Guilford, MD homes for sale & real estate

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OPEN TODAY, 12PM TO 2PM

101 E Highfield Rd, Baltimore, MD 21218
101 E Highfield Rd, Baltimore, MD 21218
101 E Highfield Rd, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
PHOTOS TO COME> Welcome to 101 E Highfield Ave – Classic Elegance in the Heart of Historic Guilford! Discover timeless charm and refined living in this beautifully maintained Cape Cod situated on one of Guilford’s most picturesque blocks. This inviting 4 bedroom, 3.5 bath home blends historic architectural details with tasteful updates, offering the perfect balance of character, comfort, and modern convenience. Step inside to find sun-drenched spaces, gleaming hardwood pegged flooring throughout, original moldings, and a gracious layout ideal for both everyday living and entertaining. The main floor boasts a private en-suite primary bedroom, offering convenience and relaxati

$899,900

4 beds3.5 baths3,397 sq ft

101 E Highfield Rd, Baltimore, MD 21218

0.41 acre lot • $60 HOA • 2 garage spots

(410) 823-0033

COMING SOON

4405 Underwood Rd, Baltimore, MD 21218
4405 Underwood Rd, Baltimore, MD 21218
4405 Underwood Rd, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
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, pro

$915,000

5 beds4.5 baths3,962 sq ft

4405 Underwood Rd, Baltimore, MD 21218

8,982 sq ft lot • $29 HOA • Garage

(410) 730-2200

COMING SOON

3907 Juniper Rd, Baltimore, MD 21218
3907 Juniper Rd, Baltimore, MD 21218
3907 Juniper Rd, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
Timeless Elegance in Guilford – Classic All-Brick Colonial. Step into this beautifully maintained five bedroom, three and a half bath Colonial home nestled in the heart of Guilford. This all-brick gem exudes historic charm with an abundance of original details, complemented by thoughtful modern updates. From the moment you arrive, the lush, manicured landscaping sets the tone for what lies ahead. Enter through stunning wooden double doors into a welcoming vestibule that opens to a grand foyer, highlighted by a dramatic curved staircase and ceilings over 9 feet tall. The main level features gleaming refinished hardwood floors throughout. A spacious living room offers a cozy gas firepla

$879,500

5 beds3.5 baths2,836 sq ft

3907 Juniper Rd, Baltimore, MD 21218

0.24 acre lot • $35 HOA • Garage

(443) 708-7074

OPEN TODAY, 11AM TO 1PM

3809 Juniper Rd, Baltimore, MD 21218
3809 Juniper Rd, Baltimore, MD 21218
3809 Juniper Rd, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
Welcome to this charming 4-bedroom, 3 full and 2 half bath home in the highly sought-after neighborhood of Guilford. Newly refinished hardwood floors and fresh paint throughout. A double-sided fireplace connects the inviting living room and sunroom, creating an open atmosphere. Take your pick, with two potential primary bedrooms, one with private access to a balcony overlooking the backyard-ideal for enjoying your morning coffee. Perfect for raising a family, this property features a fenced-in backyard, detached two-car garage, and timeless architectural details throughout. The home offers spacious living areas with incredible potential. Bring your own vision and make this classic beauty tr

$675,000

4 beds4 baths2,570 sq ft

3809 Juniper Rd, Baltimore, MD 21218

9,030 sq ft lot • 2 garage spots • Very walkable

(410) 833-5400

4404 Eastway, Baltimore, MD 21218
4404 Eastway, Baltimore, MD 21218
4404 Eastway, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
After a long day, you get to pull up to 4404 Eastway. Here’s what’s waiting for you: a stately Tudor tucked along one of Guilford’s most beautiful blocks, the canopy of mature trees overhead, and the timeless charm of Baltimore’s historic architecture welcoming you home. The interior has been freshly painted, showcasing original hardwood floors, classic details, and a layout designed for comfort and entertaining. The gracious living room with a wood-burning fireplace flows into a sunny dining room perfect for your next dinner party. At the same time, the stylish kitchen features upgraded finishes and room to gather. Just off the kitchen, a cozy den and screened porch

$595,000

3 beds3.5 baths2,047 sq ft

4404 Eastway, Baltimore, MD 21218

8,572 sq ft lot • $28 HOA • Garage

(410) 823-0033

Property at 7 E 39th St, Baltimore, MD 21218, 5 beds, 4 baths

$599,900

5 beds4 baths3,083 sq ft

7 E 39th St, Baltimore, MD 21218

(410) 312-0000

Property at 3703 N Charles St, Baltimore, MD 21218, 6 beds, 4.5 baths

$1,500,000

6 beds4.5 baths6,230 sq ft

3703 N Charles St, Baltimore, MD 21218

(410) 886-7342

Property at 3 Whitfield Rd, Baltimore, MD 21210, 5 beds, 5.5 baths

$1,899,000

5 beds5.5 baths5,494 sq ft

3 Whitfield Rd, Baltimore, MD 21210

(443) 708-7074

Property at 203 Saint Martins Rd, Baltimore, MD 21218, 6 beds, 4.5 baths

$1,199,999

6 beds4.5 baths3,640 sq ft

203 Saint Martins Rd, Baltimore, MD 21218

(410) 823-0033

Property at 4409 N Charles St, Baltimore, MD 21218, 5 beds, 4.5 baths

$879,000

5 beds4.5 baths3,369 sq ft

4409 N Charles St, Baltimore, MD 21218

(410) 823-2323

Property at 3604 Greenmount Ave, Baltimore, MD 21218, 5 beds, 3 baths

$369,900

5 beds3 baths1,962 sq ft

3604 Greenmount Ave, Baltimore, MD 21218

(410) 255-3690

Property at 217 Wendover Rd, Baltimore, MD 21218, 5 beds, 3.5 baths

$1,100,000

5 beds3.5 baths4,242 sq ft

217 Wendover Rd, Baltimore, MD 21218

(443) 708-7074

Property at 4102 Greenway, Baltimore, MD 21218, 7 beds, 7 baths

$1,975,000

7 beds7 baths7,676 sq ft

4102 Greenway, Baltimore, MD 21218

(443) 906-3840

Property at 24 Whitfield Rd, Baltimore, MD 21210, 5 beds, 5 baths

$2,350,000

5 beds5 baths5,689 sq ft

24 Whitfield Rd, Baltimore, MD 21210

(410) 321-1411

Property at 4332 N Charles St, Baltimore, MD 21218, 7 beds, 4.5 baths

$1,250,000

7 beds4.5 baths6,430 sq ft

4332 N Charles St, Baltimore, MD 21218

(410) 525-5435

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546 W University Pkwy, Baltimore, MD 21210
546 W University Pkwy, Baltimore, MD 21210
546 W University Pkwy, Baltimore, MD 21210
ABOUT THIS HOME
Guilford, MD Homes for Sale
Charming 4 bedroom 2 bath interior brick townhome with covered front porch and 1 car detached garage in Roland Park. Hardwood flooring throughout main level living room with fireplace and mantel, dining room and kitchen with granite countertops and gas stove. Carpet in all bedrooms and finished lower level. Three bedrooms and 1 bath on 1st upper level and 1 bedroom on top level. Lower level has family / rec room, 1 full bath and laundry room. Lovely serene backyard with paved patio area and lots of greenery. Conveniently located to shopping, restaurants, entertainment, Johns Hopkins University and major thoroughfares. Must see this beautifully landscaped home!!!

$499,900

4 beds2 baths2,686 sq ft

546 W University Pkwy, Baltimore, MD 21210

Garage • Very walkable

NEW 15 HRS AGO

3521 Old York Rd, Baltimore, MD 21218
3521 Old York Rd, Baltimore, MD 21218
3521 Old York Rd, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
Investor special in Waverly! Interior rowhouse that was previously completely renovated in 2009. 3 bedrooms and 1 full bath on the upper level. Traditional main level with open living space, dining room and kitchen. Fully finished lower level with living area, 4th bedroom, 2nd full bathroom and laundry. Light to medium renovation needed to bring this one back to its glory. Property is occupied and there is no interior access at this time. This property is being sold subject to the current occupant. Renovated comps in the 265-290K range. House directly behind this just sold for 293K in January. Sold as is.

$139,900

4 beds2 baths1,660 sq ft

3521 Old York Rd, Baltimore, MD 21218

1,350 sq ft lot • Walker's paradise

(410) 484-0004

COMING SOON

4407 Sedgwick Rd, Baltimore, MD 21210
ABOUT THIS HOME
Guilford, MD Homes for Sale
Located in the highly desirable Keswick neighborhood and within the coveted Roland Park school district, this beautifully maintained 3-bedroom, 2 full and 2 half bath brick colonial blends timeless architecture with thoughtful updates throughout. A gracious foyer welcomes you into the home, where original hardwood floors and a soft, neutral palette create a warm and inviting atmosphere. The spacious living room features a classic fireplace with mantel and flows seamlessly into an open-concept dining room, just off the updated kitchen. The kitchen boasts a stylish two-tone cabinet design, granite countertops, and stainless steel appliances—perfect for everyday living and entertaining.

$585,000

3 beds3 baths2,163 sq ft

4407 Sedgwick Rd, Baltimore, MD 21210

5,519 sq ft lot • Garage • Somewhat walkable

(443) 318-8800

4100 N Charles St #203, Baltimore, MD 21218
4100 N Charles St #203, Baltimore, MD 21218
4100 N Charles St #203, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
“The ultimate luxury is being able to relax and enjoy your home. ” -- J. Lincoln. Meticulously maintained 2-bedroom condo in the Winthrop House, one of the most highly regarded buildings in the area. Impressive kitchen, stylish bathrooms and beautiful wood floors throughout. Washer and dryer in unit. Deeded parking space that includes 3 storage cabinets, ideally located in the garage. Full service building that features a pool, sauna, fitness center, party room, lending library and guest rental suites. Conveniently located near Johns Hopkins University, Union Memorial Hospital, Baltimore Museum of Art, The Rotunda, Penn Station, shops and restaurants. Monthly condo fee includes

$317,000

2 beds2 baths1,417 sq ft

4100 N Charles St #203, Baltimore, MD 21218

$1,208 HOA • Garage • Community pool

(443) 708-7074

405 Calvin Ave, Baltimore, MD 21218
405 Calvin Ave, Baltimore, MD 21218
405 Calvin Ave, Baltimore, MD 21218
ABOUT THIS HOME
Guilford, MD Homes for Sale
Storybook Victorian porch front home with picket fence. This one is all ready for you. Priced below $300,000 for this lovely detached 3 bedroom/2 full baths. Ideal home for multi generational needs. Main level bedroom suite. Formal living room with built-ins, formal dining room, recently renovated kitchen of white cabinets, stacked washer/dryer, quartz counter tops and stainless appliances. Second level offers two bedrooms centered full bathroom with bonus room that could be used as home office. Lower level houses brand new HVAC and electric water heater. This home is freshly painted one of the fulls baths is newly renovated. Exterior Freshly painted, new picket fencing and freshly poured p

$299,999

3 beds2 baths1,535 sq ft

405 Calvin Ave, Baltimore, MD 21218

2,250 sq ft lot • Walker's paradise

(410) 823-0033

4417 Old York Rd, Baltimore, MD 21212
4417 Old York Rd, Baltimore, MD 21212
4417 Old York Rd, Baltimore, MD 21212
ABOUT THIS HOME
Guilford, MD Homes for Sale
Charming Home with Endless Potential - this 3 Bed, 2 Bath rowhome is centrally located in the Wilson Park neighborhood, a community known for its diverse range of architectural styles, offering a unique blend of character and charm in a convenient location off the York Road corridor. This home is brimming with possibilities for the right buyer to make it their own. Featuring 3 bedrooms, two full bathrooms, and a range of functional and unique amenities. The basement includes a partially finished family room, a bathroom with a bathtub, and a dedicated laundry room. A subterranean garage with an updated garage door adds convenience, while updated windows enhance energy efficiency and curb ap

$119,000

3 beds2 baths1,356 sq ft

4417 Old York Rd, Baltimore, MD 21212

1,964 sq ft lot • Very walkable

(410) 515-2000

Property at 216 Homewood Ter, Baltimore, MD 21218, 5 beds, 2 baths

$485,000

5 beds2 baths1,976 sq ft

216 Homewood Ter, Baltimore, MD 21218

(301) 519-8100

Property at 3618 Keswick Rd, Baltimore, MD 21211, 3 beds, 1 bath

$249,900

3 beds1 bath1,296 sq ft

3618 Keswick Rd, Baltimore, MD 21211

(410) 679-8336

Property at 4000 N Charles St #905, Baltimore, MD 21218, 1 bed, 1 bath

$170,000

1 bed1 bath830 sq ft

4000 N Charles St #905, Baltimore, MD 21218

(888) 860-7369

Property at 4000 N Charles St #1609, Baltimore, MD 21218, 2 beds, 2 baths

$159,900

2 beds2 baths1,170 sq ft

4000 N Charles St #1609, Baltimore, MD 21218

(410) 547-1116

Property at 4000 N Charles St #1010, Baltimore, MD 21218, 2 beds, 2 baths

$275,000

2 beds2 baths1,189 sq ft

4000 N Charles St #1010, Baltimore, MD 21218

(443) 708-7074

Property at 4100 N Charles St #301, Baltimore, MD 21218, 3 beds, 2 baths

$659,000

3 beds2 baths1,890 sq ft

4100 N Charles St #301, Baltimore, MD 21218

(866) 719-1907

Property at 1 E University Pkwy #507, Baltimore, MD 21218, 1 bed, 1 bath

$115,000

1 bed1 bath555 sq ft

1 E University Pkwy #507, Baltimore, MD 21218

(410) 886-7342

Property at 406 E Cold Spring Ln, Baltimore, MD 21212, 4 beds, 2 baths

$285,000

4 beds2 baths1,694 sq ft

406 E Cold Spring Ln, Baltimore, MD 21212

(301) 797-2300

Property at 3601 Greenway Unit P 1047, Baltimore, MD 21218

$10,000

— beds— baths165 sq ft

3601 Greenway Unit P 1047, Baltimore, MD 21218

(410) 488-3124

Property at 4702 Kernwood Ave, Baltimore, MD 21212, 4 beds, 1 bath

$175,000

4 beds1 bath1,376 sq ft

4702 Kernwood Ave, Baltimore, MD 21212

(443) 573-9200

Property at 203 Westway, Baltimore, MD 21212, 6 beds, 4.5 baths

$850,000

6 beds4.5 baths6,674 sq ft

203 Westway, Baltimore, MD 21212

(410) 828-4838

Property at 1 E University Pkwy #1502, Baltimore, MD 21218, 2 beds, 1.5 baths

$169,990

2 beds1.5 baths933 sq ft

1 E University Pkwy #1502, Baltimore, MD 21218

(410) 235-9500

Property at 517 E 38th St, Baltimore, MD 21218, 3 beds, 2 baths

$104,000

3 beds2 baths1,328 sq ft

517 E 38th St, Baltimore, MD 21218

(410) 963-6631

Property at 3704 N Charles St #403, Baltimore, MD 21218, 2 beds, 2.5 baths

$580,000

2 beds2.5 baths1,760 sq ft

3704 N Charles St #403, Baltimore, MD 21218

(301) 304-8444

Average home prices near Guilford, MD

Cities

Neighborhoods

Hampden homes for sale
$330,000
Homeland homes for sale
$749,900
Reservoir Hill homes for sale
$339,900
Rodgers Forge homes for sale
Lauraville homes for sale
$349,000
Charles Village homes for sale
$375,000
Bolton Hill homes for sale
$550,000
Roland Park homes for sale
$637,450
Mount Washington homes for sale
$465,000
Remington homes for sale
$293,450

Guilford, MD real estate trends

All Home Types trends in Guilford, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$840,000

-37.7% YoY | Apr 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Apr 2025

Growth

% YoY

Guilford, MD

$840,000

-37.7%

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