Recently Sold Homes in Middletown, MD

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SOLD JUN 24, 2026

ABOUT THIS HOME
Recently Sold Home in Middletown, MD:
Welcome to 2 Lombardy Drive, right in the heart of Middletown’s Woodmere neighborhood—just steps from historic Main Street, where you’ll find charming restaurants, local shops, walking trails, and the community gathering spaces that make this town so special. Schools are just up the street, and everyday life here feels connected, walkable, and easy. Built by Morgan Keller, this beautifully updated 4-level split home offers approximately 1,650 square feet above grade, plus two additional lower levels, providing flexible living space and valuable storage that make the home live larger than expected. Upstairs, the home was originally designed as a three-bedroom layout and has

$499,999 Last sold price

3 beds2 baths2,079 sq ft

2 Lombardy Dr, Middletown, MD 21769

(301) 698-5005

SOLD JUN 1, 20263D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Middletown, MD:
Set on a premier homesite in sought-after historic Middletown, Maryland, this distinguished residence offers nearly 6,800 square feet of refined living. Framed by panoramic mountain views and an exceptional golf course backdrop, the home captures serene vistas of the 15th and 16th fairways to the rear and a dramatic side exposure along the 17th hole, delivering a rare blend of privacy, openness, and resort-inspired elegance. A slate walkway, stacked stone, and curated landscaping lead to a soaring two-story foyer with hardwood floors, detailed molding, plantation shutters, and an elegant chandelier. The home feels refined, welcoming, and thoughtfully designed. The main living spaces balance

$1,225,000 Last sold price

5 beds4.5 baths6,120 sq ft

5 Stone Springs Ln, Middletown, MD 21769

(410) 312-0000

SOLD JUL 21, 20263D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Middletown, MD:
Welcome to 4209 Maryland Court, a stunning retreat nestled in the hills of the Middletown Valley, offering breathtaking views of Maryland National Golf Course and the Catoctin Mountains. Set on a beautifully landscaped 3.15-acre lot, this exceptional residence blends timeless elegance with thoughtful modern upgrades, creating a serene and private setting. Inside, architectural details shine in every room, from gleaming hardwood floors and stately columns to classic moldings and sun-drenched interiors. A grand two-story foyer welcomes you with formal living and dining rooms on either side, setting the tone for the home’s refined design. The heart of the home is the thoughtfully designe

$1,300,000 Last sold price

4 beds5 baths6,808 sq ft

4209 Maryland Ct, Middletown, MD 21769

(240) 680-1515

BOUGHT WITH REDFIN JUN 29, 2026

ABOUT THIS HOME
Recently Sold Home in Middletown, MD:
Beautifully updated townhome in sought after Glenbrook community backing to the Richland Golf club offering serene golf course views and an exceptional setting. Recent improvements include a brand-new architectural shingle roof, fresh paint, new carpet, and a stamped concrete patio. Gleaming solid oak hardwood floors and elegant accent molding highlight the main level, where a designated living room flows into an open-concept layout. The chef’s kitchen features a center island, granite countertops, and stainless steel appliances, seamlessly connecting to the dining area and inviting family room with a gas-burning fireplace and patio access. A convenient half bath completes this level.

$430,000 Last sold price

4 beds3.5 baths2,652 sq ft

110 Stone Springs Ln, Middletown, MD 21769

(240) 680-1515 Redfin Corp

SOLD AUG 17, 2026

ABOUT THIS HOME
Recently Sold Home in Middletown, MD:
Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Freshly painted throughout and spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step inside to discover a grand foyer that sets the tone for the entire home, featuring rich Brazilian Cherry floors that flow seamlessly throughout the formal living and dining rooms on either side of the foyer. As you walk from the foyer straight to the two story family room you’ll be inspired b

$1,200,000 Last sold price

4 beds3.5 baths5,366 sq ft

4311 Saratoga Springs Ct, Middletown, MD 21769

(301) 644-1086

Property at 307 Washington St, Middletown, MD 21769, 5 beds, 3.5 baths

$631,000 Last sold price

5 beds3.5 baths3,288 sq ft

307 Washington St, Middletown, MD 21769

(301) 694-8000

Property at 503 Glenbrook Dr, Middletown, MD 21769, 4 beds, 3.5 baths

$860,000 Last sold price

4 beds3.5 baths4,892 sq ft

503 Glenbrook Dr, Middletown, MD 21769

(301) 983-0200

Property at 502 Stone Springs Ln, Middletown, MD 21769, 4 beds, 3.5 baths

$425,000 Last sold price

4 beds3.5 baths2,652 sq ft

502 Stone Springs Ln, Middletown, MD 21769

(301) 882-8710

Property at 8613 Hollow Rd, Middletown, MD 21769, 5 beds, 3.5 baths

$782,000 Last sold price

5 beds3.5 baths4,452 sq ft

8613 Hollow Rd, Middletown, MD 21769

(301) 694-8000

Property at 1936 Old National Pike, Middletown, MD 21769, 4 beds, 2 baths

$310,000 Last sold price

4 beds2 baths2,824 sq ft

1936 Old National Pike, Middletown, MD 21769

(301) 662-0155

Property at 98 Summers Dr, Middletown, MD 21769, 3 beds, 2.5 baths

$399,999 Last sold price

3 beds2.5 baths2,152 sq ft

98 Summers Dr, Middletown, MD 21769

(301) 365-0664

Property at 304 Washington St, Middletown, MD 21769, 3 beds, 2.5 baths

$428,000 Last sold price

3 beds2.5 baths1,229 sq ft

304 Washington St, Middletown, MD 21769

(301) 698-5005

Property at 208 Main St, Middletown, MD 21769, 4 beds, 2.5 baths

$360,000 Last sold price

4 beds2.5 baths1,616 sq ft

208 Main St, Middletown, MD 21769

(301) 788-2549

Property at 4601 Feldspar Rd, Middletown, MD 21769, 3 beds, 2.5 baths

$490,000 Last sold price

3 beds2.5 baths1,552 sq ft

4601 Feldspar Rd, Middletown, MD 21769

(240) 913-9339

Property at 4432 Valley View Rd, Middletown, MD 21769, 3 beds, 2.5 baths

$462,000 Last sold price

3 beds2.5 baths1,232 sq ft

4432 Valley View Rd, Middletown, MD 21769

(301) 790-1700

Property at 112 Locust Ct, Middletown, MD 21769, 3 beds, 1.5 baths

$411,000 Last sold price

3 beds1.5 baths1,680 sq ft

112 Locust Ct, Middletown, MD 21769

(240) 815-9040

Property at 8914 Gloria Ave, Middletown, MD 21769, 3 beds, 2 baths

$489,900 Last sold price

3 beds2 baths2,040 sq ft

8914 Gloria Ave, Middletown, MD 21769

(301) 695-3020

Property at 213 W Main St, Middletown, MD 21769, 4 beds, 2.5 baths

$435,000 Last sold price

4 beds2.5 baths2,518 sq ft

213 W Main St, Middletown, MD 21769

(301) 365-0664

Property at 3388 Red Oak Ct, Middletown, MD 21769, 4 beds, 3 baths

$700,000 Last sold price

4 beds3 baths2,616 sq ft

3388 Red Oak Ct, Middletown, MD 21769

(240) 440-4371

Property at 106 Prospect St, Middletown, MD 21769, 3 beds, 1.5 baths

$651,000 Last sold price

3 beds1.5 baths1,734 sq ft

106 Prospect St, Middletown, MD 21769

(301) 698-5005 Redfin Corp

Property at 12 Caroline Dr, Middletown, MD 21769, 3 beds, 2.5 baths

$487,500 Last sold price

3 beds2.5 baths1,722 sq ft

12 Caroline Dr, Middletown, MD 21769

(240) 309-6000

Property at 3204 Bidle Rd, Middletown, MD 21769, 2 beds, 1 bath

$260,000 Last sold price

2 beds1 bath1,200 sq ft

3204 Bidle Rd, Middletown, MD 21769

(301) 831-5099

Property at 216 E Main St, Middletown, MD 21769, 5 beds, 5 baths

$810,000 Last sold price

5 beds5 baths3,296 sq ft

216 E Main St, Middletown, MD 21769

Property at 2616 Quebec School Rd, Middletown, MD 21769, 5 beds, 4.5 baths

$890,000 Last sold price

5 beds4.5 baths4,754 sq ft

2616 Quebec School Rd, Middletown, MD 21769

(240) 680-1515

Property at 22 E Green St, Middletown, MD 21769, 3 beds, 2 baths

$530,000 Last sold price

3 beds2 baths1,912 sq ft

22 E Green St, Middletown, MD 21769

(888) 860-7369

Property at 4510 Willow Tree Dr, Middletown, MD 21769, 4 beds, 2.5 baths

$545,000 Last sold price

4 beds2.5 baths2,184 sq ft

4510 Willow Tree Dr, Middletown, MD 21769

(301) 921-4500

Property at 7291 Beechtree Ln, Middletown, MD 21769, 4 beds, 2.5 baths

$490,000 Last sold price

4 beds2.5 baths2,158 sq ft

7291 Beechtree Ln, Middletown, MD 21769

(301) 644-1086

Property at 124 E Main St, Middletown, MD 21769, 3 beds, 2 baths

$585,000 Last sold price

3 beds2 baths2,474 sq ft

124 E Main St, Middletown, MD 21769

(301) 695-3020

Property at 7001 Slate Ct, Middletown, MD 21769, 4 beds, 2.5 baths

$475,000 Last sold price

4 beds2.5 baths1,800 sq ft

7001 Slate Ct, Middletown, MD 21769

(240) 309-6000

Property at 7014 Willow Tree Dr S, Middletown, MD 21769, 4 beds, 2.5 baths

$440,000 Last sold price

4 beds2.5 baths2,560 sq ft

7014 Willow Tree Dr S, Middletown, MD 21769

(240) 309-6000

Property at 16 Linden Blvd, Middletown, MD 21769, 3 beds, 2 baths

$410,900 Last sold price

3 beds2 baths1,684 sq ft

16 Linden Blvd, Middletown, MD 21769

(877) 366-2213

Property at 25 Boileau Ct, Middletown, MD 21769, 3 beds, 3 baths

$354,000 Last sold price

3 beds3 baths1,870 sq ft

25 Boileau Ct, Middletown, MD 21769

(888) 860-7369

Property at 6742 Deer Spring Ln, Middletown, MD 21769, 6 beds, 5.5 baths

$1,200,000 Last sold price

6 beds5.5 baths7,415 sq ft

6742 Deer Spring Ln, Middletown, MD 21769

(301) 644-1086

Property at 4704 Old National Pike Pike, Middletown, MD 21769, 3 beds, 2 baths

$510,000 Last sold price

3 beds2 baths2,150 sq ft

4704 Old National Pike Pike, Middletown, MD 21769

(301) 788-2549

Property at 2700 Poffenberger Rd, Middletown, MD 21769, 4 beds, 3.5 baths

$650,000 Last sold price

4 beds3.5 baths3,374 sq ft

2700 Poffenberger Rd, Middletown, MD 21769

(877) 366-2213

Property at 1629 Dahlgren Rd, Middletown, MD 21769, 3 beds, 1 bath

$322,000 Last sold price

3 beds1 bath1,056 sq ft

1629 Dahlgren Rd, Middletown, MD 21769

(877) 366-2213

Property at 9233 Baltimore National Pike, Middletown, MD 21769, 3 beds, 2 baths

$440,000 Last sold price

3 beds2 baths2,117 sq ft

9233 Baltimore National Pike, Middletown, MD 21769

(443) 499-3839

Property at 9440 Hollow Rd, Middletown, MD 21769, 3 beds, 2 baths

$190,000 Last sold price

3 beds2 baths927 sq ft

9440 Hollow Rd, Middletown, MD 21769

(301) 644-1086

Property at 6735 Burkittsville Rd, Middletown, MD 21769, 5 beds, 3.5 baths

$1,165,000 Last sold price

5 beds3.5 baths4,100 sq ft

6735 Burkittsville Rd, Middletown, MD 21769

(301) 882-8710

Property at 11 Crone Ln, Middletown, MD 21769, 3 beds, 4 baths

$625,000 Last sold price

3 beds4 baths2,649 sq ft

11 Crone Ln, Middletown, MD 21769

(301) 698-5005

Property at 3156 Sumantown Rd, Middletown, MD 21769, 4 beds, 3.5 baths

$852,000 Last sold price

4 beds3.5 baths3,329 sq ft

3156 Sumantown Rd, Middletown, MD 21769

(301) 698-5005

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Recently Sold Homes in Middletown

There are currently 50 recently sold homes for sale in Middletown at a median listing price of $525K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 41 days and receive 1 offers. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 5 homes have been sold in Middletown. In addition to houses in Middletown, there were also 0 condos, 4 townhouses, and 0 multi-family units for sale in Middletown last month. Find your dream home in Middletown using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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