Views! Mountain Chalet on Nearly 32 Acres with Panoramic Views! Welcome to your own private mountain retreat! Perched high on Martins Mountain, this beautiful 3-bedroom, 3-bath chalet offers nearly 32 acres of breathtaking natural beauty, privacy, and panoramic views. This home features an inviting open concept, a full walk-out basement, and an attached garage, providing plenty of room for family, guests, hobbies, and storage. Step outside onto your wonderful deck and take in the spectacular mountain vistas while enjoying your morning coffee, entertaining friends, or simply relaxing in your peaceful surroundings. The property is truly a nature lover's dream. The acreage extends down to Frog Hollow Lane and includes fields, pastures, fenced areas, and 4-wheeler trails, offering endless opportunities for hiking, recreation, gardening, animals, hunting, or simply exploring your own piece of the mountain. Property Highlights: Nearly 32 acres on Martins Mountain 3 bedrooms/3 Full Baths Attached garage Expansive deck overlooking the mountains Greenhouse Barn, chicken house, additional shed 4 tree-stands for hunting remain on property Rheem Furnace with air conditions, approx. 8 years old Seamless gutters Metal roof with 40-year guarantee Fields, pastures, and fenced areas Mountain Living Made Easy This property is serviced by the Martins Mountain Water Company, providing access to exceptional spring water. The private road association, which is $300.00/year includes snow removal and road maintenance. Whether you envision a peaceful mountain getaway, a full-time residence, a recreational property, or a place to enjoy gardening and raising animals, this extraordinary property offers the space, views, and privacy to make those dreams a reality. Come experience the serenity of Martins Mountain and discover everything this remarkable property has to offer.

14700 Martins Mountain Ln, Oldtown

Listing courtesy of Railey Realty, Inc.. Contact:

709 Harford Ave, Baltimore
$15,000
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 12/1/2026, 10:00 AM. Bidding ends 12/3/2026, 1:40 PM. The list price is the suggested opening bid. Deposit: $2,500. This lot of land is located in the Oldtown neighborhood of Baltimore City. The property is in close proximity to the Johns Hopkins Hospital, Northeast Market, and Baltimore Center Stage. Conveniently located just off Orleans Street (US 40) and along Harford Avenue, offering quick access to Downtown Baltimore, major commuter routes, and surrounding neighborhoods.

709 Harford Ave, Baltimore

Listing courtesy of Ashland Auction Group LLC. Contact:

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