4405 Underwood Road, Baltimore, MD 21218 - Photo 1

1/1

$885,000

Sold
Closed
Single Family
5 Beds
4 Full Baths
1 Partial Bath
3,989 Sq. Ft.
1 Car Garage

1/1

Property Description

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!

Full Property Details

Full Property Details for 4405 Underwood Rd

General

Sold For: $885,000
HOA FEE: $29/month
HOA FEE FREQ.: Annually
Taxes: $9,851 (2024)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDBA2169440
Added to Site: 225 day(s) ago

Interior

Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Bedroom 1, Sun/Florida Room, Laundry, Recreation Room, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom, Half Bath
Interior Features: Bathroom - Walk-In Shower, Ceiling Fan(s), Chair Railings, Crown Moldings, Exposed Beams, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Recessed Lighting, Wood Floors
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Range Hood, Refrigerator, Stainless Steel Appliances, Stove, Washer
Flooring: Hardwood

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 4
Half Bathrooms: 1
Upper 2 - Full Baths: 1
Upper Floor Baths: 3
Upper - Full Baths: 3
Main Floor Baths: 1
Main - 1/2 Baths: 1
Lower Floor Baths: 1
Lower - Full Baths: 1
Primary Bathroom: Primary Bathroom - B, Upper 1

Bedrooms

Total Bedrooms: 5
Bedrooms Upper: 4
Bedrooms Lower: 1
Bedrooms-Up2: 1
Primary Bedroom: Primary Bedroom - Flooring - HardWood, Walk-In Closet(s), Ceiling Fan(s), Upper 1
Bedroom 1: Bedroom 3 - Cathedral/Vaulted Ceiling, Flooring - HardWood, Upper 2
Bedroom 2: Bedroom 1 - Flooring - HardWood, Upper 1
Bedroom 3: Bedroom 2 - Flooring - HardWood, Upper 1
Bedroom 4: Bedroom 4, Lower 1

Other Rooms

Living Room: Living Room - Flooring - HardWood, Main
Kitchen: Kitchen - Countertop(s) - Quartz, Island, Main
Dining Room: Dining Room - Flooring - HardWood, Main
Sun Room: Yes
Sun Room/Solarium: Sun/Florida Room - Flooring - HardWood, Main
Laundry: Upper 1

Parking

Garage: Yes
Garage Spaces: 1
Total Spaces: 1
Parking Type: Detached Garage, Driveway
Garage Description: Garage - Front Entry

Location

Municipality: Baltimore City
County: Baltimore City
Development Name: Guilford
Subdivision: Guilford
Driving Directions: York Road heading north, turn left onto Cold Spring, left onto Underwood.
City Limits: Yes

School Information

School District: Baltimore City Public Schools

Community

Association: Yes

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C, Zoned, Ceiling Fan(s)
Cooling Fuel: Electric
Heating Type: Central, Zoned
Heating Fuel: Natural Gas
Water Heater: Natural Gas

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Info: Colonial
Architectural Style: Colonial
Structure Type: Detached
Construction: Stucco
Basement: Yes
Basement Desc.: Fully Finished, Interior Access, Walkout Stairs, Daylight, Partial, Heated, Improved
Foundation: Block
Roof: Slate
Stories/Levels: 0
Stories Description: Lower 1, Main, Upper 1, Upper 2
Square Feet: 3,989
Sq. Ft. Source: Estimated
Living Area: 3,962 Sq. Ft.
Year Built: 1927
Year Built Source: Assessor

Unit Information

Unit 1

Bathrooms-Lower: 1
Bedrooms-Lower: 1

Lot Features

Lot Size (Acres): 0.21
Lot Size (Sq. Ft.): 8,982
Lot Size Source: Assessor
Zoning: R-1

Financial Considerations

Price Per Sq. Ft.: $331.28
Association Fee: $342
Assoc Fee Freq.: Annually
Assessment Year: 2024
City/TownTax: $9,383
City/TownTax Freq: Annually
County Tax: $467
County Tax Freq: Annually
Tax w/Assessment: $417,400
Tax Amount: $9,851
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 3532

Disclosures and Reports

Ownership: Fee Simple
Section: 12
Lot Number: 20

Listed by VYBE Realty, Wendy Slaughter and VYBE Realty, Deborah M Gottwals
Sold by Cummings & Co. Realtors, Jason F. Rubenstein

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code *

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agents

— 4405 Underwood Rd —

Wendy Slaughter

VYBE Realty
Deborah M Gottwals

VYBE Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 4405 Underwood Rd

School District:Baltimore City Public Schools

Name	Grades	Distance
Walter P. Carter Elementary School 820 East 43rd Street, Baltimore, MD 21212	PK-8	0.5 mi
Stadium School 1400 Exeter Hall Avenue, Baltimore, MD 21218	6-8	1.6 mi
Booker T. Washington Middle School 1301 McCulloh Street, Baltimore, MD 21217	6-8	2.9 mi
Reginald F. Lewis High School 6401 Pioneer Drive, Baltimore, MD 21214	9-12	2.7 mi
Frederick Douglass High School, Baltimore, MD 2301 Gwynns Falls Parkway, Baltimore, MD 21217	9-12	3 mi
Paul Laurence Dunbar High School 1400 Orleans Street, Baltimore, MD 21231	9-12	3.4 mi
Augusta Fells Savage Institute Of Visual Arts 1500 Harlem Avenue, Baltimore, MD 21217	9-12	3.6 mi
Vivien T. Thomas Medical Arts Academy 100 North Calhoun Street, Baltimore, MD 21223	9-12	4 mi
Forest Park High School, Baltimore, MD 3701 Eldorado Avenue, Baltimore, MD 21207	9-12	4.1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4405 Underwood Rd

Date

Details

Price

Change

Source

7/22/2025

Sold

$885,000

-3.28%

MLS

6/05/2025

Listed

$915,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

49 Rocky Brook Ct, Windsor Mill, MD 21244 - Photo 1

Just Listed

$301,999

49 Rocky Brook Ct Windsor Mill, MD 21244

Townhouse
Active
Updated 2 days ago

3
Beds
3
Total Baths
1,612
Sq. Ft.

Listed by Samson Properties, Khalid Riaz

7934 Galloping Cir, Windsor Mill, MD 21244 - Photo 1

Just Listed

$450,000

7934 Galloping Cir Windsor Mill, MD 21244

Single Family
Active
Updated 1 day ago

4
Beds
3
Total Baths
2,460
Sq. Ft.

Listed by Keller Williams Realty Centre, James Elbert Nicholson III and Keller Williams Realty Centre, Jonah Levi Taylor

2041 Riding Crop Way, Windsor Mill, MD 21244 - Photo 1

Just Listed

$339,900

2041 Riding Crop Way Windsor Mill, MD 21244

Townhouse
Active
Updated 1 day ago

3
Beds
3
Total Baths
1,680
Sq. Ft.

Listed by Samson Properties, Saul Kloper

1215 Ingleside Ave, Gwynn Oak, MD 21207 - Photo 1

Just Listed

$315,000

1215 Ingleside Ave Gwynn Oak, MD 21207

Single Family
Active
Updated 3 days ago

4
Beds
3
Total Baths
2,598
Sq. Ft.

Listed by Douglas Realty LLC, Francis V Wilbourne

2106 N Rolling Rd, Windsor Mill, MD 21244 - Photo 1

Price Reduced

-$10,000 (-2.86%)

$339,800

2106 N Rolling Rd Windsor Mill, MD 21244

Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
1,288
Sq. Ft.

Listed by Taylor Properties, Ali Raza

7311 Cantwell Rd, Windsor Mill, MD 21244 - Photo 1

Price Reduced

-$18,900 (-5.93%)

$299,900

7311 Cantwell Rd Windsor Mill, MD 21244

Townhouse
Active
Updated 6 days ago

4
Beds
4
Total Baths
1,292
Sq. Ft.

Listed by Taylor Properties, Ali Raza

7530 Haystack Dr, Windsor Mill, MD 21244 - Photo 1

Price Reduced

-$5,000 (-1.15%)

$429,000

7530 Haystack Dr Windsor Mill, MD 21244

Single Family
Active
Updated 6 days ago

4
Beds
3
Total Baths
2,106
Sq. Ft.

Listed by Taylor Properties, Ali Raza

5605 Piedmont Ave, Gwynn Oak, MD 21207 - Photo 1

Price Reduced

-$35,000 (-28%)

$90,000

5605 Piedmont Ave Gwynn Oak, MD 21207

Lots/Land
Active
Updated 4 days ago

0.91
Acres

Listed by Keller Williams Legacy, India E Whitlock

101 E Highfield Rd, Baltimore, MD 21218 - Photo 1

Sold

$879,900

101 E Highfield Rd Baltimore, MD 21218

Single Family
Closed

4
Beds
4
Total Baths
4,447
Sq. Ft.

Listed by Cummings & Co. Realtors, Stuart Kyle Greenwell
Sold by Cummings & Co. Realtors, Gary S Addington

217 Wendover Rd, Baltimore, MD 21218 - Photo 1

Sold

$930,000

217 Wendover Rd Baltimore, MD 21218

Single Family
Closed

5
Beds
4
Total Baths
5,397
Sq. Ft.

Listed by Monument Sotheby's International Realty, P. Kenerick Maher and Monument Sotheby's International Realty, Elizabeth Lloyd Davis-Hebb
Sold by Cummings & Co. Realtors, Michael S Blair

3923 Juniper Rd, Baltimore, MD 21218 - Photo 1

Sold

$905,000

3923 Juniper Rd Baltimore, MD 21218

Single Family
Closed
Updated 10 days ago

8
Beds
7
Total Baths
7,888
Sq. Ft.

Listed by Jay Kramer
Sold by Compass, James M. Baldwin

4901 York Rd, Baltimore, MD 21212 - Photo 1

Sold

$1,007,000

4901 York Rd Baltimore, MD 21212

Apartment
Closed

Listed by Alex Cooper Auctioneers, Inc., Matthew S Cooper
Sold by Alice Stewart

4405 Underwood Road, Baltimore, MD 21218 (MLS# MDBA2169440) is a Single Family property that was sold at $885,000 on July 22, 2025. Want to learn more about 4405 Underwood Road? Do you have questions about finding other Single Family real estate for sale in Baltimore? You can browse all Baltimore real estate or contact a Coldwell Banker agent to request more information.

4405 Underwood Rd Baltimore, MD 21218

Full Property Details for 4405 Underwood Rd

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Parking

Location

School Information

Community

Heating & Cooling

Utilities

Structural Information

Unit Information

Unit 1

Lot Features

Financial Considerations

Disclosures and Reports

Listing agents

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

Schools serving 4405 Underwood Rd

Price & Sales History for 4405 Underwood Rd

Similar Properties near 4405 Underwood Rd

2423 Pickwick Rd Baltimore, MD 21207

3207 Midfield Rd Pikesville, MD 21208

3405 Woodvalley Dr Pikesville, MD 21208

5 Blackridge Ct Baltimore, MD 21228

Just Listed near 4405 Underwood Rd

49 Rocky Brook Ct Windsor Mill, MD 21244

7934 Galloping Cir Windsor Mill, MD 21244

2041 Riding Crop Way Windsor Mill, MD 21244

1215 Ingleside Ave Gwynn Oak, MD 21207

Price Reduced near 4405 Underwood Rd

2106 N Rolling Rd Windsor Mill, MD 21244

7311 Cantwell Rd Windsor Mill, MD 21244

7530 Haystack Dr Windsor Mill, MD 21244

5605 Piedmont Ave Gwynn Oak, MD 21207

Recent Sales near 4405 Underwood Rd

101 E Highfield Rd Baltimore, MD 21218

217 Wendover Rd Baltimore, MD 21218

3923 Juniper Rd Baltimore, MD 21218

4901 York Rd Baltimore, MD 21212