305 E MAIN ST, Middletown, MD 21769
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305 E MAIN ST, Middletown, MD 21769
305 E MAIN ST, Middletown, MD 21769
305 E MAIN ST, Middletown, MD 21769
305 E MAIN ST, Middletown, MD 21769
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Listed by Bobbi Prescott • RE/MAX Results
$ 650,000
Est. payment /mo
Coming Soon

305 E MAIN ST Middletown, MD 21769

3 Beds

3 Baths

3,000 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 3,000 sqft

Price per Sqft $216

Subdivision Middletown

MLS Listing ID MDFR2088606

Style Colonial

Bedrooms 3

Full Baths 2

Half Baths 1

HOA Y/N N

Abv Grd Liv Area 3,000

Year Built 1913

Available Date 2026-09-08

Annual Tax Amount $7,550

Tax Year 2027

Lot Size 0.599 Acres

Acres 0.6

Property Sub-Type Detached

Source BRIGHT

Property Description

Step into timeless charm without leaving behind today's comforts. This distinctive Painted Lady captures the character, craftsmanship, and gracious proportions that make a home truly memorable, right in the heart of Middletown. Set well back from historic Main Street behind an expansive front lawn, the home has an impressive presence, with a wide wraparound porch inviting you to sit awhile and enjoy the rhythm of small-town living. Located within the sought-after Middletown school district, this is a home that feels a part of the town's story.

Offering over 3,000 finished square feet above grade, the home has been lovingly cared for by the same owners since 1997. Natural light and tall ceilings on every level create a remarkably open and airy feel, while fresh paint complements the beautiful architectural details throughout.

An impressive entry foyer sets the tone with original millwork and wood floors, fireplace mantels, pocket doors, a built-in bookcase, and a distinctive split staircase. Stacked bay windows on separate levels feature diamond-pattern divided-light upper sashes and clear glass below—one of the many details that makes this home so special.

The spacious front living room features custom built-ins, a fireplace, and pocket doors connecting both the foyer and dining room. The large dining room is ready for holidays, celebrations, and everyday dinners, with a side door opening directly onto the wraparound porch.

The updated kitchen blends classic character with modern function, featuring a large center island, wall oven, cooktop, built-in cabinetry, and a charming original pass-through cupboard. A mudroom provides a practical everyday entrance and access to the covered rear porch, while a main-level half bath adds convenience.

Upstairs are three generously sized bedrooms, including a spacious primary suite with a private full bath, plus an additional hall bath. An open loft area provides flexible space for an office, study, reading nook, or sitting area.

The completely remodeled finished third floor adds another exceptional level of living space, with tall ceilings, abundant natural light, a large recreation room, separate den, and laundry area. Use it as an office, studio, exercise space, media room, hobby room, or private retreat. A unique glass-floor feature allows light to pass through and adds an unexpected architectural element.

Outside, there is room to breathe—something increasingly difficult to find right in the heart of town. The large, level property stretches from Main Street to Green Street with access from both streets, offering an expansive front lawn and spacious backyard. A detached one-car garage adds convenience, while eligibility for future subdivision through the Town of Middletown adds another unique dimension.

Additional features include air conditioning, radiator heat, updated electrical, a clean unfinished basement for utility and storage, and eligibility for a one-year home warranty.

Perhaps what makes this home most memorable is simply the feeling of it—the sunlight, tall ceilings, warmth of the wood floors, beautiful architectural details, and the ability to step onto that wonderful wraparound porch and watch Main Street go by. Filled with charm and personality, yet offering the light, space, and functionality for the way we live today, this gracious Painted Lady is ready for its next chapter.

**Showings begin September 8th, not before**

Location

State MD

County Frederick

Zoning R

Rooms

Basement Daylight, Partial

Interior

Interior Features Built-Ins, Combination Dining/Living, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Primary Bath(s), Upgraded Countertops, Wood Floors

Hot Water Electric

Heating Radiator

Cooling Central A/C

Flooring Hardwood

Fireplaces Number 1

Fireplaces Type Corner

Equipment Stainless Steel Appliances, Refrigerator, Cooktop, Oven - Wall, Dishwasher, Disposal, Washer, Dryer

Fireplace Y

Window Features Bay/Bow

Appliance Stainless Steel Appliances, Refrigerator, Cooktop, Oven - Wall, Dishwasher, Disposal, Washer, Dryer

Heat Source Oil

Laundry Upper Floor

Exterior

Exterior Feature Porch(es)

Parking Features Garage - Front Entry

Garage Spaces 7.0

Water Access N

Roof Type Slate

Accessibility None

Porch Porch(es)

Total Parking Spaces 7

Garage Y

Private Pool No

Building

Story 4

Foundation Slab

Above Ground Finished SqFt 3000

Sewer Public Sewer

Water Public

Architectural Style Colonial

Level or Stories 4

Additional Building Above Grade

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 1103130002

Ownership Fee Simple

SqFt Source 3000

Special Listing Condition Standard

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Bright MLS (BMLS)

Nearby Locations

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Name

Phone*

Phone

Message

Message
Susan Robertson

+1(240) 308-0718

susan.robertson.297609@exprealty.com

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305 E MAIN ST