Middletown, MD homes for sale & real estate

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EARLY ACCESSCOMPASS COMING SOON

ABOUT THIS HOME
Middletown, MD Homes for Sale
A little bit of country feel, a lot of usable space, and a location that is increasingly hard to find. Tucked at the end of a cul-de-sac on more than half an acre, this charming 4-bedroom, 2.5-bath cape cod offers a private, tree-lined setting in the sought-after Middletown school district. Inside, the home has been thoughtfully refreshed while retaining the warmth and character that make this style of home so inviting. The updated kitchen features warm wood cabinetry, stainless steel appliances, a farmhouse-style sink, generous storage, and an easy connection to the adjoining living spaces. Fresh paint, carpet, and lighting add to the home’s comfortable, move-in-ready feel. The flexi

$515,000

4 beds3 baths2,458 sq ft

Large deck • Farmhouse-style sink • Updated kitchen

7 Eastern Cir, Middletown, MD 21769

COMING SOONFLOOR PLAN

$1,235,000

5 beds5.5 baths6,827 sq ft

0.39 acre lot • 3 garage spots • Built 2007

1 Wagon Shed Ln, Middletown, MD 21769

(240) 680-1515

$418,000

4 beds3.5 baths2,416 sq ft

$68 HOA • 2 parking spots • Built 2003

5 Bankbarn Cir, Middletown, MD 21769

(240) 815-9040

FLOOR PLAN

ABOUT THIS HOME
Middletown, MD Homes for Sale
Carefully reimagined between 2018 and 2021 with over $1.5M in updates, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showca

$1,050,000

4 beds3.5 baths3,130 sq ft

Farmhouse sink • 0.31 acre lot • 4 parking spots

19 E Main St, Middletown, MD 21769

(301) 698-5005

COMING SOON

ABOUT THIS HOME
Middletown, MD Homes for Sale
Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate

$665,000

4 beds3.5 baths3,822 sq ft

Former model home • Bright kitchen • Spacious corner lot

301 Cone Branch Dr, Middletown, MD 21769

(240) 630-8689

Property at 4492 Jade Ct, Middletown, MD 21769, 4 beds, 2.5 baths

$539,900

4 beds2.5 baths2,200 sq ft

4492 Jade Ct, Middletown, MD 21769

(717) 757-2717

Property at 319 S Church St, Middletown, MD 21769, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,824 sq ft

319 S Church St, Middletown, MD 21769

(443) 499-3839

Property at 7008 Mountain Church Rd, Middletown, MD 21769, 2 beds, 2 baths

$335,000

2 beds2 baths1,200 sq ft

7008 Mountain Church Rd, Middletown, MD 21769

(877) 366-2213

Property at 411 Glenbrook Dr, Middletown, MD 21769, 4 beds, 3.5 baths

$799,900

4 beds3.5 baths4,603 sq ft

411 Glenbrook Dr, Middletown, MD 21769

(301) 695-3020

Property at 718 E Main St, Middletown, MD 21769, 4 beds, 2 baths

$499,900

4 beds2 baths1,862 sq ft

718 E Main St, Middletown, MD 21769

(240) 309-6000

Property at 708 E Main St, Middletown, MD 21769, 4 beds, 2 baths

$475,000

4 beds2 baths2,036 sq ft

708 E Main St, Middletown, MD 21769

(240) 309-6000

Property at 9001 Hollow Rd, Middletown, MD 21769, 4 beds, 3 baths

$499,900

4 beds3 baths1,432 sq ft

9001 Hollow Rd, Middletown, MD 21769

(301) 591-3920

Property at 2748 Bennies Hill Rd, Middletown, MD 21769, 3 beds, 3 baths

$575,000

3 beds3 baths2,451 sq ft

2748 Bennies Hill Rd, Middletown, MD 21769

(301) 694-8000

Property at 5 Dean Ln, Middletown, MD 21769, 4 beds, 4.5 baths

$849,000

4 beds4.5 baths4,497 sq ft

5 Dean Ln, Middletown, MD 21769

(301) 662-8600

Property at 200 Prospect St, Middletown, MD 21769, 5 beds, 3 baths

$699,000

5 beds3 baths3,206 sq ft

200 Prospect St, Middletown, MD 21769

(410) 543-4545

Property at 3150 Bidle Rd, Middletown, MD 21769, 5 beds, 6.5 baths

$1,719,900

5 beds6.5 baths6,026 sq ft

3150 Bidle Rd, Middletown, MD 21769

(301) 945-9010

Property at 7 Derr Ln, Middletown, MD 21769, 3 beds, 2.5 baths

$625,000

3 beds2.5 baths2,208 sq ft

7 Derr Ln, Middletown, MD 21769

(443) 499-3839

Property at 3130 Bidle Rd, Middletown, MD 21769, 4 beds, 3.5 baths

$1,249,900

4 beds3.5 baths3,052 sq ft

3130 Bidle Rd, Middletown, MD 21769

(301) 945-9010

Property at 7453 Heritage Oak Ter, Middletown, MD 21769, 4 beds, 3.5 baths

$1,349,900

4 beds3.5 baths4,413 sq ft

7453 Heritage Oak Ter, Middletown, MD 21769

(301) 945-9010

Property at 9237 Frostown Rd, Middletown, MD 21769, 4 beds, 4.5 baths

$2,500,000

4 beds4.5 baths6,578 sq ft

9237 Frostown Rd, Middletown, MD 21769

(240) 815-9040

Property at 3213 Old National Pike, Middletown, MD 21769, 3 beds, 2.5 baths

$659,000

3 beds2.5 baths1,782 sq ft

3213 Old National Pike, Middletown, MD 21769

(301) 371-4415

Property at Mountain Church Rd, Middletown, MD 21769, 3 beds, 2.5 baths

$924,500

3 beds2.5 baths3,000 sq ft

Mountain Church Rd, Middletown, MD 21769

(301) 695-3020

Property at 8939 Hawbottom Rd, Middletown, MD 21769, 3 beds, 3 baths

$989,000

3 beds3 baths3,236 sq ft

8939 Hawbottom Rd, Middletown, MD 21769

(217) 285-9000

Property at 5901 Cloudberry Ct, Middletown, MD 21769, 4 beds, 3.5 baths

$1,185,000

4 beds3.5 baths3,600 sq ft

5901 Cloudberry Ct, Middletown, MD 21769

(301) 831-5099

Property at Lot 1 E Green St, Middletown, MD 21769

$150,000

Land0.24 acre (lot)

Lot 1 E Green St, Middletown, MD 21769

(301) 698-5005

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Average home prices near Middletown, MD

Cities

Zip Codes

21769 homes for sale
$665,000

Middletown, MD real estate trends

All Home Types trends in Middletown, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$493,502

-21.4% YoY | Jul 2026

1 year
3 year
5 year

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

Location

Data

Jul 2026

Growth

% YoY

Middletown, MD

$493,502

-21.4%

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7 Redfin agents serving Middletown

196

Deals*

4.8

Satisfaction

1194

Homes closed*

* Data from the last year

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