Timeless Sophistication in the Heart of Historic Guilford – 101 E Highfield Road Nestled on one of Guilford’s most storybook blocks, 101 E Highfield Road is a masterclass in classic elegance and modern refinement. This exquisitely maintained 4-bedroom, 3.5-bath Cape Cod blends the romance of historic architecture with luxurious updates that cater to today’s discerning lifestyle. From the moment you arrive, the home’s picturesque curb appeal and manicured landscaping set the tone. Inside, sunlit spaces unfold across gleaming pegged hardwood floors, adorned with original moldings and graceful proportions that make both daily living and entertaining feel effortlessly elevated. The thoughtfully designed main level features a serene primary suite with a spa-inspired en-suite bath and custom built-in closets, offering true first-floor living. An additional bedroom on this level adds flexibility for a guest retreat, home office, or cozy den. At the heart of the home lies a gourmet eat-in kitchen designed to impress. Outfitted with high-end appliances, a deep farmhouse sink, expansive counters, and abundant custom cabinetry, this chef’s haven is bathed in natural light from oversized windows—creating a warm, inviting atmosphere for everything from Sunday brunch to festive dinner parties. The sun-drenched living room, centered around a charming fireplace, seamlessly transitions to a private covered patio through new French doors. Framed by lush landscaping and designed for year-round enjoyment, this enchanting outdoor space is perfect for al fresco dining, peaceful morning coffees, or hosting under the stars. Upstairs, two additional bedrooms share a beautifully updated full bath and are joined by a versatile bonus room—currently serving as an inspiring art and music studio. The space is ideal for creative pursuits, a reading loft, or a playroom. The fully finished lower level extends the home’s functionality, offering a spacious recreation room, sleek new full bath, and an expansive laundry and utility suite. Whether you're envisioning a home gym, media lounge, or second office, this level adapts to your needs with ease. A 2-car attached garage with attic storage, an in-ground sprinkler system, and proximity to iconic Sherwood Gardens and Guilford Gateway Park further elevate this home’s appeal. Located just minutes from Johns Hopkins University, Loyola, and the boutiques and restaurants along Charles Street, this home offers the perfect blend of historic charm and city convenience. Part of the prestigious Guilford Association, this residence is not just a home—it’s a lifestyle. Discover the rare opportunity to own a piece of Baltimore's architectural legacy. Schedule your private tour today.
Single-familyProperty Type
1955Year Built
0.41 acresLot Size
$350Est. Price/Sq.Ft.
2 car garageParking
Listed by Stuart Greenwell• Cummings & Co. Realtors
•410-823-0033 (broker)
•realtor@cummingsrealtors.com (broker)
Bought with Gary Addington• Cummings & Co. Realtors
Classic all brick Cape Cod in a beautiful garden setting on a corner lot in Guilford. This bright & airy, 3 bedroom, 2 full/2 half bath home features pegged wood flooring throughout. The main floor houses a huge living/dining area with a wood-burning fireplace and french doors to the bluestone patio perfect for entertaining; an updated kitchen including plenty of room for an eat-in or a cozy den to lounge with your morning coffee; and the primary suite, perfect for aging in place. This floor is complete with an office/library and a 1/2 bath. Upstairs, you'll find 2 additional large bedrooms, a hall bath, and an unfinished bonus space that could be whatever you imagine. The spacious lower level includes a family room, rec room, laundry room, and a 1/2 bath. Two car garage, and off-street parking in the driveway. This is a peaceful oasis in the heart of the city.
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
—
Baths
3
Stories
1.5
Lot width
—
Lot depth
—
Lot size
0.41 Acres
Year renovated
—
Sq. Ft.
3,397
Year built
1955
Style
Single Family Residential
County
Baltimore City
APN
12 013714 007
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 26, 2026.
R-1-D
Detached Residential District
The R-1D Detached Residential Zoning District is intended for low density neighborhoods of detached dwellings located on lots of at least 14,520 sq ft.
Permitted uses
Include but are not limited to:
Garden center
Housing-Single unit
Housing-Senior
Golf related
Park & open space
Property details
Parking
Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Side Entry, Garage Door Opener
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Asphalt Driveway
Attached Garage, On Street, Driveway
Interior
Bedroom Information
# of Bedrooms On 1st Upper Level: 3
# of Bedrooms On Main Level: 1
Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 3
Interior Information
Appliances: Stainless Steel Appliances
Living Area Sq.Ft. Source: Assessor
Fireplace Information
Has Fireplace
# of Fireplaces: 1
Basement Information
Basement: Yes
Fully Finished
Exterior
Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 1680
Horse: No
Improvement Assessed Value: $612,700
Ownership Interest: Fee Simple
Year Built Source: Assessor
Year Major Reno/Remodel: 2023
Building Information
Construction Materials: Brick
Foundation Details: Other
Other Structures: Above Grade, Below Grade
Roof: Slate
Structure Type: Detached
Pool Information
Community Pool
Lot Information
Tidal Water: No
Land Information
Land Assessed Value: $203,400
Above Grade Information
Finished Sq.Ft.: 2,767
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft.: 1,050
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft.: 630
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
City/Town Tax: $14,940
County Tax: $744
Tax Assessed Value: $715,100
Tax Year: 2024
Tax Annual Amount: $15,685
Assessments Information
Year Assessed: 2025
Utilities
Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Natural Gas
Forced Air
Heating Fuel: Natural Gas
Hot Water: Natural Gas
Sewer Septic: Public Sewer
Water Source: Public
Location
Homeowners Association Information
HOA Website: http://www.guilfordassociation.org/realestate/
HOA Fee: $720.40
HOA Fee Frequency: Annually
School Information
School District Name: BALTIMORE CITY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
In City Limits
Cross Street: St. Paul Street
Directions: S. Charles, to St Paul, to E. Highfield
Location Type: Corner Lot/Unit
Municipality: Baltimore City
Public facts
Beds: —
Baths: 3.0
Sq. Ft.: 3,397
Stories: 1.5
Lot Size: 0.41 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Baltimore City
APN: 12 013714 007
Home facts updated by county records on Aug 26, 2026
Other
Listing Information
Automatically Close on Close Date
Around this home
Schools
Academy For College And Career Exploration
Public 6-12 • Assigned • 1.3mi
3/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
6 days above 103° expected this year, 13 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
4/10 Air Factor
6 unhealthy days expected this year, 7 days in 30 years
Provided by First Street
Historical weather
Baltimore, MD • 21218
Average low and high temperatures (°F)
38
25
43
30
60
41
68
51
74
58
86
68
90
74
84
68
78
64
69
51
58
43
44
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.2 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
9.2 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.13M – $1.37M
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