Stunning, quintessential Colonial nestled on a quiet, tree-lined street in the coveted North Roland Park neighborhood—The Orchards—offers a rare blend of privacy and convenience. Tucked away yet within Baltimore City limits, this prime location is walkable to The Bryn Mawr School, Roland Park Country School, and Gilman School, while remaining close to everything. This distinguished, stone-exterior residence features five spacious bedrooms, with the potential for a sixth in the finished lower level, providing exceptional flexibility for guests, a home office, or recreation space. The current owner thoughtfully opened up the kitchen to optimize the main level's flow, creating a seamless connection between living and dining spaces and an ideal layout for both everyday living and entertaining. Set on a flat, generously sized lot, the outdoor space is truly exceptional, boasting a gorgeous yard and recently updated landscaping that enhances both curb appeal and livability. Mature trees and a serene setting create a private, park-like atmosphere in the heart of the city. A rare opportunity to own a timeless Colonial with elevated livability, beautiful outdoor space, and an unbeatable location in one of Baltimore’s most desirable neighborhoods.
Single-familyProperty Type
1937Year Built
0.39 acresLot Size
$278Price/Sq.Ft.
$12/moHOA Dues
Listed by Betsey Winstead• Monument Sotheby's International Realty
•443-708-7074 (broker)
Listed by Katie Cairns• Monument Sotheby's International Realty
•443-708-7074 (broker)
Bought with Annie Balcerzak• AB & Co Realtors, Inc.
Est. $2,479 per month, based on comparable rentals
Sale and tax history for 114 Castlewood Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDBA2216304
Jun 29, 2026
Sold
$1,325,000
$278/sq ft
Jun 7, 2026
Pending
—
Jun 7, 2026
Contingent
—
Jun 5, 2026
Listed
$1,150,000
$242/sq ft
May 23, 2026
Coming Soon
$1,150,000
$242/sq ft
BRIGHT MLS #MDBA552132
Jul 29, 2021
Sold
$973,599
$205/sq ft
Jun 17, 2021
Pending
—
May 28, 2021
Contingent
—
May 25, 2021
Listed
$998,500
$210/sq ft
+57
This extraordinary 5 bedroom, 4 ½ bath stone home is situated on a slightly elevated lot, beautifully framed by two large willow oaks on a tree lined street within walking distance to local private schools. Exquisite taste, attention to detail, and immense pride of ownership shows everywhere, both inside and out. Top of the line updates blend seamlessly with the sought-after details of an older home, including eighteen-inch-thick Butler stone walls, hardwood floors, fluted moldings and 6-panel solid wood doors. The bedrooms are spacious, the common areas are generous, and the transformation of the garage to a family room with a vaulted ceiling is stunning. The full bath off the primary bedroom is a work of art, featuring porcelain tile floor with basket weave inset, glass and tile shower and beautiful bow-front double vanity with black granite top and gorgeous sconces. The renovated kitchen features stainless steel appliances, including a Wolf range and Sub Zero refrigerator/freezer and wine cooler. The floor is black and white tumbled Italian marble, which contrasts beautifully with the polished marble topped island/breakfast bar, white cabinets and honed marble countertops and breakfast bar. Enjoy a view of the large level lawn and extensive gardens from the triple window over the sink. The overall feeling of this home is light, bright, spacious and calming.
Public Records
Mar 30, 1988
Sold
$290,000
$61/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$16,041 (+3.1%)
2025
$15,564 (+4.8%)
2024
$14,845 (+10.5%)
2022
$13,438 (+34.8%)
2021
$9,966 (+3.7%)
2020
$9,613 (+4.4%)
$123,200 + $340,000
$463,200
2019
$9,209 (+0.9%)
2018
$9,126 (−0.5%)
$123,200 + $294,700
$417,900
2017
$9,174 (−5.7%)
2015
$9,725 (−16.3%)
$123,200 + $288,900
$412,100
2013
$11,624
2012
$11,624 (+44.5%)
2011
$8,044 (−43.1%)
2010
$14,129
Public record
Public record
Zoning
Permits
Beds
—
Baths
4.5
Stories
2.5
Lot width
—
Lot depth
—
Lot size
0.39 Acres
Year renovated
—
Sq. Ft.
2,629
Year built
1937
Style
Single Family Residential
County
Baltimore City
APN
27 154843K008
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
Sep 24, 2025 • Active
One and two family combo
Install a new electrical service and a circuit for a car charger.
Electrical
Ev charger
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.