Highlandtown Real Estate

Highlandtown Real Estate

Welcome to Highlandtown, a vibrant and historic neighborhood nestled in the heart of Baltimore City, Maryland. Renowned for its rich cultural tapestry and community spirit, Highlandtown offers a unique blend of urban living and suburban charm that appeals to families, young professionals, and retirees alike.

One of the standout features of Highlandtown is its deep-rooted artistic community. The neighborhood is home to a thriving arts scene, with colorful murals and galleries dotting the streets, showcasing local talent and creativity. The annual Highlandtown Arts District events invite residents and visitors to celebrate this artistic flair, making it a hub for cultural engagement.

Highlandtown's location is another significant advantage. Situated just minutes from downtown Baltimore, residents enjoy easy access to the city’s bustling amenities, including shopping, dining, and entertainment options. The area is also well-connected by public transportation, making commutes a breeze.

Families will appreciate the excellent schools and parks that Highlandtown has to offer. The neighborhood is dotted with green spaces, perfect for picnics, playdates, and leisurely strolls. Local markets and family-owned shops contribute to a strong sense of community, where neighbors become friends, and local businesses thrive.

In Highlandtown, you’ll find a diverse range of housing options, from charming rowhouses to modern apartments, catering to various lifestyles and budgets. Whether you're looking for a cozy home or a vibrant community, Highlandtown invites you to discover the warmth and charm that this Baltimore gem has to offer. Come explore Highlandtown, where history meets modern living!

Newest Listings in Highlandtown

2 Beds ⋅ 2 Baths

Note: Next Door’s Total Reno Construction by Building Character is slated to be completed in September. Welcome home to 255 S. Robinson Street—a charming 2-bedroom, 1.5-bath brick rowhome in the heart of Baltimore, complete with the ultimate luxury in the city: a private rear parking pad! Blending timeless Baltimore character with thoughtful modern updates, this move-in ready home offers an open-concept main level filled with natural light streaming through energy-efficient double-pane windows. Exposed brick accents, warm finishes and an inviting layout create the perfect space for both everyday living and entertaining. The stylish kitchen features stainless steel appliances, a cozy breakfast bar, a sleek barn door pantry for hidden storage, and French doors that seamlessly connect the living and dining spaces. Recent upgrades include a brand-new oven and microwave, refreshed kitchen hardware, and fresh paint throughout, giving the home a crisp, contemporary feel. Upstairs, you'll find 2 bedrooms, including a spacious primary suite with soaring ceilings, exposed wood beams, additional AC unit and a walk-in closet. The second bedroom could easily function as a guest room or a cozy office or a hybrid of both. The beautifully updated full bath is illuminated by a skylight, while an additional versatile room next to it offers endless possibilities as a home office, dressing room/closet, storage space or a future laundry room again (past seller moved laundry to the basement 4 years ago). Brand-new carpeting adds comfort throughout the entire bedroom level. The finished lower level provides valuable additional living space, tailor made for a high performance home gym experience currently. It could be perfect for a future media room or recreation area, along with a renovated half bath featuring new tile, vanity, new mirror, updated drywall and an improved layout. The laundry area and abundant storage complete the lower level. Extensive recent improvements provide added peace of mind, including a brand-new roof (2025), interior drainage pipe replacement (2024), fresh interior paint (2026), tub resealing (2026) and numerous cosmetic updates throughout. Additional major improvements completed over the years include a newer furnace, hot water heater, replacement gutters, and the private parking pad. Located just moments from Patterson Park, Canton, Fells Point, Johns Hopkins, neighborhood restaurants, shopping, and major commuter routes, this beautifully maintained home offers the perfect blend of city convenience, character, and modern comfort. With its exposed brick charm, flexible living spaces, abundant storage, and coveted off-street parking, 255 S. Robinson Street is ready to welcome its next owner home.

255 S Robinson St, Baltimore

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000

3 Beds ⋅ 2 Baths

Just a short walk from Patterson Park, this home is ideally situated near Johns Hopkins Hospital, Canton Square, Fell's Point, and major commuter routes—this is city living at its best. As you arrive, you will find the cozy neighborhood with a beautiful front red door. Proceed inside and you will find that the main level features an ample living room with two large windows that brings natural lighting. The brick wall makes this a wonderful place to entertain. The separate dining room is in between the kitchen and living room and is ideal for entertainment. A half bath is perfect for your guest! From the kitchen you will see a door that leads you to the fenced backyard, which is ready to create a private outdoor retreat - you’ll love deciding between hosting a cozy dinner in your dining space or a more relaxed evening on your private rear patio. Retreat upstairs where you’ll find a truly special layout - 3 total bedrooms and a full bath. Need more space? The lower level delivers. The expansive unfinished basement can easily accommodate a flexible space for a home theater, office, workout area…the possibilities are endless! Schedule your showing today.

3227 E Baltimore St, Baltimore

Listing courtesy of Northrop Realty. Contact: 4105310321

3 Beds ⋅ 2 Baths

Excellent investment opportunity in the heart of Highlandtown! This charming 3-bedroom, 1.5-bath Colonial townhome is perfect for first-time homebuyers or savvy investors looking to expand their portfolio. Offering 1,292 square feet of finished living space, this home provides an excellent opportunity to build equity or generate rental income. Located in one of Baltimore's most vibrant and growing neighborhoods, the property is just minutes from shopping, dining, parks, major commuter routes, and downtown Baltimore. Its strong rental history is evidenced by a long-term tenant who occupied the home for 13 years, highlighting the property's desirability and stability. Whether you're looking for a place to call home or a turnkey investment with long-term appreciation potential, this property checks all the boxes

37 S Highland Ave, Baltimore

Listing courtesy of Samson Properties. Contact: 4435422251

2 Beds ⋅ 2 Baths

Excellent investment opportunity! Well-maintained brick rowhome in an established Baltimore rental market. Ideal for buy-and-hold investors seeking to expand their portfolio. This 2-bedroom, 1,5 bath home offers a functional layout and is in good condition. Conveniently located near major commuter routes, Johns Hopkins Bayview, shopping, public transportation, and Downtown Baltimore. A great opportunity for investors looking for a rental property with long-term potential.

3505 Esther Pl, Baltimore

Listing courtesy of Bay View Realty. Contact:

3 Beds ⋅ 1 Baths

Located in the heart of Highlandtown, this classic Federal style brick rowhome offers 3 bedrooms, 1.5 baths, and a traditional layout with a spacious combination living and dining area. The kitchen features oak cabinetry and a gas range, while central air conditioning, three ceiling fans, and a partial basement add everyday comfort and functionality. A fenced rear yard provides outdoor space to enjoy, and the convenient location offers easy access to Patterson Park, Johns Hopkins Bayview, shopping, dining, and major commuter routes throughout Baltimore.

4213 E Lombard St E, Baltimore

Listing courtesy of Pavilion Real Estates L.L.C.. Contact: 2027406708

2 Beds ⋅ 1 Baths

Charming end of row townhome in Baltimore's Highlandtown and Baltimore Highlands area offering approximately 672 square feet of living space with 2 bedrooms, a basement, and 1 to 1.5 bathrooms per public records, with the bathroom count subject to verification. Built in 1920, this traditional home features a painted masonry exterior, decorative trim, forced air heating and a kitchen remodeled in 2009 according to public permit records. Conveniently located near Eastern Avenue shops and restaurants, the Highlandtown Arts District, Patterson Park, Johns Hopkins Bayview Medical Center and public transportation, this property combines classic Baltimore character with everyday convenience.

104 5th 1/2 St, Baltimore

Listing courtesy of Pavilion Real Estates L.L.C.. Contact: 2027406708

4 Beds ⋅ 2 Baths

Fully renovated 4BR/2BA home in Baltimore — move-in ready with zero deferred maintenance! Modern kitchen, new flooring throughout, fresh paint, and updated bathrooms. Finished basement adds a bedroom plus flexible bonus space, ideal for a home office, den, or recreation room. Enjoy the covered front porch and an attached rear garage right off the kitchen for added privacy and convenience. Turnkey and priced to sell — a rare opportunity in today's market. Schedule your showing today!

3636 Roberts Pl, Baltimore

Listing courtesy of Keller Williams Gateway LLC. Contact: (443) 318-8800

3 Beds ⋅ 3 Baths

Investor opportunity in the heart of Patterson Park! This townhouse is fully renovated and offers a modern open concept layout with new hardwood flooring, new carpet, designer paint, energy saving LED lighting, stainless steel appliances, quartz countertops, new kitchen cabinets, updated plumbing, a fully redesigned bathroom with new tile, new HVAC, and a fenced backyard. Conveniently located near Patterson Park, local amenities, and street parking. Tenant in place through October, offering immediate rental income of $2,600/month.

1 East Ave, Baltimore

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

2 Beds ⋅ 2 Baths

TURNKEY 2 UNIT RENTAL PROPERTY! Two story brick town-home w/with 1BR/1BA Apartments and 2BR/ 1BA apartment. Forced air gas furnace, water heater. Apartment #1 pays $890/mo. Apartment #2 pays $790/mo. Garage located in the rear of the property, is currently empty but it used to be rented for $150 per month, Dont delay get this property today! Tenant pay all utilities. Property sold as is

619 N Highland Ave, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

2 Beds ⋅ 2 Baths

This charming 2-bedroom, 2-bathroom townhouse in Highlandtown, built in 1900 and set for major renovations in 2025, presents a prime investment opportunity. With a total finished area of 1700 sq. ft. , this property combines historic Federal architectural style with modern potential. This property benefits from a strong rental market, making it ideal for investors seeking consistent cash flow. Renovated in 2025 adding new space in the basement and updated kitchen. On-street parking adds convenienceThis property is a canvas for those looking to capitalize on the growing demand for renovated homes in desirable urban areas. Don't miss the chance to invest in a property poised for appreciation.

113 N Highland Ave, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

3 Beds ⋅ 2 Baths

Just blocks from Patterson Park, this charming Highlandtown rowhome offers approximately 1,500 square feet of stylish living space. The open-concept main level features high ceilings, elegant columns, and graceful arches that create a sense of openness and character. A spacious living and dining area includes a convenient wet bar, perfect for entertaining. The beautifully updated kitchen offers ample cabinet space and modern finishes, while a full main-level bathroom adds extra functionality. Upstairs, discover three generous bedrooms and a second full bathroom, along with plenty of closet and storage space throughout. The lower level provides additional storage and a laundry area. Enjoy city living at its best with easy access to shops, restaurants, and the vibrant energy of Patterson Park just around the corner. Welcome home!

3522 E Baltimore St, Baltimore

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

2 Beds ⋅ 2 Baths

Hurry to this gorgeous Highlandtown gem! Two bedrooms, 2 full baths and even a bonus room off the kitchen on the main level. Stainless steel appliances, granite countertops, recessed lighting, tons of storage and living space! Everything was brand new in 2022 - roof, HVAC, appliances, etc. Laundry located on upper level for your convenience. Ensuite - each bedroom has its own bathroom. Nothing to do but move right in. Close to schools, shopping, restaurants, Canton waterfront, Fells Point, Historic Patterson Park, Canton Crossings, hospitals, stadiums, major highways and tunnels. Enjoy a quiet, relaxed neighborhood while having close proximity to everything city living has to offer! Welcome home!

303 Fagley St, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact:

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