Highlandtown Homes under $500,000

Highlandtown Homes under $500,000

Welcome to Highlandtown, a vibrant and charming neighborhood nestled in the heart of Baltimore City, Maryland. Known for its rich history and eclectic culture, Highlandtown offers an irresistible blend of urban convenience and community warmth, making it one of the most sought-after areas in the city.

As you explore Highlandtown, you'll discover a unique mix of historic architecture and modern amenities. The neighborhood is a tapestry of colorful row homes, many of which have been lovingly restored, showcasing the area’s heritage while providing contemporary comforts. With homes available under $500,000, Highlandtown presents an incredible opportunity for first-time buyers, young families, and anyone looking to invest in a thriving community.

Living in Highlandtown means embracing a lifestyle filled with local art, diverse eateries, and captivating events. The neighborhood is home to a variety of cultural festivals, artisan markets, and lively street fairs that celebrate the rich tapestry of its residents. Enjoy a leisurely stroll through Patterson Park, where you can unwind amidst lush greenery or catch a game of frisbee with friends.

Highlandtown’s prime location offers easy access to downtown Baltimore and surrounding areas, making it a convenient choice for commuters. With a strong sense of community and an array of amenities, Highlandtown is not just a place to live; it's a place to thrive. Discover your new home in Highlandtown today and become part of this dynamic, welcoming neighborhood!

Newest Highlandtown Homes under $500,000

417 S Clinton St, Baltimore
$315,000
2 Beds ⋅ 2 Baths
Welcome to 417 S. Clinton Street! This nearly 13-foot-wide home offers the perfect blend of character, comfort, and convenience. Beautiful hardwood floors flow throughout the open-concept main level, connecting the spacious living room, dining area, and gourmet kitchen. Featuring stainless steel appliances, a gas range, pantry, custom cabinetry, generous counter space, and a large peninsula with seating for 4–5, this kitchen is as functional as it is inviting. Just outside, oversized private parking accommodates up to two cars, a major bonus for city living! Upstairs, luxury vinyl plank flooring extends through two bedrooms and two full bathrooms, both featuring skylights that fill the spaces with natural light. The spacious primary suite includes a walk-in shower while the hall bath is full of charm with its exposed brick and classic clawfoot tub and shower combination. Upper-level laundry adds another layer of everyday convenience. Throughout the home, exposed brick, recessed lighting, and an abundance of natural light create a warm and inviting atmosphere. The unfinished basement provides generous storage and excellent potential for future finished living space. Additional peace of mind comes with a brand-new air conditioning unit, water heater, washing machine and microwave all replaced in 2026! Be sure to check out the additional features and updates flyer. This meticulously maintained and thoughtfully designed home offers the space, features, and amenities that make city living a breeze! Schedule your private tour today.

417 S Clinton St, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact:

318 S Highland Ave, Baltimore
$75,000
4 Beds ⋅ 2 Baths
List price is Opening Bid at The Online Only Auction Sale to Be Held on The Auctioneers Website – Bidding begins Wednesday, November 11 and ends Monday, November 16, 2026 at 1:30 PM. Excellent opportunity to purchase a three-story brick rowhome located in the heart of Highlandtown, Baltimore City, conveniently situated near Patterson Park. The property is currently configured as two residential units and offers approximately 2,688± square feet of total space, including 1,962± square feet of above-grade finished living area and 726± square feet of unfinished basement space. The main level features a living room, dining room, and potential kitchen space. The second floor includes two bedrooms, a full bathroom, kitchen, and access to a wooden balcony. The third floor offers two additional bedrooms, high ceilings, a second wooden balcony, and rear-facing views of the Downtown Baltimore skyline. The lower level consists of a full, unfinished basement. Additional features include a fenced rear yard and patio area with potential for conversion to off-street parking, subject to applicable approvals. The property is in need of renovation and presents an excellent opportunity for investors, contractors, and buyers seeking a renovation project. Caution tape is present in certain areas of the property. All visitors should exercise caution when touring. Guided Tour: Wednesday, November 11th, Beginning Promptly at 12:00 PM. All attendees are required to sign a Hold Harmless Agreement prior to entering the property.

318 S Highland Ave, Baltimore

Listing courtesy of Alex Cooper Auctioneers, Inc.. Contact:

101 N Clinton St, Baltimore
$310,000
3 Beds ⋅ 2 Baths
Unique warehouse OR development opportunity for this double wide property with PARKING current used as a giant warehouse with private offices and 2 bathrooms. All Items currently in photos have been REMOVED. Endless potential!

101 N Clinton St, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact:

3209 E Lombard St, Baltimore
$87,900
2 Beds ⋅ 2 Baths
Investor-ready mixed-use opportunity! End-of-group corner property with the heavy lifting started: the first-floor commercial space (600+ SF) and upper-level residential unit are largely demoed and prepped, a clean slate to build out and create value. Full basement, rear patio, separate meters. Close to Patterson Park, Canton, and Fells Point. Sold as-is. Buyer to verify zoning.

3209 E Lombard St, Baltimore

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

3413 Leverton Ave, Baltimore
$119,900
2 Beds ⋅ 2 Baths
Extensive Interior Upgrades & Modern Renovations! This beautifully refreshed home features fresh interior paint throughout, including walls, ceilings, trim, baseboards, and doors, creating a clean, cohesive, move-in-ready feel. The kitchen has been upgraded with brand-new cabinetry and elegant granite countertops, delivering a stylish and functional space for everyday living and entertaining. The fully renovated bathroom boasts a new bathtub, shower, vanity, and ceramic tile for a fresh, modern look. New luxury vinyl plank (LVP) flooring has been installed throughout the entire home, complemented by newly replaced baseboards for a polished, updated finish. To further enhance the home’s protection and durability, high-quality, weather-resistant exterior sealant has been applied around all doors and windows to help guard against moisture and air infiltration. These extensive improvements provide a refreshed interior, modern finishes, and added peace of mind for the next homeowner.

3413 Leverton Ave, Baltimore

Listing courtesy of Future Realty, Inc.. Contact:

3527 Gough St, Baltimore
$334,900
3 Beds ⋅ 2 Baths
INVESTOR HOLIDAY SPECIAL WITH A ROOFTOP DECK, priced $30,000 below market comps! Step into an open floor plan made for easy living in Highlandtown's Arts and Entertainment District. The kitchen shines with new countertops and new appliances, and a brand new HVAC system keeps the home comfortable in every season. The main living space flows naturally for everyday life and entertaining. Spacious bedrooms give everyone room to spread out, and the brand new bathrooms bring a fresh, clean finish. Two bedrooms and two full baths sit on the upper level, with a third bedroom on the lower level. Out the door, Patterson Park, Canton, and Highlandtown's shops, restaurants, and street life are close by, with convenient access to major commuter routes. Come see why Highlandtown keeps drawing people in, and picture yourself home before the weekend is over.

3527 Gough St, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact:

2730 Ashland Ave, Baltimore
$220,000
3 Beds ⋅ 3 Baths
Welcome to your new home that has been beautifully renovated. A 3 bedroom, 2.5 bath home offering a spacious layout with updated finishes throughout. The main level features hardwood flooring, recessed lighting, and a modern kitchen equipped with granite countertops and stainless-steel appliances. Upstairs includes three well sized bedrooms and two updated full bathrooms. A fully finished basement provides additional living space ideal for a family room, office, or guest area. Updated mechanicals and thoughtful improvements make this home move in ready and a strong value in a growing area

2730 Ashland Ave, Baltimore

Listing courtesy of EXP Realty, LLC. Contact:

102 N East Ave, Baltimore
$425,000
4 Beds ⋅ 4 Baths
Boasting 4 bedrooms, 3.5 bathrooms, and a private rooftop deck with expansive skyline views, 102 N East Ave represents a sophisticated approach to urban living. Situated in the vibrant Patterson Park neighborhood, this property offers immediate access to one of Baltimore’s most iconic green spaces, featuring expansive lawns, community gardens, and diverse recreational amenities that define the local lifestyle. This renovation is a masterclass in structural integrity and modern design. Unlike standard cosmetic updates, this was a comprehensive down-to-the-studs transformation completed with full permits. The technical specifications reflect a commitment to longevity, featuring all-new plumbing, a 200-amp electrical system, new ductwork, high-efficiency insulation, and a brand-new roof. The main level serves as a functional showcase of contemporary finishes, anchored by durable manufactured hardwood flooring. The kitchen is designed for the culinary enthusiast, featuring 42” cabinetry, premium quartz countertops, and stainless steel appliances. An oversized island provides a substantial focal point for both daily utility and social gatherings. The primary suite functions as a private sanctuary, highlighted by a modern bathroom equipped with a bidet toilet. The living space extends into the fully waterproofed basement, which maintains legal ceiling height and includes a fourth bedroom with proper egress. From the high-end finishes to the core mechanical upgrades, this property offers a rare combination of aesthetic appeal and rigorous construction standards.

102 N East Ave, Baltimore

Listing courtesy of Compass. Contact:

224 S Haven St, Baltimore
$144,900
2 Beds ⋅ 1 Baths
Welcome home to 224 S Haven Street, where classic Baltimore character meets comfortable, updated living in Highlandtown! This brick-front rowhome features updated flooring and carpeting, with durable luxury vinyl plank flooring on the main level. An inviting living room provides space to unwind or entertain, while the spacious kitchen delivers ample cabinetry, generous prep space, a center island, and stainless steel appliances, including an updated stove and microwave. Upstairs, two bedrooms offer flexibility for guests or a home office, and the full bathroom includes a tub/shower combination and skylight. The partially finished lower level expands your options with recreation space, additional storage, and a laundry area. Outside, enjoy your own fully fenced backyard with a covered patio ready for weekend cookouts and relaxing evenings. A rear parking pad makes coming home even more convenient. Located near Johns Hopkins Bayview Medical Center, Canton, shopping, and local restaurants, with convenient access to Boston Street, Eastern Avenue, Route 40, I-895, I-95, and the harbor tunnels, this Highlandtown rowhome keeps you connected to everything Baltimore has to offer. Come explore the space and picture your next chapter here!

224 S Haven St, Baltimore

Listing courtesy of Coldwell Banker Realty. Contact:

3502 Gough St, Baltimore
$375,000
3 Beds ⋅ 3 Baths
OPEN HOUSE SUNDAY 10/11 FROM 11-1 PM. Welcome to this incredible Baltimore rowhome where classic character meets bold, modern style! 🌆✨ This is not your cookie-cutter renovation—if you're looking for a home with distinct personality, this is the one!🏡 With 3 bedrooms, 2.5 baths and over 1,700 SF of Living Space at this price, stop the presses. Originally renovated with custom touches by Charm City Builders. Key Features & Highlights: Distinctive Design: Fall in love with the vibrant blue doors and trim 💙, exposed brick walls 🧱, warm wood finishes, custom built-ins, and thoughtful details throughout. You'll love the graffiti wallpaper in the 1/2 bath and if it's not your jam that's an easy fix! Modern Chef's Kitchen: Designed for both everyday living and effortless entertaining, featuring updated cabinetry and appliances, an oversized center island, extra storage, and a convenient pot filler over the range. 🍳 Luxurious Upper Level: The impressive full bath creates a true private retreat with dual sinks, a relaxing soaking tub 🛁, a separate walk-in shower, and a walk-in closet. Flexible Living Spaces: Two bedrooms feature durable LVP flooring and a private walk-out deck. Plus, the second bedroom offers ultimate versatility: it is currently divided into two rooms with a custom closet system and a smaller room perfect for a home office or future nursery. Note: The dividing wall can easily be removed without damaging the existing floor or trim if you prefer a larger second bedroom! Sensational Lower Level: Enjoy incredible flexibility with a third bedroom, full bath, dedicated theater area (theater chairs included! 🍿🎬), laundry, and impressive 8-foot+ ceilings. The waterproofed basement also features a sump pump, high-end ejector pump, and seamless HVAC system. Unbeatable Outdoor Living: Step outside onto your incredible rooftop deck complete with jaw-dropping skyline views of downtown Baltimore 🏙️ both Hopkins campuses, on the upper deck you'll love the turf with a built-in putting area ⛳, and plenty of space for a dining table, grill, and entertaining! Rare City Parking: Features a large detached rear garage with front and and rear garage doors with parking pad that can accommodate 3–4 vehicles, complete with an automatic garage door, remote access, and convenient alley access. 🚗 With about 1 year remaining on the CHAP tax credit, rare off-street parking, multiple outdoor spaces, and unbeatable Baltimore character, this is city living at its absolute best! 🌟 Schedule your private tour today and see it in person before it's gone! ⏰

3502 Gough St, Baltimore

Listing courtesy of Keller Williams Legacy. Contact:

3430 E Lombard St, Baltimore
$110,000
3 Beds ⋅ 2 Baths
🔥 𝐏𝐑𝐈𝐌𝐄 𝐈𝐍𝐕𝐄𝐒𝐓𝐎𝐑 𝐎𝐏𝐏𝐎𝐑𝐓𝐔𝐍𝐈𝐓𝐘 𝐈𝐍 𝐁𝐀𝐋𝐓𝐈𝐌𝐎𝐑𝐄 𝐂𝐈𝐓𝐘 🔥 3430 E Lombard St is a classic Baltimore rowhome offering substantial potential for renovation and value-add improvements. The home features an eat-in kitchen, multiple living areas, several flexible rooms, and additional finished and unfinished space in the lower level. The property should be considered a fixer-upper and will require repairs and updating. One or more photos have been virtually staged or digitally altered for illustrative purposes. Property sold strictly AS-IS; Buyer to verify all property details including condition, square footage, zoning, taxes, ground rent, and utilities.

3430 E Lombard St, Baltimore

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

3603 Mount Pleasant Ave, Baltimore
$109,999
2 Beds ⋅ 1 Baths
Must-See Investment Opportunity in Highlandtown – Strong Cash Flow & Move-In Ready! Here is your chance to own a 2-bedroom, 1-bath townhome in the heart of Baltimore's vibrant Highlandtown neighborhood. This property is lead-free, in good condition, and ready for immediate occupancy — a great choice for both investors and first-time homebuyers.This home delivers solid returns in a high-demand rental area. Inside, you'll find a bright and efficient layout with a full set of appliances and central air conditioning, offering a comfortable living space that's ready to move into. The home sits on a quiet street, giving you a peaceful retreat while keeping you close to everything the city has to offer. The location is unbeatable for renters and owners alike. You're just a short stroll from local restaurants, food markets, and convenient public transportation — making this a highly desirable spot for anyone looking to enjoy the best of Baltimore. With Highlandtown showing strong long-term appreciation and consistent rental demand, this property is a smart entry point into one of the city's most connected communities. Property is being sold AS IS

3603 Mount Pleasant Ave, Baltimore

Listing courtesy of Greater Homes Realty LLC. Contact:

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