Skip to main content
106 Prospect Street photo 1
coming soonNew — 0d on market
93 photos
1 / 93
106 Prospect Street photo 2
2 / 93
106 Prospect Street photo 3
3 / 93
106 Prospect Street photo 4
4 / 93
106 Prospect Street photo 5
5 / 93
106 Prospect Street photo 6
6 / 93
106 Prospect Street photo 7
7 / 93
106 Prospect Street photo 8
8 / 93
106 Prospect Street photo 9
9 / 93
106 Prospect Street photo 10
10 / 93
106 Prospect Street photo 11
11 / 93
106 Prospect Street photo 12
12 / 93
106 Prospect Street photo 13
13 / 93
106 Prospect Street photo 14
14 / 93
106 Prospect Street photo 15
15 / 93
106 Prospect Street photo 16
16 / 93
106 Prospect Street photo 17
17 / 93
106 Prospect Street photo 18
18 / 93
106 Prospect Street photo 19
19 / 93
106 Prospect Street photo 20
20 / 93
106 Prospect Street photo 21
21 / 93
106 Prospect Street photo 22
22 / 93
106 Prospect Street photo 23
23 / 93
106 Prospect Street photo 24
24 / 93
106 Prospect Street photo 25
25 / 93
106 Prospect Street photo 26
26 / 93
106 Prospect Street photo 27
27 / 93
106 Prospect Street photo 28
28 / 93
106 Prospect Street photo 29
29 / 93
106 Prospect Street photo 30
30 / 93
106 Prospect Street photo 31
31 / 93
106 Prospect Street photo 32
32 / 93
106 Prospect Street photo 33
33 / 93
106 Prospect Street photo 34
34 / 93
106 Prospect Street photo 35
35 / 93
106 Prospect Street photo 36
36 / 93
106 Prospect Street photo 37
37 / 93
106 Prospect Street photo 38
38 / 93
106 Prospect Street photo 39
39 / 93
106 Prospect Street photo 40
40 / 93
106 Prospect Street photo 41
41 / 93
106 Prospect Street photo 42
42 / 93
106 Prospect Street photo 43
43 / 93
106 Prospect Street photo 44
44 / 93
106 Prospect Street photo 45
45 / 93
106 Prospect Street photo 46
46 / 93
106 Prospect Street photo 47
47 / 93
106 Prospect Street photo 48
48 / 93
106 Prospect Street photo 49
49 / 93
106 Prospect Street photo 50
50 / 93
106 Prospect Street photo 51
51 / 93
106 Prospect Street photo 52
52 / 93
106 Prospect Street photo 53
53 / 93
106 Prospect Street photo 54
54 / 93
106 Prospect Street photo 55
55 / 93
106 Prospect Street photo 56
56 / 93
106 Prospect Street photo 57
57 / 93
106 Prospect Street photo 58
58 / 93
106 Prospect Street photo 59
59 / 93
106 Prospect Street photo 60
60 / 93
106 Prospect Street photo 61
61 / 93
106 Prospect Street photo 62
62 / 93
106 Prospect Street photo 63
63 / 93
106 Prospect Street photo 64
64 / 93
106 Prospect Street photo 65
65 / 93
106 Prospect Street photo 66
66 / 93
106 Prospect Street photo 67
67 / 93
106 Prospect Street photo 68
68 / 93
106 Prospect Street photo 69
69 / 93
106 Prospect Street photo 70
70 / 93
106 Prospect Street photo 71
71 / 93
106 Prospect Street photo 72
72 / 93
106 Prospect Street photo 73
73 / 93
106 Prospect Street photo 74
74 / 93
106 Prospect Street photo 75
75 / 93
106 Prospect Street photo 76
76 / 93
106 Prospect Street photo 77
77 / 93
106 Prospect Street photo 78
78 / 93
106 Prospect Street photo 79
79 / 93
106 Prospect Street photo 80
80 / 93
106 Prospect Street photo 81
81 / 93
106 Prospect Street photo 82
82 / 93
106 Prospect Street photo 83
83 / 93
106 Prospect Street photo 84
84 / 93
106 Prospect Street photo 85
85 / 93
106 Prospect Street photo 86
86 / 93
106 Prospect Street photo 87
87 / 93
106 Prospect Street photo 88
88 / 93
106 Prospect Street photo 89
89 / 93
106 Prospect Street photo 90
90 / 93
106 Prospect Street photo 91
91 / 93
106 Prospect Street photo 92
92 / 93
106 Prospect Street photo 93
93 / 93
106 Prospect Street,Middletown, MD 21769
3
beds
2
baths
1,734
sqft
1920
built

Overview

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 ou...

Listing updated: July 17, 2026 at 8:25 PM

Listed by:

Bobbi Prescott (301) 514-6163, RE/MAX Results

Source: Bright MLS · MLS #MDFR2084304Bright MLS

Property details

Your cost estimate

Est. monthly payment

$3,206/mo
Principal & interest
$2,595
Property tax
$446
Home insurance (est.)
$165

Down payment

$99,00020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($99,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Personalized Mortgage Summary

Price history

DateEventPrice
Jul 17, 2026Listed for sale$495,000
Mar 15, 2018Sold$290,000

Location

106 Prospect Street, Middletown, MD 21769

Nearby schools

School district: Frederick County Public Schools

Middletown

Elementary School

Middletown

Middle School

Middletown

High School

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

Nearby homes

$3,206/mo

Est. · $495,000 list

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 7/21/2026.