Leave a Message

Thank you for your message. I will be in touch with you shortly.

19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
19 E MAIN STREET
VIEW PHOTOS
$1,150,000

19 E MAIN STREET

4 Beds 4 Baths 3,130 Sq.Ft. 0.31 Acres

Description

Carefully reimagined between 2018 and 2021, 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 showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout.

At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home's historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, integrated storage, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining.

The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light.

Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces marble countertops, statement lighting, and additional storage.

The finished attic was transformed into a truly unique owner's retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room.

Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout.

Stretching from Main Street to West Green Street, the property also includes a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown.

Located on one of Maryland's historic designated Main Streets, just steps from Middletown's restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Owned by only three families in 100+ years, this one-of-a-kind home blends history, luxury, & craftsmanship.

Share Property

Location

19 E MAIN STREET, MIDDLETOWN, MD 21769

Status

For Sale
Bobbi Prescott

Bobbi Prescott

TITLE

Associate Broker • Team Leader • GRI

Property Amenities

Interior
Laundry room Upper Level
Fireplace Wood Burning
Appliances Oven, Gas Water Heater, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater
Flooring Wood
Total Bedrooms: 4
Half Bathrooms: 1
Full Bathrooms: 3
Other Interior Features Bar, Kitchen Island, Recessed Lighting, Sound System, Walk-In Closet(s), High Ceilings, Beamed Ceilings, Built-in Features, Open Floorplan, Soaking Tub
Area & Lot
Total area 4,209 Sq.Ft.
Lot Area 0.31 Acres
Living area 3,130 Sq.Ft.
MLS® ID MDFR2082574
Year Built 1910
School District FREDERICK COUNTY PUBLIC SCHOOLS
High School MIDDLETOWN
Middle School MIDDLETOWN
Elementary School MIDDLETOWN
View Description City,Scenic
Architecture Styles Colonial
Type Residential
Status For Sale
Exterior
Stories 3
Pool None
Air conditioning Central Air, Electric
Heat type Exhaust Fan, Electric, Propane, Radiant, Zoned, Heat Pump
Water Source Public
Sewer Public Sewer
Other Exterior Features Balcony, Lighting
Parking Asphalt, Driveway
Roof Metal
Finance
Sales Price $1,150,000
Real Estate Tax $8,777 yearly

360 Virtual Tour

Take a tour of this property
image

Schedule a Showing

I would love to show you this beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Schedule a Showing

I would love to show you this beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Thank you for your interest in 19 E MAIN STREET, MIDDLETOWN, MD 21769. We are reviewing your request and will be in touch shortly!

Mortgage Calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

All estimates are provided for informational purposes only. Actual amounts may vary.
$0,000 Your Payment 20 15 65
$0,000 Your Payment

Middletown

Work With

Whether you're buying your first home, selling your current one, or searching for the perfect upgrade, Bobbi offers personalized strategy and trusted support to help you move with confidence.