101 East Highfield Road
Description
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...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.
- Listed by Stuart Kyle Greenwell • Cummings & Co. RealtorsP: (202) 550-5848 justaskstu@gmail.com
Property Details for 101 East Highfield Road
Location
Sold By Cummings & Co. Realtors
Building Information for 101 East Highfield Road
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$5,840 per month
30 year fixed, 6.55% Interest
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1Property Information for 101 East Highfield Road
- In City Limits: Yes
- School District Name: BALTIMORE CITY PUBLIC SCHOOLS
- School District County ID: 121137830454
- SchoolDistrictSource: Listing Agent
- County: BALTIMORE CITY
- Water View: No
- Water Access: No
- Water Oriented: No
- Navigable Water: No
- Tidal Water: No
- Riparian Rights Y/N: No
- HOA Name: GUILFORD ASSOCIATION
- HOA Phone: (410) 889-1717
- Property Manager Y/N: No
- Senior Community: No
- Type of Condo: Home Owner Association
- Tax Year: 2024
- Tax Assessed Value: $715,100
- Year Assessed: 2025
- County Tax: $744
- Improvement Assessed Value: $612,700
- City Town Tax: $14,940
- Land Assessed Value: $203,400
- Clean Green Assessed: No
- Land Use Code: R
- Section: 01
- Zoning: R-1-D
- Tax Lot: 007
- School Tax: $0
- Automatically Update Tax Values Y/N: Yes
- # Bedrooms Count Main Level: 1
- # Bathrooms Count Main Level: 2
- # Bathrooms Full Main Level: 1
- # Bathrooms Half Main Level: 1
- # Bedrooms Count All Upper Levels: 3
- # Bathrooms Count All Upper Levels: 2
- # Bathrooms Full All Upper Levels: 2
- # Bedrooms Count Upper Level: 3
- # Bathrooms Count Upper Level: 2
- # Bathrooms Full Upper Level: 2
- Stories: Main, Upper 1
- Year Major Reno Remodel: 2023
- Total Finished SQFT: 3,397.00
- Total Finished SQFT Source: Assessor
- Tax Total Finished SQFT: 3,397.00
- Total SQFT: 4,447.00
- Total SQFT Source: Assessor
- Construction Materials: Brick
- Roof: Slate
- Basement Type: Fully Finished
- Foundation Details: Other
- Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
- # Bathrooms Full: 3
- # Bathrooms Half: 1
- Other Structure: Above Grade, Below Grade
- Lot Size Source: Assessor
- Location Type: Corner Lot/Unit
- Parcel ID: 12950736
- Ground Rent Exists: No
- Type Of Parking: Attached Garage, On Street, Driveway
- Num of Attached Garage Spaces: 2
- Total Garage Spaces: 2
- Parking Features: Asphalt Driveway
- Garage Features: Garage - Side Entry, Garage Door Opener
- Fireplace: Yes
- Fireplaces Count: 1
- Appliances: Stainless Steel Appliances
- Accessibility Features: None
- Spa: No
- Pool: Yes - Community
- Horse: No
- Heating: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Natural Gas
- Heating Type: Forced Air
- Heating Fuel: Natural Gas
- Hot Water: Natural Gas
- Water Source: Public
- Sewer Septic: Public Sewer
- List Agent AOR: Greater Baltimore Board of REALTORS
- List Agent URL: justaskstu.com
Property History for 101 East Highfield Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Aug 15, 2025 | Closed (Public Record) Public Record #1911911423 | $889,900 | +2.3% / yr |
| Aug 15, 2025 | Closed BRIGHT #MDBA2168884 | $889,900 | — |
| Aug 15, 2025 | Closed BRIGHT #MDBA2168884 | $879,900 | — |
| Jul 15, 2025 | Pending BRIGHT #MDBA2168884 | — | |
| Jul 15, 2025 | Active Under Contract BRIGHT #MDBA2168884 | — | |
| Jul 10, 2025 | Listed (Active) BRIGHT #MDBA2168884 | — | |
| Jul 1, 2025 | Active Under Contract BRIGHT #MDBA2168884 | — | |
| Jun 13, 2025 | Price Change BRIGHT #MDBA2168884 | $889,900 | — |
| Jun 1, 2025 | Listed (Active) BRIGHT #MDBA2168884 | $899,900 | — |
| May 14, 2025 | Listed (Active) BRIGHT #MDBA2168884 | $899,900 | — |
| Jul 15, 2022 | Closed (Public Record) Public Record #1502890010 | $830,000 | +4.9% / yr |
| Jul 15, 2022 | Closed BRIGHT #MDBA2046736 | $830,000 | — |
| Jun 11, 2022 | Pending BRIGHT #MDBA2046736 | — | |
| Jun 11, 2022 | Active Under Contract BRIGHT #MDBA2046736 | — | |
| Jun 1, 2022 | Listed (Active) BRIGHT #MDBA2046736 | $795,000 | — |
| Jul 31, 2021 | Expired BRIGHT #MDBA518992 | — | |
| Sep 29, 2020 | Withdrawn BRIGHT #MDBA518992 | — | |
| Sep 18, 2020 | Price Change BRIGHT #MDBA518992 | $745,000 | — |
| Aug 20, 2020 | Listed (Active) BRIGHT #MDBA518992 | $795,000 | — |
| May 31, 2017 | Closed (Public Record) Public Record #598576623 | $650,000 | +1.3% / yr |
| May 31, 2017 | Closed BRIGHT #1001165733 | $650,000 | — |
| Apr 23, 2017 | Pending BRIGHT #1001165733 | — | |
| Mar 20, 2017 | Withdrawn BRIGHT #1008209872 | — | |
| Mar 9, 2017 | Withdrawn BRIGHT #1008209872 | $699,000 | — |
| Mar 9, 2017 | Listed (Active) BRIGHT #1001165733 | $695,000 | — |
| Jul 7, 2016 | Listed (Active) BRIGHT #1008209872 | $725,000 | — |
| Jun 18, 2004 | Closed (Public Record) Public Record #151055780 | $549,000 | — |
| Jun 13, 1997 | Closed BRIGHT #MDBA300084 | $266,500 | — |
| Mar 31, 1997 | Pending BRIGHT #MDBA300084 | — | |
| Mar 15, 1997 | Listed (Active) BRIGHT #MDBA300084 | $295,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 08/15/2025 | Closed (Public Record) Public Record #1911911423 | $889,900 +2.3% / yr |
| 08/15/2025 | Closed BRIGHT #MDBA2168884 | $889,900 |
| 08/15/2025 | Closed BRIGHT #MDBA2168884 | $879,900 |
| 07/15/2025 | Pending BRIGHT #MDBA2168884 | — |
| 07/15/2025 | Active Under Contract BRIGHT #MDBA2168884 | — |
| 07/10/2025 | Listed (Active) BRIGHT #MDBA2168884 | — |
| 07/01/2025 | Active Under Contract BRIGHT #MDBA2168884 | — |
| 06/13/2025 | Price Change BRIGHT #MDBA2168884 | $889,900 |
| 06/01/2025 | Listed (Active) BRIGHT #MDBA2168884 | $899,900 |
| 05/14/2025 | Listed (Active) BRIGHT #MDBA2168884 | $899,900 |
| 07/15/2022 | Closed (Public Record) Public Record #1502890010 | $830,000 +4.9% / yr |
| 07/15/2022 | Closed BRIGHT #MDBA2046736 | $830,000 |
| 06/11/2022 | Pending BRIGHT #MDBA2046736 | — |
| 06/11/2022 | Active Under Contract BRIGHT #MDBA2046736 | — |
| 06/01/2022 | Listed (Active) BRIGHT #MDBA2046736 | $795,000 |
| 07/31/2021 | Expired BRIGHT #MDBA518992 | — |
| 09/29/2020 | Withdrawn BRIGHT #MDBA518992 | — |
| 09/18/2020 | Price Change BRIGHT #MDBA518992 | $745,000 |
| 08/20/2020 | Listed (Active) BRIGHT #MDBA518992 | $795,000 |
| 05/31/2017 | Closed (Public Record) Public Record #598576623 | $650,000 +1.3% / yr |
| 05/31/2017 | Closed BRIGHT #1001165733 | $650,000 |
| 04/23/2017 | Pending BRIGHT #1001165733 | — |
| 03/20/2017 | Withdrawn BRIGHT #1008209872 | — |
| 03/09/2017 | Withdrawn BRIGHT #1008209872 | $699,000 |
| 03/09/2017 | Listed (Active) BRIGHT #1001165733 | $695,000 |
| 07/07/2016 | Listed (Active) BRIGHT #1008209872 | $725,000 |
| 06/18/2004 | Closed (Public Record) Public Record #151055780 | $549,000 |
| 06/13/1997 | Closed BRIGHT #MDBA300084 | $266,500 |
| 03/31/1997 | Pending BRIGHT #MDBA300084 | — |
| 03/15/1997 | Listed (Active) BRIGHT #MDBA300084 | $295,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 101 East Highfield Road
Schools near 101 East Highfield Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 8 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Walter P. Carter Elementary School PublicPK to 8 | ||
Booker T. Washington Middle School Public6 to 8 | ||
Reginald F. Lewis High School Public9 to 12 | ||
Paul Laurence Dunbar High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Neighborhood Map and Transit
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Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 101 East Highfield Road, Baltimore, MD 21218 | $879,900 | 4 | 4 | 3,397 | 17,854 |
$1,500,000 | 6 | 6 | 6,445 | 17,864 | |
$1,123,600 | 7 | 5 | 4,716 | 15,800 | |
$449,000 | 5 | 4 | – | 13,448 | |
$250,000 | – | – | – | 18,164 | |
$319,000 | – | 4 | 3,901 | – | |
$1,475,000 | 6 | 6 | 5,224 | 13,852 | |
$839,900 | 8 | 8 | – | 31,243 | |
$1,786,500 | 7 | 8 | 7,676 | 26,400 | |
$495,000 | 5 | 4 | – | 17,888 | |
– | – | 2.5 | 3,152 | 14,723 | |
$610,000 | 6 | 5 | 4,044 | 12,894 | |
$1,300,000 | 10 | 8 | 10,134 | 33,977 | |
$750,000 | 5 | 5 | 3,570 | 21,693 | |
$683,000 | 5 | 4 | 4,408 | 14,331 | |
$1,150,000 | 8 | 7 | – | 33,977 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Cummings & Co. Realtors
© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 08/28/2025 06:22 PM