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Rare opportunity to acquire a four-unit property in the predominantly single-family neighborhood of Oakenshawe—just blocks from Johns Hopkins University and Union Memorial Hospital. This well-positioned asset offers both immediate income and owner-occupant flexibility, with the property qualifying for FHA self-sufficiency. Ideal for house hacking, a buyer can occupy one unit while the remaining three units generate approximately $4,500/month in rental income. Under an 80% financing scenario, the projected monthly net holding cost is approximately $233, allowing an owner to live in the building at a significantly reduced cost while building equity. 3433 Guilford Terrace offers four one-bedroom apartments with strong natural light from southern exposure, a renovated first-floor unit, and amenities that support tenant retention including a private porch, large rear yard, and on-site laundry. Three units are on month-to-month leases, offering flexibility to adjust rents or implement light improvements to further increase income. Located on a quiet, tree-lined street with a Walk Score of 90, the property benefits from proximity to Johns Hopkins Homewood Campus, Union Memorial Hospital, Charles Village retail, and the year-round Waverly Farmers Market—driving consistent rental demand and long-term occupancy.

3433 Guilford Ter, Baltimore

Listing courtesy of Ben Frederick Realty, Inc.. Contact:

Selling Office: Unrepresented.

$539,000

Tucked along one of Oakenshawe’s most charming garden terraces, this timeless Georgian Revival residence is anything but ordinary. Lovingly curated by its creative owners this home unfolds like a well-crafted novel: layered, atmospheric, and impossible to forget. From the moment you arrive, the classic brick façade and inviting front porch set the tone for what lies within—a home where historic architecture meets intentional design. Sunlight pours through every level, illuminating original hardwood floors, rich textures, and thoughtfully composed spaces that feel both refined and deeply personal. The traditional floor plan offers a sense of flow, with a gracious living room anchored by a wood-burning fireplace, a formal dining room made for intimate gatherings, and a recently updated kitchen. Upstairs, five light-filled bedrooms span multiple levels, offering flexibility for creative pursuits, guest retreat or quiet work-from-home sanctuaries. With a full bath on each upper level, the layout is as practical as it is beautiful. Step outside and discover your own private oasis. The south-facing front welcomes the day, while the rear garden—complete with patio and magestic cherry blossom tree—offers a serene, almost storybook, escape in the heart of the city. During their ownership, the sellers undertook a variety of improvements including, but not limited to, upgrading electric and plumbing, replacing the front roof, restoring the original windows, remodeling the kitchen and adding ducted HVAC. Located in the historic Oakenshawe district, just moments from neighborhood favorites like Waverly Farmers Market, Sherwood Gardens, and the Johns Hopkins Homewood campus, this home blends urban convenience with distinct, almost European ,charm. For those who appreciate character, creativity, and a home with soul, this is a rare opportunity to own a truly distinctive residence—one that feels curated, collected, and ready for its next chapter.

5 Beds ⋅ 3 Baths

Tucked along one of Oakenshawe’s most charming garden terraces, this timeless Georgian Revival residence is anything but ordinary. Lovingly curated by its creative owners this home unfolds like a well-crafted novel: layered, atmospheric, and impossible to forget. From the moment you arrive, the classic brick façade and inviting front porch set the tone for what lies within—a home where historic architecture meets intentional design. Sunlight pours through every level, illuminating original hardwood floors, rich textures, and thoughtfully composed spaces that feel both refined and deeply personal. The traditional floor plan offers a sense of flow, with a gracious living room anchored by a wood-burning fireplace, a formal dining room made for intimate gatherings, and a recently updated kitchen. Upstairs, five light-filled bedrooms span multiple levels, offering flexibility for creative pursuits, guest retreat or quiet work-from-home sanctuaries. With a full bath on each upper level, the layout is as practical as it is beautiful. Step outside and discover your own private oasis. The south-facing front welcomes the day, while the rear garden—complete with patio and magestic cherry blossom tree—offers a serene, almost storybook, escape in the heart of the city. During their ownership, the sellers undertook a variety of improvements including, but not limited to, upgrading electric and plumbing, replacing the front roof, restoring the original windows, remodeling the kitchen and adding ducted HVAC. Located in the historic Oakenshawe district, just moments from neighborhood favorites like Waverly Farmers Market, Sherwood Gardens, and the Johns Hopkins Homewood campus, this home blends urban convenience with distinct, almost European ,charm. For those who appreciate character, creativity, and a home with soul, this is a rare opportunity to own a truly distinctive residence—one that feels curated, collected, and ready for its next chapter.

222 Homewood Ter, Baltimore

Listing courtesy of Compass. Contact:

Selling Office: Cummings & Co Realtors.

$500,000

Welcome to this rarely available light-filled Oakenshawe gem, ideally located less than half a mile from Johns Hopkins University. Beautifully maintained and full of character, this home seamlessly blends original architectural details with thoughtful modern updates. The updated kitchen , featuring a spacious island with deep stainless sink and breakfast bar seating that opens to the dining room—perfect for entertaining or everyday living. Abundant natural light highlights the original hardwood floors with decorative inlay, classic fireplace mantel, and beautiful millwork throughout. The upper level features a spacious, renovated bathroom complete with a luxurious towel-warming radiator. Step outside to enjoy the welcoming front porch overlooking professionally designed pollinator gardens, or retreat to the private, fenced rear yard with garden space and a deck with hot tub ideal for relaxing or entertaining. The unfinished basement was used as a music room, offering a versatile space for hobbies, creativity, or recreation. Complete with bathroom plumbing already in place, it provides an excellent foundation for future expansion. Whether you envision a home gym, workshop, studio, guest suite, or additional living space, this lower level is a blank canvas ready to be transformed to suit your needs. Located in one of Baltimore's most sought-after neighborhoods, this home offers exceptional access to Johns Hopkins University, Union Memorial Hospital, the Baltimore Museum of Art, Wyman Park, neighborhood restaurants, cafes, and shopping. Combining timeless charm, modern comfort, and an unbeatable location, this is a rare opportunity to own a truly special home in Oakenshawe. No showings during coming soon status however, owner welcomes sight unseen offers.

5 Beds ⋅ 2 Baths

Welcome to this rarely available light-filled Oakenshawe gem, ideally located less than half a mile from Johns Hopkins University. Beautifully maintained and full of character, this home seamlessly blends original architectural details with thoughtful modern updates. The updated kitchen , featuring a spacious island with deep stainless sink and breakfast bar seating that opens to the dining room—perfect for entertaining or everyday living. Abundant natural light highlights the original hardwood floors with decorative inlay, classic fireplace mantel, and beautiful millwork throughout. The upper level features a spacious, renovated bathroom complete with a luxurious towel-warming radiator. Step outside to enjoy the welcoming front porch overlooking professionally designed pollinator gardens, or retreat to the private, fenced rear yard with garden space and a deck with hot tub ideal for relaxing or entertaining. The unfinished basement was used as a music room, offering a versatile space for hobbies, creativity, or recreation. Complete with bathroom plumbing already in place, it provides an excellent foundation for future expansion. Whether you envision a home gym, workshop, studio, guest suite, or additional living space, this lower level is a blank canvas ready to be transformed to suit your needs. Located in one of Baltimore's most sought-after neighborhoods, this home offers exceptional access to Johns Hopkins University, Union Memorial Hospital, the Baltimore Museum of Art, Wyman Park, neighborhood restaurants, cafes, and shopping. Combining timeless charm, modern comfort, and an unbeatable location, this is a rare opportunity to own a truly special home in Oakenshawe. No showings during coming soon status however, owner welcomes sight unseen offers.

3436 University Pl, Baltimore

Listing courtesy of Allison James Estates & Homes. Contact:

Selling Office: Monument Sotheby's International Realty.

$347,500

Located in Baltimore City’s desirable Oakenshawe neighborhood, this classic two-story brick home offers timeless charm and an unbeatable location on a quiet one-way street. A welcoming front porch sets the tone as you enter to beautifully preserved hardwood floors, original trim, and classic character throughout. The main level features a spacious living room, dining room, and an inviting kitchen with a large center island offering seating for family and guests. A vintage sink and charming side pantry complete the space. Just off the kitchen, step outside to a private patio perfect for entertaining, relaxing, or creating a small garden retreat. The second floor offers three bright bedrooms with hardwood floors and abundant natural light. The bathroom is full of character with well-preserved original tile, a clawfoot tub, and an interior skylight that fills the center of the home with natural light. The full basement includes a bonus full bath and a rear walkout. One side has been transformed into a music studio or recreation room where you can close the door and enjoy the peace and quiet, while the other side provides valuable storage space. All of this just moments from Johns Hopkins University, 32nd Street Farmers Market, and the many shops and restaurants that make this neighborhood so sought after.

3 Beds ⋅ 2 Baths

Located in Baltimore City’s desirable Oakenshawe neighborhood, this classic two-story brick home offers timeless charm and an unbeatable location on a quiet one-way street. A welcoming front porch sets the tone as you enter to beautifully preserved hardwood floors, original trim, and classic character throughout. The main level features a spacious living room, dining room, and an inviting kitchen with a large center island offering seating for family and guests. A vintage sink and charming side pantry complete the space. Just off the kitchen, step outside to a private patio perfect for entertaining, relaxing, or creating a small garden retreat. The second floor offers three bright bedrooms with hardwood floors and abundant natural light. The bathroom is full of character with well-preserved original tile, a clawfoot tub, and an interior skylight that fills the center of the home with natural light. The full basement includes a bonus full bath and a rear walkout. One side has been transformed into a music studio or recreation room where you can close the door and enjoy the peace and quiet, while the other side provides valuable storage space. All of this just moments from Johns Hopkins University, 32nd Street Farmers Market, and the many shops and restaurants that make this neighborhood so sought after.

313 Birkwood Pl, Baltimore

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: TTR Sotheby's International Realty.

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