Search for Homes

Save
Ask
Tour
Hide
Share
$915,000
19 Days On Site

4405 UNDERWOOD ROAD
BALTIMORE, MD 21218

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
3,962
SqFt
$231
/SqFt
1927
Built
Subdivision:
GUILFORD
County:
BALTIMORE CITY
Listing courtesy of VYBE Realty
Call Now: 717-569-8701
Is this the listing for you? We can help make it yours.
717-569-8701
4405 UNDERWOOD ROAD4405 UNDERWOOD ROAD4405 UNDERWOOD ROAD4405 UNDERWOOD ROAD
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$4,175
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

This magnificent residence is ideally located in the heart of Guilford, just one block from the renowned Sherwood Gardens. Offering the perfect blend of historic charm and modern sophistication, this home features 5 bedrooms, 4.5 bathrooms, and over 3,900 square feet of beautifully updated living space across four finished levels. A welcoming covered front porch sets the tone, leading into a bright and airy interior adorned with original hardwood floors and abundant natural light throughout the main level. The spacious living room, complete with a wood-burning fireplace, flows into a formal dining room—ideal for hosting gatherings. An adjacent sunroom, with windows on three sides, provides a tranquil space to relax and unwind. There is also a convenient half bath on this level. The chef’s kitchen features an eight-burner professional-grade gas range with vented hood, brand new 48" white cabinetry, quartz countertops, a stylish tile backsplash, and an oversized center island offering ample prep and seating space, perfect for entertaining. Upstairs, the second floor includes a stunning primary suite with a large walk-in closet and a luxurious ensuite bathroom with a double vanity and an oversized walk-in shower. Two additional generously sized bedrooms, a beautifully renovated hall bath with double vanity and tub/shower combo, and a convenient laundry area complete this level. The third floor hosts a second primary suite with soaring cathedral ceiling, exposed beams, multiple closets to include a large walk-in closet, and an ensuite bathroom with penny tile flooring and a frameless step-in shower with bench seat. The fully finished lower level provides exceptional flexibility, with a spacious rec room, fourth full bath featuring a jacuzzi tub, a fifth bedroom or bonus room with walk-up access to the backyard, and a unique private cellar with exposed stone walls and wood trim—ideal for a wine room, gaming space, or home office. Step outside from the kitchen to a charming covered rear deck that leads to a spacious patio and a beautifully shaded backyard with mature trees—ideal for outdoor entertaining, summer cookouts, or simply relaxing in nature. Additional highlights include an oversized driveway and a detached one-car garage, providing ample off-street parking. This extraordinary home combines timeless architecture with thoughtful updates in one of Baltimore’s most desirable neighborhoods. Don’t miss the opportunity to make it yours!

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$915,000
Days On Site 
19 Days
Bedrooms 
5
Inside Area (SqFt) 
3,962 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.21 Acres
Year Built 
1927
MLS® Number 
MDBA2169440
Status 
Active
Property Tax 
$9,851
HOA/Condo/Coop Fees 
$28.53 monthly
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
2 weeks agoStatus changed to Active
2 weeks agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.21
Foundation 
Block
Garage 
Yes
Garage Spaces 
1
Parking 
GarageDrivewayDetached
Parking Spaces 
1
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
2762
SqFt Below 
1200
Stories 
Three Or More
Style 
Colonial
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
CooktopGas Water HeaterDishwasherDisposalDryerExhaust FanRange HoodRefrigeratorStainless Steel Appliance(s)WasherMicrowave
Basement 
FinishedWalk-Out AccessDaylightPartialInterior Entry
Cooling 
Central AirCeiling Fan(s)ZonedElectric
Fireplace 
Yes
Fireplaces 
1
Flooring 
WoodHardwood
Heating 
Exhaust FanNatural GasCentralZoned
Interior 
Eat-in KitchenCeiling Fan(s)Kitchen IslandRecessed LightingBeamed CeilingsCrown Molding
Laundry Features 
Laundry Room
Bathroom 1 
Bathroom 2 
Bathroom 3 
Bedroom 1 
Bedroom 2 
Bedroom 3 
Bedroom 4 
Dining Room 
Level - Main
Half Bath 
Level - Main
Kitchen 
Level - Main
Laundry 
Living Room 
Level - Main
Primary Bathroom 
Primary Bedroom 
Features - Walk-In Closet(s), Ceiling Fan(s)
Recreation Room 
Sun/Florida Room 
Level - Main
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Stucco
Pool Features 
None
Roof 
Slate
Community Features
Association Dues 
342.4
HOA Fee Frequency 
Annually
School District 
BALTIMORE CITY PUBLIC SCHOOLS
Schools
School District
BALTIMORE CITY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of VYBE Realty



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share

Contact Kingsway Today

Have questions or ready to take the next step in your real estate journey? The team at Kingsway Realty is here to help. Submissions will be sent to the next available agent.

If you wish to reach a specific agent, please check out our agents page or visit our agent email directory.