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MLS: #MDFR2084304, Listed By: Bobbi Prescott, RE/MAX Results, Source:Bright MLS

106 Prospect Street

MIDDLETOWN, MD 21769
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Bed 3

Bed

Bath 2

Bath

SqFt1,734

Sqft

Acres0.41

Acre(Lot)

Some homes simply have a soul—and this beautifully preserved 1920's Craftsman bungalow is one of them. Situated on a rare lot and a half in the heart of historic Middletown, this contributing home to both the National and Frederick Historic Registers has been lovingly cared for by just two families throughout its history. From the moment you arrive, you’ll notice the timeless character that sets this home apart. Tall original windows frame mature trees, gardens, and changing seasonal views from nearly every room, filling the home with natural light and creating a peaceful connection to the outdoors. Original wood floors, handcrafted trim work, pocket doors, custom storm windows, and historic architectural details blend seamlessly with thoughtful modern updates. The sellers have always app reciated the home’s solid clay block construction, which provides a remarkably quiet, comfortable feel and exceptional insulation rarely found in homes of this era. At the heart of the home is a beautifully renovated kitchen that has served as the gathering place for everything from weeknight dinners to holiday celebrations. A spacious island welcomes family and friends, while the thoughtful layout offers the perfect balance of openness and functionality. Upstairs, generously sized bedrooms, second-floor laundry, and an updated bath provide modern convenience while honoring the home’s historic roots. Outside, the property unfolds into a collection of extraordinary outdoor living spaces. Enjoy sunrise views from the backyard, summer sunsets from the welcoming front porch, abundant gardens, mature trees, a kitchen garden, and a private backyard retreat complete with a pergola and gas firepit. Every outdoor space offers its own unique experience, creating a rare sense of privacy and connection to nature in the heart of town. Major improvements include a renovated kitchen and baths, NTI combi-boiler, roof, insulation, updated electrical, propane installation, custom storm windows, and asbestos remediation. Perhaps most special of all are the home’s original handcrafted windows and custom-built storm windows—an increasingly rare treasure that has been lovingly maintained and thoughtfully restored. Throughout their stewardship, the sellers viewed themselves less as owners and more as caretakers of something truly special, dedicated to preserving the integrity and craftsmanship the original builders intended. The result is a home that honors its past while offering the comfort, beauty, and functionality today’s buyers desire. A rare opportunity to own a piece of Middletown history—where historic craftsmanship, thoughtful updates, beautiful gardens, and small-town charm come together to create something truly exceptional. Showings to begin August 1st, not before.

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Detail Ic Property Details

Property Type : Residential

Price : $495,000

AD Id : 88162901

MLS Id : MDFR2084304

Beds : 3

Lot Size : 0.41 Acre

Living Area Size : 1,734

Year Built : 1920

Garage : 1

County : FREDERICK

Subdivision: Middletown

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Has Basement: Yes Basement: Daylight, Partial
  • Flooring Information

    Wood
  • Roofing Information

    Shingle
  • Interior Features

    Kitchen Island, Open Floorplan Roof: Shingle Appliances: Cooktop, Gas Water Heater, Refrigerator, Dishwasher Laundry Features: Upper Level Window Features: Storm Window(s)
  • Heating & Cooling

    Has Heating: Yes Heating: Propane, Radiant Has Cooling: Yes Cooling: Central Air, Electric

  • Building Information

    Year Built: 1920 Building Area Total: 2574 Construction Materials: Stucco Patio And Porch Features: Patio, Porch Pool Features: None Private Pool: No View: Scenic

  • Lot Information

    Lot Size Acres: 0.41 Lot Size Source: Assessor Lot Size Square Feet: 18000 Lot Description: Back Yard

    Property Information

    Subdivision: MIDDLETOWN Source Property Type: Residential Postal Code Plus 4: 7923 Property SubType: Single Family Residence Property Age: 106

  • Listing Price Information

    Listing Price: $495000

  • Tax Information

    Parcel Number: 1103148238 Tax Year: 2025 Annual Tax: $5352

  • Parking Information

    Parking Total: 5 Garage, Driveway, Detached

    Garage Information

    Has Garage: Yes Garage Space: 1

  • School Information

    Elementary School: MIDDLETOWN
    Junior High School: MIDDLETOWN
    Senior High School: MIDDLETOWN
  • Location Information

    Direction: Main Street to Prospect. Home on the LEFT. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Mountain Church Road, Middletown, MD, 21769 $924,500 3 3 3,000 3,000 SqFt
7430 Dogwood Lane, Middletown, MD, 21769 $1,395,000 5 5 5,695 5,695 SqFt
8939 Hawbottom Road, Middletown, MD, 21769 $989,000 3 3 3,236 3,236 SqFt
7 Derr Lane, Middletown, MD, 21769 $650,000 3 3 2,208 2,208 SqFt
2 Derr Lane, Middletown, MD, 21769 $555,000 3 3 2,279 2,279 SqFt
4 Lamar Lane, Middletown, MD, 21769 $489,900 2 2 1,359 1,359 SqFt
708 E Main Street, Middletown, MD, 21769 $499,000 4 2 2,036 2,036 SqFt
5901 Cloudberry Court, Middletown, MD, 21769 $1,185,000 4 4 3,600 3,600 SqFt
124 E Main Street, Middletown, MD, 21769 $585,000 3 2 2,474 2,474 SqFt
33 E Main Street, Middletown, MD, 21769 $375,000 6 4 3,034 3,034 SqFt

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ByOwner last updated this listing 07/23/2026 @ 05:21

MLS: MDFR2084304 LISTED BY: Bobbi Prescott, RE/MAX Results 301-698-5005 SOURCE: Bright MLS

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