19 E MAIN ST, Middletown, MD 21769
19 E MAIN ST, Middletown, MD 21769
19 E MAIN ST, Middletown, MD 21769
131
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Listed by Bobbi Prescott • RE/MAX Results
$1,150,000
Est. payment /mo
4 Beds
4 Baths
3,130 SqFt
Coming Soon

19 E MAIN ST Middletown, MD 21769

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Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 3,130 sqft

Price per Sqft $367

Subdivision Middletown Valley

MLS Listing ID MDFR2082574

Style Colonial

Bedrooms 4

Full Baths 3

Half Baths 1

HOA Y/N N

Abv Grd Liv Area 3,130

Year Built 1910

Available Date 2026-05-28

Annual Tax Amount $8,777

Tax Year 2025

Lot Size 0.305 Acres

Acres 0.31

Property Sub-Type Detached

Source BRIGHT

Property 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.

Location

State MD

County Frederick

Zoning R

Rooms

Basement Unfinished

Interior

Interior Features Bar, Bathroom - Soaking Tub, Built-Ins, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Island, Laundry Chute, Primary Bath(s), Recessed Lighting, Sound System, Upgraded Countertops, Walk-in Closet(s), Wood Floors

Hot Water Propane

Heating Heat Pump - Gas BackUp, Radiant, Zoned

Cooling Central A/C

Flooring Wood, Tile/Brick

Fireplaces Number 1

Fireplaces Type Wood

Equipment Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Wall, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater

Fireplace Y

Window Features Vinyl Clad

Appliance Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Wall, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater

Heat Source Electric, Propane - Owned

Laundry Upper Floor

Exterior

Exterior Feature Balcony, Patio(s), Porch(es), Roof

Garage Spaces 4.0

Water Access N

View City, Scenic Vista

Roof Type Metal

Accessibility None

Porch Balcony, Patio(s), Porch(es), Roof

Total Parking Spaces 4

Garage N

Building

Lot Description Additional Lot(s)

Story 4

Foundation Slab

Above Ground Finished SqFt 3130

Sewer Public Sewer

Water Public

Architectural Style Colonial

Level or Stories 4

Additional Building Above Grade, Below Grade

Structure Type Beamed Ceilings,9'+ Ceilings

New Construction N

Schools

Elementary Schools Middletown

Middle Schools Middletown

High Schools Middletown

School District Frederick County Public Schools

Others

Senior Community No

Tax ID 1103150526

Ownership Fee Simple

SqFt Source 3130

Special Listing Condition Standard

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19 E MAIN ST