Set along one of Guilford’s most distinguished tree‑lined blocks, 209 E Highfield Road offers the architectural presence and timeless character that define the neighborhood’s 1920s residences. Directly across from Sherwood Gardens, this stately home features 5 bedrooms and 5.5 baths across four beautifully scaled levels, beginning with a main floor enhanced by gleaming hardwood floors, custom millwork and a 2024 custom gourmet kitchen by Sunnyfields including quartz countertops including a custom ILVE range and other top-of-the-line appliances. The first upper level hosts 3 bedrooms, including a luxury primary suite with a custom dressing room and an oversized jetted soaking tub. The second upper level adds 2 additional bedrooms and 2 full baths plus laundry room, ideal for guests or flexible living. The finished 2024 lower level, also by Sunnyfields, includes another full bath to support a variety of uses. Other improvements include a 2024 laundry room with. ew appliances, a 2020 Water Heater and 2020 HVAC system with 3 zones and smart thermostats. Framed by mature landscaping and surrounded by Guilford’s architectural heritage, this residence blends classic craftsmanship with enduring elegance.
Single-familyProperty Type
1925Year Built
0.32 acresLot Size
$336Price/Sq.Ft.
$86/moHOA Dues
2 car garageParking
Listed by Keisha McClain• Hubble Bisbee Christie's International Real Estate
Est. $2,694 per month, based on comparable rentals
Sale and tax history for 209 E Highfield Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDBA2215438
Aug 5, 2026
Sold
$1,485,000
$336/sq ft
Jun 10, 2026
Pending
—
Jun 8, 2026
Listed
$1,485,000
$336/sq ft
May 29, 2026
Coming Soon
$1,485,000
$336/sq ft
BRIGHT MLS #MDBA547914
May 27, 2021
Sold
$945,000
$214/sq ft
Apr 25, 2021
Pending
—
Apr 20, 2021
Listed
$929,000
$210/sq ft
+75
Magnificent five bedroom, five full and one half bath glorious Guilford colonial with two car detached garage, pristinely sited, overlooking Sherwood Gardens. The gracefully appointed and perfect for entertaining floor plan features gorgeous hardwood floors, french doors, custom millwork and has been beautifully updated and meticulously maintained. The welcoming grand foyer leads to a spacious chef's kitchen with granite counters & island with gas cooking, stainless appliances, and a terrific breakfast room. The living room boasts custom built-ins, a wood burning fireplace and french doors open to a beautiful covered stone patio. The Master Suite includes an incredible custom closet/dressing room and adjacent full bath with relaxing oversized jetted tub. Professionally landscaped grounds and gated driveway lead to the two car garage with new door. Some additional improvements include 2020 zoned HVAC, 2020 water heater, upgraded plumbing and electric, Marvin windows, new exterior custom wood shutters. Simply a perfect house and location.
The R-1E Detached Residential Zoning District is intended for neighborhoods of detached dwellings located on lots of at least 9,000 sq ft.
Permitted uses
Include but are not limited to:
Garden center
Housing-Single unit
Housing-Senior
Golf related
Park & open space
Oct 3, 2025 • Final
One and two family combo
Perform interior alterations to finish an unfinished basement using studs at the perimeter walls. Finish an existing bathroom and install a wet bar. No structural work is included.
Addition
Remodel
Feb 1, 2025 • Final
One and two family combo
Perform electrical alterations including the installation of a sub panel, a dryer outlet, and a washer outlet. Install additional outlets and lighting in the laundry room.
Electrical
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.
Property details
Parking
Parking Information
# of Detached Garage Spaces: 2
Garage Features: Garage - Front Entry, Garage Door Opener