Highlandtown Real Estate

Highlandtown Real Estate

Welcome to Highlandtown, a vibrant and charming subdivision nestled in the heart of Baltimore, Maryland. Known for its rich history and strong sense of community, Highlandtown offers a unique blend of urban convenience and suburban charm, making it one of the most desirable neighborhoods in Baltimore City.

Highlandtown is celebrated for its eclectic mix of architecture, from beautifully preserved row homes to modern townhouses, reflecting the area’s diverse cultural heritage. Strolling through its tree-lined streets, you’ll discover an array of local shops, artisan boutiques, and delightful eateries that showcase the flavors of the neighborhood, including renowned Italian and Hispanic cuisine. The community is also home to several parks and green spaces, providing residents with ample opportunities for outdoor activities and relaxation.

One of Highlandtown's standout features is its strong sense of community. The neighborhood hosts various events throughout the year, including art walks, farmers' markets, and seasonal festivals, fostering connections among residents and celebrating the area's rich cultural tapestry. The Highlandtown Arts District is a testament to this creativity, featuring galleries and studios that highlight local talent.

Conveniently located near major transportation routes, Highlandtown offers easy access to downtown Baltimore and beyond, making it an ideal spot for commuters. With its blend of history, community spirit, and modern amenities, Highlandtown is not just a place to live—it's a place to call home. Whether you're a first-time buyer or looking to settle down, Highlandtown invites you to explore its welcoming streets and discover all that this enchanting neighborhood has to offer.

Newest Listings in Highlandtown

$199,900
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
$180,000
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
$135,000
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:

$125,000
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
$99,900
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
$190,000
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
$305,000
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
$150,000
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
$175,000
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
$199,000
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
$330,000
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:

$145,500
2 Beds ⋅ 2 Baths
Located in the heart of Highlandtown! Charming Home with just the right amount of efficient space- Open floor plan on the main level. Easy maintenance laminate flooring. Spacious eat in kitchen with natural wood cabinets. Central air and ceiling fan help with your utility bills. Neutral decor. Fenced rear patio/yard. Basement has storage/laundry area as well as usable space for rooms or more living area.. two bedrooms and a full bath on the upper level and a full bath on the main level - -Freshly painted -- Central location to walk to "The Avenue" for shopping.. Patterson Park is nearby and minutes to Canton, Downtown Baltimore and Hopkins. Nice starter home in one of Baltimore's favorite communities!

3804 Mount Pleasant Ave, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact:

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